SK281474B6 - Deriváty arylalkyldiazinónu, spôsob ich prípravy, farmaceutický prostriedok, ktorý ich obsahuje, a ich použitie - Google Patents
Deriváty arylalkyldiazinónu, spôsob ich prípravy, farmaceutický prostriedok, ktorý ich obsahuje, a ich použitie Download PDFInfo
- Publication number
- SK281474B6 SK281474B6 SK1100-96A SK110096A SK281474B6 SK 281474 B6 SK281474 B6 SK 281474B6 SK 110096 A SK110096 A SK 110096A SK 281474 B6 SK281474 B6 SK 281474B6
- Authority
- SK
- Slovakia
- Prior art keywords
- ethyl
- carbonylamino
- dihydro
- benzyl
- dimethoxyphenyl
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 13
- 238000002360 preparation method Methods 0.000 title claims abstract description 10
- 239000008194 pharmaceutical composition Substances 0.000 title claims abstract description 8
- 229940123932 Phosphodiesterase 4 inhibitor Drugs 0.000 title 1
- 239000002587 phosphodiesterase IV inhibitor Substances 0.000 title 1
- 150000003839 salts Chemical class 0.000 claims abstract description 21
- 208000023275 Autoimmune disease Diseases 0.000 claims abstract description 7
- 102000011017 Type 4 Cyclic Nucleotide Phosphodiesterases Human genes 0.000 claims abstract description 7
- 108010037584 Type 4 Cyclic Nucleotide Phosphodiesterases Proteins 0.000 claims abstract description 7
- 208000006673 asthma Diseases 0.000 claims abstract description 5
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims abstract description 4
- 206010020751 Hypersensitivity Diseases 0.000 claims abstract description 4
- 230000007815 allergy Effects 0.000 claims abstract description 4
- 125000004076 pyridyl group Chemical group 0.000 claims abstract description 4
- 125000000842 isoxazolyl group Chemical group 0.000 claims abstract description 3
- 125000003373 pyrazinyl group Chemical group 0.000 claims abstract description 3
- 125000001544 thienyl group Chemical group 0.000 claims abstract description 3
- -1 4-picolinoylaminobenzyl Chemical group 0.000 claims description 424
- 150000001875 compounds Chemical class 0.000 claims description 67
- 125000003762 3,4-dimethoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C([H])=C1* 0.000 claims description 59
- 238000006243 chemical reaction Methods 0.000 claims description 19
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 9
- 239000003814 drug Substances 0.000 claims description 7
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 6
- 229910052717 sulfur Inorganic materials 0.000 claims description 6
- 206010052779 Transplant rejections Diseases 0.000 claims description 5
- 239000000460 chlorine Substances 0.000 claims description 5
- 229910052801 chlorine Inorganic materials 0.000 claims description 5
- 208000027866 inflammatory disease Diseases 0.000 claims description 5
- 230000002401 inhibitory effect Effects 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 5
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 125000004434 sulfur atom Chemical group 0.000 claims description 4
- 102000004861 Phosphoric Diester Hydrolases Human genes 0.000 claims description 3
- 108090001050 Phosphoric Diester Hydrolases Proteins 0.000 claims description 3
- NZUBMTQQNISIDZ-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 NZUBMTQQNISIDZ-UHFFFAOYSA-N 0.000 claims description 2
- UZFKGQZERPKMQX-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 UZFKGQZERPKMQX-UHFFFAOYSA-N 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 abstract description 4
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 abstract description 3
- 125000000753 cycloalkyl group Chemical group 0.000 abstract description 2
- 230000004054 inflammatory process Effects 0.000 abstract description 2
- 230000005764 inhibitory process Effects 0.000 abstract description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 48
- 150000001412 amines Chemical class 0.000 description 14
- YCWRFIYBUQBHJI-UHFFFAOYSA-N 2-(4-aminophenyl)acetonitrile Chemical group NC1=CC=C(CC#N)C=C1 YCWRFIYBUQBHJI-UHFFFAOYSA-N 0.000 description 10
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
- 239000004480 active ingredient Substances 0.000 description 9
- LPVPITJSBXSDHT-UHFFFAOYSA-N 3,6-dihydro-1,3,4-thiadiazin-2-one Chemical compound O=C1NN=CCS1 LPVPITJSBXSDHT-UHFFFAOYSA-N 0.000 description 8
- 239000000203 mixture Substances 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 6
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 5
- XFOHCLJOWFIWRP-UHFFFAOYSA-N 3,6-dihydro-1,3,4-oxadiazin-2-one Chemical compound O=C1NN=CCO1 XFOHCLJOWFIWRP-UHFFFAOYSA-N 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- 239000007858 starting material Substances 0.000 description 5
- 239000003826 tablet Substances 0.000 description 5
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 5
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 239000002775 capsule Substances 0.000 description 4
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 4
- 230000000144 pharmacologic effect Effects 0.000 description 4
- YYAXRXORQWHQRJ-UHFFFAOYSA-N 4-ethyl-1h-pyridazin-6-one Chemical compound CCC=1C=NNC(=O)C=1 YYAXRXORQWHQRJ-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 208000026139 Memory disease Diseases 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 description 3
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 3
- 208000026935 allergic disease Diseases 0.000 description 3
- 230000000172 allergic effect Effects 0.000 description 3
- 239000012154 double-distilled water Substances 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 239000012442 inert solvent Substances 0.000 description 3
- CTAPFRYPJLPFDF-UHFFFAOYSA-N isoxazole Chemical compound C=1C=NOC=1 CTAPFRYPJLPFDF-UHFFFAOYSA-N 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- ATBIAJXSKNPHEI-UHFFFAOYSA-N pyridine-3-carbonyl chloride Chemical compound ClC(=O)C1=CC=CN=C1 ATBIAJXSKNPHEI-UHFFFAOYSA-N 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000007921 spray Substances 0.000 description 3
- 239000000829 suppository Substances 0.000 description 3
- 239000000454 talc Substances 0.000 description 3
- 229940033134 talc Drugs 0.000 description 3
- 235000012222 talc Nutrition 0.000 description 3
- 229910052623 talc Inorganic materials 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 2
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 2
- HNIYMECRMVGTPJ-UHFFFAOYSA-N 2-[(4-aminophenyl)methyl]-6-(3,4-dimethoxyphenyl)-4,5-dihydropyridazin-3-one Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=C(N)C=C1 HNIYMECRMVGTPJ-UHFFFAOYSA-N 0.000 description 2
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 2
- KJTRXVXWSSPHRV-UHFFFAOYSA-N 4-benzoyl-5-methyl-2-phenyl-1h-pyrazol-3-one Chemical compound O=C1C(C(=O)C=2C=CC=CC=2)=C(C)NN1C1=CC=CC=C1 KJTRXVXWSSPHRV-UHFFFAOYSA-N 0.000 description 2
- FKNQCJSGGFJEIZ-UHFFFAOYSA-N 4-methylpyridine Chemical compound CC1=CC=NC=C1 FKNQCJSGGFJEIZ-UHFFFAOYSA-N 0.000 description 2
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 2
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Chemical compound C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- AVRWEULSKHQETA-UHFFFAOYSA-N Thiophene-2 Chemical compound S1C=2CCCCCC=2C(C(=O)OC)=C1NC(=O)C1=C(F)C(F)=C(F)C(F)=C1F AVRWEULSKHQETA-UHFFFAOYSA-N 0.000 description 2
- 102100040247 Tumor necrosis factor Human genes 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- 239000003708 ampul Substances 0.000 description 2
- 125000002843 carboxylic acid group Chemical group 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 2
- 239000008298 dragée Substances 0.000 description 2
- 238000010265 fast atom bombardment Methods 0.000 description 2
- 239000000796 flavoring agent Substances 0.000 description 2
- 235000013355 food flavoring agent Nutrition 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000008101 lactose Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 235000019359 magnesium stearate Nutrition 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- HNKIVFWNYCJMMO-UHFFFAOYSA-N n-[4-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 HNKIVFWNYCJMMO-UHFFFAOYSA-N 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- 239000002674 ointment Substances 0.000 description 2
- 235000019271 petrolatum Nutrition 0.000 description 2
- 235000011007 phosphoric acid Nutrition 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 229920001592 potato starch Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 description 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- NASLINFISOTVJJ-UHFFFAOYSA-N 1,2-oxazole-5-carbonyl chloride Chemical compound ClC(=O)C1=CC=NO1 NASLINFISOTVJJ-UHFFFAOYSA-N 0.000 description 1
- WTMXQJKXFQLPLT-UHFFFAOYSA-N 1,3-oxazole-5-carbonyl chloride Chemical compound ClC(=O)C1=CN=CO1 WTMXQJKXFQLPLT-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- OOSZCNKVJAVHJI-UHFFFAOYSA-N 1-[(4-fluorophenyl)methyl]piperazine Chemical compound C1=CC(F)=CC=C1CN1CCNCC1 OOSZCNKVJAVHJI-UHFFFAOYSA-N 0.000 description 1
- NOUDGPISLXECAJ-UHFFFAOYSA-N 1h-imidazole-5-carbonyl chloride Chemical compound ClC(=O)C1=CNC=N1 NOUDGPISLXECAJ-UHFFFAOYSA-N 0.000 description 1
- ZLIZZDCWMOGEGA-UHFFFAOYSA-N 1h-pyrazole-5-carbonyl chloride Chemical compound ClC(=O)C=1C=CNN=1 ZLIZZDCWMOGEGA-UHFFFAOYSA-N 0.000 description 1
- AAILEWXSEQLMNI-UHFFFAOYSA-N 1h-pyridazin-6-one Chemical class OC1=CC=CN=N1 AAILEWXSEQLMNI-UHFFFAOYSA-N 0.000 description 1
- SFGNNBCWQOIVAZ-UHFFFAOYSA-N 1h-pyrrole-2-carbonyl chloride Chemical compound ClC(=O)C1=CC=CN1 SFGNNBCWQOIVAZ-UHFFFAOYSA-N 0.000 description 1
- MQGBARXPCXAFRZ-UHFFFAOYSA-N 2,4-dimethyl-1,3-thiazole-5-carboxylic acid Chemical compound CC1=NC(C)=C(C(O)=O)S1 MQGBARXPCXAFRZ-UHFFFAOYSA-N 0.000 description 1
- FOUFYAPVLCPYDL-UHFFFAOYSA-N 2-[(2-aminophenyl)methyl]-6-(3,4-dimethoxyphenyl)-5-ethyl-4,5-dihydropyridazin-3-one Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC=C1N FOUFYAPVLCPYDL-UHFFFAOYSA-N 0.000 description 1
- HMZVEJHYLSVILI-UHFFFAOYSA-N 2-[(3-aminophenyl)methyl]-6-(3,4-dimethoxyphenyl)-4,5-dihydropyridazin-3-one Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC(N)=C1 HMZVEJHYLSVILI-UHFFFAOYSA-N 0.000 description 1
- NVICXHQJKAMFAP-UHFFFAOYSA-N 2-[(3-aminophenyl)methyl]-6-(3,4-dimethoxyphenyl)-5-ethyl-4,5-dihydropyridazin-3-one Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC(N)=C1 NVICXHQJKAMFAP-UHFFFAOYSA-N 0.000 description 1
- QKSFCXULPYSRAK-UHFFFAOYSA-N 2-[(3-aminophenyl)methyl]-6-(3-ethoxy-4-methoxyphenyl)-4,5-dihydropyridazin-3-one Chemical compound C1=C(OC)C(OCC)=CC(C=2CCC(=O)N(CC=3C=C(N)C=CC=3)N=2)=C1 QKSFCXULPYSRAK-UHFFFAOYSA-N 0.000 description 1
- BTSDVDRHRRQDJL-UHFFFAOYSA-N 2-[(4-aminophenyl)methyl]-5-ethyl-6-(4-methylsulfonylphenyl)-4,5-dihydropyridazin-3-one Chemical compound N1=C(C=2C=CC(=CC=2)S(C)(=O)=O)C(CC)CC(=O)N1CC1=CC=C(N)C=C1 BTSDVDRHRRQDJL-UHFFFAOYSA-N 0.000 description 1
- ATKOFBILLWFQKT-UHFFFAOYSA-N 2-[(4-aminophenyl)methyl]-5-ethyl-6-[3-(fluoromethoxy)-4-methoxyphenyl]-4,5-dihydropyridazin-3-one Chemical compound N1=C(C=2C=C(OCF)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=C(N)C=C1 ATKOFBILLWFQKT-UHFFFAOYSA-N 0.000 description 1
- ULQICEDTKQRPCW-UHFFFAOYSA-N 2-[(4-aminophenyl)methyl]-5-ethyl-6-[3-methoxy-4-(trifluoromethoxy)phenyl]-4,5-dihydropyridazin-3-one Chemical compound N1=C(C=2C=C(OC)C(OC(F)(F)F)=CC=2)C(CC)CC(=O)N1CC1=CC=C(N)C=C1 ULQICEDTKQRPCW-UHFFFAOYSA-N 0.000 description 1
- OZPDNWIBHLGDMW-UHFFFAOYSA-N 2-[(4-aminophenyl)methyl]-6-(3,4-dimethoxyphenyl)-5-ethyl-4,5-dihydropyridazin-3-one Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=C(N)C=C1 OZPDNWIBHLGDMW-UHFFFAOYSA-N 0.000 description 1
- AEZSPTCLHOMXBT-UHFFFAOYSA-N 2-[(4-aminophenyl)methyl]-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl-4,5-dihydropyridazin-3-one Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=C(N)C=C1 AEZSPTCLHOMXBT-UHFFFAOYSA-N 0.000 description 1
- STOYHSYFGICUND-UHFFFAOYSA-N 2-[(4-aminophenyl)methyl]-6-(3-ethoxy-4-methoxyphenyl)-4,5-dihydropyridazin-3-one Chemical compound C1=C(OC)C(OCC)=CC(C=2CCC(=O)N(CC=3C=CC(N)=CC=3)N=2)=C1 STOYHSYFGICUND-UHFFFAOYSA-N 0.000 description 1
- GWGUERLHLNJMGM-UHFFFAOYSA-N 2-[(4-aminophenyl)methyl]-6-(3-ethoxy-4-methoxyphenyl)-5-ethyl-4,5-dihydropyridazin-3-one Chemical compound C1=C(OC)C(OCC)=CC(C=2C(CC(=O)N(CC=3C=CC(N)=CC=3)N=2)CC)=C1 GWGUERLHLNJMGM-UHFFFAOYSA-N 0.000 description 1
- WRRCFXRTAMXOMM-UHFFFAOYSA-N 2-[(4-aminophenyl)methyl]-6-[3-(difluoromethoxy)-4-methoxyphenyl]-5-ethyl-4,5-dihydropyridazin-3-one Chemical compound N1=C(C=2C=C(OC(F)F)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=C(N)C=C1 WRRCFXRTAMXOMM-UHFFFAOYSA-N 0.000 description 1
- ATDGQBXNRBFZTR-UHFFFAOYSA-N 2-[(4-aminophenyl)methyl]-6-[4-(difluoromethoxy)-3-methoxyphenyl]-5-ethyl-4,5-dihydropyridazin-3-one Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)CC(=O)N1CC1=CC=C(N)C=C1 ATDGQBXNRBFZTR-UHFFFAOYSA-N 0.000 description 1
- OCYHTAYXTAKBFJ-UHFFFAOYSA-N 2-[2-(4-aminophenyl)ethyl]-6-(3,4-dimethoxyphenyl)-4,5-dihydropyridazin-3-one Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CCC1=CC=C(N)C=C1 OCYHTAYXTAKBFJ-UHFFFAOYSA-N 0.000 description 1
- ZJUKPGDBHBEHIK-UHFFFAOYSA-N 2-[2-(4-aminophenyl)ethyl]-6-(3,4-dimethoxyphenyl)-5-ethyl-4,5-dihydropyridazin-3-one Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CCC1=CC=C(N)C=C1 ZJUKPGDBHBEHIK-UHFFFAOYSA-N 0.000 description 1
- OFTKFKYVSBNYEC-UHFFFAOYSA-N 2-furoyl chloride Chemical compound ClC(=O)C1=CC=CO1 OFTKFKYVSBNYEC-UHFFFAOYSA-N 0.000 description 1
- 125000005979 2-naphthyloxy group Chemical group 0.000 description 1
- QBYTXRKLVZHFND-UHFFFAOYSA-N 2h-thiadiazine Chemical compound N1SC=CC=N1 QBYTXRKLVZHFND-UHFFFAOYSA-N 0.000 description 1
- JKMBTWOATVESDI-UHFFFAOYSA-N 3-(3,4-dimethoxyphenyl)-4,5-dihydro-1h-pyridazin-6-one Chemical compound C1=C(OC)C(OC)=CC=C1C1=NNC(=O)CC1 JKMBTWOATVESDI-UHFFFAOYSA-N 0.000 description 1
- QLDFJABIGGPGRY-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-6H-1,3,4-oxadiazin-2-one Chemical compound C1(CCCC1)OC=1C=C(C=CC=1OC)N1C(OC(C=N1)CC)=O QLDFJABIGGPGRY-UHFFFAOYSA-N 0.000 description 1
- NNOXGWNVMOFEKT-UHFFFAOYSA-N 3-[(2-aminophenyl)methyl]-5-(3,4-dimethoxyphenyl)-6-ethyl-6h-1,3,4-oxadiazin-2-one Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CC1=CC=CC=C1N NNOXGWNVMOFEKT-UHFFFAOYSA-N 0.000 description 1
- NZJQVGRBCICVQN-UHFFFAOYSA-N 3-[(2-aminophenyl)methyl]-5-(3,4-dimethoxyphenyl)-6-ethyl-6h-1,3,4-thiadiazin-2-one Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CC1=CC=CC=C1N NZJQVGRBCICVQN-UHFFFAOYSA-N 0.000 description 1
- XAQKQHQAMFLUQA-UHFFFAOYSA-N 3-[(2-aminophenyl)methyl]-5-(3,4-dimethoxyphenyl)-6h-1,3,4-thiadiazin-2-one Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC1=CC=CC=C1N XAQKQHQAMFLUQA-UHFFFAOYSA-N 0.000 description 1
- UOOWPXBJAPWFDB-UHFFFAOYSA-N 3-[(3-aminophenyl)methyl]-5-(3,4-dimethoxyphenyl)-6-ethyl-6h-1,3,4-oxadiazin-2-one Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CC1=CC=CC(N)=C1 UOOWPXBJAPWFDB-UHFFFAOYSA-N 0.000 description 1
- GHVHFYYSUHPWAX-UHFFFAOYSA-N 3-[(3-aminophenyl)methyl]-5-(3,4-dimethoxyphenyl)-6h-1,3,4-thiadiazin-2-one Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC1=CC=CC(N)=C1 GHVHFYYSUHPWAX-UHFFFAOYSA-N 0.000 description 1
- JKCZAGLSOXAHPR-UHFFFAOYSA-N 3-[(3-aminophenyl)methyl]-5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-6h-1,3,4-oxadiazin-2-one Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)OC(=O)N1CC1=CC=CC(N)=C1 JKCZAGLSOXAHPR-UHFFFAOYSA-N 0.000 description 1
- CRSSBELPYDQTKH-UHFFFAOYSA-N 3-[(4-aminophenyl)methyl]-5-(3,4-dimethoxyphenyl)-6-ethyl-6h-1,3,4-oxadiazin-2-one Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CC1=CC=C(N)C=C1 CRSSBELPYDQTKH-UHFFFAOYSA-N 0.000 description 1
- YWPBQKMJYPCQEE-UHFFFAOYSA-N 3-[(4-aminophenyl)methyl]-5-(3,4-dimethoxyphenyl)-6h-1,3,4-oxadiazin-2-one Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC1=CC=C(N)C=C1 YWPBQKMJYPCQEE-UHFFFAOYSA-N 0.000 description 1
- WYNKPBDWZVDWOF-UHFFFAOYSA-N 3-[(4-aminophenyl)methyl]-5-(3,4-dimethoxyphenyl)-6h-1,3,4-thiadiazin-2-one Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC1=CC=C(N)C=C1 WYNKPBDWZVDWOF-UHFFFAOYSA-N 0.000 description 1
- HCNPXUDYKQHEOY-UHFFFAOYSA-N 3-[(4-aminophenyl)methyl]-5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-6h-1,3,4-oxadiazin-2-one Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)OC(=O)N1CC1=CC=C(N)C=C1 HCNPXUDYKQHEOY-UHFFFAOYSA-N 0.000 description 1
- WLTXXBGQEZIEPF-UHFFFAOYSA-N 3-[(4-aminophenyl)methyl]-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-6h-1,3,4-oxadiazin-2-one Chemical compound C1=C(OC)C(OCC)=CC(C=2C(OC(=O)N(CC=3C=CC(N)=CC=3)N=2)CC)=C1 WLTXXBGQEZIEPF-UHFFFAOYSA-N 0.000 description 1
- UFNBIAYMMOCKDF-UHFFFAOYSA-N 3-[(4-aminophenyl)methyl]-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-6h-1,3,4-thiadiazin-2-one Chemical compound C1=C(OC)C(OCC)=CC(C=2C(SC(=O)N(CC=3C=CC(N)=CC=3)N=2)CC)=C1 UFNBIAYMMOCKDF-UHFFFAOYSA-N 0.000 description 1
- ZGCUELMWIISYMB-UHFFFAOYSA-N 3-[(4-aminophenyl)methyl]-5-(4-ethoxy-3-methoxyphenyl)-6-ethyl-6h-1,3,4-oxadiazin-2-one Chemical compound C1=C(OC)C(OCC)=CC=C1C(C(OC1=O)CC)=NN1CC1=CC=C(N)C=C1 ZGCUELMWIISYMB-UHFFFAOYSA-N 0.000 description 1
- RQLVFDQIVKYLDP-UHFFFAOYSA-N 3-[(4-aminophenyl)methyl]-5-(4-ethoxy-3-methoxyphenyl)-6-ethyl-6h-1,3,4-thiadiazin-2-one Chemical compound C1=C(OC)C(OCC)=CC=C1C(C(SC1=O)CC)=NN1CC1=CC=C(N)C=C1 RQLVFDQIVKYLDP-UHFFFAOYSA-N 0.000 description 1
- UEPAPQVPHYIRGE-UHFFFAOYSA-N 3-[(4-aminophenyl)methyl]-5-[4-(difluoromethoxy)-3-methoxyphenyl]-6-ethyl-6h-1,3,4-oxadiazin-2-one Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)OC(=O)N1CC1=CC=C(N)C=C1 UEPAPQVPHYIRGE-UHFFFAOYSA-N 0.000 description 1
- HZHBEJDOPNNPIV-UHFFFAOYSA-N 3-[(4-aminophenyl)methyl]-6-ethyl-5-(3-hydroxy-4-methoxyphenyl)-6h-1,3,4-oxadiazin-2-one Chemical compound N1=C(C=2C=C(O)C(OC)=CC=2)C(CC)OC(=O)N1CC1=CC=C(N)C=C1 HZHBEJDOPNNPIV-UHFFFAOYSA-N 0.000 description 1
- ZUUWRJMLJDNULD-UHFFFAOYSA-N 3-[(4-aminophenyl)methyl]-6-ethyl-5-(4-methylsulfonylphenyl)-6h-1,3,4-oxadiazin-2-one Chemical compound N1=C(C=2C=CC(=CC=2)S(C)(=O)=O)C(CC)OC(=O)N1CC1=CC=C(N)C=C1 ZUUWRJMLJDNULD-UHFFFAOYSA-N 0.000 description 1
- ZKADVULQDCHHLI-UHFFFAOYSA-N 3-[(4-aminophenyl)methyl]-6-ethyl-5-(4-methylsulfonylphenyl)-6h-1,3,4-thiadiazin-2-one Chemical compound N1=C(C=2C=CC(=CC=2)S(C)(=O)=O)C(CC)SC(=O)N1CC1=CC=C(N)C=C1 ZKADVULQDCHHLI-UHFFFAOYSA-N 0.000 description 1
- BONSNNHUYAFNBV-UHFFFAOYSA-N 3-[(4-aminophenyl)methyl]-6-ethyl-5-[3-(fluoromethoxy)-4-methoxyphenyl]-6h-1,3,4-thiadiazin-2-one Chemical compound N1=C(C=2C=C(OCF)C(OC)=CC=2)C(CC)SC(=O)N1CC1=CC=C(N)C=C1 BONSNNHUYAFNBV-UHFFFAOYSA-N 0.000 description 1
