NO327378B1 - Arylmetylaminderivater, anvendelse av forbindelsene samt farmasoytiske sammensetninger. - Google Patents
Arylmetylaminderivater, anvendelse av forbindelsene samt farmasoytiske sammensetninger. Download PDFInfo
- Publication number
- NO327378B1 NO327378B1 NO20025601A NO20025601A NO327378B1 NO 327378 B1 NO327378 B1 NO 327378B1 NO 20025601 A NO20025601 A NO 20025601A NO 20025601 A NO20025601 A NO 20025601A NO 327378 B1 NO327378 B1 NO 327378B1
- Authority
- NO
- Norway
- Prior art keywords
- phenyl
- piperidin
- compound
- mmol
- compounds
- Prior art date
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 192
- 239000008194 pharmaceutical composition Substances 0.000 title claims abstract description 18
- 238000011282 treatment Methods 0.000 claims abstract description 25
- 208000006673 asthma Diseases 0.000 claims abstract description 8
- 208000027866 inflammatory disease Diseases 0.000 claims abstract description 6
- -1 5-phenyl-1,3,4-oxadiazole- 2-yl Chemical group 0.000 claims description 47
- 150000003839 salts Chemical class 0.000 claims description 27
- 229910052739 hydrogen Inorganic materials 0.000 claims description 25
- 125000000217 alkyl group Chemical group 0.000 claims description 21
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 18
- 239000001257 hydrogen Substances 0.000 claims description 14
- 206010003246 arthritis Diseases 0.000 claims description 13
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 12
- DTQVDTLACAAQTR-UHFFFAOYSA-M Trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-M 0.000 claims description 9
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 9
- 125000005843 halogen group Chemical group 0.000 claims description 9
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- 230000006378 damage Effects 0.000 claims description 6
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- 125000003342 alkenyl group Chemical group 0.000 claims description 5
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- HHKGATDJOAYQSW-UHFFFAOYSA-N 4-[3-(aminomethyl)phenyl]-n-(3,4-dichlorophenyl)piperidine-1-carboxamide;2,2,2-trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.NCC1=CC=CC(C2CCN(CC2)C(=O)NC=2C=C(Cl)C(Cl)=CC=2)=C1 HHKGATDJOAYQSW-UHFFFAOYSA-N 0.000 claims description 2
- 206010018634 Gouty Arthritis Diseases 0.000 claims description 2
- XQLYZSVVUMUWIB-UHFFFAOYSA-N [4-[3-(aminomethyl)phenyl]piperidin-1-yl]-(3,4-dichlorophenyl)methanone Chemical compound NCC1=CC=CC(C2CCN(CC2)C(=O)C=2C=C(Cl)C(Cl)=CC=2)=C1 XQLYZSVVUMUWIB-UHFFFAOYSA-N 0.000 claims description 2
- JXIJLJZBOLCXGH-UHFFFAOYSA-N [4-[3-(aminomethyl)phenyl]piperidin-1-yl]-(3-bromo-4-fluorophenyl)methanone Chemical compound NCC1=CC=CC(C2CCN(CC2)C(=O)C=2C=C(Br)C(F)=CC=2)=C1 JXIJLJZBOLCXGH-UHFFFAOYSA-N 0.000 claims description 2
- SGSBBQAXTBXELX-UHFFFAOYSA-N [4-[3-(aminomethyl)phenyl]piperidin-1-yl]-[3-(2-phenylethyl)phenyl]methanone Chemical compound NCC1=CC=CC(C2CCN(CC2)C(=O)C=2C=C(CCC=3C=CC=CC=3)C=CC=2)=C1 SGSBBQAXTBXELX-UHFFFAOYSA-N 0.000 claims description 2
- BGSDHEKXBCRMNI-UHFFFAOYSA-N [4-[3-(aminomethyl)phenyl]piperidin-1-yl]-[3-[2-(4-hydroxyphenyl)ethyl]phenyl]methanone Chemical compound NCC1=CC=CC(C2CCN(CC2)C(=O)C=2C=C(CCC=3C=CC(O)=CC=3)C=CC=2)=C1 BGSDHEKXBCRMNI-UHFFFAOYSA-N 0.000 claims description 2
- HKPWBHWNFDDGLH-UHFFFAOYSA-N [4-[3-(aminomethyl)phenyl]piperidin-1-yl]-[5-(2-phenylethyl)thiophen-2-yl]methanone Chemical compound NCC1=CC=CC(C2CCN(CC2)C(=O)C=2SC(CCC=3C=CC=CC=3)=CC=2)=C1 HKPWBHWNFDDGLH-UHFFFAOYSA-N 0.000 claims description 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 2
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- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims 1
