KR830009773A - 1,2-디아미노 시클로부텐-3,4-디온의 제조방법 - Google Patents
1,2-디아미노 시클로부텐-3,4-디온의 제조방법 Download PDFInfo
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- KR830009773A KR830009773A KR1019820002158A KR820002158A KR830009773A KR 830009773 A KR830009773 A KR 830009773A KR 1019820002158 A KR1019820002158 A KR 1019820002158A KR 820002158 A KR820002158 A KR 820002158A KR 830009773 A KR830009773 A KR 830009773A
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- 238000000034 method Methods 0.000 title claims 3
- WUACDRFRFTWMHE-UHFFFAOYSA-N 3,4-diaminocyclobut-3-ene-1,2-dione Chemical compound NC1=C(N)C(=O)C1=O WUACDRFRFTWMHE-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims 27
- 125000000217 alkyl group Chemical group 0.000 claims 12
- 229910052739 hydrogen Inorganic materials 0.000 claims 7
- 239000001257 hydrogen Substances 0.000 claims 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 5
- -1 hydroxy, 2,3-di hydroxy propyl Chemical group 0.000 claims 5
- 125000003545 alkoxy group Chemical group 0.000 claims 4
- 238000004519 manufacturing process Methods 0.000 claims 3
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 2
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 claims 2
- NTYJJOPFIAHURM-UHFFFAOYSA-N Histamine Chemical compound NCCC1=CN=CN1 NTYJJOPFIAHURM-UHFFFAOYSA-N 0.000 claims 2
- DMEGYFMYUHOHGS-UHFFFAOYSA-N cycloheptane Chemical group C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 claims 2
- 239000003937 drug carrier Substances 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 150000002367 halogens Chemical class 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 2
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 2
- 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims 1
- 125000004777 2-fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 claims 1
- KSBYXRUNSLGUNE-UHFFFAOYSA-N 3-amino-4-[3-[3-(piperidin-1-ylmethyl)phenoxy]propylamino]cyclobut-3-ene-1,2-dione Chemical compound O=C1C(=O)C(N)=C1NCCCOC1=CC=CC(CN2CCCCC2)=C1 KSBYXRUNSLGUNE-UHFFFAOYSA-N 0.000 claims 1
- LICHZOBEUWVYSY-UHFFFAOYSA-N 3-azabicyclo[3.2.2]nonane Chemical compound C1CC2CCC1CNC2 LICHZOBEUWVYSY-UHFFFAOYSA-N 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 230000001262 anti-secretory effect Effects 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 230000027119 gastric acid secretion Effects 0.000 claims 1
- 229960001340 histamine Drugs 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 230000005764 inhibitory process Effects 0.000 claims 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 239000011593 sulfur Substances 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
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- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
- C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
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- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
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- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no 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
- C07D211/40—Oxygen atoms
- C07D211/44—Oxygen atoms attached in position 4
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- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
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Abstract
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Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (7)
- 다음 구조식 Ⅰ의 화합물과 약학적으로 수용성인 담체의, 충분한 양의 항 분비물로서 제조되어지는 것을 특징으로 하는, 위산분비를 억제하는 조성물.ⅠR1과 R2는 각각이 수소 또는(저급)알킬, 그리고 R′이 수소이면 R2는 알릴, 프로파길, 시클로(저급)알킬, (저급)알킬, 시클로(저급)알킬, 시아노(저급)알킬, 2-플루오로에틸, 2,2,2-트리플루오로 에틸, 히드록시, 2,3-디 히드록시 프로필.또는P는 1에서 6까지의 정수, q는 1에서 6까지의 정수, R3과 R4는 각각의 수소, (저급)알킬, 히드록시, (저급)알콕시, 또는 할로겐, 그리고 R3이 수소일때 R4는 트리플루오로메틸, 또는 R3과 R4가 모두 메틸렌 디옥시, R5는 수소, m은 0에서 2까지의 정수. n은 2에서 5까지의 정수, Z는 유황, 산소, 메틸렌. A는R6은 수소, (저급)알킬, (저급)알콕시 또는 할로겐, r은 1에서 4까지의 정수, R8과 R9는 각각이 수소, (저급)알킬, 알릴, 프로파길, 질소원자로부터 적어도 2개의 탄소 원자가 제거된(저급)알콕시의 반에 있는 (저급)알콕시 (저급)알킬, 시클로(저급)알킬, 또는 페닐(저급) 알킬, R8과 R9는 둘다 시클로(저급)알킬이어서는 안되며 또는 R8과 R9는 질소원자에 의해 함께 부착되는데, 피롤리디노, 메틸피롤 리디노, 디메틸피롤리디노, 몰포리노, 티오몰폴리노, 피페리디노, 메틸피페리디노, 디메틸피페리디노, 히드록시피페리디노, N-메틸피페라지노, 1,2,3,6-테트라 히드록시피리딜, 3-피롤리디노, 호모피페리디노, 헵타메틸렌 디미노, 옥타메틸렌이미노, 또는 3-아자비 시클로 [3,2,2]-노난이다.
- 제1항에 있어서, 억제에 충분한 양인, 상기 H2-수용성 히스타민과 약학적으로 수용성인 담체의, 적어도 한 화합물로 구성되는 H2-수용성 히 스타민 치료를 위한 조성물.