- QOBBITGTSLRWSE-UHFFFAOYSA-N 3-[(4-aminophenyl)methyl]-6-ethyl-5-[3-methoxy-4-(trifluoromethoxy)phenyl]-6h-1,3,4-oxadiazin-2-one Chemical compound N1=C(C=2C=C(OC)C(OC(F)(F)F)=CC=2)C(CC)OC(=O)N1CC1=CC=C(N)C=C1 QOBBITGTSLRWSE-UHFFFAOYSA-N 0.000 description 1
- LTHWBVBOXCNLQO-UHFFFAOYSA-N 3-[(4-aminophenyl)methyl]-6-ethyl-5-[3-methoxy-4-(trifluoromethoxy)phenyl]-6h-1,3,4-thiadiazin-2-one Chemical compound N1=C(C=2C=C(OC)C(OC(F)(F)F)=CC=2)C(CC)SC(=O)N1CC1=CC=C(N)C=C1 LTHWBVBOXCNLQO-UHFFFAOYSA-N 0.000 description 1
- QXXDYYNGOJHOJR-UHFFFAOYSA-N 3-[(4-aminophenyl)methyl]-6-ethyl-5-[4-(fluoromethoxy)-3-methoxyphenyl]-6h-1,3,4-oxadiazin-2-one Chemical compound N1=C(C=2C=C(OC)C(OCF)=CC=2)C(CC)OC(=O)N1CC1=CC=C(N)C=C1 QXXDYYNGOJHOJR-UHFFFAOYSA-N 0.000 description 1
- ADLVOAVOXFWSCA-UHFFFAOYSA-N 3-[(4-aminophenyl)methyl]-6-ethyl-5-[4-(fluoromethoxy)-3-methoxyphenyl]-6h-1,3,4-thiadiazin-2-one Chemical compound N1=C(C=2C=C(OC)C(OCF)=CC=2)C(CC)SC(=O)N1CC1=CC=C(N)C=C1 ADLVOAVOXFWSCA-UHFFFAOYSA-N 0.000 description 1
- KYBHMQAVCDTNFX-UHFFFAOYSA-N 3-[(4-aminophenyl)methyl]-6-ethyl-5-[4-methoxy-3-(trifluoromethoxy)phenyl]-6h-1,3,4-thiadiazin-2-one Chemical compound N1=C(C=2C=C(OC(F)(F)F)C(OC)=CC=2)C(CC)SC(=O)N1CC1=CC=C(N)C=C1 KYBHMQAVCDTNFX-UHFFFAOYSA-N 0.000 description 1
- GSIXXLSDMUXCJO-UHFFFAOYSA-N 3-[2-(4-aminophenyl)ethyl]-5-(3,4-dimethoxyphenyl)-6-ethyl-6h-1,3,4-oxadiazin-2-one Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CCC1=CC=C(N)C=C1 GSIXXLSDMUXCJO-UHFFFAOYSA-N 0.000 description 1
- IKAUHZDQTNMTMI-UHFFFAOYSA-N 3-[2-(4-aminophenyl)ethyl]-5-(3,4-dimethoxyphenyl)-6-ethyl-6h-1,3,4-thiadiazin-2-one Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CCC1=CC=C(N)C=C1 IKAUHZDQTNMTMI-UHFFFAOYSA-N 0.000 description 1
- GZJIGYZLOYXPAX-UHFFFAOYSA-N 3-[2-(4-aminophenyl)ethyl]-5-(3,4-dimethoxyphenyl)-6h-1,3,4-oxadiazin-2-one Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CCC1=CC=C(N)C=C1 GZJIGYZLOYXPAX-UHFFFAOYSA-N 0.000 description 1
- AFVQUILISXEHLM-UHFFFAOYSA-N 3-[2-(4-aminophenyl)ethyl]-5-(3,4-dimethoxyphenyl)-6h-1,3,4-thiadiazin-2-one Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CCC1=CC=C(N)C=C1 AFVQUILISXEHLM-UHFFFAOYSA-N 0.000 description 1
- IBWYHNOFSKJKKY-UHFFFAOYSA-N 3-chloropyridazine Chemical compound ClC1=CC=CN=N1 IBWYHNOFSKJKKY-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 description 1
- XVMSFILGAMDHEY-UHFFFAOYSA-N 6-(4-aminophenyl)sulfonylpyridin-3-amine Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=N1 XVMSFILGAMDHEY-UHFFFAOYSA-N 0.000 description 1
- NIGUZTXWVQOZLR-UHFFFAOYSA-N 6-chloro-n-[2-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridazine-3-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CC=C(Cl)N=N1 NIGUZTXWVQOZLR-UHFFFAOYSA-N 0.000 description 1
- FQSXPHPQPYMHFQ-UHFFFAOYSA-N 6-chloro-n-[2-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyridazine-3-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CC=C(Cl)N=N1 FQSXPHPQPYMHFQ-UHFFFAOYSA-N 0.000 description 1
- URMYVEIRRDPEPD-UHFFFAOYSA-N 6-chloro-n-[2-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridazine-3-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CC1=CC=CC=C1NC(=O)C1=CC=C(Cl)N=N1 URMYVEIRRDPEPD-UHFFFAOYSA-N 0.000 description 1
- HBFLFHUXEQFRHL-UHFFFAOYSA-N 6-chloro-n-[3-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridazine-3-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CC=C(Cl)N=N1 HBFLFHUXEQFRHL-UHFFFAOYSA-N 0.000 description 1
- VUBGCFBAYVTASP-UHFFFAOYSA-N 6-chloro-n-[3-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridazine-3-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC(NC(=O)C=2N=NC(Cl)=CC=2)=C1 VUBGCFBAYVTASP-UHFFFAOYSA-N 0.000 description 1
- CYZQLZXCGQSAAI-UHFFFAOYSA-N 6-chloro-n-[3-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridazine-3-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC1=CC=CC(NC(=O)C=2N=NC(Cl)=CC=2)=C1 CYZQLZXCGQSAAI-UHFFFAOYSA-N 0.000 description 1
- DBUZECDCCHZLMY-UHFFFAOYSA-N 6-chloro-n-[3-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyridazine-3-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CC=C(Cl)N=N1 DBUZECDCCHZLMY-UHFFFAOYSA-N 0.000 description 1
- PQJBVXSTNVOLPW-UHFFFAOYSA-N 6-chloro-n-[3-[[5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridazine-3-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CC=C(Cl)N=N1 PQJBVXSTNVOLPW-UHFFFAOYSA-N 0.000 description 1
- XMIJMMGMQCHZLA-UHFFFAOYSA-N 6-chloro-n-[4-[2-[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]pyridazine-3-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CCC(C=C1)=CC=C1NC(=O)C1=CC=C(Cl)N=N1 XMIJMMGMQCHZLA-UHFFFAOYSA-N 0.000 description 1
- RQNHWEKMSPOVFI-UHFFFAOYSA-N 6-chloro-n-[4-[2-[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]pyridazine-3-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CCC(C=C1)=CC=C1NC(=O)C1=CC=C(Cl)N=N1 RQNHWEKMSPOVFI-UHFFFAOYSA-N 0.000 description 1
- GCEAOOZEUMYZRO-UHFFFAOYSA-N 6-chloro-n-[4-[2-[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]ethyl]phenyl]pyridazine-3-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CCC(C=C1)=CC=C1NC(=O)C1=CC=C(Cl)N=N1 GCEAOOZEUMYZRO-UHFFFAOYSA-N 0.000 description 1
- YGLCMGGGZKHUKR-UHFFFAOYSA-N 6-chloro-n-[4-[2-[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]ethyl]phenyl]pyridazine-3-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CCC(C=C1)=CC=C1NC(=O)C1=CC=C(Cl)N=N1 YGLCMGGGZKHUKR-UHFFFAOYSA-N 0.000 description 1
- QSRFKZVUNXOLDD-UHFFFAOYSA-N 6-chloro-n-[4-[2-[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]ethyl]phenyl]pyridazine-3-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CCC(C=C1)=CC=C1NC(=O)C1=CC=C(Cl)N=N1 QSRFKZVUNXOLDD-UHFFFAOYSA-N 0.000 description 1
- VZFCTIBVIJWWRO-UHFFFAOYSA-N 6-chloro-n-[4-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridazine-3-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=C(Cl)N=N1 VZFCTIBVIJWWRO-UHFFFAOYSA-N 0.000 description 1
- AGDXUZVLTPLOPM-UHFFFAOYSA-N 6-chloro-n-[4-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridazine-3-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=C(Cl)N=N1 AGDXUZVLTPLOPM-UHFFFAOYSA-N 0.000 description 1
- DHMBUCFZMQLFQH-UHFFFAOYSA-N 6-chloro-n-[4-[[3-(3-ethoxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridazine-3-carboxamide Chemical compound C1=C(OC)C(OCC)=CC(C=2C(CC(=O)N(CC=3C=CC(NC(=O)C=4N=NC(Cl)=CC=4)=CC=3)N=2)CC)=C1 DHMBUCFZMQLFQH-UHFFFAOYSA-N 0.000 description 1
- JXXJGUXWYMRBJH-UHFFFAOYSA-N 6-chloro-n-[4-[[3-(4-ethoxy-3-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridazine-3-carboxamide Chemical compound C1=C(OC)C(OCC)=CC=C1C(C(CC1=O)CC)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=C(Cl)N=N1 JXXJGUXWYMRBJH-UHFFFAOYSA-N 0.000 description 1
- HYZJVXSQRAQINS-UHFFFAOYSA-N 6-chloro-n-[4-[[3-[3-(difluoromethoxy)-4-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridazine-3-carboxamide Chemical compound N1=C(C=2C=C(OC(F)F)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=C(Cl)N=N1 HYZJVXSQRAQINS-UHFFFAOYSA-N 0.000 description 1
- PGDQINSMCFWJSA-UHFFFAOYSA-N 6-chloro-n-[4-[[3-[4-(difluoromethoxy)-3-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridazine-3-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=C(Cl)N=N1 PGDQINSMCFWJSA-UHFFFAOYSA-N 0.000 description 1
- IJCZSUITYOEBAE-UHFFFAOYSA-N 6-chloro-n-[4-[[4-ethyl-3-(4-methylsulfonylphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridazine-3-carboxamide Chemical compound N1=C(C=2C=CC(=CC=2)S(C)(=O)=O)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=C(Cl)N=N1 IJCZSUITYOEBAE-UHFFFAOYSA-N 0.000 description 1
- MCPGSRLAILEQSP-UHFFFAOYSA-N 6-chloro-n-[4-[[4-ethyl-3-[3-methoxy-4-(trifluoromethoxy)phenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridazine-3-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)(F)F)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=C(Cl)N=N1 MCPGSRLAILEQSP-UHFFFAOYSA-N 0.000 description 1
- LGWGTHUKJUUJCC-UHFFFAOYSA-N 6-chloro-n-[4-[[4-ethyl-3-[4-(fluoromethoxy)-3-methoxyphenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridazine-3-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OCF)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=C(Cl)N=N1 LGWGTHUKJUUJCC-UHFFFAOYSA-N 0.000 description 1
- WGZVRLCFNOWBKK-UHFFFAOYSA-N 6-chloro-n-[4-[[4-ethyl-3-[4-methoxy-3-(trifluoromethoxy)phenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridazine-3-carboxamide Chemical compound N1=C(C=2C=C(OC(F)(F)F)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=C(Cl)N=N1 WGZVRLCFNOWBKK-UHFFFAOYSA-N 0.000 description 1
- SVVMFPAOZJKTOT-UHFFFAOYSA-N 6-chloro-n-[4-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyridazine-3-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=C(Cl)N=N1 SVVMFPAOZJKTOT-UHFFFAOYSA-N 0.000 description 1
- SAMPJMNQIAFGQA-UHFFFAOYSA-N 6-chloro-n-[4-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridazine-3-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=C(Cl)N=N1 SAMPJMNQIAFGQA-UHFFFAOYSA-N 0.000 description 1
- FIIRAJXSJXVVNT-UHFFFAOYSA-N 6-chloro-n-[4-[[5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridazine-3-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=C(Cl)N=N1 FIIRAJXSJXVVNT-UHFFFAOYSA-N 0.000 description 1
- NZKSCSACLASAQQ-UHFFFAOYSA-N 6-chloro-n-[4-[[5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridazine-3-carboxamide Chemical compound C1=C(OC)C(OCC)=CC(C=2C(SC(=O)N(CC=3C=CC(NC(=O)C=4N=NC(Cl)=CC=4)=CC=3)N=2)CC)=C1 NZKSCSACLASAQQ-UHFFFAOYSA-N 0.000 description 1
- RCUQNADLJAERLR-UHFFFAOYSA-N 6-chloro-n-[4-[[5-(4-ethoxy-3-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyridazine-3-carboxamide Chemical compound C1=C(OC)C(OCC)=CC=C1C(C(OC1=O)CC)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=C(Cl)N=N1 RCUQNADLJAERLR-UHFFFAOYSA-N 0.000 description 1
- AMWJYEHZUXVQFN-UHFFFAOYSA-N 6-chloro-n-[4-[[6-ethyl-5-(3-hydroxy-4-methoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridazine-3-carboxamide Chemical compound N1=C(C=2C=C(O)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=C(Cl)N=N1 AMWJYEHZUXVQFN-UHFFFAOYSA-N 0.000 description 1
- ZZUNYADKGXXCNZ-UHFFFAOYSA-N 6-chloro-n-[4-[[6-ethyl-5-(4-methylsulfonylphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyridazine-3-carboxamide Chemical compound N1=C(C=2C=CC(=CC=2)S(C)(=O)=O)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=C(Cl)N=N1 ZZUNYADKGXXCNZ-UHFFFAOYSA-N 0.000 description 1
- LGQKQIRTZRBJTM-UHFFFAOYSA-N 6-chloro-n-[4-[[6-ethyl-5-(4-methylsulfonylphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridazine-3-carboxamide Chemical compound N1=C(C=2C=CC(=CC=2)S(C)(=O)=O)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=C(Cl)N=N1 LGQKQIRTZRBJTM-UHFFFAOYSA-N 0.000 description 1
- DUBBTNDSISQZLA-UHFFFAOYSA-N 6-chloro-n-[4-[[6-ethyl-5-[4-(fluoromethoxy)-3-methoxyphenyl]-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridazine-3-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OCF)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=C(Cl)N=N1 DUBBTNDSISQZLA-UHFFFAOYSA-N 0.000 description 1
- PYLMMZSGQZYUIL-UHFFFAOYSA-N 6-chloropyridazine-3-carbonyl chloride Chemical compound ClC(=O)C1=CC=C(Cl)N=N1 PYLMMZSGQZYUIL-UHFFFAOYSA-N 0.000 description 1
- OPOLGUQCQBXMKN-UHFFFAOYSA-N 6-ethyl-1,3,4-oxadiazin-2-one Chemical class CCC1=CN=NC(=O)O1 OPOLGUQCQBXMKN-UHFFFAOYSA-N 0.000 description 1
- 241000416162 Astragalus gummifer Species 0.000 description 1
- 206010006458 Bronchitis chronic Diseases 0.000 description 1
- COVZYZSDYWQREU-UHFFFAOYSA-N Busulfan Chemical compound CS(=O)(=O)OCCCCOS(C)(=O)=O COVZYZSDYWQREU-UHFFFAOYSA-N 0.000 description 1
- NCJHFWYFFCJKGT-UHFFFAOYSA-N C(C1=CN=CC=C1)(=O)NC=1C=C(CN2N=C(CCC2=O)C2=CC(=C(C=C2)OC)OCC)C=CC1.C(C1=CN=CC=C1)(=O)Cl Chemical compound C(C1=CN=CC=C1)(=O)NC=1C=C(CN2N=C(CCC2=O)C2=CC(=C(C=C2)OC)OCC)C=CC1.C(C1=CN=CC=C1)(=O)Cl NCJHFWYFFCJKGT-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 241000557626 Corvus corax Species 0.000 description 1
- 206010012438 Dermatitis atopic Diseases 0.000 description 1
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical class Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 206010061218 Inflammation Diseases 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- 206010049816 Muscle tightness Diseases 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- UPONSWWGJIQETN-UHFFFAOYSA-N N-[2-[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]-1-phenylethyl]pyridine-4-carboxamide Chemical compound N1=CC=C(C=C1)C(=O)NC(CN1N=C(C(CC1=O)CC)C1=CC(=C(C=C1)OC)OC)C1=CC=CC=C1 UPONSWWGJIQETN-UHFFFAOYSA-N 0.000 description 1
- DSUXQHVKDZKDHU-UHFFFAOYSA-N N-[2-[5-(3,4-dimethoxyphenyl)-2-oxo-6H-1,3,4-oxadiazin-3-yl]-1-phenylethyl]pyridine-4-carboxamide Chemical compound N1=CC=C(C=C1)C(=O)NC(CN1C(OCC(=N1)C1=CC(=C(C=C1)OC)OC)=O)C1=CC=CC=C1 DSUXQHVKDZKDHU-UHFFFAOYSA-N 0.000 description 1
- IGKJMKBRPRNHAD-UHFFFAOYSA-N N-[2-[5-(3,4-dimethoxyphenyl)-2-oxo-6H-1,3,4-thiadiazin-3-yl]-1-phenylethyl]pyridine-4-carboxamide Chemical compound N1=CC=C(C=C1)C(=O)NC(CN1C(SCC(=N1)C1=CC(=C(C=C1)OC)OC)=O)C1=CC=CC=C1 IGKJMKBRPRNHAD-UHFFFAOYSA-N 0.000 description 1
- WNXUCXGYNKQLGG-UHFFFAOYSA-N N-[2-[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6H-1,3,4-oxadiazin-3-yl]-1-phenylethyl]pyridine-4-carboxamide Chemical compound N1=CC=C(C=C1)C(=O)NC(CN1C(OC(C(=N1)C1=CC(=C(C=C1)OC)OC)CC)=O)C1=CC=CC=C1 WNXUCXGYNKQLGG-UHFFFAOYSA-N 0.000 description 1
- AVDLOGNKKXRZOM-UHFFFAOYSA-N N-[2-[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6H-1,3,4-thiadiazin-3-yl]-1-phenylethyl]pyridine-4-carboxamide Chemical compound N1=CC=C(C=C1)C(=O)NC(CN1C(SC(C(=N1)C1=CC(=C(C=C1)OC)OC)CC)=O)C1=CC=CC=C1 AVDLOGNKKXRZOM-UHFFFAOYSA-N 0.000 description 1
- VCNDKAXNVCKGTO-UHFFFAOYSA-N N-[3-[[5-(3,4-dimethoxyphenyl)-2-oxo-6H-1,3,4-oxadiazin-3-yl]methyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound CC1=C(SC(=N1)C)C(=O)NC2=CC=CC(=C2)CN3C(=O)OCC(=N3)C4=CC(=C(C=C4)OC)OC VCNDKAXNVCKGTO-UHFFFAOYSA-N 0.000 description 1
- HSWFTJBKCBKHLY-UHFFFAOYSA-N N-[4-[[3-(3-ethoxy-4-methoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide 1,2-oxazole-5-carbonyl chloride Chemical compound O1N=CC=C1C(=O)NC1=CC=C(CN2N=C(CCC2=O)C2=CC(=C(C=C2)OC)OCC)C=C1.O1N=CC=C1C(=O)Cl HSWFTJBKCBKHLY-UHFFFAOYSA-N 0.000 description 1
- HSJXULAWBLQKIF-UHFFFAOYSA-N N-[4-[[3-(3-ethoxy-4-methoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-4-carboxamide pyridine-4-carbonyl chloride Chemical compound C(C1=CC=NC=C1)(=O)NC1=CC=C(CN2N=C(CCC2=O)C2=CC(=C(C=C2)OC)OCC)C=C1.C(C1=CC=NC=C1)(=O)Cl HSJXULAWBLQKIF-UHFFFAOYSA-N 0.000 description 1
- YOTPGEGYAHGKFD-UHFFFAOYSA-N NC1=CC=C(CN2N=C(CCC2=O)C2=CC(=C(C=C2)OC)C2CCCC2)C=C1 Chemical compound NC1=CC=C(CN2N=C(CCC2=O)C2=CC(=C(C=C2)OC)C2CCCC2)C=C1 YOTPGEGYAHGKFD-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical compound C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 description 1
- 239000004264 Petrolatum Substances 0.000 description 1
- PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Natural products C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 description 1
- 201000004681 Psoriasis Diseases 0.000 description 1
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 1
- 206010057190 Respiratory tract infections Diseases 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 229920001615 Tragacanth Polymers 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 108060008682 Tumor Necrosis Factor Proteins 0.000 description 1
- JKICTGAOQJOKPV-UHFFFAOYSA-N [K].C(C)(C)(C)OC(C)=O Chemical compound [K].C(C)(C)(C)OC(C)=O JKICTGAOQJOKPV-UHFFFAOYSA-N 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000005278 alkyl sulfonyloxy group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 230000001088 anti-asthma Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000005279 aryl sulfonyloxy group Chemical group 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 201000008937 atopic dermatitis Diseases 0.000 description 1
- 229960000686 benzalkonium chloride Drugs 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid group Chemical group C(C1=CC=CC=C1)(=O)O WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- 150000003938 benzyl alcohols Chemical class 0.000 description 1
- CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 206010006451 bronchitis Diseases 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000007810 chemical reaction solvent Substances 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 208000007451 chronic bronchitis Diseases 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 229940110456 cocoa butter Drugs 0.000 description 1
- 235000019868 cocoa butter Nutrition 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000001887 cyclopentyloxy group Chemical group C1(CCCC1)O* 0.000 description 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 229910000397 disodium phosphate Inorganic materials 0.000 description 1
- 235000019800 disodium phosphate Nutrition 0.000 description 1
- MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical class CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 239000006196 drop Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000003889 eye drop Substances 0.000 description 1
- 229940012356 eye drops Drugs 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 235000011389 fruit/vegetable juice Nutrition 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000007903 gelatin capsule Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 235000013773 glyceryl triacetate Nutrition 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 150000007857 hydrazones Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000007943 implant Substances 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 229940057948 magnesium stearate Drugs 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- WFJRIDQGVSJLLH-UHFFFAOYSA-N methyl n-aminocarbamate Chemical compound COC(=O)NN WFJRIDQGVSJLLH-UHFFFAOYSA-N 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 description 1
- PKWYHHBCGBVQQT-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC=C1NC(=O)C1=CC=NO1 PKWYHHBCGBVQQT-UHFFFAOYSA-N 0.000 description 1
- KFMYVLMJISCKNM-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC=C1NC(=O)C1=CN=CO1 KFMYVLMJISCKNM-UHFFFAOYSA-N 0.000 description 1
- UIIGGQCDCOFTMC-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC=C1NC(=O)C1=CNC=N1 UIIGGQCDCOFTMC-UHFFFAOYSA-N 0.000 description 1
- OTIXJVDUVJCHIM-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC=C1NC(=O)C=1C=CNN=1 OTIXJVDUVJCHIM-UHFFFAOYSA-N 0.000 description 1
- KPEZGGNLLNZMQM-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC=C1NC(=O)C1=CC=CN1 KPEZGGNLLNZMQM-UHFFFAOYSA-N 0.000 description 1