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- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- CKJNUZNMWOVDFN-UHFFFAOYSA-N methanone Chemical compound O=[CH-] CKJNUZNMWOVDFN-UHFFFAOYSA-N 0.000 claims 1
- 239000002750 tryptase inhibitor Substances 0.000 abstract description 6
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 22
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 22
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Classifications
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PCT/US2001/013811 WO2001090101A1 (en) | 2000-05-22 | 2001-04-27 | Arylmethylamine derivatives for use as tryptase inhibitors |
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US7662826B2 (en) | 2002-04-23 | 2010-02-16 | Shionogi & Co., Ltd. | Pyrazolo [1,5-a] pyrimidine derivative and nad (p) h oxidase inhibitor containing the same |
AU2003276596B8 (en) | 2002-11-26 | 2009-03-05 | Pfizer Products Inc. | Piperidine compounds useful as PPAR activators |
GB0308613D0 (en) * | 2002-12-26 | 2003-05-21 | Aventis Pharma Inc | 4-(3-Aminomethylphenyl) piperidin-1-yl- 5-(2-fluorophenylethynyl) furan-2-yl- methanone as an inhibitor of mast cell tryptase |
UA84420C2 (ru) | 2003-04-11 | 2008-10-27 | ПиТиСи ТЕРАПЬЮТИКС, ИНК. | СОЕДИНЕНИЯ 1,2,4-ОКСАДИАЗОЛБЕНЗОЙНОЙ КИСЛОТЫ, ФАРМАЦЕВТИЧЕСКАЯ КОМПОЗИЦИЯ (ВАРИАНТЫ) И ПРИМЕНЕНИЕ СОЕДИНЕНИЙ ДЛЯ ЛЕЧЕНИЯ ЗАБОЛЕВАНИЯ, СВЯЗАННОГО С ПРЕЖДЕВРЕМЕННОЙ ТЕРМИНАЦИЕЙ ТРАНСЛЯЦИИ ИЛИ НОНСЕНС-ОБУСЛОВЛЕННЫМ УМЕНЬШЕНИЕМ мРНК |
JP2006525355A (ja) * | 2003-05-01 | 2006-11-09 | アボット・ラボラトリーズ | ナトリウムチャンネルモジュレーターとしてのピラゾール−アミドおよびスルホンアミド |
GEP20094675B (en) | 2003-07-24 | 2009-05-10 | Euro Celtique Sa | Heteroaryl- tetra-hydropiperidyl compounds useful for treating or preventing pain |
EP1571150A1 (en) * | 2004-03-02 | 2005-09-07 | Aventis Pharma Deutschland GmbH | Process for the preparation of tryptase inhibitors |
DE602005017471D1 (pt) * | 2004-03-02 | 2009-12-17 | Aventis Pharma Inc | |
ES2332184T3 (es) | 2004-03-22 | 2010-01-28 | ELI LILLY & COMPANY | Derivados de piridilo y su uso como antagonistas del receptor mglu5. |
DOP2005000039A (es) * | 2004-03-26 | 2005-10-31 | Aventis Pharma Inc | Hidrocloruro de [4-(5-aminometil-2-fluoro-fenil)- piperidin-1-il]-(4-bomo-3-metil-5-propoxi-tiofen-2-il)-metanona como un inhibidor de la triptasa de mastocitos |
MX2007000214A (es) | 2004-07-01 | 2007-05-10 | Asubio Pharma Co Ltd | Derivado de tienopirazol que tiene actividad inhibidora de pde 7. |
KR100927563B1 (ko) * | 2004-08-06 | 2009-11-23 | 오쓰까 세이야꾸 가부시키가이샤 | 방향족 화합물 |
WO2006044682A1 (en) * | 2004-10-13 | 2006-04-27 | Ptc Therapeutics, Inc. | Compounds for nonsense suppression, and methods for their use |
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AU5741301A (en) | 2001-12-03 |
NO20025601L (no) | 2003-01-06 |
OA12274A (en) | 2006-05-09 |
CN1439003A (zh) | 2003-08-27 |
KR20030003294A (ko) | 2003-01-09 |
CN1230431C (zh) | 2005-12-07 |
HRP20020926A2 (en) | 2005-02-28 |
HU227630B1 (hu) | 2011-10-28 |
AR033525A1 (es) | 2003-12-26 |
HRP20020926B1 (en) | 2011-01-31 |
DZ3347A1 (fr) | 2001-11-29 |
KR100858642B1 (ko) | 2008-09-17 |
EP1296972B1 (en) | 2009-12-23 |
US20050228018A1 (en) | 2005-10-13 |
NO20025601D0 (no) | 2002-11-21 |
HUP0302485A3 (en) | 2007-09-28 |
HK1057899A1 (en) | 2004-04-23 |
WO2001090101A1 (en) | 2001-11-29 |
HUP0302485A2 (hu) | 2003-12-29 |
PL360495A1 (en) | 2004-09-06 |
MA25809A1 (fr) | 2003-07-01 |
MXPA02011400A (es) | 2003-05-23 |
BR0111206A (pt) | 2003-04-15 |
CA2409827A1 (en) | 2001-11-29 |
AU2001257413B2 (en) | 2007-01-18 |
CA2409827C (en) | 2010-06-01 |
EP1296972A1 (en) | 2003-04-02 |
IL152830A0 (en) | 2003-06-24 |
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