- DPDQGSZMEJXVGV-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC=C1NC(=O)C=1SC(C)=NC=1C DPDQGSZMEJXVGV-UHFFFAOYSA-N 0.000 description 1
- CGVROIUYQJFQFB-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]furan-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC=C1NC(=O)C1=CC=CO1 CGVROIUYQJFQFB-UHFFFAOYSA-N 0.000 description 1
- WXBXENDYUZBAQF-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC=C1NC(=O)C1=CN=CC=N1 WXBXENDYUZBAQF-UHFFFAOYSA-N 0.000 description 1
- BNSCCCSCMKTSTI-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC=C1NC(=O)C1=CC=CN=C1 BNSCCCSCMKTSTI-UHFFFAOYSA-N 0.000 description 1
- ZNHBGFZBALEVPZ-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC=C1NC(=O)C1=CC=NC=C1 ZNHBGFZBALEVPZ-UHFFFAOYSA-N 0.000 description 1
- UKHYXPBUHKEBTE-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC=C1NC(=O)C1=NC=CC=N1 UKHYXPBUHKEBTE-UHFFFAOYSA-N 0.000 description 1
- JNEVLEUKNUVSGY-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CC=NO1 JNEVLEUKNUVSGY-UHFFFAOYSA-N 0.000 description 1
- ZHLSDPJNUPVQSH-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CN=CO1 ZHLSDPJNUPVQSH-UHFFFAOYSA-N 0.000 description 1
- LXPLZSNSOHWPEJ-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CNC=N1 LXPLZSNSOHWPEJ-UHFFFAOYSA-N 0.000 description 1
- RWMSJJZJJWTXQO-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=NNC=C1 RWMSJJZJJWTXQO-UHFFFAOYSA-N 0.000 description 1
- IEGMIKIJXYKRMK-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CC=CN1 IEGMIKIJXYKRMK-UHFFFAOYSA-N 0.000 description 1
- RAVOWHFURQATIO-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=C(C)N=C(C)S1 RAVOWHFURQATIO-UHFFFAOYSA-N 0.000 description 1
- GRUSYVHPIRGGJY-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]furan-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CC=CO1 GRUSYVHPIRGGJY-UHFFFAOYSA-N 0.000 description 1
- KNUWNCARQUDUSF-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CN=CC=N1 KNUWNCARQUDUSF-UHFFFAOYSA-N 0.000 description 1
- CELNHASYKXCXKP-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CC=CN=C1 CELNHASYKXCXKP-UHFFFAOYSA-N 0.000 description 1
- JQHWYZJURZMSOU-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CC=NC=C1 JQHWYZJURZMSOU-UHFFFAOYSA-N 0.000 description 1
- DQDNKBXVHLYWLV-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=NC=CC=N1 DQDNKBXVHLYWLV-UHFFFAOYSA-N 0.000 description 1
- YOOXXZHJWDELIH-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CN=CO1 YOOXXZHJWDELIH-UHFFFAOYSA-N 0.000 description 1
- WQMIGCSMOIEWDT-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CNC=N1 WQMIGCSMOIEWDT-UHFFFAOYSA-N 0.000 description 1
- DXMISARGCHGSGA-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CC=CN=C1 DXMISARGCHGSGA-UHFFFAOYSA-N 0.000 description 1
- WCYBOQPXIPPKBR-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CC=NC=C1 WCYBOQPXIPPKBR-UHFFFAOYSA-N 0.000 description 1
- QBBXRMFWQOYQPL-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=NC=CC=N1 QBBXRMFWQOYQPL-UHFFFAOYSA-N 0.000 description 1
- RZGBLNMMHKOPMF-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CC=CS1 RZGBLNMMHKOPMF-UHFFFAOYSA-N 0.000 description 1
- MAGMCYQGBISBIH-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CC=NO1 MAGMCYQGBISBIH-UHFFFAOYSA-N 0.000 description 1
- CTQIVWZACHOFOH-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CNC=N1 CTQIVWZACHOFOH-UHFFFAOYSA-N 0.000 description 1
- JUZWSKOCRMKYIV-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=NNC=C1 JUZWSKOCRMKYIV-UHFFFAOYSA-N 0.000 description 1
- YUNBPAIKCYBBLS-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CC=CN1 YUNBPAIKCYBBLS-UHFFFAOYSA-N 0.000 description 1
- NAQTUAIBAHFIKL-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=C(C)N=C(C)S1 NAQTUAIBAHFIKL-UHFFFAOYSA-N 0.000 description 1
- KQLJNTWTQHAONW-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]furan-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CC=CO1 KQLJNTWTQHAONW-UHFFFAOYSA-N 0.000 description 1
- LTKXLGCUTSGOAK-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CN=CC=N1 LTKXLGCUTSGOAK-UHFFFAOYSA-N 0.000 description 1
- FHYPNCUMAKSVIO-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CC=NC=C1 FHYPNCUMAKSVIO-UHFFFAOYSA-N 0.000 description 1
- VKCIDCPYSCWKRU-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=NC=CC=N1 VKCIDCPYSCWKRU-UHFFFAOYSA-N 0.000 description 1
- GLRQUESLXFTFTI-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC1=CC=CC=C1NC(=O)C1=CC=CS1 GLRQUESLXFTFTI-UHFFFAOYSA-N 0.000 description 1
- WLFIDKOKLZEGSD-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CC1=CC=CC=C1NC(=O)C1=CC=NO1 WLFIDKOKLZEGSD-UHFFFAOYSA-N 0.000 description 1
- XHIQZEYUVYWSIT-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CC1=CC=CC=C1NC(=O)C1=CN=CO1 XHIQZEYUVYWSIT-UHFFFAOYSA-N 0.000 description 1
- XKSDWBINBFQIQD-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CC1=CC=CC=C1NC(=O)C=1C=CNN=1 XKSDWBINBFQIQD-UHFFFAOYSA-N 0.000 description 1
- JSGJPCQEDVBXQU-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]furan-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CC1=CC=CC=C1NC(=O)C1=CC=CO1 JSGJPCQEDVBXQU-UHFFFAOYSA-N 0.000 description 1
- ZKPFQVMCAMWWOW-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CC1=CC=CC=C1NC(=O)C1=CC=NC=C1 ZKPFQVMCAMWWOW-UHFFFAOYSA-N 0.000 description 1
- MZWUTSRFKXCDHX-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CC1=CC=CC=C1NC(=O)C1=NC=CC=N1 MZWUTSRFKXCDHX-UHFFFAOYSA-N 0.000 description 1
- XNVIQNZTQMLAHP-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CC1=CC=CC=C1NC(=O)C1=CC=CS1 XNVIQNZTQMLAHP-UHFFFAOYSA-N 0.000 description 1
- IEWLPYHNFUJDNP-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CC1=CC=CC=C1NC(=O)C1=CN=CO1 IEWLPYHNFUJDNP-UHFFFAOYSA-N 0.000 description 1
- QPIKLUWYZFSIMQ-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CC1=CC=CC=C1NC(=O)C=1C=CNN=1 QPIKLUWYZFSIMQ-UHFFFAOYSA-N 0.000 description 1
- KIELDBZEVBMQBD-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CC1=CC=CC=C1NC(=O)C1=CC=CN1 KIELDBZEVBMQBD-UHFFFAOYSA-N 0.000 description 1
- FHMBYRBADRVXHH-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CC1=CC=CC=C1NC(=O)C1=CN=CC=N1 FHMBYRBADRVXHH-UHFFFAOYSA-N 0.000 description 1
- TXTJHIKUXPLJMY-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CC1=CC=CC=C1NC(=O)C1=CC=NC=C1 TXTJHIKUXPLJMY-UHFFFAOYSA-N 0.000 description 1
- FCMJUQZHDZZWQP-UHFFFAOYSA-N n-[2-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CC1=CC=CC=C1NC(=O)C1=NC=CC=N1 FCMJUQZHDZZWQP-UHFFFAOYSA-N 0.000 description 1
- RMZNJHUNOPLACG-UHFFFAOYSA-N n-[3-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CC=NO1 RMZNJHUNOPLACG-UHFFFAOYSA-N 0.000 description 1
- INPXCQONEKYXOO-UHFFFAOYSA-N n-[3-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=1)=CC=CC=1NC(=O)C=1SC(C)=NC=1C INPXCQONEKYXOO-UHFFFAOYSA-N 0.000 description 1
- XLVNUISCFNUPAS-UHFFFAOYSA-N n-[3-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CN=CC=N1 XLVNUISCFNUPAS-UHFFFAOYSA-N 0.000 description 1
- LKILMCVXFMVZAL-UHFFFAOYSA-N n-[3-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CC=CN=C1 LKILMCVXFMVZAL-UHFFFAOYSA-N 0.000 description 1
- KTGGSXXRUKKDDV-UHFFFAOYSA-N n-[3-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CC=NC=C1 KTGGSXXRUKKDDV-UHFFFAOYSA-N 0.000 description 1
- JWUIAPPPPJPRDC-UHFFFAOYSA-N n-[3-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CC=CS1 JWUIAPPPPJPRDC-UHFFFAOYSA-N 0.000 description 1
- JSHANPPBXGGEGL-UHFFFAOYSA-N n-[3-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC(NC(=O)C=2N=CNC=2)=C1 JSHANPPBXGGEGL-UHFFFAOYSA-N 0.000 description 1
- DBIYLMNJGPJYQZ-UHFFFAOYSA-N n-[3-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC(NC(=O)C2=NNC=C2)=C1 DBIYLMNJGPJYQZ-UHFFFAOYSA-N 0.000 description 1
- DOJCDJGMLQSWEU-UHFFFAOYSA-N n-[3-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC(NC(=O)C=2NC=CC=2)=C1 DOJCDJGMLQSWEU-UHFFFAOYSA-N 0.000 description 1
- HYRAGOPNVUXTDX-UHFFFAOYSA-N n-[3-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]furan-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC(NC(=O)C=2OC=CC=2)=C1 HYRAGOPNVUXTDX-UHFFFAOYSA-N 0.000 description 1
- COZTUOUJSFZAJV-UHFFFAOYSA-N n-[3-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC(NC(=O)C=2N=CC=NC=2)=C1 COZTUOUJSFZAJV-UHFFFAOYSA-N 0.000 description 1
- FFCOSBXMNFMKPL-UHFFFAOYSA-N n-[3-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC(NC(=O)C=2C=NC=CC=2)=C1 FFCOSBXMNFMKPL-UHFFFAOYSA-N 0.000 description 1
- XIVJQOCGCLCRNQ-UHFFFAOYSA-N n-[3-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC(NC(=O)C=2C=CN=CC=2)=C1 XIVJQOCGCLCRNQ-UHFFFAOYSA-N 0.000 description 1
- WYNZOQNHYQIRIA-UHFFFAOYSA-N n-[3-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC(NC(=O)C=2N=CC=CN=2)=C1 WYNZOQNHYQIRIA-UHFFFAOYSA-N 0.000 description 1
- VWHMREFIMQNOKV-UHFFFAOYSA-N n-[3-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC1=CC=CC(NC(=O)C=2SC=CC=2)=C1 VWHMREFIMQNOKV-UHFFFAOYSA-N 0.000 description 1
- NQSGVQJWHMLDKT-UHFFFAOYSA-N n-[3-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CNC=N1 NQSGVQJWHMLDKT-UHFFFAOYSA-N 0.000 description 1
- HXDGLGLOZPTTQU-UHFFFAOYSA-N n-[3-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=1)=CC=CC=1NC(=O)C=1C=CNN=1 HXDGLGLOZPTTQU-UHFFFAOYSA-N 0.000 description 1
- PENMGOPZBHFNGR-UHFFFAOYSA-N n-[3-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CC=CN1 PENMGOPZBHFNGR-UHFFFAOYSA-N 0.000 description 1
- UPMVWYYUDGBIMZ-UHFFFAOYSA-N n-[3-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=1)=CC=CC=1NC(=O)C=1SC(C)=NC=1C UPMVWYYUDGBIMZ-UHFFFAOYSA-N 0.000 description 1
- ZVIZFWNPDYUZPR-UHFFFAOYSA-N n-[3-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]furan-2-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CC=CO1 ZVIZFWNPDYUZPR-UHFFFAOYSA-N 0.000 description 1
- CJRVQBFOGHWOAT-UHFFFAOYSA-N n-[3-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CC=CN=C1 CJRVQBFOGHWOAT-UHFFFAOYSA-N 0.000 description 1
- FGKLBXWODCDFDR-UHFFFAOYSA-N n-[3-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CC=NC=C1 FGKLBXWODCDFDR-UHFFFAOYSA-N 0.000 description 1
- KXRUQDVCTWURMI-UHFFFAOYSA-N n-[3-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=NC=CC=N1 KXRUQDVCTWURMI-UHFFFAOYSA-N 0.000 description 1
- NMIOGVWONPQQAF-UHFFFAOYSA-N n-[3-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CC=CS1 NMIOGVWONPQQAF-UHFFFAOYSA-N 0.000 description 1
- FHSMPMVEMKDAIE-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC1=CC=CC(NC(=O)C=2ON=CC=2)=C1 FHSMPMVEMKDAIE-UHFFFAOYSA-N 0.000 description 1
- WCITUUMHRHJZLY-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC1=CC=CC(NC(=O)C=2OC=NC=2)=C1 WCITUUMHRHJZLY-UHFFFAOYSA-N 0.000 description 1
- MHQLCHXVPJLEKO-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC1=CC=CC(NC(=O)C=2N=CNC=2)=C1 MHQLCHXVPJLEKO-UHFFFAOYSA-N 0.000 description 1
- JHKWBFHDXJJQQZ-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]furan-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC1=CC=CC(NC(=O)C=2OC=CC=2)=C1 JHKWBFHDXJJQQZ-UHFFFAOYSA-N 0.000 description 1
- KJJDOLAVBGBUDS-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC1=CC=CC(NC(=O)C=2N=CC=NC=2)=C1 KJJDOLAVBGBUDS-UHFFFAOYSA-N 0.000 description 1
- WXRGPBAWABJVCY-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC1=CC=CC(NC(=O)C=2C=NC=CC=2)=C1 WXRGPBAWABJVCY-UHFFFAOYSA-N 0.000 description 1
- HKAKHPZHTDMSID-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC1=CC=CC(NC(=O)C=2C=CN=CC=2)=C1 HKAKHPZHTDMSID-UHFFFAOYSA-N 0.000 description 1
- LQEPBYSCVOILIL-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC1=CC=CC(NC(=O)C=2N=CC=CN=2)=C1 LQEPBYSCVOILIL-UHFFFAOYSA-N 0.000 description 1
- ZWQPZUQRKZQRHN-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC1=CC=CC(NC(=O)C=2ON=CC=2)=C1 ZWQPZUQRKZQRHN-UHFFFAOYSA-N 0.000 description 1
- JLOCRXHUNGZZHK-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC1=CC=CC(NC(=O)C=2OC=NC=2)=C1 JLOCRXHUNGZZHK-UHFFFAOYSA-N 0.000 description 1
- HMSKGTSPKWLWBJ-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC1=CC=CC(NC(=O)C=2N=CC=NC=2)=C1 HMSKGTSPKWLWBJ-UHFFFAOYSA-N 0.000 description 1
- BKHRYNHPODKZKM-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC1=CC=CC(NC(=O)C=2C=NC=CC=2)=C1 BKHRYNHPODKZKM-UHFFFAOYSA-N 0.000 description 1
- SLRPTPDYGCFUMU-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC1=CC=CC(NC(=O)C=2C=CN=CC=2)=C1 SLRPTPDYGCFUMU-UHFFFAOYSA-N 0.000 description 1
- UAYNQIPAQIWFSV-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC1=CC=CC(NC(=O)C=2SC=CC=2)=C1 UAYNQIPAQIWFSV-UHFFFAOYSA-N 0.000 description 1
- MGHVVOPUXAHXLU-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CC=NO1 MGHVVOPUXAHXLU-UHFFFAOYSA-N 0.000 description 1
- RYXUITQIYRAQDW-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CN=CO1 RYXUITQIYRAQDW-UHFFFAOYSA-N 0.000 description 1
- LYAFRVFUVJJDCQ-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=1)=CC=CC=1NC(=O)C=1C=CNN=1 LYAFRVFUVJJDCQ-UHFFFAOYSA-N 0.000 description 1
- VHRHZPKOCRFCJJ-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CC=CN1 VHRHZPKOCRFCJJ-UHFFFAOYSA-N 0.000 description 1
- FUIYUYKRDHZPAQ-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]furan-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CC=CO1 FUIYUYKRDHZPAQ-UHFFFAOYSA-N 0.000 description 1
- ARCJMTGOALPZRA-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CN=CC=N1 ARCJMTGOALPZRA-UHFFFAOYSA-N 0.000 description 1
- JKLFWRXIZWXORX-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CC=CN=C1 JKLFWRXIZWXORX-UHFFFAOYSA-N 0.000 description 1
- PPRHADFRVKLEGN-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CC=NC=C1 PPRHADFRVKLEGN-UHFFFAOYSA-N 0.000 description 1
- MVIFQDUADPJSKB-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=NC=CC=N1 MVIFQDUADPJSKB-UHFFFAOYSA-N 0.000 description 1
- FUVDUEICLJFMOQ-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CC=CS1 FUVDUEICLJFMOQ-UHFFFAOYSA-N 0.000 description 1
- DWWILRMDNXCAKT-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CC=NO1 DWWILRMDNXCAKT-UHFFFAOYSA-N 0.000 description 1
- PFLMYUQOFKHYOX-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CN=CO1 PFLMYUQOFKHYOX-UHFFFAOYSA-N 0.000 description 1
- FSGMLGBEGFNFLD-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CNC=N1 FSGMLGBEGFNFLD-UHFFFAOYSA-N 0.000 description 1
- RZLYNHATXCUJPK-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CC=CN1 RZLYNHATXCUJPK-UHFFFAOYSA-N 0.000 description 1
- UETKQJXPJBCZQF-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]furan-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CC=CO1 UETKQJXPJBCZQF-UHFFFAOYSA-N 0.000 description 1
- VEXHOKWJQPKVMT-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CC=CN=C1 VEXHOKWJQPKVMT-UHFFFAOYSA-N 0.000 description 1
- NERVBJLUHXAJTK-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=NC=CC=N1 NERVBJLUHXAJTK-UHFFFAOYSA-N 0.000 description 1
- UFITXYDZZCAPTJ-UHFFFAOYSA-N n-[3-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CC=CS1 UFITXYDZZCAPTJ-UHFFFAOYSA-N 0.000 description 1
- OXRBXHDLNXBKDA-UHFFFAOYSA-N n-[3-[[5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CC=NO1 OXRBXHDLNXBKDA-UHFFFAOYSA-N 0.000 description 1
- LWFDNFNDAMCGEE-UHFFFAOYSA-N n-[3-[[5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CC=CN1 LWFDNFNDAMCGEE-UHFFFAOYSA-N 0.000 description 1
- LCULFOYZBYPYDV-UHFFFAOYSA-N n-[3-[[5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CC=NC=C1 LCULFOYZBYPYDV-UHFFFAOYSA-N 0.000 description 1
- SVFLQIPIZHLVKS-UHFFFAOYSA-N n-[3-[[5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=NC=CC=N1 SVFLQIPIZHLVKS-UHFFFAOYSA-N 0.000 description 1
- ONHWJADRRZYODM-UHFFFAOYSA-N n-[3-[[5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CC=CS1 ONHWJADRRZYODM-UHFFFAOYSA-N 0.000 description 1
- FMVUQGMRGIJYBP-UHFFFAOYSA-N n-[3-[[5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CC=NO1 FMVUQGMRGIJYBP-UHFFFAOYSA-N 0.000 description 1
- NKSCSXCVDHCGPC-UHFFFAOYSA-N n-[3-[[5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CNC=N1 NKSCSXCVDHCGPC-UHFFFAOYSA-N 0.000 description 1
- KFGASXPWEKHPJN-UHFFFAOYSA-N n-[3-[[5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=1)=CC=CC=1NC(=O)C=1C=CNN=1 KFGASXPWEKHPJN-UHFFFAOYSA-N 0.000 description 1
- PRKILGOALIYPFN-UHFFFAOYSA-N n-[3-[[5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CC=CN1 PRKILGOALIYPFN-UHFFFAOYSA-N 0.000 description 1
- SHIZTKBTLBPCCZ-UHFFFAOYSA-N n-[3-[[5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=1)=CC=CC=1NC(=O)C=1SC(C)=NC=1C SHIZTKBTLBPCCZ-UHFFFAOYSA-N 0.000 description 1
- HIQIJHYVHUJGQJ-UHFFFAOYSA-N n-[3-[[5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=1)=CC=CC=1NC(=O)C1=CC=NC=C1 HIQIJHYVHUJGQJ-UHFFFAOYSA-N 0.000 description 1
- CEYUUSMTAFKKML-UHFFFAOYSA-N n-[4-(chloromethyl)phenyl]pyridine-3-carboxamide Chemical compound C1=CC(CCl)=CC=C1NC(=O)C1=CC=CN=C1 CEYUUSMTAFKKML-UHFFFAOYSA-N 0.000 description 1
- IWFYXOZJPAMBSY-UHFFFAOYSA-N n-[4-[2-[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CCC(C=C1)=CC=C1NC(=O)C1=CC=NO1 IWFYXOZJPAMBSY-UHFFFAOYSA-N 0.000 description 1
- TUZHGEPNEBVBOI-UHFFFAOYSA-N n-[4-[2-[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CCC(C=C1)=CC=C1NC(=O)C1=CN=CO1 TUZHGEPNEBVBOI-UHFFFAOYSA-N 0.000 description 1
- FHMNCYCNWHAFIN-UHFFFAOYSA-N n-[4-[2-[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CCC(C=C1)=CC=C1NC(=O)C1=CNC=N1 FHMNCYCNWHAFIN-UHFFFAOYSA-N 0.000 description 1
- JSTSFHJEYAESSF-UHFFFAOYSA-N n-[4-[2-[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CCC(C=C1)=CC=C1NC(=O)C=1C=CNN=1 JSTSFHJEYAESSF-UHFFFAOYSA-N 0.000 description 1
- UTBDUIVLKVKBGJ-UHFFFAOYSA-N n-[4-[2-[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CCC(C=C1)=CC=C1NC(=O)C1=CC=CN1 UTBDUIVLKVKBGJ-UHFFFAOYSA-N 0.000 description 1
- OXYPWZDEFBASNR-UHFFFAOYSA-N n-[4-[2-[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CCC(C=C1)=CC=C1NC(=O)C=1SC(C)=NC=1C OXYPWZDEFBASNR-UHFFFAOYSA-N 0.000 description 1
- DCEPHPPAAOOHJK-UHFFFAOYSA-N n-[4-[2-[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]furan-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CCC(C=C1)=CC=C1NC(=O)C1=CC=CO1 DCEPHPPAAOOHJK-UHFFFAOYSA-N 0.000 description 1
- SCXQIVZRDUIILU-UHFFFAOYSA-N n-[4-[2-[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]pyrazine-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CCC(C=C1)=CC=C1NC(=O)C1=CN=CC=N1 SCXQIVZRDUIILU-UHFFFAOYSA-N 0.000 description 1
- YTIYPPZQLHGQPC-UHFFFAOYSA-N n-[4-[2-[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]pyridine-3-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CCC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 YTIYPPZQLHGQPC-UHFFFAOYSA-N 0.000 description 1
- WVBRMHARSQKHPG-UHFFFAOYSA-N n-[4-[2-[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]pyridine-4-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CCC(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 WVBRMHARSQKHPG-UHFFFAOYSA-N 0.000 description 1
- SMROTMCDOVLHED-UHFFFAOYSA-N n-[4-[2-[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]pyrimidine-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CCC(C=C1)=CC=C1NC(=O)C1=NC=CC=N1 SMROTMCDOVLHED-UHFFFAOYSA-N 0.000 description 1
- HXQNZPZSWSHSFJ-UHFFFAOYSA-N n-[4-[2-[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]thiophene-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CCC(C=C1)=CC=C1NC(=O)C1=CC=CS1 HXQNZPZSWSHSFJ-UHFFFAOYSA-N 0.000 description 1
- QGYBCFIFZSASME-UHFFFAOYSA-N n-[4-[2-[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CCC(C=C1)=CC=C1NC(=O)C1=CC=NO1 QGYBCFIFZSASME-UHFFFAOYSA-N 0.000 description 1
- CYKAGOZDZHOAHN-UHFFFAOYSA-N n-[4-[2-[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CCC(C=C1)=CC=C1NC(=O)C1=CN=CO1 CYKAGOZDZHOAHN-UHFFFAOYSA-N 0.000 description 1
- LCDHDUQNYMTZEH-UHFFFAOYSA-N n-[4-[2-[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CCC(C=C1)=CC=C1NC(=O)C1=CNC=N1 LCDHDUQNYMTZEH-UHFFFAOYSA-N 0.000 description 1
- RYYCAZCEXIGUKU-UHFFFAOYSA-N n-[4-[2-[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CCC(C=C1)=CC=C1NC(=O)C1=NNC=C1 RYYCAZCEXIGUKU-UHFFFAOYSA-N 0.000 description 1
- BIBWUEJLIBQZMH-UHFFFAOYSA-N n-[4-[2-[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CCC(C=C1)=CC=C1NC(=O)C1=CC=CN1 BIBWUEJLIBQZMH-UHFFFAOYSA-N 0.000 description 1
- OZBWDEPEJSIECI-UHFFFAOYSA-N n-[4-[2-[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CCC(C=C1)=CC=C1NC(=O)C1=C(C)N=C(C)S1 OZBWDEPEJSIECI-UHFFFAOYSA-N 0.000 description 1
- ZPPDDYLMPYSMHI-UHFFFAOYSA-N n-[4-[2-[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]furan-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CCC(C=C1)=CC=C1NC(=O)C1=CC=CO1 ZPPDDYLMPYSMHI-UHFFFAOYSA-N 0.000 description 1
- GIIRMKFFPDJRKT-UHFFFAOYSA-N n-[4-[2-[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]pyrazine-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CCC(C=C1)=CC=C1NC(=O)C1=CN=CC=N1 GIIRMKFFPDJRKT-UHFFFAOYSA-N 0.000 description 1
- BBJMZXHBKBTFGH-UHFFFAOYSA-N n-[4-[2-[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]pyridine-3-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CCC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 BBJMZXHBKBTFGH-UHFFFAOYSA-N 0.000 description 1
- YGQAAIKYSQHWDE-UHFFFAOYSA-N n-[4-[2-[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]pyridine-4-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CCC(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 YGQAAIKYSQHWDE-UHFFFAOYSA-N 0.000 description 1
- XAKQPDPOESIPPX-UHFFFAOYSA-N n-[4-[2-[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]ethyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CCC(C=C1)=CC=C1NC(=O)C1=CNC=N1 XAKQPDPOESIPPX-UHFFFAOYSA-N 0.000 description 1
- FPOMHKLQEXXPJE-UHFFFAOYSA-N n-[4-[2-[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]ethyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CCC(C=C1)=CC=C1NC(=O)C1=NNC=C1 FPOMHKLQEXXPJE-UHFFFAOYSA-N 0.000 description 1
- HRBRCOHGZGRWTD-UHFFFAOYSA-N n-[4-[2-[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]ethyl]phenyl]pyrazine-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CCC(C=C1)=CC=C1NC(=O)C1=CN=CC=N1 HRBRCOHGZGRWTD-UHFFFAOYSA-N 0.000 description 1
- AGMSXFZQXYNUMM-UHFFFAOYSA-N n-[4-[2-[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]ethyl]phenyl]pyridine-3-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CCC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 AGMSXFZQXYNUMM-UHFFFAOYSA-N 0.000 description 1
- VMGCFFFRCRNSHY-UHFFFAOYSA-N n-[4-[2-[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]ethyl]phenyl]pyridine-4-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CCC(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 VMGCFFFRCRNSHY-UHFFFAOYSA-N 0.000 description 1
- DYYHUFHYHJFPMS-UHFFFAOYSA-N n-[4-[2-[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]ethyl]phenyl]pyrimidine-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CCC(C=C1)=CC=C1NC(=O)C1=NC=CC=N1 DYYHUFHYHJFPMS-UHFFFAOYSA-N 0.000 description 1
- XEBDPCFKQRTTQA-UHFFFAOYSA-N n-[4-[2-[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]ethyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CCC(C=C1)=CC=C1NC(=O)C1=CC=NO1 XEBDPCFKQRTTQA-UHFFFAOYSA-N 0.000 description 1
- PTIKTSADWKTVPB-UHFFFAOYSA-N n-[4-[2-[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]ethyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CCC(C=C1)=CC=C1NC(=O)C1=CN=CO1 PTIKTSADWKTVPB-UHFFFAOYSA-N 0.000 description 1
- IIVWCNYLHPMQGA-UHFFFAOYSA-N n-[4-[2-[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]ethyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CCC(C=C1)=CC=C1NC(=O)C1=CNC=N1 IIVWCNYLHPMQGA-UHFFFAOYSA-N 0.000 description 1
- KGUDCXCJZOOVAQ-UHFFFAOYSA-N n-[4-[2-[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]ethyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CCC(C=C1)=CC=C1NC(=O)C1=NNC=C1 KGUDCXCJZOOVAQ-UHFFFAOYSA-N 0.000 description 1
- XIXNPSMJUQQIQP-UHFFFAOYSA-N n-[4-[2-[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]ethyl]phenyl]pyrazine-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CCC(C=C1)=CC=C1NC(=O)C1=CN=CC=N1 XIXNPSMJUQQIQP-UHFFFAOYSA-N 0.000 description 1
- JUSWZUDWNNRPHT-UHFFFAOYSA-N n-[4-[2-[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]ethyl]phenyl]pyridine-4-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CCC(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 JUSWZUDWNNRPHT-UHFFFAOYSA-N 0.000 description 1
- NNIUIJBZFHMMGG-UHFFFAOYSA-N n-[4-[2-[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]ethyl]phenyl]pyrimidine-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CCC(C=C1)=CC=C1NC(=O)C1=NC=CC=N1 NNIUIJBZFHMMGG-UHFFFAOYSA-N 0.000 description 1
- MGPIAFZJLXZMLL-UHFFFAOYSA-N n-[4-[2-[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]ethyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CCC(C=C1)=CC=C1NC(=O)C1=CC=CN1 MGPIAFZJLXZMLL-UHFFFAOYSA-N 0.000 description 1
- UIZWUNAUXKYDCI-UHFFFAOYSA-N n-[4-[2-[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]ethyl]phenyl]pyrazine-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CCC(C=C1)=CC=C1NC(=O)C1=CN=CC=N1 UIZWUNAUXKYDCI-UHFFFAOYSA-N 0.000 description 1
- CGEMOJROLAKCQJ-UHFFFAOYSA-N n-[4-[2-[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]ethyl]phenyl]pyridine-3-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CCC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 CGEMOJROLAKCQJ-UHFFFAOYSA-N 0.000 description 1
- GXOYIWGTZNBUSJ-UHFFFAOYSA-N n-[4-[2-[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]ethyl]phenyl]pyridine-4-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CCC(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 GXOYIWGTZNBUSJ-UHFFFAOYSA-N 0.000 description 1
- AEMQDYZVKHJMQE-UHFFFAOYSA-N n-[4-[2-[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]ethyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CCC(C=C1)=CC=C1NC(=O)C1=CC=NO1 AEMQDYZVKHJMQE-UHFFFAOYSA-N 0.000 description 1
- KRLHCPXYHQFZEO-UHFFFAOYSA-N n-[4-[2-[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]ethyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CCC(C=C1)=CC=C1NC(=O)C1=CN=CO1 KRLHCPXYHQFZEO-UHFFFAOYSA-N 0.000 description 1
- HFJABNMXIVQBBO-UHFFFAOYSA-N n-[4-[2-[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]ethyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CCC(C=C1)=CC=C1NC(=O)C1=CNC=N1 HFJABNMXIVQBBO-UHFFFAOYSA-N 0.000 description 1
- VJHLADRYVHCFLW-UHFFFAOYSA-N n-[4-[2-[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]ethyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CCC(C=C1)=CC=C1NC(=O)C=1C=CNN=1 VJHLADRYVHCFLW-UHFFFAOYSA-N 0.000 description 1
- VANZRBCPYBRKBJ-UHFFFAOYSA-N n-[4-[2-[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]ethyl]phenyl]furan-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CCC(C=C1)=CC=C1NC(=O)C1=CC=CO1 VANZRBCPYBRKBJ-UHFFFAOYSA-N 0.000 description 1
- SBZRRFVUIRKDCC-UHFFFAOYSA-N n-[4-[2-[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]ethyl]phenyl]pyrazine-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CCC(C=C1)=CC=C1NC(=O)C1=CN=CC=N1 SBZRRFVUIRKDCC-UHFFFAOYSA-N 0.000 description 1
- YKHNVQVLVXQRBI-UHFFFAOYSA-N n-[4-[2-[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]ethyl]phenyl]pyridine-4-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CCC(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 YKHNVQVLVXQRBI-UHFFFAOYSA-N 0.000 description 1
- FBUHCJPUQGHCQP-UHFFFAOYSA-N n-[4-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C=1SC(C)=NC=1C FBUHCJPUQGHCQP-UHFFFAOYSA-N 0.000 description 1
- SHUUQVVWLZEKGT-UHFFFAOYSA-N n-[4-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CC=N1 SHUUQVVWLZEKGT-UHFFFAOYSA-N 0.000 description 1
- CSWXHGBPTZTYGR-UHFFFAOYSA-N n-[4-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 CSWXHGBPTZTYGR-UHFFFAOYSA-N 0.000 description 1
- OLRMAKQDIIWJJO-UHFFFAOYSA-N n-[4-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC(C=C1)=CC=C1NC(=O)C1=C(C)N=C(C)S1 OLRMAKQDIIWJJO-UHFFFAOYSA-N 0.000 description 1
- BTUUBDYJMHFGGV-UHFFFAOYSA-N n-[4-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC(C=C1)=CC=C1NC(=O)C1=CN=CC=N1 BTUUBDYJMHFGGV-UHFFFAOYSA-N 0.000 description 1
- UKVNJWQPLOHQOA-UHFFFAOYSA-N n-[4-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 UKVNJWQPLOHQOA-UHFFFAOYSA-N 0.000 description 1
- SJFPWFQMGFXJCJ-UHFFFAOYSA-N n-[4-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=CS1 SJFPWFQMGFXJCJ-UHFFFAOYSA-N 0.000 description 1
- ZZLPOMCWVPJZJM-UHFFFAOYSA-N n-[4-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CNC=N1 ZZLPOMCWVPJZJM-UHFFFAOYSA-N 0.000 description 1
- AVMITOPIIUCYTG-UHFFFAOYSA-N n-[4-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN1 AVMITOPIIUCYTG-UHFFFAOYSA-N 0.000 description 1
- JCVRBAQBXJQLKS-UHFFFAOYSA-N n-[4-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CC=N1 JCVRBAQBXJQLKS-UHFFFAOYSA-N 0.000 description 1
- BNCSZZZDIKCRMH-UHFFFAOYSA-N n-[4-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 BNCSZZZDIKCRMH-UHFFFAOYSA-N 0.000 description 1
- LSEMFCQGPRBWOJ-UHFFFAOYSA-N n-[4-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=NC=CC=N1 LSEMFCQGPRBWOJ-UHFFFAOYSA-N 0.000 description 1
- WLNXZJHGUJNZRN-UHFFFAOYSA-N n-[4-[[3-(3-ethoxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound C1=C(OC)C(OCC)=CC(C=2C(CC(=O)N(CC=3C=CC(NC(=O)C=4ON=CC=4)=CC=3)N=2)CC)=C1 WLNXZJHGUJNZRN-UHFFFAOYSA-N 0.000 description 1
- XINNVXXNRTZJCM-UHFFFAOYSA-N n-[4-[[3-(3-ethoxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound C1=C(OC)C(OCC)=CC(C=2C(CC(=O)N(CC=3C=CC(NC(=O)C=4OC=NC=4)=CC=3)N=2)CC)=C1 XINNVXXNRTZJCM-UHFFFAOYSA-N 0.000 description 1
- PYNUQPZHMRYALR-UHFFFAOYSA-N n-[4-[[3-(3-ethoxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound C1=C(OC)C(OCC)=CC(C=2C(CC(=O)N(CC=3C=CC(NC(=O)C4=NNC=C4)=CC=3)N=2)CC)=C1 PYNUQPZHMRYALR-UHFFFAOYSA-N 0.000 description 1
- ARWQIOOMNFJDHS-UHFFFAOYSA-N n-[4-[[3-(3-ethoxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound C1=C(OC)C(OCC)=CC(C=2C(CC(=O)N(CC=3C=CC(NC(=O)C4=C(N=C(C)S4)C)=CC=3)N=2)CC)=C1 ARWQIOOMNFJDHS-UHFFFAOYSA-N 0.000 description 1
- UXBNRRSFSQZZQC-UHFFFAOYSA-N n-[4-[[3-(3-ethoxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]furan-2-carboxamide Chemical compound C1=C(OC)C(OCC)=CC(C=2C(CC(=O)N(CC=3C=CC(NC(=O)C=4OC=CC=4)=CC=3)N=2)CC)=C1 UXBNRRSFSQZZQC-UHFFFAOYSA-N 0.000 description 1
- MMUIYLYVAKIMDS-UHFFFAOYSA-N n-[4-[[3-(3-ethoxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound C1=C(OC)C(OCC)=CC(C=2C(CC(=O)N(CC=3C=CC(NC(=O)C=4C=CN=CC=4)=CC=3)N=2)CC)=C1 MMUIYLYVAKIMDS-UHFFFAOYSA-N 0.000 description 1
- JODUTSBYCKGLSC-UHFFFAOYSA-N n-[4-[[3-(3-ethoxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound C1=C(OC)C(OCC)=CC(C=2C(CC(=O)N(CC=3C=CC(NC(=O)C=4N=CC=CN=4)=CC=3)N=2)CC)=C1 JODUTSBYCKGLSC-UHFFFAOYSA-N 0.000 description 1
- RYYLIDGBAQVDFN-UHFFFAOYSA-N n-[4-[[3-(3-ethoxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound C1=C(OC)C(OCC)=CC(C=2C(CC(=O)N(CC=3C=CC(NC(=O)C=4SC=CC=4)=CC=3)N=2)CC)=C1 RYYLIDGBAQVDFN-UHFFFAOYSA-N 0.000 description 1
- BJMMXXDQVHURCE-UHFFFAOYSA-N n-[4-[[3-(4-ethoxy-3-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound C1=C(OC)C(OCC)=CC=C1C(C(CC1=O)CC)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=NO1 BJMMXXDQVHURCE-UHFFFAOYSA-N 0.000 description 1
- PISLJLPWUAJECG-UHFFFAOYSA-N n-[4-[[3-(4-ethoxy-3-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound C1=C(OC)C(OCC)=CC=C1C(C(CC1=O)CC)=NN1CC(C=C1)=CC=C1NC(=O)C1=CN=CO1 PISLJLPWUAJECG-UHFFFAOYSA-N 0.000 description 1
- BCISJKYRXHAMGY-UHFFFAOYSA-N n-[4-[[3-(4-ethoxy-3-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound C1=C(OC)C(OCC)=CC=C1C(C(CC1=O)CC)=NN1CC(C=C1)=CC=C1NC(=O)C1=CNC=N1 BCISJKYRXHAMGY-UHFFFAOYSA-N 0.000 description 1
- ZHQZKFNFDHFZSI-UHFFFAOYSA-N n-[4-[[3-(4-ethoxy-3-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound C1=C(OC)C(OCC)=CC=C1C(C(CC1=O)CC)=NN1CC(C=C1)=CC=C1NC(=O)C1=C(C)N=C(C)S1 ZHQZKFNFDHFZSI-UHFFFAOYSA-N 0.000 description 1
- QHHTYWSEVMSGGP-UHFFFAOYSA-N n-[4-[[3-(4-ethoxy-3-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]furan-2-carboxamide Chemical compound C1=C(OC)C(OCC)=CC=C1C(C(CC1=O)CC)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=CO1 QHHTYWSEVMSGGP-UHFFFAOYSA-N 0.000 description 1
- FLCYGAFSJFQXCN-UHFFFAOYSA-N n-[4-[[3-(4-ethoxy-3-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound C1=C(OC)C(OCC)=CC=C1C(C(CC1=O)CC)=NN1CC(C=C1)=CC=C1NC(=O)C1=CN=CC=N1 FLCYGAFSJFQXCN-UHFFFAOYSA-N 0.000 description 1
- KOESPSISQDYAQB-UHFFFAOYSA-N n-[4-[[3-(4-ethoxy-3-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound C1=C(OC)C(OCC)=CC=C1C(C(CC1=O)CC)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 KOESPSISQDYAQB-UHFFFAOYSA-N 0.000 description 1
- MUCYJVZYUXETJR-UHFFFAOYSA-N n-[4-[[3-(4-ethoxy-3-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound C1=C(OC)C(OCC)=CC=C1C(C(CC1=O)CC)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 MUCYJVZYUXETJR-UHFFFAOYSA-N 0.000 description 1
- UUEKRVUGLITNEP-UHFFFAOYSA-N n-[4-[[3-(4-ethoxy-3-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound C1=C(OC)C(OCC)=CC=C1C(C(CC1=O)CC)=NN1CC(C=C1)=CC=C1NC(=O)C1=NC=CC=N1 UUEKRVUGLITNEP-UHFFFAOYSA-N 0.000 description 1
- KBBLZRXBDNIOTO-UHFFFAOYSA-N n-[4-[[3-(4-ethoxy-3-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound C1=C(OC)C(OCC)=CC=C1C(C(CC1=O)CC)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=CS1 KBBLZRXBDNIOTO-UHFFFAOYSA-N 0.000 description 1
- JEQQGCHKXGNWIC-UHFFFAOYSA-N n-[4-[[3-[3-(difluoromethoxy)-4-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC(F)F)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CO1 JEQQGCHKXGNWIC-UHFFFAOYSA-N 0.000 description 1
- OLPMYXMPBHUJGD-UHFFFAOYSA-N n-[4-[[3-[3-(difluoromethoxy)-4-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC(F)F)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CNC=N1 OLPMYXMPBHUJGD-UHFFFAOYSA-N 0.000 description 1
- FKYUQBJSAZJOBR-UHFFFAOYSA-N n-[4-[[3-[3-(difluoromethoxy)-4-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound N1=C(C=2C=C(OC(F)F)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN1 FKYUQBJSAZJOBR-UHFFFAOYSA-N 0.000 description 1
- VMAWCHLKNPYXMY-UHFFFAOYSA-N n-[4-[[3-[3-(difluoromethoxy)-4-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC(F)F)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C=1SC(C)=NC=1C VMAWCHLKNPYXMY-UHFFFAOYSA-N 0.000 description 1
- CBBNKIIPZKDKEW-UHFFFAOYSA-N n-[4-[[3-[3-(difluoromethoxy)-4-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound N1=C(C=2C=C(OC(F)F)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CC=N1 CBBNKIIPZKDKEW-UHFFFAOYSA-N 0.000 description 1
- DIKZVNCRPUTSRH-UHFFFAOYSA-N n-[4-[[3-[3-(difluoromethoxy)-4-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound N1=C(C=2C=C(OC(F)F)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 DIKZVNCRPUTSRH-UHFFFAOYSA-N 0.000 description 1
- WXPHWCORPDPDQA-UHFFFAOYSA-N n-[4-[[3-[3-(difluoromethoxy)-4-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound N1=C(C=2C=C(OC(F)F)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 WXPHWCORPDPDQA-UHFFFAOYSA-N 0.000 description 1
- FZOOJIXNSQZYEK-UHFFFAOYSA-N n-[4-[[3-[3-(difluoromethoxy)-4-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound N1=C(C=2C=C(OC(F)F)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CS1 FZOOJIXNSQZYEK-UHFFFAOYSA-N 0.000 description 1
- SHFBBLCHRRMBTF-UHFFFAOYSA-N n-[4-[[3-[4-(difluoromethoxy)-3-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NO1 SHFBBLCHRRMBTF-UHFFFAOYSA-N 0.000 description 1
- UBYYJNQLVFSYNF-UHFFFAOYSA-N n-[4-[[3-[4-(difluoromethoxy)-3-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CO1 UBYYJNQLVFSYNF-UHFFFAOYSA-N 0.000 description 1
- OOTVKVYVTRJRSB-UHFFFAOYSA-N n-[4-[[3-[4-(difluoromethoxy)-3-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CNC=N1 OOTVKVYVTRJRSB-UHFFFAOYSA-N 0.000 description 1
- IEKGLSSYZYAZKI-UHFFFAOYSA-N n-[4-[[3-[4-(difluoromethoxy)-3-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C=1C=CNN=1 IEKGLSSYZYAZKI-UHFFFAOYSA-N 0.000 description 1
- NTVSVXPWOQOMBE-UHFFFAOYSA-N n-[4-[[3-[4-(difluoromethoxy)-3-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN1 NTVSVXPWOQOMBE-UHFFFAOYSA-N 0.000 description 1
- UHBXXXHIBHDQSV-UHFFFAOYSA-N n-[4-[[3-[4-(difluoromethoxy)-3-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C=1SC(C)=NC=1C UHBXXXHIBHDQSV-UHFFFAOYSA-N 0.000 description 1
- QEKMHKSERSEZKF-UHFFFAOYSA-N n-[4-[[3-[4-(difluoromethoxy)-3-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]furan-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CO1 QEKMHKSERSEZKF-UHFFFAOYSA-N 0.000 description 1
- BWRJRWGVCDLKRZ-UHFFFAOYSA-N n-[4-[[3-[4-(difluoromethoxy)-3-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CC=N1 BWRJRWGVCDLKRZ-UHFFFAOYSA-N 0.000 description 1
- HNIFXTDOMHUYKX-UHFFFAOYSA-N n-[4-[[3-[4-(difluoromethoxy)-3-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 HNIFXTDOMHUYKX-UHFFFAOYSA-N 0.000 description 1
- MOSAFUDEUCNXRN-UHFFFAOYSA-N n-[4-[[3-[4-(difluoromethoxy)-3-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 MOSAFUDEUCNXRN-UHFFFAOYSA-N 0.000 description 1
- PVIVPXVBAADOLZ-UHFFFAOYSA-N n-[4-[[3-[4-(difluoromethoxy)-3-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=NC=CC=N1 PVIVPXVBAADOLZ-UHFFFAOYSA-N 0.000 description 1
- BZLWTTPAXCUADJ-UHFFFAOYSA-N n-[4-[[3-[4-(difluoromethoxy)-3-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CS1 BZLWTTPAXCUADJ-UHFFFAOYSA-N 0.000 description 1
- YJXNUUHGJLSEKQ-UHFFFAOYSA-N n-[4-[[4-ethyl-3-(3-hydroxy-4-methoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(O)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CO1 YJXNUUHGJLSEKQ-UHFFFAOYSA-N 0.000 description 1
- LUCNKNZILSEHAI-UHFFFAOYSA-N n-[4-[[4-ethyl-3-(3-hydroxy-4-methoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound N1=C(C=2C=C(O)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CNC=N1 LUCNKNZILSEHAI-UHFFFAOYSA-N 0.000 description 1
- YXSWJQLMTMKAKY-UHFFFAOYSA-N n-[4-[[4-ethyl-3-(3-hydroxy-4-methoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound N1=C(C=2C=C(O)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C=1C=CNN=1 YXSWJQLMTMKAKY-UHFFFAOYSA-N 0.000 description 1
- RXGLUKINSAIOII-UHFFFAOYSA-N n-[4-[[4-ethyl-3-(3-hydroxy-4-methoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound N1=C(C=2C=C(O)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN1 RXGLUKINSAIOII-UHFFFAOYSA-N 0.000 description 1
- WLYZJPNXHWDQIB-UHFFFAOYSA-N n-[4-[[4-ethyl-3-(3-hydroxy-4-methoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound N1=C(C=2C=C(O)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C=1SC(C)=NC=1C WLYZJPNXHWDQIB-UHFFFAOYSA-N 0.000 description 1
- UCDQOMDPZRIUBO-UHFFFAOYSA-N n-[4-[[4-ethyl-3-(3-hydroxy-4-methoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]furan-2-carboxamide Chemical compound N1=C(C=2C=C(O)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CO1 UCDQOMDPZRIUBO-UHFFFAOYSA-N 0.000 description 1
- MJRLLLYRDRGGQE-UHFFFAOYSA-N n-[4-[[4-ethyl-3-(3-hydroxy-4-methoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound N1=C(C=2C=C(O)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 MJRLLLYRDRGGQE-UHFFFAOYSA-N 0.000 description 1
- MEKDRKAJONTVED-UHFFFAOYSA-N n-[4-[[4-ethyl-3-(3-hydroxy-4-methoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound N1=C(C=2C=C(O)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CS1 MEKDRKAJONTVED-UHFFFAOYSA-N 0.000 description 1
- TWOMFFJHECQDIK-UHFFFAOYSA-N n-[4-[[4-ethyl-3-(4-methylsulfonylphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound N1=C(C=2C=CC(=CC=2)S(C)(=O)=O)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NO1 TWOMFFJHECQDIK-UHFFFAOYSA-N 0.000 description 1
- NEAULNZBTHBWFR-UHFFFAOYSA-N n-[4-[[4-ethyl-3-(4-methylsulfonylphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound N1=C(C=2C=CC(=CC=2)S(C)(=O)=O)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CO1 NEAULNZBTHBWFR-UHFFFAOYSA-N 0.000 description 1
- OAOHRKDLVWGFQK-UHFFFAOYSA-N n-[4-[[4-ethyl-3-(4-methylsulfonylphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound N1=C(C=2C=CC(=CC=2)S(C)(=O)=O)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CN1 OAOHRKDLVWGFQK-UHFFFAOYSA-N 0.000 description 1
- BCACEEZPMUYRNH-UHFFFAOYSA-N n-[4-[[4-ethyl-3-(4-methylsulfonylphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound N1=C(C=2C=CC(=CC=2)S(C)(=O)=O)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C=1C=CNN=1 BCACEEZPMUYRNH-UHFFFAOYSA-N 0.000 description 1
- CYBGRGZRVWLNOT-UHFFFAOYSA-N n-[4-[[4-ethyl-3-(4-methylsulfonylphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound N1=C(C=2C=CC(=CC=2)S(C)(=O)=O)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C=1SC(C)=NC=1C CYBGRGZRVWLNOT-UHFFFAOYSA-N 0.000 description 1
- KVCZSKRHHKCVGF-UHFFFAOYSA-N n-[4-[[4-ethyl-3-(4-methylsulfonylphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]furan-2-carboxamide Chemical compound N1=C(C=2C=CC(=CC=2)S(C)(=O)=O)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CO1 KVCZSKRHHKCVGF-UHFFFAOYSA-N 0.000 description 1
- JITCMBFWFZORKC-UHFFFAOYSA-N n-[4-[[4-ethyl-3-(4-methylsulfonylphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound N1=C(C=2C=CC(=CC=2)S(C)(=O)=O)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 JITCMBFWFZORKC-UHFFFAOYSA-N 0.000 description 1
- RVIWCXRRPLYSEB-UHFFFAOYSA-N n-[4-[[4-ethyl-3-(4-methylsulfonylphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound N1=C(C=2C=CC(=CC=2)S(C)(=O)=O)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=NC=CC=N1 RVIWCXRRPLYSEB-UHFFFAOYSA-N 0.000 description 1
- ZYEHTPJNYXFSJB-UHFFFAOYSA-N n-[4-[[4-ethyl-3-(4-methylsulfonylphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound N1=C(C=2C=CC(=CC=2)S(C)(=O)=O)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CS1 ZYEHTPJNYXFSJB-UHFFFAOYSA-N 0.000 description 1
- JPOYCAIRHSZEQQ-UHFFFAOYSA-N n-[4-[[4-ethyl-3-[3-(fluoromethoxy)-4-methoxyphenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OCF)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NO1 JPOYCAIRHSZEQQ-UHFFFAOYSA-N 0.000 description 1
- UCJCZNVRFLMMHN-UHFFFAOYSA-N n-[4-[[4-ethyl-3-[3-(fluoromethoxy)-4-methoxyphenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound N1=C(C=2C=C(OCF)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CNC=N1 UCJCZNVRFLMMHN-UHFFFAOYSA-N 0.000 description 1
- JOPQNYOJVHHEPY-UHFFFAOYSA-N n-[4-[[4-ethyl-3-[3-(fluoromethoxy)-4-methoxyphenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound N1=C(C=2C=C(OCF)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C=1C=CNN=1 JOPQNYOJVHHEPY-UHFFFAOYSA-N 0.000 description 1
- XRCXEOUNGKQJNW-UHFFFAOYSA-N n-[4-[[4-ethyl-3-[3-(fluoromethoxy)-4-methoxyphenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound N1=C(C=2C=C(OCF)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C=1SC(C)=NC=1C XRCXEOUNGKQJNW-UHFFFAOYSA-N 0.000 description 1
- PZAGGLXQPMACNN-UHFFFAOYSA-N n-[4-[[4-ethyl-3-[3-(fluoromethoxy)-4-methoxyphenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]furan-2-carboxamide Chemical compound N1=C(C=2C=C(OCF)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CO1 PZAGGLXQPMACNN-UHFFFAOYSA-N 0.000 description 1
- ZMRCRFCRVPCTSH-UHFFFAOYSA-N n-[4-[[4-ethyl-3-[3-(fluoromethoxy)-4-methoxyphenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound N1=C(C=2C=C(OCF)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 ZMRCRFCRVPCTSH-UHFFFAOYSA-N 0.000 description 1
- VPDBCMOJHVUUED-UHFFFAOYSA-N n-[4-[[4-ethyl-3-[3-methoxy-4-(trifluoromethoxy)phenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)(F)F)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NO1 VPDBCMOJHVUUED-UHFFFAOYSA-N 0.000 description 1
- NHVIXOZNEBDYGS-UHFFFAOYSA-N n-[4-[[4-ethyl-3-[3-methoxy-4-(trifluoromethoxy)phenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)(F)F)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CO1 NHVIXOZNEBDYGS-UHFFFAOYSA-N 0.000 description 1
- SHLIZWWWLDOLKT-UHFFFAOYSA-N n-[4-[[4-ethyl-3-[3-methoxy-4-(trifluoromethoxy)phenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)(F)F)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN1 SHLIZWWWLDOLKT-UHFFFAOYSA-N 0.000 description 1
- NFGVAKFHTDTQSJ-UHFFFAOYSA-N n-[4-[[4-ethyl-3-[3-methoxy-4-(trifluoromethoxy)phenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)(F)F)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 NFGVAKFHTDTQSJ-UHFFFAOYSA-N 0.000 description 1
- BJDCMAOQROTXFU-UHFFFAOYSA-N n-[4-[[4-ethyl-3-[3-methoxy-4-(trifluoromethoxy)phenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)(F)F)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 BJDCMAOQROTXFU-UHFFFAOYSA-N 0.000 description 1
- SCMGXRCRJDXVQE-UHFFFAOYSA-N n-[4-[[4-ethyl-3-[3-methoxy-4-(trifluoromethoxy)phenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)(F)F)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CS1 SCMGXRCRJDXVQE-UHFFFAOYSA-N 0.000 description 1
- IMZROJYIQAFJNX-UHFFFAOYSA-N n-[4-[[4-ethyl-3-[4-(fluoromethoxy)-3-methoxyphenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OCF)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NO1 IMZROJYIQAFJNX-UHFFFAOYSA-N 0.000 description 1
- XSWBTUWHICEIDB-UHFFFAOYSA-N n-[4-[[4-ethyl-3-[4-(fluoromethoxy)-3-methoxyphenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OCF)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C=1C=CNN=1 XSWBTUWHICEIDB-UHFFFAOYSA-N 0.000 description 1
- OWJJCUGISXOQLV-UHFFFAOYSA-N n-[4-[[4-ethyl-3-[4-(fluoromethoxy)-3-methoxyphenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OCF)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C=1SC(C)=NC=1C OWJJCUGISXOQLV-UHFFFAOYSA-N 0.000 description 1
- YTWSTHGPHQLBRX-UHFFFAOYSA-N n-[4-[[4-ethyl-3-[4-(fluoromethoxy)-3-methoxyphenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OCF)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CC=N1 YTWSTHGPHQLBRX-UHFFFAOYSA-N 0.000 description 1
- TYPALWWZDSFIEE-UHFFFAOYSA-N n-[4-[[4-ethyl-3-[4-(fluoromethoxy)-3-methoxyphenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OCF)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 TYPALWWZDSFIEE-UHFFFAOYSA-N 0.000 description 1
- VEYSUIGVCKNLJL-UHFFFAOYSA-N n-[4-[[4-ethyl-3-[4-(fluoromethoxy)-3-methoxyphenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OCF)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 VEYSUIGVCKNLJL-UHFFFAOYSA-N 0.000 description 1
- ZPOQLRQNCOGFNH-UHFFFAOYSA-N n-[4-[[4-ethyl-3-[4-(fluoromethoxy)-3-methoxyphenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OCF)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CS1 ZPOQLRQNCOGFNH-UHFFFAOYSA-N 0.000 description 1
- PLJDOZMRJTXGIM-UHFFFAOYSA-N n-[4-[[4-ethyl-3-[4-methoxy-3-(trifluoromethoxy)phenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC(F)(F)F)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CO1 PLJDOZMRJTXGIM-UHFFFAOYSA-N 0.000 description 1
- XLICPTCXINABAK-UHFFFAOYSA-N n-[4-[[4-ethyl-3-[4-methoxy-3-(trifluoromethoxy)phenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC(F)(F)F)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C=1C=CNN=1 XLICPTCXINABAK-UHFFFAOYSA-N 0.000 description 1
- ORYKNGJNMQHWNM-UHFFFAOYSA-N n-[4-[[4-ethyl-3-[4-methoxy-3-(trifluoromethoxy)phenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC(F)(F)F)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C=1SC(C)=NC=1C ORYKNGJNMQHWNM-UHFFFAOYSA-N 0.000 description 1
- BHHFMDLXTCGSSR-UHFFFAOYSA-N n-[4-[[4-ethyl-3-[4-methoxy-3-(trifluoromethoxy)phenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]furan-2-carboxamide Chemical compound N1=C(C=2C=C(OC(F)(F)F)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CO1 BHHFMDLXTCGSSR-UHFFFAOYSA-N 0.000 description 1
- WUGMRCBCMOHSJH-UHFFFAOYSA-N n-[4-[[4-ethyl-3-[4-methoxy-3-(trifluoromethoxy)phenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound N1=C(C=2C=C(OC(F)(F)F)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CC=N1 WUGMRCBCMOHSJH-UHFFFAOYSA-N 0.000 description 1
- BDBOSKHOAIIHBX-UHFFFAOYSA-N n-[4-[[4-ethyl-3-[4-methoxy-3-(trifluoromethoxy)phenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound N1=C(C=2C=C(OC(F)(F)F)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 BDBOSKHOAIIHBX-UHFFFAOYSA-N 0.000 description 1
- ISAQKGUTQBDYOP-UHFFFAOYSA-N n-[4-[[4-ethyl-3-[4-methoxy-3-(trifluoromethoxy)phenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound N1=C(C=2C=C(OC(F)(F)F)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 ISAQKGUTQBDYOP-UHFFFAOYSA-N 0.000 description 1
- DVBVXMKYALVMDD-UHFFFAOYSA-N n-[4-[[4-ethyl-3-[4-methoxy-3-(trifluoromethoxy)phenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound N1=C(C=2C=C(OC(F)(F)F)C(OC)=CC=2)C(CC)CC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=NC=CC=N1 DVBVXMKYALVMDD-UHFFFAOYSA-N 0.000 description 1
- QAFAXERRJIIAPI-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC(C=C1)=CC=C1NC(=O)C1=CNC=N1 QAFAXERRJIIAPI-UHFFFAOYSA-N 0.000 description 1
- OALCJQAVICKLIV-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC(C=C1)=CC=C1NC(=O)C1=NNC=C1 OALCJQAVICKLIV-UHFFFAOYSA-N 0.000 description 1
- JNHMERIFYJEXDQ-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=CN1 JNHMERIFYJEXDQ-UHFFFAOYSA-N 0.000 description 1
- CHSMGFIZPNHFSM-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC(C=C1)=CC=C1NC(=O)C1=C(C)N=C(C)S1 CHSMGFIZPNHFSM-UHFFFAOYSA-N 0.000 description 1
- CBXNPRYLAJVECO-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 CBXNPRYLAJVECO-UHFFFAOYSA-N 0.000 description 1
- VEKZVJIUCNXQJH-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 VEKZVJIUCNXQJH-UHFFFAOYSA-N 0.000 description 1
- GLQMXVDTFJOOQD-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1CC(C=C1)=CC=C1NC(=O)C1=NC=CC=N1 GLQMXVDTFJOOQD-UHFFFAOYSA-N 0.000 description 1
- ZHHHFJJAZZOXIF-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=NO1 ZHHHFJJAZZOXIF-UHFFFAOYSA-N 0.000 description 1
- JLGFQXIMTPECGI-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC(C=C1)=CC=C1NC(=O)C1=CN=CO1 JLGFQXIMTPECGI-UHFFFAOYSA-N 0.000 description 1
- LNHCZIHFKDECBY-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC(C=C1)=CC=C1NC(=O)C1=CNC=N1 LNHCZIHFKDECBY-UHFFFAOYSA-N 0.000 description 1
- HAPBDQYJPUGJIE-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC(C=C1)=CC=C1NC(=O)C1=NNC=C1 HAPBDQYJPUGJIE-UHFFFAOYSA-N 0.000 description 1
- KRPACDCMAXXTPN-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=CN1 KRPACDCMAXXTPN-UHFFFAOYSA-N 0.000 description 1
- VNXHFPZNXCJJNL-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC(C=C1)=CC=C1NC(=O)C1=C(C)N=C(C)S1 VNXHFPZNXCJJNL-UHFFFAOYSA-N 0.000 description 1
- KKXOXXRBJZYKDQ-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]furan-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=CO1 KKXOXXRBJZYKDQ-UHFFFAOYSA-N 0.000 description 1
- OYVOVVFQUKLKKO-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC(C=C1)=CC=C1NC(=O)C1=CN=CC=N1 OYVOVVFQUKLKKO-UHFFFAOYSA-N 0.000 description 1
- KVEXVMFPWHVCIZ-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC(C=C1)=CC=C1NC(=O)C1=NC=CC=N1 KVEXVMFPWHVCIZ-UHFFFAOYSA-N 0.000 description 1
- KGTFSEAAKSGHPC-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=CS1 KGTFSEAAKSGHPC-UHFFFAOYSA-N 0.000 description 1
- BRLBAARKMPFAIT-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NO1 BRLBAARKMPFAIT-UHFFFAOYSA-N 0.000 description 1
- LGCBHICIAZMOMD-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CO1 LGCBHICIAZMOMD-UHFFFAOYSA-N 0.000 description 1
- JOTOSAHJZMYHRS-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CNC=N1 JOTOSAHJZMYHRS-UHFFFAOYSA-N 0.000 description 1
- INPYWHFYLQXRAT-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN1 INPYWHFYLQXRAT-UHFFFAOYSA-N 0.000 description 1
- ISIVFLDXEWNWPD-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]furan-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CO1 ISIVFLDXEWNWPD-UHFFFAOYSA-N 0.000 description 1
- BCINSFUJSPEZRI-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 BCINSFUJSPEZRI-UHFFFAOYSA-N 0.000 description 1
- WAHPMNNMFKLROQ-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=NC=CC=N1 WAHPMNNMFKLROQ-UHFFFAOYSA-N 0.000 description 1
- VNIBWOLYJZOXFP-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CS1 VNIBWOLYJZOXFP-UHFFFAOYSA-N 0.000 description 1
- RGZGQVAJXPRDJW-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NO1 RGZGQVAJXPRDJW-UHFFFAOYSA-N 0.000 description 1
- UJJGMQJQOPMRDU-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CO1 UJJGMQJQOPMRDU-UHFFFAOYSA-N 0.000 description 1
- ZGMKQLRMSACPAS-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CNC=N1 ZGMKQLRMSACPAS-UHFFFAOYSA-N 0.000 description 1
- FRUFTMJDSINHHQ-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN1 FRUFTMJDSINHHQ-UHFFFAOYSA-N 0.000 description 1
- WJZJVYKMQLTJPD-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]furan-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CO1 WJZJVYKMQLTJPD-UHFFFAOYSA-N 0.000 description 1
- BCFRQBRKRLWAER-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CC=N1 BCFRQBRKRLWAER-UHFFFAOYSA-N 0.000 description 1
- KZJCPUXRBFEXHS-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 KZJCPUXRBFEXHS-UHFFFAOYSA-N 0.000 description 1
- VIYCWGHQCPZMRI-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=NC=CC=N1 VIYCWGHQCPZMRI-UHFFFAOYSA-N 0.000 description 1
- PXVSOJPJIWCGRA-UHFFFAOYSA-N n-[4-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CS1 PXVSOJPJIWCGRA-UHFFFAOYSA-N 0.000 description 1
- XRSLKUHVVMNMGO-UHFFFAOYSA-N n-[4-[[5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NO1 XRSLKUHVVMNMGO-UHFFFAOYSA-N 0.000 description 1
- STSHGWSIIOPVKP-UHFFFAOYSA-N n-[4-[[5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN1 STSHGWSIIOPVKP-UHFFFAOYSA-N 0.000 description 1
- DEAWIOWRUBAKBE-UHFFFAOYSA-N n-[4-[[5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CC=N1 DEAWIOWRUBAKBE-UHFFFAOYSA-N 0.000 description 1
- YGPJTQLGGGOFCG-UHFFFAOYSA-N n-[4-[[5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 YGPJTQLGGGOFCG-UHFFFAOYSA-N 0.000 description 1
- ZSLDAQVWGPQNQA-UHFFFAOYSA-N n-[4-[[5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NO1 ZSLDAQVWGPQNQA-UHFFFAOYSA-N 0.000 description 1
- WZVFDNOJXHCQMT-UHFFFAOYSA-N n-[4-[[5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CO1 WZVFDNOJXHCQMT-UHFFFAOYSA-N 0.000 description 1
- BAMHVKVQNBHVAW-UHFFFAOYSA-N n-[4-[[5-(3-cyclopentyloxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN1 BAMHVKVQNBHVAW-UHFFFAOYSA-N 0.000 description 1
- CVWHUZBGJFSAKS-UHFFFAOYSA-N n-[4-[[5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound C1=C(OC)C(OCC)=CC(C=2C(OC(=O)N(CC=3C=CC(NC(=O)C=4ON=CC=4)=CC=3)N=2)CC)=C1 CVWHUZBGJFSAKS-UHFFFAOYSA-N 0.000 description 1
- YJLHMDUNHZAFLU-UHFFFAOYSA-N n-[4-[[5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound C1=C(OC)C(OCC)=CC(C=2C(OC(=O)N(CC=3C=CC(NC(=O)C=4N=CNC=4)=CC=3)N=2)CC)=C1 YJLHMDUNHZAFLU-UHFFFAOYSA-N 0.000 description 1
- ZXCQORXJEXFYLF-UHFFFAOYSA-N n-[4-[[5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound C1=C(OC)C(OCC)=CC(C=2C(OC(=O)N(CC=3C=CC(NC(=O)C=4NC=CC=4)=CC=3)N=2)CC)=C1 ZXCQORXJEXFYLF-UHFFFAOYSA-N 0.000 description 1
- GFIROSUMKBBXKZ-UHFFFAOYSA-N n-[4-[[5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound C1=C(OC)C(OCC)=CC(C=2C(OC(=O)N(CC=3C=CC(NC(=O)C=4N=CC=NC=4)=CC=3)N=2)CC)=C1 GFIROSUMKBBXKZ-UHFFFAOYSA-N 0.000 description 1
- KHVPSZMLFBIFOK-UHFFFAOYSA-N n-[4-[[5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound C1=C(OC)C(OCC)=CC(C=2C(OC(=O)N(CC=3C=CC(NC(=O)C=4C=CN=CC=4)=CC=3)N=2)CC)=C1 KHVPSZMLFBIFOK-UHFFFAOYSA-N 0.000 description 1
- CRNBZTDSYDAWOQ-UHFFFAOYSA-N n-[4-[[5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound C1=C(OC)C(OCC)=CC(C=2C(OC(=O)N(CC=3C=CC(NC(=O)C=4N=CC=CN=4)=CC=3)N=2)CC)=C1 CRNBZTDSYDAWOQ-UHFFFAOYSA-N 0.000 description 1
- FWMCYSXMYOKDFS-UHFFFAOYSA-N n-[4-[[5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound C1=C(OC)C(OCC)=CC(C=2C(SC(=O)N(CC=3C=CC(NC(=O)C=4ON=CC=4)=CC=3)N=2)CC)=C1 FWMCYSXMYOKDFS-UHFFFAOYSA-N 0.000 description 1
- FAZHVDFEDSFWHQ-UHFFFAOYSA-N n-[4-[[5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound C1=C(OC)C(OCC)=CC(C=2C(SC(=O)N(CC=3C=CC(NC(=O)C=4N=CNC=4)=CC=3)N=2)CC)=C1 FAZHVDFEDSFWHQ-UHFFFAOYSA-N 0.000 description 1
- SENWOWNSZPEKFT-UHFFFAOYSA-N n-[4-[[5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound C1=C(OC)C(OCC)=CC(C=2C(SC(=O)N(CC=3C=CC(NC(=O)C4=NNC=C4)=CC=3)N=2)CC)=C1 SENWOWNSZPEKFT-UHFFFAOYSA-N 0.000 description 1
- PQYGSINJOFXHRT-UHFFFAOYSA-N n-[4-[[5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound C1=C(OC)C(OCC)=CC(C=2C(SC(=O)N(CC=3C=CC(NC(=O)C=4NC=CC=4)=CC=3)N=2)CC)=C1 PQYGSINJOFXHRT-UHFFFAOYSA-N 0.000 description 1
- USEROBSZEPTVQT-UHFFFAOYSA-N n-[4-[[5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound C1=C(OC)C(OCC)=CC(C=2C(SC(=O)N(CC=3C=CC(NC(=O)C4=C(N=C(C)S4)C)=CC=3)N=2)CC)=C1 USEROBSZEPTVQT-UHFFFAOYSA-N 0.000 description 1
- AFCMFNULXQMBTG-UHFFFAOYSA-N n-[4-[[5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]furan-2-carboxamide Chemical compound C1=C(OC)C(OCC)=CC(C=2C(SC(=O)N(CC=3C=CC(NC(=O)C=4OC=CC=4)=CC=3)N=2)CC)=C1 AFCMFNULXQMBTG-UHFFFAOYSA-N 0.000 description 1
- OAMFAKCOGPDBJZ-UHFFFAOYSA-N n-[4-[[5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound C1=C(OC)C(OCC)=CC(C=2C(SC(=O)N(CC=3C=CC(NC(=O)C=4N=CC=NC=4)=CC=3)N=2)CC)=C1 OAMFAKCOGPDBJZ-UHFFFAOYSA-N 0.000 description 1
- ABRVWHORWIIDAY-UHFFFAOYSA-N n-[4-[[5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound C1=C(OC)C(OCC)=CC(C=2C(SC(=O)N(CC=3C=CC(NC(=O)C=4C=NC=CC=4)=CC=3)N=2)CC)=C1 ABRVWHORWIIDAY-UHFFFAOYSA-N 0.000 description 1
- KWVXRZLNQRPUAD-UHFFFAOYSA-N n-[4-[[5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound C1=C(OC)C(OCC)=CC(C=2C(SC(=O)N(CC=3C=CC(NC(=O)C=4C=CN=CC=4)=CC=3)N=2)CC)=C1 KWVXRZLNQRPUAD-UHFFFAOYSA-N 0.000 description 1
- UWWGWIGZJWOAGK-UHFFFAOYSA-N n-[4-[[5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound C1=C(OC)C(OCC)=CC(C=2C(SC(=O)N(CC=3C=CC(NC(=O)C=4N=CC=CN=4)=CC=3)N=2)CC)=C1 UWWGWIGZJWOAGK-UHFFFAOYSA-N 0.000 description 1
- TUATZHQJOWEQNY-UHFFFAOYSA-N n-[4-[[5-(4-ethoxy-3-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound C1=C(OC)C(OCC)=CC=C1C(C(OC1=O)CC)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=NO1 TUATZHQJOWEQNY-UHFFFAOYSA-N 0.000 description 1
- FVGIWCVLAHHGBZ-UHFFFAOYSA-N n-[4-[[5-(4-ethoxy-3-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound C1=C(OC)C(OCC)=CC=C1C(C(OC1=O)CC)=NN1CC(C=C1)=CC=C1NC(=O)C1=C(C)N=C(C)S1 FVGIWCVLAHHGBZ-UHFFFAOYSA-N 0.000 description 1
- IUCOFHLCCOTNAA-UHFFFAOYSA-N n-[4-[[5-(4-ethoxy-3-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound C1=C(OC)C(OCC)=CC=C1C(C(OC1=O)CC)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 IUCOFHLCCOTNAA-UHFFFAOYSA-N 0.000 description 1
- JJXGWCKDLALUKO-UHFFFAOYSA-N n-[4-[[5-(4-ethoxy-3-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound C1=C(OC)C(OCC)=CC=C1C(C(OC1=O)CC)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=CS1 JJXGWCKDLALUKO-UHFFFAOYSA-N 0.000 description 1
- XMTKGMREAJGREH-UHFFFAOYSA-N n-[4-[[5-(4-ethoxy-3-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound C1=C(OC)C(OCC)=CC=C1C(C(SC1=O)CC)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=NO1 XMTKGMREAJGREH-UHFFFAOYSA-N 0.000 description 1
- GUKDNGHURUFHJZ-UHFFFAOYSA-N n-[4-[[5-(4-ethoxy-3-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound C1=C(OC)C(OCC)=CC=C1C(C(SC1=O)CC)=NN1CC(C=C1)=CC=C1NC(=O)C1=CNC=N1 GUKDNGHURUFHJZ-UHFFFAOYSA-N 0.000 description 1
- ARDNIJVXVWDEHC-UHFFFAOYSA-N n-[4-[[5-(4-ethoxy-3-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound C1=C(OC)C(OCC)=CC=C1C(C(SC1=O)CC)=NN1CC(C=C1)=CC=C1NC(=O)C1=NNC=C1 ARDNIJVXVWDEHC-UHFFFAOYSA-N 0.000 description 1
- WABJOKAIHFWSKJ-UHFFFAOYSA-N n-[4-[[5-(4-ethoxy-3-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound C1=C(OC)C(OCC)=CC=C1C(C(SC1=O)CC)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=CN1 WABJOKAIHFWSKJ-UHFFFAOYSA-N 0.000 description 1
- TVQLEDZLOIDVEY-UHFFFAOYSA-N n-[4-[[5-(4-ethoxy-3-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound C1=C(OC)C(OCC)=CC=C1C(C(SC1=O)CC)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 TVQLEDZLOIDVEY-UHFFFAOYSA-N 0.000 description 1
- KNJPDLIXXICZTP-UHFFFAOYSA-N n-[4-[[5-(4-ethoxy-3-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound C1=C(OC)C(OCC)=CC=C1C(C(SC1=O)CC)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 KNJPDLIXXICZTP-UHFFFAOYSA-N 0.000 description 1
- KGAPJJGLFUCQBE-UHFFFAOYSA-N n-[4-[[5-(4-ethoxy-3-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound C1=C(OC)C(OCC)=CC=C1C(C(SC1=O)CC)=NN1CC(C=C1)=CC=C1NC(=O)C1=NC=CC=N1 KGAPJJGLFUCQBE-UHFFFAOYSA-N 0.000 description 1
- WQGNGGOSYQQFAH-UHFFFAOYSA-N n-[4-[[5-(4-ethoxy-3-methoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound C1=C(OC)C(OCC)=CC=C1C(C(SC1=O)CC)=NN1CC(C=C1)=CC=C1NC(=O)C1=CC=CS1 WQGNGGOSYQQFAH-UHFFFAOYSA-N 0.000 description 1
- VERDNJQZRJNMMF-UHFFFAOYSA-N n-[4-[[5-[3-(difluoromethoxy)-4-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC(F)F)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C=1C=CNN=1 VERDNJQZRJNMMF-UHFFFAOYSA-N 0.000 description 1
- MJGAWGNTFVXWDW-UHFFFAOYSA-N n-[4-[[5-[3-(difluoromethoxy)-4-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound N1=C(C=2C=C(OC(F)F)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CC=N1 MJGAWGNTFVXWDW-UHFFFAOYSA-N 0.000 description 1
- YJPKPDWAVAAPQF-UHFFFAOYSA-N n-[4-[[5-[3-(difluoromethoxy)-4-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound N1=C(C=2C=C(OC(F)F)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 YJPKPDWAVAAPQF-UHFFFAOYSA-N 0.000 description 1
- PAOHQIWROUNNGL-UHFFFAOYSA-N n-[4-[[5-[3-(difluoromethoxy)-4-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound N1=C(C=2C=C(OC(F)F)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 PAOHQIWROUNNGL-UHFFFAOYSA-N 0.000 description 1
- OUEARGLNZADRKL-UHFFFAOYSA-N n-[4-[[5-[3-(difluoromethoxy)-4-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound N1=C(C=2C=C(OC(F)F)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=NC=CC=N1 OUEARGLNZADRKL-UHFFFAOYSA-N 0.000 description 1
- CNRKQZWKAXCJSW-UHFFFAOYSA-N n-[4-[[5-[3-(difluoromethoxy)-4-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC(F)F)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NO1 CNRKQZWKAXCJSW-UHFFFAOYSA-N 0.000 description 1
- VPMIHAUDCOLPOL-UHFFFAOYSA-N n-[4-[[5-[3-(difluoromethoxy)-4-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC(F)F)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CO1 VPMIHAUDCOLPOL-UHFFFAOYSA-N 0.000 description 1
- BJUODKZVQBARNV-UHFFFAOYSA-N n-[4-[[5-[3-(difluoromethoxy)-4-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC(F)F)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CNC=N1 BJUODKZVQBARNV-UHFFFAOYSA-N 0.000 description 1
- GYNZNNOVHGXOJO-UHFFFAOYSA-N n-[4-[[5-[3-(difluoromethoxy)-4-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC(F)F)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C=1C=CNN=1 GYNZNNOVHGXOJO-UHFFFAOYSA-N 0.000 description 1
- PFZPNQOIEIQZRA-UHFFFAOYSA-N n-[4-[[5-[3-(difluoromethoxy)-4-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]furan-2-carboxamide Chemical compound N1=C(C=2C=C(OC(F)F)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CO1 PFZPNQOIEIQZRA-UHFFFAOYSA-N 0.000 description 1
- VQPPORHXBBVMRR-UHFFFAOYSA-N n-[4-[[5-[3-(difluoromethoxy)-4-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound N1=C(C=2C=C(OC(F)F)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CC=N1 VQPPORHXBBVMRR-UHFFFAOYSA-N 0.000 description 1
- LSNDQZXUNPBPBS-UHFFFAOYSA-N n-[4-[[5-[3-(difluoromethoxy)-4-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound N1=C(C=2C=C(OC(F)F)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 LSNDQZXUNPBPBS-UHFFFAOYSA-N 0.000 description 1
- WIMLZXHLOOECQA-UHFFFAOYSA-N n-[4-[[5-[3-(difluoromethoxy)-4-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound N1=C(C=2C=C(OC(F)F)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=NC=CC=N1 WIMLZXHLOOECQA-UHFFFAOYSA-N 0.000 description 1
- MNMZTMWURSWGSK-UHFFFAOYSA-N n-[4-[[5-[3-(difluoromethoxy)-4-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound N1=C(C=2C=C(OC(F)F)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CS1 MNMZTMWURSWGSK-UHFFFAOYSA-N 0.000 description 1
- VHJCWLBAWQIFCW-UHFFFAOYSA-N n-[4-[[5-[4-(difluoromethoxy)-3-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NO1 VHJCWLBAWQIFCW-UHFFFAOYSA-N 0.000 description 1
- GPYWUKORFDEDIU-UHFFFAOYSA-N n-[4-[[5-[4-(difluoromethoxy)-3-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CO1 GPYWUKORFDEDIU-UHFFFAOYSA-N 0.000 description 1
- NDZAEBJYWWCEQU-UHFFFAOYSA-N n-[4-[[5-[4-(difluoromethoxy)-3-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CNC=N1 NDZAEBJYWWCEQU-UHFFFAOYSA-N 0.000 description 1
- LNSQZOOXCPLENL-UHFFFAOYSA-N n-[4-[[5-[4-(difluoromethoxy)-3-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C=1C=CNN=1 LNSQZOOXCPLENL-UHFFFAOYSA-N 0.000 description 1
- FCKRWJSPWARFTL-UHFFFAOYSA-N n-[4-[[5-[4-(difluoromethoxy)-3-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN1 FCKRWJSPWARFTL-UHFFFAOYSA-N 0.000 description 1
- MPMGABCATZHDGC-UHFFFAOYSA-N n-[4-[[5-[4-(difluoromethoxy)-3-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]furan-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CO1 MPMGABCATZHDGC-UHFFFAOYSA-N 0.000 description 1
- LDLFZANTZSQBCY-UHFFFAOYSA-N n-[4-[[5-[4-(difluoromethoxy)-3-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 LDLFZANTZSQBCY-UHFFFAOYSA-N 0.000 description 1
- UNVROPMFPSQCRY-UHFFFAOYSA-N n-[4-[[5-[4-(difluoromethoxy)-3-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 UNVROPMFPSQCRY-UHFFFAOYSA-N 0.000 description 1
- OEVJELYBCVQBFO-UHFFFAOYSA-N n-[4-[[5-[4-(difluoromethoxy)-3-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=NC=CC=N1 OEVJELYBCVQBFO-UHFFFAOYSA-N 0.000 description 1
- USGHHFANKHJGPR-UHFFFAOYSA-N n-[4-[[5-[4-(difluoromethoxy)-3-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CS1 USGHHFANKHJGPR-UHFFFAOYSA-N 0.000 description 1
- KHLFICOSZWKPDD-UHFFFAOYSA-N n-[4-[[5-[4-(difluoromethoxy)-3-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NO1 KHLFICOSZWKPDD-UHFFFAOYSA-N 0.000 description 1
- UNZTUPCMJLHYAF-UHFFFAOYSA-N n-[4-[[5-[4-(difluoromethoxy)-3-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN1 UNZTUPCMJLHYAF-UHFFFAOYSA-N 0.000 description 1
- ZBZOBKXSUKPEAE-UHFFFAOYSA-N n-[4-[[5-[4-(difluoromethoxy)-3-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]furan-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CO1 ZBZOBKXSUKPEAE-UHFFFAOYSA-N 0.000 description 1
- IFZFFDGYPLMNPT-UHFFFAOYSA-N n-[4-[[5-[4-(difluoromethoxy)-3-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CC=N1 IFZFFDGYPLMNPT-UHFFFAOYSA-N 0.000 description 1
- KFSPIESXSCKPEV-UHFFFAOYSA-N n-[4-[[5-[4-(difluoromethoxy)-3-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 KFSPIESXSCKPEV-UHFFFAOYSA-N 0.000 description 1
- CXEJSGZVAOEVGG-UHFFFAOYSA-N n-[4-[[5-[4-(difluoromethoxy)-3-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 CXEJSGZVAOEVGG-UHFFFAOYSA-N 0.000 description 1
- CQUVIGNXMGAFLG-UHFFFAOYSA-N n-[4-[[6-ethyl-5-(3-hydroxy-4-methoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(O)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NO1 CQUVIGNXMGAFLG-UHFFFAOYSA-N 0.000 description 1
- GAMKOOQLEOUNGV-UHFFFAOYSA-N n-[4-[[6-ethyl-5-(3-hydroxy-4-methoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound N1=C(C=2C=C(O)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CN1 GAMKOOQLEOUNGV-UHFFFAOYSA-N 0.000 description 1
- URHUBOUQEAJHHL-UHFFFAOYSA-N n-[4-[[6-ethyl-5-(3-hydroxy-4-methoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound N1=C(C=2C=C(O)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C=1C=CNN=1 URHUBOUQEAJHHL-UHFFFAOYSA-N 0.000 description 1
- FGDJNCZEMIKQQR-UHFFFAOYSA-N n-[4-[[6-ethyl-5-(3-hydroxy-4-methoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound N1=C(C=2C=C(O)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CC=N1 FGDJNCZEMIKQQR-UHFFFAOYSA-N 0.000 description 1
- TVZFGXGARZVSOE-UHFFFAOYSA-N n-[4-[[6-ethyl-5-(3-hydroxy-4-methoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound N1=C(C=2C=C(O)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 TVZFGXGARZVSOE-UHFFFAOYSA-N 0.000 description 1
- NOQXNESRSGKTFJ-UHFFFAOYSA-N n-[4-[[6-ethyl-5-(3-hydroxy-4-methoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound N1=C(C=2C=C(O)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CS1 NOQXNESRSGKTFJ-UHFFFAOYSA-N 0.000 description 1
- ZTWYIGCZXAOAFJ-UHFFFAOYSA-N n-[4-[[6-ethyl-5-(3-hydroxy-4-methoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(O)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NO1 ZTWYIGCZXAOAFJ-UHFFFAOYSA-N 0.000 description 1
- JFPUFZMXQNPSMC-UHFFFAOYSA-N n-[4-[[6-ethyl-5-(3-hydroxy-4-methoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound N1=C(C=2C=C(O)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CNC=N1 JFPUFZMXQNPSMC-UHFFFAOYSA-N 0.000 description 1
- OIRHOIVRGRBXRD-UHFFFAOYSA-N n-[4-[[6-ethyl-5-(3-hydroxy-4-methoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound N1=C(C=2C=C(O)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C=1C=CNN=1 OIRHOIVRGRBXRD-UHFFFAOYSA-N 0.000 description 1
- BFGRCGZDIYLECS-UHFFFAOYSA-N n-[4-[[6-ethyl-5-(3-hydroxy-4-methoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]furan-2-carboxamide Chemical compound N1=C(C=2C=C(O)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CO1 BFGRCGZDIYLECS-UHFFFAOYSA-N 0.000 description 1
- AOIJXALTBQMXIA-UHFFFAOYSA-N n-[4-[[6-ethyl-5-(3-hydroxy-4-methoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound N1=C(C=2C=C(O)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CC=N1 AOIJXALTBQMXIA-UHFFFAOYSA-N 0.000 description 1
- ONHZWEMLVZYBPK-UHFFFAOYSA-N n-[4-[[6-ethyl-5-(3-hydroxy-4-methoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound N1=C(C=2C=C(O)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 ONHZWEMLVZYBPK-UHFFFAOYSA-N 0.000 description 1
- RZUAKMIFMCWHSR-UHFFFAOYSA-N n-[4-[[6-ethyl-5-(3-hydroxy-4-methoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound N1=C(C=2C=C(O)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 RZUAKMIFMCWHSR-UHFFFAOYSA-N 0.000 description 1
- SVPBAYDUKKEHJU-UHFFFAOYSA-N n-[4-[[6-ethyl-5-(3-hydroxy-4-methoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound N1=C(C=2C=C(O)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=NC=CC=N1 SVPBAYDUKKEHJU-UHFFFAOYSA-N 0.000 description 1
- SBCGKVSMZUREQY-UHFFFAOYSA-N n-[4-[[6-ethyl-5-(3-hydroxy-4-methoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound N1=C(C=2C=C(O)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CS1 SBCGKVSMZUREQY-UHFFFAOYSA-N 0.000 description 1
- WUBIQICARCNDQY-UHFFFAOYSA-N n-[4-[[6-ethyl-5-(4-methylsulfonylphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound N1=C(C=2C=CC(=CC=2)S(C)(=O)=O)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CO1 WUBIQICARCNDQY-UHFFFAOYSA-N 0.000 description 1
- MPUKDDAFKABDIZ-UHFFFAOYSA-N n-[4-[[6-ethyl-5-(4-methylsulfonylphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound N1=C(C=2C=CC(=CC=2)S(C)(=O)=O)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CNC=N1 MPUKDDAFKABDIZ-UHFFFAOYSA-N 0.000 description 1
- DGHWXTOOSICEIA-UHFFFAOYSA-N n-[4-[[6-ethyl-5-(4-methylsulfonylphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound N1=C(C=2C=CC(=CC=2)S(C)(=O)=O)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C=1C=CNN=1 DGHWXTOOSICEIA-UHFFFAOYSA-N 0.000 description 1
- HXXOLFQTYNTYJR-UHFFFAOYSA-N n-[4-[[6-ethyl-5-(4-methylsulfonylphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound N1=C(C=2C=CC(=CC=2)S(C)(=O)=O)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN1 HXXOLFQTYNTYJR-UHFFFAOYSA-N 0.000 description 1
- HHLIYXVHFBWTFE-UHFFFAOYSA-N n-[4-[[6-ethyl-5-(4-methylsulfonylphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]furan-2-carboxamide Chemical compound N1=C(C=2C=CC(=CC=2)S(C)(=O)=O)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CO1 HHLIYXVHFBWTFE-UHFFFAOYSA-N 0.000 description 1
- PPBHBMATAQWMJR-UHFFFAOYSA-N n-[4-[[6-ethyl-5-(4-methylsulfonylphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound N1=C(C=2C=CC(=CC=2)S(C)(=O)=O)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CC=N1 PPBHBMATAQWMJR-UHFFFAOYSA-N 0.000 description 1
- IIIXBGKWQDHWMM-UHFFFAOYSA-N n-[4-[[6-ethyl-5-(4-methylsulfonylphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound N1=C(C=2C=CC(=CC=2)S(C)(=O)=O)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 IIIXBGKWQDHWMM-UHFFFAOYSA-N 0.000 description 1
- XTCFIESFEUFMLX-UHFFFAOYSA-N n-[4-[[6-ethyl-5-(4-methylsulfonylphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound N1=C(C=2C=CC(=CC=2)S(C)(=O)=O)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CS1 XTCFIESFEUFMLX-UHFFFAOYSA-N 0.000 description 1
- KWQLFVPWOMNUBN-UHFFFAOYSA-N n-[4-[[6-ethyl-5-(4-methylsulfonylphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound N1=C(C=2C=CC(=CC=2)S(C)(=O)=O)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C=1C=CNN=1 KWQLFVPWOMNUBN-UHFFFAOYSA-N 0.000 description 1
- NUZPBGBGIGMHCL-UHFFFAOYSA-N n-[4-[[6-ethyl-5-(4-methylsulfonylphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound N1=C(C=2C=CC(=CC=2)S(C)(=O)=O)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN1 NUZPBGBGIGMHCL-UHFFFAOYSA-N 0.000 description 1
- NQEJXWODCLZCLO-UHFFFAOYSA-N n-[4-[[6-ethyl-5-(4-methylsulfonylphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound N1=C(C=2C=CC(=CC=2)S(C)(=O)=O)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C=1SC(C)=NC=1C NQEJXWODCLZCLO-UHFFFAOYSA-N 0.000 description 1
- AEWSJCVSKORAAG-UHFFFAOYSA-N n-[4-[[6-ethyl-5-(4-methylsulfonylphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound N1=C(C=2C=CC(=CC=2)S(C)(=O)=O)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CC=N1 AEWSJCVSKORAAG-UHFFFAOYSA-N 0.000 description 1
- MNHZFOIZVAWEQP-UHFFFAOYSA-N n-[4-[[6-ethyl-5-(4-methylsulfonylphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound N1=C(C=2C=CC(=CC=2)S(C)(=O)=O)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 MNHZFOIZVAWEQP-UHFFFAOYSA-N 0.000 description 1
- OMKIBXMRFOILKW-UHFFFAOYSA-N n-[4-[[6-ethyl-5-(4-methylsulfonylphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound N1=C(C=2C=CC(=CC=2)S(C)(=O)=O)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 OMKIBXMRFOILKW-UHFFFAOYSA-N 0.000 description 1
- BIKGERYYORZYJY-UHFFFAOYSA-N n-[4-[[6-ethyl-5-(4-methylsulfonylphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound N1=C(C=2C=CC(=CC=2)S(C)(=O)=O)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=NC=CC=N1 BIKGERYYORZYJY-UHFFFAOYSA-N 0.000 description 1
- XQGUWGOZFNYPDS-UHFFFAOYSA-N n-[4-[[6-ethyl-5-(4-methylsulfonylphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound N1=C(C=2C=CC(=CC=2)S(C)(=O)=O)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CS1 XQGUWGOZFNYPDS-UHFFFAOYSA-N 0.000 description 1
- UKTXXLJGXMFRKL-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[3-(fluoromethoxy)-4-methoxyphenyl]-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound N1=C(C=2C=C(OCF)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C=1C=CNN=1 UKTXXLJGXMFRKL-UHFFFAOYSA-N 0.000 description 1
- CRPLRKAAGOSQQS-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[3-(fluoromethoxy)-4-methoxyphenyl]-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound N1=C(C=2C=C(OCF)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C=1SC(C)=NC=1C CRPLRKAAGOSQQS-UHFFFAOYSA-N 0.000 description 1
- IDWKLDRELBOKNG-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[3-(fluoromethoxy)-4-methoxyphenyl]-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]furan-2-carboxamide Chemical compound N1=C(C=2C=C(OCF)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CO1 IDWKLDRELBOKNG-UHFFFAOYSA-N 0.000 description 1
- XWBOIUCIHIIBCY-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[3-(fluoromethoxy)-4-methoxyphenyl]-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound N1=C(C=2C=C(OCF)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CC=N1 XWBOIUCIHIIBCY-UHFFFAOYSA-N 0.000 description 1
- AESRLQMDRKXMDN-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[3-(fluoromethoxy)-4-methoxyphenyl]-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound N1=C(C=2C=C(OCF)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=NC=CC=N1 AESRLQMDRKXMDN-UHFFFAOYSA-N 0.000 description 1
- PFYORMWGPWOVQJ-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[3-(fluoromethoxy)-4-methoxyphenyl]-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound N1=C(C=2C=C(OCF)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CS1 PFYORMWGPWOVQJ-UHFFFAOYSA-N 0.000 description 1
- WJRUGNFCODXZAT-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[3-(fluoromethoxy)-4-methoxyphenyl]-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OCF)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NO1 WJRUGNFCODXZAT-UHFFFAOYSA-N 0.000 description 1
- VRSVGRLFJSRBAF-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[3-(fluoromethoxy)-4-methoxyphenyl]-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OCF)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CO1 VRSVGRLFJSRBAF-UHFFFAOYSA-N 0.000 description 1
- DLYPWYJUBUETNQ-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[3-(fluoromethoxy)-4-methoxyphenyl]-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound N1=C(C=2C=C(OCF)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CNC=N1 DLYPWYJUBUETNQ-UHFFFAOYSA-N 0.000 description 1
- RQJIJMWWRNFGPL-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[3-(fluoromethoxy)-4-methoxyphenyl]-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound N1=C(C=2C=C(OCF)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN1 RQJIJMWWRNFGPL-UHFFFAOYSA-N 0.000 description 1
- OTODEVDSASXVKY-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[3-(fluoromethoxy)-4-methoxyphenyl]-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]furan-2-carboxamide Chemical compound N1=C(C=2C=C(OCF)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CO1 OTODEVDSASXVKY-UHFFFAOYSA-N 0.000 description 1
- NEXRJPBVDDLSLY-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[3-(fluoromethoxy)-4-methoxyphenyl]-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound N1=C(C=2C=C(OCF)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 NEXRJPBVDDLSLY-UHFFFAOYSA-N 0.000 description 1
- DLWGELVSFJWYFN-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[3-(fluoromethoxy)-4-methoxyphenyl]-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound N1=C(C=2C=C(OCF)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 DLWGELVSFJWYFN-UHFFFAOYSA-N 0.000 description 1
- UAFMOVXKROYYPW-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[3-(fluoromethoxy)-4-methoxyphenyl]-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound N1=C(C=2C=C(OCF)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=NC=CC=N1 UAFMOVXKROYYPW-UHFFFAOYSA-N 0.000 description 1
- OMWMQRQTOBUVKI-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[3-methoxy-4-(trifluoromethoxy)phenyl]-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)(F)F)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NO1 OMWMQRQTOBUVKI-UHFFFAOYSA-N 0.000 description 1
- INXKIXHYWXJBMF-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[3-methoxy-4-(trifluoromethoxy)phenyl]-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)(F)F)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C=1C=CNN=1 INXKIXHYWXJBMF-UHFFFAOYSA-N 0.000 description 1
- HZYAGHBJPLRXEZ-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[3-methoxy-4-(trifluoromethoxy)phenyl]-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)(F)F)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C=1SC(C)=NC=1C HZYAGHBJPLRXEZ-UHFFFAOYSA-N 0.000 description 1
- GCKIMDPRYWLACW-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[3-methoxy-4-(trifluoromethoxy)phenyl]-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]furan-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)(F)F)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CO1 GCKIMDPRYWLACW-UHFFFAOYSA-N 0.000 description 1
- CYINZAMZBSFCJQ-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[3-methoxy-4-(trifluoromethoxy)phenyl]-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)(F)F)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CC=N1 CYINZAMZBSFCJQ-UHFFFAOYSA-N 0.000 description 1
- KMPLXTQHUDSZDW-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[3-methoxy-4-(trifluoromethoxy)phenyl]-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)(F)F)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 KMPLXTQHUDSZDW-UHFFFAOYSA-N 0.000 description 1
- XGHQWOHFNFXCTO-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[3-methoxy-4-(trifluoromethoxy)phenyl]-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)(F)F)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=NC=CC=N1 XGHQWOHFNFXCTO-UHFFFAOYSA-N 0.000 description 1
- CKSIMNKZHKGZSS-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[3-methoxy-4-(trifluoromethoxy)phenyl]-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)(F)F)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CS1 CKSIMNKZHKGZSS-UHFFFAOYSA-N 0.000 description 1
- GNIHODBXQFKGPY-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[3-methoxy-4-(trifluoromethoxy)phenyl]-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)(F)F)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN1 GNIHODBXQFKGPY-UHFFFAOYSA-N 0.000 description 1
- QVUYYMZZXKXDMT-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[3-methoxy-4-(trifluoromethoxy)phenyl]-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)(F)F)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C=1SC(C)=NC=1C QVUYYMZZXKXDMT-UHFFFAOYSA-N 0.000 description 1
- SIHKZOBFTRYCNY-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[3-methoxy-4-(trifluoromethoxy)phenyl]-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]furan-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)(F)F)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CO1 SIHKZOBFTRYCNY-UHFFFAOYSA-N 0.000 description 1
- XJELXMPLFLYCHV-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[3-methoxy-4-(trifluoromethoxy)phenyl]-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)(F)F)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 XJELXMPLFLYCHV-UHFFFAOYSA-N 0.000 description 1
- NFIXNQYUPXDHSF-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[3-methoxy-4-(trifluoromethoxy)phenyl]-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC(F)(F)F)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CS1 NFIXNQYUPXDHSF-UHFFFAOYSA-N 0.000 description 1
- IDKQRTQLMTYMRL-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[4-(fluoromethoxy)-3-methoxyphenyl]-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OCF)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NO1 IDKQRTQLMTYMRL-UHFFFAOYSA-N 0.000 description 1
- QTRJXXQTMJWMMQ-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[4-(fluoromethoxy)-3-methoxyphenyl]-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]furan-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OCF)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CO1 QTRJXXQTMJWMMQ-UHFFFAOYSA-N 0.000 description 1
- WVBOYWRWHOEZRV-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[4-(fluoromethoxy)-3-methoxyphenyl]-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OCF)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CC=N1 WVBOYWRWHOEZRV-UHFFFAOYSA-N 0.000 description 1
- IPYZVENFEYSEBN-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[4-(fluoromethoxy)-3-methoxyphenyl]-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OCF)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 IPYZVENFEYSEBN-UHFFFAOYSA-N 0.000 description 1
- IXTNKSPIPOXBIK-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[4-(fluoromethoxy)-3-methoxyphenyl]-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OCF)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=NC=CC=N1 IXTNKSPIPOXBIK-UHFFFAOYSA-N 0.000 description 1
- NNIQGSLIOJVXDV-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[4-(fluoromethoxy)-3-methoxyphenyl]-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OCF)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CS1 NNIQGSLIOJVXDV-UHFFFAOYSA-N 0.000 description 1
- OTGWQSRJCLBSMP-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[4-(fluoromethoxy)-3-methoxyphenyl]-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OCF)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NO1 OTGWQSRJCLBSMP-UHFFFAOYSA-N 0.000 description 1
- MDXPVQWEUFSEHO-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[4-(fluoromethoxy)-3-methoxyphenyl]-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OCF)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CNC=N1 MDXPVQWEUFSEHO-UHFFFAOYSA-N 0.000 description 1
- BFHBQCPLZYFNCX-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[4-(fluoromethoxy)-3-methoxyphenyl]-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyrazine-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OCF)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CC=N1 BFHBQCPLZYFNCX-UHFFFAOYSA-N 0.000 description 1
- CQHQQJVOSOKMLG-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[4-(fluoromethoxy)-3-methoxyphenyl]-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OCF)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 CQHQQJVOSOKMLG-UHFFFAOYSA-N 0.000 description 1
- IGXUQAYDJOGDKI-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[4-(fluoromethoxy)-3-methoxyphenyl]-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OCF)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=NC=CC=N1 IGXUQAYDJOGDKI-UHFFFAOYSA-N 0.000 description 1
- CUSIHDBNCPCVID-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[4-(fluoromethoxy)-3-methoxyphenyl]-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OCF)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CS1 CUSIHDBNCPCVID-UHFFFAOYSA-N 0.000 description 1
- KCDLGGOMLDRSJG-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[4-methoxy-3-(trifluoromethoxy)phenyl]-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC(F)(F)F)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CO1 KCDLGGOMLDRSJG-UHFFFAOYSA-N 0.000 description 1
- OMWVCBIXOKHERU-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[4-methoxy-3-(trifluoromethoxy)phenyl]-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound N1=C(C=2C=C(OC(F)(F)F)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN1 OMWVCBIXOKHERU-UHFFFAOYSA-N 0.000 description 1
- XKQDLLWATLSEQB-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[4-methoxy-3-(trifluoromethoxy)phenyl]-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC(F)(F)F)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C=1SC(C)=NC=1C XKQDLLWATLSEQB-UHFFFAOYSA-N 0.000 description 1
- WPWUEJISXNSZDM-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[4-methoxy-3-(trifluoromethoxy)phenyl]-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]pyrimidine-2-carboxamide Chemical compound N1=C(C=2C=C(OC(F)(F)F)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=NC=CC=N1 WPWUEJISXNSZDM-UHFFFAOYSA-N 0.000 description 1
- UOMVEKQWUOSWAP-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[4-methoxy-3-(trifluoromethoxy)phenyl]-2-oxo-6h-1,3,4-oxadiazin-3-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound N1=C(C=2C=C(OC(F)(F)F)C(OC)=CC=2)C(CC)OC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CS1 UOMVEKQWUOSWAP-UHFFFAOYSA-N 0.000 description 1
- AQFLPKHWGXDKSA-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[4-methoxy-3-(trifluoromethoxy)phenyl]-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC(F)(F)F)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CN=CO1 AQFLPKHWGXDKSA-UHFFFAOYSA-N 0.000 description 1
- JYJVUCRFWZOIDA-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[4-methoxy-3-(trifluoromethoxy)phenyl]-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC(F)(F)F)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CNC=N1 JYJVUCRFWZOIDA-UHFFFAOYSA-N 0.000 description 1
- YJWZYFXJOUHWIN-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[4-methoxy-3-(trifluoromethoxy)phenyl]-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound N1=C(C=2C=C(OC(F)(F)F)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN1 YJWZYFXJOUHWIN-UHFFFAOYSA-N 0.000 description 1
- JYDPSEORXMXCKT-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[4-methoxy-3-(trifluoromethoxy)phenyl]-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridine-3-carboxamide Chemical compound N1=C(C=2C=C(OC(F)(F)F)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 JYDPSEORXMXCKT-UHFFFAOYSA-N 0.000 description 1
- JRQUWKCWESEWJY-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[4-methoxy-3-(trifluoromethoxy)phenyl]-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]pyridine-4-carboxamide Chemical compound N1=C(C=2C=C(OC(F)(F)F)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 JRQUWKCWESEWJY-UHFFFAOYSA-N 0.000 description 1
- SSDSJOKBPXUIJF-UHFFFAOYSA-N n-[4-[[6-ethyl-5-[4-methoxy-3-(trifluoromethoxy)phenyl]-2-oxo-6h-1,3,4-thiadiazin-3-yl]methyl]phenyl]thiophene-2-carboxamide Chemical compound N1=C(C=2C=C(OC(F)(F)F)C(OC)=CC=2)C(CC)SC(=O)N1CC(C=C1)=CC=C1NC(=O)C1=CC=CS1 SSDSJOKBPXUIJF-UHFFFAOYSA-N 0.000 description 1
- JODWOLKYTZBUBR-UHFFFAOYSA-N n-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]-phenylmethyl]pyridine-3-carboxamide Chemical compound CCC1CC(=O)N(C(NC(=O)C=2C=NC=CC=2)C=2C=CC=CC=2)N=C1C1=CC=C(OC)C(OC)=C1 JODWOLKYTZBUBR-UHFFFAOYSA-N 0.000 description 1
- ZBQRDZCIEGUFCQ-UHFFFAOYSA-N n-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]-phenylmethyl]pyridine-4-carboxamide Chemical compound CCC1CC(=O)N(C(NC(=O)C=2C=CN=CC=2)C=2C=CC=CC=2)N=C1C1=CC=C(OC)C(OC)=C1 ZBQRDZCIEGUFCQ-UHFFFAOYSA-N 0.000 description 1
- RUZPQHHKZQSFRA-UHFFFAOYSA-N n-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]-phenylmethyl]pyridine-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1C(C=1C=CC=CC=1)NC(=O)C1=CC=CC=N1 RUZPQHHKZQSFRA-UHFFFAOYSA-N 0.000 description 1
- MVSQLJWKEANWOS-UHFFFAOYSA-N n-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]-phenylmethyl]pyridine-3-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1C(C=1C=CC=CC=1)NC(=O)C1=CC=CN=C1 MVSQLJWKEANWOS-UHFFFAOYSA-N 0.000 description 1
- YIKUPUHYTUYVQC-UHFFFAOYSA-N n-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]-phenylmethyl]pyridine-4-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CCC1=O)=NN1C(C=1C=CC=CC=1)NC(=O)C1=CC=NC=C1 YIKUPUHYTUYVQC-UHFFFAOYSA-N 0.000 description 1
- JIJOQYLAGHBOAW-UHFFFAOYSA-N n-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]-phenylmethyl]pyridine-4-carboxamide Chemical compound CCC1CC(=O)N(C(NC(=O)C=2C=CN=CC=2)C=2C=CC=CC=2)N=C1C(C=1)=CC=C(OC)C=1OC1CCCC1 JIJOQYLAGHBOAW-UHFFFAOYSA-N 0.000 description 1
- VDWDGRWCTWDHBD-UHFFFAOYSA-N n-[[3-(4-ethoxy-3-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]-phenylmethyl]pyridine-4-carboxamide Chemical compound C1=C(OC)C(OCC)=CC=C1C(C(CC1=O)CC)=NN1C(C=1C=CC=CC=1)NC(=O)C1=CC=NC=C1 VDWDGRWCTWDHBD-UHFFFAOYSA-N 0.000 description 1
- ZFJQKIKXFRWHNZ-UHFFFAOYSA-N n-[[3-[4-(difluoromethoxy)-3-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]-phenylmethyl]pyridine-4-carboxamide Chemical compound CCC1CC(=O)N(C(NC(=O)C=2C=CN=CC=2)C=2C=CC=CC=2)N=C1C1=CC=C(OC(F)F)C(OC)=C1 ZFJQKIKXFRWHNZ-UHFFFAOYSA-N 0.000 description 1
- BHGDDZPVOWMCDF-UHFFFAOYSA-N n-[[4-ethyl-3-(3-hydroxy-4-methoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]-phenylmethyl]pyridine-4-carboxamide Chemical compound CCC1CC(=O)N(C(NC(=O)C=2C=CN=CC=2)C=2C=CC=CC=2)N=C1C1=CC=C(OC)C(O)=C1 BHGDDZPVOWMCDF-UHFFFAOYSA-N 0.000 description 1
- GFRAPVCGVLZZOI-UHFFFAOYSA-N n-[[4-ethyl-3-[3-methoxy-4-(trifluoromethoxy)phenyl]-6-oxo-4,5-dihydropyridazin-1-yl]-phenylmethyl]pyridine-4-carboxamide Chemical compound CCC1CC(=O)N(C(NC(=O)C=2C=CN=CC=2)C=2C=CC=CC=2)N=C1C1=CC=C(OC(F)(F)F)C(OC)=C1 GFRAPVCGVLZZOI-UHFFFAOYSA-N 0.000 description 1
- FGWPRSRHXCFMEF-UHFFFAOYSA-N n-[[4-ethyl-3-[4-(fluoromethoxy)-3-methoxyphenyl]-6-oxo-4,5-dihydropyridazin-1-yl]-phenylmethyl]pyridine-4-carboxamide Chemical compound CCC1CC(=O)N(C(NC(=O)C=2C=CN=CC=2)C=2C=CC=CC=2)N=C1C1=CC=C(OCF)C(OC)=C1 FGWPRSRHXCFMEF-UHFFFAOYSA-N 0.000 description 1
- AMGRSMSMRBJDMR-UHFFFAOYSA-N n-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]-phenylmethyl]pyridine-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1C(C=1C=CC=CC=1)NC(=O)C1=CC=CC=N1 AMGRSMSMRBJDMR-UHFFFAOYSA-N 0.000 description 1
- CURQFGYHZTVNPT-UHFFFAOYSA-N n-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]-phenylmethyl]pyridine-3-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1C(C=1C=CC=CC=1)NC(=O)C1=CC=CN=C1 CURQFGYHZTVNPT-UHFFFAOYSA-N 0.000 description 1
- ZBFLDFDVRGBOFO-UHFFFAOYSA-N n-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-oxadiazin-3-yl]-phenylmethyl]pyridine-4-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(COC1=O)=NN1C(C=1C=CC=CC=1)NC(=O)C1=CC=NC=C1 ZBFLDFDVRGBOFO-UHFFFAOYSA-N 0.000 description 1
- HSHVUSGHCZQSPG-UHFFFAOYSA-N n-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]-phenylmethyl]pyridine-2-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1C(C=1C=CC=CC=1)NC(=O)C1=CC=CC=N1 HSHVUSGHCZQSPG-UHFFFAOYSA-N 0.000 description 1
- YZDGONKMVJLDAJ-UHFFFAOYSA-N n-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]-phenylmethyl]pyridine-3-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1C(C=1C=CC=CC=1)NC(=O)C1=CC=CN=C1 YZDGONKMVJLDAJ-UHFFFAOYSA-N 0.000 description 1
- JEHXGPPOGAKEIP-UHFFFAOYSA-N n-[[5-(3,4-dimethoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]-phenylmethyl]pyridine-4-carboxamide Chemical compound C1=C(OC)C(OC)=CC=C1C(CSC1=O)=NN1C(C=1C=CC=CC=1)NC(=O)C1=CC=NC=C1 JEHXGPPOGAKEIP-UHFFFAOYSA-N 0.000 description 1
- LEAVWBSXEZNHPK-UHFFFAOYSA-N n-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]-phenylmethyl]pyridine-2-carboxamide Chemical compound CCC1OC(=O)N(C(NC(=O)C=2N=CC=CC=2)C=2C=CC=CC=2)N=C1C1=CC=C(OC)C(OC)=C1 LEAVWBSXEZNHPK-UHFFFAOYSA-N 0.000 description 1
- PHBRFHUPLZEPGA-UHFFFAOYSA-N n-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]-phenylmethyl]pyridine-3-carboxamide Chemical compound CCC1SC(=O)N(C(NC(=O)C=2C=NC=CC=2)C=2C=CC=CC=2)N=C1C1=CC=C(OC)C(OC)=C1 PHBRFHUPLZEPGA-UHFFFAOYSA-N 0.000 description 1
- MWJLPJRBACIIEQ-UHFFFAOYSA-N n-[[5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]-phenylmethyl]pyridine-4-carboxamide Chemical compound CCC1SC(=O)N(C(NC(=O)C=2C=CN=CC=2)C=2C=CC=CC=2)N=C1C1=CC=C(OC)C(OC)=C1 MWJLPJRBACIIEQ-UHFFFAOYSA-N 0.000 description 1
- WGYSWLGMVFDZNX-UHFFFAOYSA-N n-[[5-[3-(difluoromethoxy)-4-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]-phenylmethyl]pyridine-4-carboxamide Chemical compound CCC1OC(=O)N(C(NC(=O)C=2C=CN=CC=2)C=2C=CC=CC=2)N=C1C1=CC=C(OC)C(OC(F)F)=C1 WGYSWLGMVFDZNX-UHFFFAOYSA-N 0.000 description 1
- URNBDLFVGXOEPU-UHFFFAOYSA-N n-[[5-[3-(difluoromethoxy)-4-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]-phenylmethyl]pyridine-4-carboxamide Chemical compound CCC1SC(=O)N(C(NC(=O)C=2C=CN=CC=2)C=2C=CC=CC=2)N=C1C1=CC=C(OC)C(OC(F)F)=C1 URNBDLFVGXOEPU-UHFFFAOYSA-N 0.000 description 1
- WJIHPPWIGWSCFK-UHFFFAOYSA-N n-[[5-[4-(difluoromethoxy)-3-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-oxadiazin-3-yl]-phenylmethyl]pyridine-4-carboxamide Chemical compound CCC1OC(=O)N(C(NC(=O)C=2C=CN=CC=2)C=2C=CC=CC=2)N=C1C1=CC=C(OC(F)F)C(OC)=C1 WJIHPPWIGWSCFK-UHFFFAOYSA-N 0.000 description 1
- HJIVEHDFIGIXJF-UHFFFAOYSA-N n-[[5-[4-(difluoromethoxy)-3-methoxyphenyl]-6-ethyl-2-oxo-6h-1,3,4-thiadiazin-3-yl]-phenylmethyl]pyridine-4-carboxamide Chemical compound CCC1SC(=O)N(C(NC(=O)C=2C=CN=CC=2)C=2C=CC=CC=2)N=C1C1=CC=C(OC(F)F)C(OC)=C1 HJIVEHDFIGIXJF-UHFFFAOYSA-N 0.000 description 1
- MLWVXTVUZJJCMX-UHFFFAOYSA-N n-[[6-ethyl-5-(3-hydroxy-4-methoxyphenyl)-2-oxo-6h-1,3,4-thiadiazin-3-yl]-phenylmethyl]pyridine-4-carboxamide Chemical compound CCC1SC(=O)N(C(NC(=O)C=2C=CN=CC=2)C=2C=CC=CC=2)N=C1C1=CC=C(OC)C(O)=C1 MLWVXTVUZJJCMX-UHFFFAOYSA-N 0.000 description 1
- RWYXTCNCJVXSLP-UHFFFAOYSA-N n-[[6-ethyl-5-[3-(fluoromethoxy)-4-methoxyphenyl]-2-oxo-6h-1,3,4-oxadiazin-3-yl]-phenylmethyl]pyridine-4-carboxamide Chemical compound CCC1OC(=O)N(C(NC(=O)C=2C=CN=CC=2)C=2C=CC=CC=2)N=C1C1=CC=C(OC)C(OCF)=C1 RWYXTCNCJVXSLP-UHFFFAOYSA-N 0.000 description 1
- XWUNCZYBVOZQFY-UHFFFAOYSA-N n-[[6-ethyl-5-[3-methoxy-4-(trifluoromethoxy)phenyl]-2-oxo-6h-1,3,4-oxadiazin-3-yl]-phenylmethyl]pyridine-4-carboxamide Chemical compound CCC1OC(=O)N(C(NC(=O)C=2C=CN=CC=2)C=2C=CC=CC=2)N=C1C1=CC=C(OC(F)(F)F)C(OC)=C1 XWUNCZYBVOZQFY-UHFFFAOYSA-N 0.000 description 1
- IQFTUGUAGCTQFV-UHFFFAOYSA-N n-[[6-ethyl-5-[4-(fluoromethoxy)-3-methoxyphenyl]-2-oxo-6h-1,3,4-oxadiazin-3-yl]-phenylmethyl]pyridine-4-carboxamide Chemical compound CCC1OC(=O)N(C(NC(=O)C=2C=CN=CC=2)C=2C=CC=CC=2)N=C1C1=CC=C(OCF)C(OC)=C1 IQFTUGUAGCTQFV-UHFFFAOYSA-N 0.000 description 1
- LAHVXWXQPQYKCM-UHFFFAOYSA-N n-[[6-ethyl-5-[4-(fluoromethoxy)-3-methoxyphenyl]-2-oxo-6h-1,3,4-thiadiazin-3-yl]-phenylmethyl]pyridine-4-carboxamide Chemical compound CCC1SC(=O)N(C(NC(=O)C=2C=CN=CC=2)C=2C=CC=CC=2)N=C1C1=CC=C(OCF)C(OC)=C1 LAHVXWXQPQYKCM-UHFFFAOYSA-N 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 150000002828 nitro derivatives Chemical class 0.000 description 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 230000003204 osmotic effect Effects 0.000 description 1
- 238000007911 parenteral administration Methods 0.000 description 1
- 229940066842 petrolatum Drugs 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- OXNIZHLAWKMVMX-UHFFFAOYSA-N picric acid Chemical class OC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O OXNIZHLAWKMVMX-UHFFFAOYSA-N 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- WFIZEGIEIOHZCP-UHFFFAOYSA-M potassium formate Chemical compound [K+].[O-]C=O WFIZEGIEIOHZCP-UHFFFAOYSA-M 0.000 description 1
- 229940116317 potato starch Drugs 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- TXJKATOSKLUITR-UHFFFAOYSA-N pyrazine-2-carbonyl chloride Chemical compound ClC(=O)C1=CN=CC=N1 TXJKATOSKLUITR-UHFFFAOYSA-N 0.000 description 1
- PSAYJRPASWETSH-UHFFFAOYSA-N pyridine-2-carbonyl chloride Chemical compound ClC(=O)C1=CC=CC=N1 PSAYJRPASWETSH-UHFFFAOYSA-N 0.000 description 1
- RVQZKNOMKUSGCI-UHFFFAOYSA-N pyridine-4-carbonyl chloride Chemical compound ClC(=O)C1=CC=NC=C1 RVQZKNOMKUSGCI-UHFFFAOYSA-N 0.000 description 1
- FOVRZAGACROHCK-UHFFFAOYSA-N pyrimidine-2-carbonyl chloride Chemical compound ClC(=O)C1=NC=CC=N1 FOVRZAGACROHCK-UHFFFAOYSA-N 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 208000017520 skin disease Diseases 0.000 description 1
- 229940074545 sodium dihydrogen phosphate dihydrate Drugs 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000008347 soybean phospholipid Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 229960004793 sucrose Drugs 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid group Chemical class S(O)(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- QIQITDHWZYEEPA-UHFFFAOYSA-N thiophene-2-carbonyl chloride Chemical compound ClC(=O)C1=CC=CS1 QIQITDHWZYEEPA-UHFFFAOYSA-N 0.000 description 1
- 238000011200 topical administration Methods 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- 229960002622 triacetin Drugs 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/04—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having less than three double bonds between ring members or between ring members and non-ring members
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D237/24—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D273/00—Heterocyclic compounds containing rings having nitrogen and oxygen atoms as the only ring hetero atoms, not provided for by groups C07D261/00 - C07D271/00
- C07D273/02—Heterocyclic compounds containing rings having nitrogen and oxygen atoms as the only ring hetero atoms, not provided for by groups C07D261/00 - C07D271/00 having two nitrogen atoms and only one oxygen atom
- C07D273/04—Six-membered rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/15—Six-membered rings
- C07D285/16—Thiadiazines; Hydrogenated thiadiazines
- C07D285/18—1,2,4-Thiadiazines; Hydrogenated 1,2,4-thiadiazines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pulmonology (AREA)
- Immunology (AREA)
- Epidemiology (AREA)
- Rheumatology (AREA)
- Pain & Pain Management (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Photoreceptors In Electrophotography (AREA)
- Polymerization Catalysts (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19533975A DE19533975A1 (de) | 1995-09-14 | 1995-09-14 | Arylalkyl-diazinone |
Publications (2)
Publication Number | Publication Date |
---|---|
SK110096A3 SK110096A3 (en) | 1997-08-06 |
SK281474B6 true SK281474B6 (sk) | 2001-04-09 |
Family
ID=7772083
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SK1100-96A SK281474B6 (sk) | 1995-09-14 | 1996-08-26 | Deriváty arylalkyldiazinónu, spôsob ich prípravy, farmaceutický prostriedok, ktorý ich obsahuje, a ich použitie |
Country Status (24)
Country | Link |
---|---|
US (1) | US5859008A (ja) |
EP (1) | EP0763534B1 (ja) |
JP (1) | JP4149532B2 (ja) |
KR (1) | KR970015578A (ja) |
CN (1) | CN1110495C (ja) |
AT (1) | ATE233258T1 (ja) |
AU (1) | AU716113B2 (ja) |
BR (1) | BR9603736A (ja) |
CA (1) | CA2185397C (ja) |
CZ (1) | CZ286567B6 (ja) |
DE (2) | DE19533975A1 (ja) |
DK (1) | DK0763534T3 (ja) |
ES (1) | ES2192213T3 (ja) |
HU (1) | HUP9602511A3 (ja) |
MX (1) | MX9604020A (ja) |
NO (1) | NO309679B1 (ja) |
PL (1) | PL185961B1 (ja) |
PT (1) | PT763534E (ja) |
RU (1) | RU2167159C2 (ja) |
SI (1) | SI0763534T1 (ja) |
SK (1) | SK281474B6 (ja) |
TW (1) | TW363063B (ja) |
UA (1) | UA48946C2 (ja) |
ZA (1) | ZA967766B (ja) |
Families Citing this family (41)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19502699A1 (de) * | 1995-01-28 | 1996-08-01 | Merck Patent Gmbh | Arylalkyl-thiadiazinone |
DK1042319T3 (da) * | 1997-12-15 | 2004-06-01 | Altana Pharma Ag | Dihydrobenzofuraner |
ES2224628T3 (es) * | 1998-03-14 | 2005-03-01 | Altana Pharma Ag | Inhibidores de pde iii/iv a base de ftalazinonas. |
EA006685B1 (ru) | 1999-08-21 | 2006-02-24 | Алтана Фарма Аг | Синергетическая композиция |
EA005856B1 (ru) | 1999-10-25 | 2005-06-30 | Алтана Фарма Аг | Тетрагидротиопиранфталазиноновые производные в качестве ингибиторов pde4 |
ATE374189T1 (de) | 1999-10-25 | 2007-10-15 | Nycomed Gmbh | Phthalazinon-derivate als pde 4 hemmer |
CZ20023997A3 (cs) | 2000-06-05 | 2003-05-14 | Altana Pharma Ag | Pyridazinonové deriváty |
DE10064997A1 (de) * | 2000-12-23 | 2002-06-27 | Merck Patent Gmbh | Benzoylpyridazine |
EP1368035A1 (en) * | 2001-02-12 | 2003-12-10 | MERCK PATENT GmbH | Use of type 4 phosphodiesterase inhibitors in myocardial diseases |
KR20030074817A (ko) | 2001-02-15 | 2003-09-19 | 알타나 파마 아게 | Pde4 억제제로서의 프탈라지논-피페리디노-유도체 |
EA200301101A1 (ru) | 2001-04-25 | 2004-04-29 | Алтана Фарма Аг | Производные пиперазина и их применение в качестве ингибиторов pde4 |
BR0209149A (pt) | 2001-04-25 | 2004-07-13 | Altana Pharma Ag | Ftalazinonas |
EP1406878B1 (de) | 2001-07-18 | 2006-06-07 | MERCK PATENT GmbH | 4-(benzyliden-amino)-3-(methylsulfanyl) -4h-(1, 2, 4) triazin-5-on derivate mit pde -iv hemmender und tnf-antagonistischer wirkung zur behandlung von herzkrankheiten und allergien |
DE10150517A1 (de) * | 2001-10-12 | 2003-04-17 | Merck Patent Gmbh | Verwendung von Phosphodiesterase IV-Inhibitoren |
HUP0401984A3 (en) * | 2001-10-31 | 2005-06-28 | Merck Patent Gmbh | Use of type 4 phosphodiesterase inhibitors for preparation of pharmaceutical compositions and combination with other active ingredients |
ES2195785B1 (es) * | 2002-05-16 | 2005-03-16 | Almirall Prodesfarma, S.A. | Nuevos derivados de piridazin-3(2h)-ona. |
DE10227269A1 (de) * | 2002-06-19 | 2004-01-08 | Merck Patent Gmbh | Thiazolderivate |
JP4555684B2 (ja) | 2002-08-10 | 2010-10-06 | ニコメッド ゲゼルシャフト ミット ベシュレンクテル ハフツング | Pde4阻害剤としての、ピロリジンジオンにより置換されたピペリジン−フタラゾン |
CA2494650A1 (en) * | 2002-08-10 | 2004-03-04 | Altana Pharma Ag | Pyridazinone-derivatives as pde4 inhibitors |
ES2211344B1 (es) * | 2002-12-26 | 2005-10-01 | Almirall Prodesfarma, S.A. | Nuevos derivados de piridazin-3(2h)-ona. |
WO2004087211A2 (en) | 2003-04-01 | 2004-10-14 | Applied Research Systems Ars Holding N.V. | Inhibitors of phosphodiesterases in infertility |
AU2005210042B2 (en) | 2004-02-04 | 2011-04-21 | Takeda Gmbh | 2-(piperidin-4-yl) -4, 5-dihydro-2H-pyridazin-3-one derivatives as PDE4 inhibitors |
EP1716123A1 (en) * | 2004-02-04 | 2006-11-02 | Altana Pharma AG | Pyridazinone derivatives and their use as pde4 inhibitors |
ES2251866B1 (es) * | 2004-06-18 | 2007-06-16 | Laboratorios Almirall S.A. | Nuevos derivados de piridazin-3(2h)-ona. |
ES2251867B1 (es) * | 2004-06-21 | 2007-06-16 | Laboratorios Almirall S.A. | Nuevos derivados de piridazin-3(2h)-ona. |
EP2258357A3 (en) | 2005-08-26 | 2011-04-06 | Braincells, Inc. | Neurogenesis with acetylcholinesterase inhibitor |
CA2620333A1 (en) | 2005-08-26 | 2007-03-01 | Braincells, Inc. | Neurogenesis by muscarinic receptor modulation |
CA2625153A1 (en) | 2005-10-21 | 2007-04-26 | Braincells, Inc. | Modulation of neurogenesis by pde inhibition |
AU2006308889A1 (en) | 2005-10-31 | 2007-05-10 | Braincells, Inc. | GABA receptor mediated modulation of neurogenesis |
DE102005055354A1 (de) * | 2005-11-21 | 2007-10-31 | Merck Patent Gmbh | Substituierte 5-Phenyl-3,6-dihydro-2-oxo-6H-[1,3,4]thiadiazine |
DE102005055355A1 (de) * | 2005-11-21 | 2007-10-31 | Merck Patent Gmbh | 3,6-Dihydro-2-oxo-6H-[1,3,4]thiadiazinderivate |
US20100216734A1 (en) | 2006-03-08 | 2010-08-26 | Braincells, Inc. | Modulation of neurogenesis by nootropic agents |
AU2007249435A1 (en) | 2006-05-09 | 2007-11-22 | Braincells, Inc. | 5 HT receptor mediated neurogenesis |
WO2007134136A2 (en) | 2006-05-09 | 2007-11-22 | Braincells, Inc. | Neurogenesis by modulating angiotensin |
KR20090064418A (ko) | 2006-09-08 | 2009-06-18 | 브레인셀즈 인코퍼레이션 | 4-아실아미노피리딘 유도체 포함 조합물 |
US20100184806A1 (en) | 2006-09-19 | 2010-07-22 | Braincells, Inc. | Modulation of neurogenesis by ppar agents |
ES2320954B1 (es) * | 2007-03-02 | 2010-03-16 | Laboratorio Almirall S.A. | Nuevo procedimiento de preparacion de 3-metil-4-fenilisoxazolo (3,4-d)iridazin-7(6h)-ona. |
WO2010099217A1 (en) | 2009-02-25 | 2010-09-02 | Braincells, Inc. | Modulation of neurogenesis using d-cycloserine combinations |
US20150119399A1 (en) | 2012-01-10 | 2015-04-30 | President And Fellows Of Harvard College | Beta-cell replication promoting compounds and methods of their use |
US11395820B2 (en) | 2016-03-16 | 2022-07-26 | H. Lee Moffitt Cancer Center And Research Institute, Inc. | Small molecules against cereblon to enhance effector t cell function |
PE20210184A1 (es) | 2018-07-11 | 2021-02-02 | H Lee Moffitt Cancer Ct & Res | Compuestos inmunomoduladores dimericos contra mecanismos basados en cereblon |
Family Cites Families (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE788476A (fr) * | 1971-09-08 | 1973-03-06 | Sandoz Sa | Nouveaux derives de la pyridazinone, leur preparation et leur application comme medicaments |
DE3505609A1 (de) * | 1985-02-19 | 1986-08-21 | Merck Patent Gmbh, 6100 Darmstadt | Benzimidazolyl-pyridazinone |
AU614965B2 (en) * | 1987-06-06 | 1991-09-19 | Merck Patent Gesellschaft Mit Beschrankter Haftung | Thiadiazinones |
DE3734083A1 (de) * | 1987-10-08 | 1989-04-20 | Heumann Pharma Gmbh & Co | Benzimidazole, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel |
GB8816944D0 (en) * | 1988-07-15 | 1988-08-17 | Sobio Lab | Compounds |
US5247076A (en) * | 1991-09-09 | 1993-09-21 | Merck & Co., Inc. | Imidazolidyl macrolides having immunosuppressive activity |
DE4134893A1 (de) * | 1991-10-23 | 1993-04-29 | Merck Patent Gmbh | Thiadiazinone |
DE4310699A1 (de) * | 1993-04-01 | 1994-10-06 | Merck Patent Gmbh | Thiadiazinone |
DE4330915C1 (de) * | 1993-09-11 | 1994-09-08 | Steinel Bernhard Werkzeugmasch | Palettenwechsler für Werkzeugmaschinen |
DE19500558A1 (de) * | 1995-01-11 | 1996-07-18 | Merck Patent Gmbh | 3-Alkoxycarbonyl-thiadiazinone |
DE19502699A1 (de) * | 1995-01-28 | 1996-08-01 | Merck Patent Gmbh | Arylalkyl-thiadiazinone |
DE19514568A1 (de) * | 1995-04-20 | 1996-10-24 | Merck Patent Gmbh | Arylalkyl-pyridazinone |
-
1995
- 1995-09-14 DE DE19533975A patent/DE19533975A1/de not_active Withdrawn
-
1996
- 1996-08-05 TW TW085109458A patent/TW363063B/zh active
- 1996-08-26 SK SK1100-96A patent/SK281474B6/sk unknown
- 1996-09-05 SI SI9630598T patent/SI0763534T1/xx unknown
- 1996-09-05 DE DE59610164T patent/DE59610164D1/de not_active Expired - Lifetime
- 1996-09-05 PT PT96114211T patent/PT763534E/pt unknown
- 1996-09-05 AT AT96114211T patent/ATE233258T1/de not_active IP Right Cessation
- 1996-09-05 ES ES96114211T patent/ES2192213T3/es not_active Expired - Lifetime
- 1996-09-05 DK DK96114211T patent/DK0763534T3/da active
- 1996-09-05 EP EP96114211A patent/EP0763534B1/de not_active Expired - Lifetime
- 1996-09-09 CZ CZ19962630A patent/CZ286567B6/cs not_active IP Right Cessation
- 1996-09-09 AU AU65517/96A patent/AU716113B2/en not_active Ceased
- 1996-09-11 MX MX9604020A patent/MX9604020A/es not_active IP Right Cessation
- 1996-09-11 RU RU96118917/04A patent/RU2167159C2/ru not_active IP Right Cessation
- 1996-09-12 BR BR9603736A patent/BR9603736A/pt not_active Application Discontinuation
- 1996-09-12 CN CN96112589A patent/CN1110495C/zh not_active Expired - Fee Related
- 1996-09-12 CA CA002185397A patent/CA2185397C/en not_active Expired - Fee Related
- 1996-09-13 UA UA96093557A patent/UA48946C2/uk unknown
- 1996-09-13 NO NO963852A patent/NO309679B1/no not_active IP Right Cessation
- 1996-09-13 JP JP26372796A patent/JP4149532B2/ja not_active Expired - Fee Related
- 1996-09-13 HU HU9602511A patent/HUP9602511A3/hu unknown
- 1996-09-13 PL PL96316070A patent/PL185961B1/pl unknown
- 1996-09-13 US US08/714,796 patent/US5859008A/en not_active Expired - Lifetime
- 1996-09-13 ZA ZA967766A patent/ZA967766B/xx unknown
- 1996-09-13 KR KR1019960039769A patent/KR970015578A/ko not_active IP Right Cessation
Also Published As
Similar Documents
Publication | Publication Date | Title |
---|---|---|
SK281474B6 (sk) | Deriváty arylalkyldiazinónu, spôsob ich prípravy, farmaceutický prostriedok, ktorý ich obsahuje, a ich použitie | |
AU725652B2 (en) | Arylalkanoylpyridazines | |
AU705025B2 (en) | Arylalkylpyridazinones | |
SK9432000A3 (en) | Ortho-anthranilamide derivatives as anti-coagulants, pharmaceutical composition containing such derivatives and use thereof | |
AU2003297161A1 (en) | Triazolopyridazines as protein kinases inhibitors | |
CZ297253B6 (cs) | Derivát amidu aminothiofenkarboxylové kyseliny, zpusob jeho prípravy a farmaceutický prostredek, který ho obsahuje | |
AU2003295396A1 (en) | Heteroaryl-pyramidine derivatives as jak inhibitors | |
SK287362B6 (sk) | Derivát arylalkanoylpyridazínu, spôsob jeho prípravy a farmaceutický prostriedok, ktorý ho obsahuje | |
CZ20011551A3 (cs) | Derivát benzoylpyridazinu, způsob jeho přípravy a farmaceutický prostředek, který ho obsahuje | |
US5747489A (en) | Arylalkyl-thiadiazinones | |
CZ200212A3 (cs) | Derivát benzoylpyridazinu, způsob jeho přípravy a farmaceutický prostředek, který ho obsahuje | |
CZ292094B6 (cs) | Derivát 3-alkoxykarbonylthiadiazinonu, způsob jeho přípravy jeho použití a farmaceutický prostředek, který ho obsahuje | |
SK512000A3 (en) | Benzothia(oxa)diazol derivatives and their use as endothelin-receptor antagonists | |
SK73693A3 (en) | Thiazinone derivatives, process for their preparing and their pharmaceutical compositions | |
CZ2001225A3 (cs) | Derivát bifenylu, způsob jeho přípravy, jeho použití a farmaceutický prostředek, který ho obsahuje | |
MXPA00000755A (en) | Benzothia(oxa)diazol derivatives and their use as endothelin-receptor antagonists |