- 제1항 또는 제2항에 있어서, 제1항의 화합물이 1-아미노-2-[3-(3-피페리디노 메틸페녹시)프로필아미노] 시클로 부텐-3,4-디온, 또는 약학적으로, 수화되거나 용해되는 수용성 염인것을 특징으로 하는 조성물.
- 제1항에 있어서, 구조식 Ⅱ의 화합물을a) 구조식 a′의 화합물, 그리고 구조식 A(CH2)mZ(CH2)nNH|2의 화합물과 계속적으로, 그리고 바람직한 순서에 의해서 또는b) 구조식-HS(CH2)nNH2의 화합물과 구조식 a′의 화합물로서 제조되어지는 구조식 Ⅵ의 화합물을, 구조식A(CH2)mX의 화합물과 계속적으로, 또는 바람직한 순서에 의해 반응시키는 것을 특징으로 하는 구조식 1의 화합물의 제조방법.(a')(Ⅱ)(Ⅵ)상기 구조식들의 화합물로서, R1,R2,A,m,Z그리고 n은 제1항에서 제시된 것 같다. R12와 X는 이탈 그룹이다.
- 제4항에 있어서, 구조식 Ⅱ의 화합물을 구조식 a′의 화합물과 구조식A(CH2)mZ(CH2)nNH2의 화합물을 반응시키는 것을 특징으로 하는 구조식. 의 화합물의 제조방법
- 제5항에 있어서, 구조식 Ⅱ의 화합물을, 우선 구조식 . 의 화합물과 반응시켜 제조되어지는 구조식 Ⅳ의 화합물을 구조식 A(CH2)mZ(CH2)nNH2의 화합물과 반응시키는 것을 특징으로 하는 구조식 Ⅰ의 화합물의 제조방법.(Ⅳ)상기 구조식들의 화합물에서 R12,R1,R2,Am,Z, 그리고 n은 앞서 제시된 바와 같다.
- 제5항에 있어서, 구조식 Ⅱ의 화합물을 우선 구조식 A(CH2)mZ(CH2)|nNH2. 화합물 반응시켜 제조되어지는 구조식 Ⅲ의 화합물을, 구소식 a′의 화합물과 반응시키는 것을 특징으로 하는 구조식 Ⅰ의 화합물의 제조방법.(Ⅲ)상기 구조식들에서 A,m,Z 그리고 n은 앞서 제시된 바와 같다.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US264533 | 1981-05-18 | ||
US264,533 | 1981-05-18 | ||
US06/264,533 US4390701A (en) | 1981-05-18 | 1981-05-18 | 1-Amino-2-[3-(3-piperidinomethylphenoxy)propylamino]cyclobutene-3,4-dione |
Publications (2)
Publication Number | Publication Date |
---|---|
KR830009773A true KR830009773A (ko) | 1983-12-23 |
KR880000968B1 KR880000968B1 (ko) | 1988-06-07 |
Family
ID=23006472
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR8202158A KR880000968B1 (ko) | 1981-05-18 | 1982-05-18 | 1, 2-디아미노 시클로부텐-3, 4-디온 및 그의 제조방법 |
Country Status (37)
Country | Link |
---|---|
US (1) | US4390701A (ko) |
JP (2) | JPS57193427A (ko) |
KR (1) | KR880000968B1 (ko) |
AT (1) | AT384805B (ko) |
AU (1) | AU541843B2 (ko) |
BE (1) | BE893236A (ko) |
CA (1) | CA1190224A (ko) |
CH (2) | CH649527A5 (ko) |
CS (1) | CS244423B2 (ko) |
CY (1) | CY1446A (ko) |
DD (1) | DD202426A5 (ko) |
DE (2) | DE3218584A1 (ko) |
DK (1) | DK159146C (ko) |
ES (1) | ES512279A0 (ko) |
FI (1) | FI78695C (ko) |
FR (2) | FR2505835B1 (ko) |
GB (1) | GB2098988B (ko) |
GR (1) | GR75493B (ko) |
HK (2) | HK83288A (ko) |
HU (2) | HU194802B (ko) |
IE (1) | IE53274B1 (ko) |
IL (1) | IL65803A (ko) |
IT (1) | IT1210686B (ko) |
KE (1) | KE3829A (ko) |
LU (1) | LU84157A1 (ko) |
MY (1) | MY8800118A (ko) |
NL (1) | NL189405C (ko) |
NO (1) | NO158419C (ko) |
NZ (1) | NZ200586A (ko) |
OA (1) | OA07103A (ko) |
PT (1) | PT74923B (ko) |
SE (1) | SE457081B (ko) |
SG (1) | SG38388G (ko) |
SU (1) | SU1375127A3 (ko) |
YU (2) | YU43077B (ko) |
ZA (1) | ZA823328B (ko) |
ZW (1) | ZW9782A1 (ko) |
Families Citing this family (35)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AR228941A1 (es) * | 1978-04-26 | 1983-05-13 | Glaxo Group Ltd | Procedimiento para preparar nuevos derivados de 3,5-diamino-1,2,4-triazol que son activos contra receptores histaminicos |
US4788184A (en) * | 1981-05-18 | 1988-11-29 | Bristol-Myers Company | Substituted 3-cyclobutene-1,2-diones as anti-ulcer agents |
US4847264A (en) * | 1982-07-21 | 1989-07-11 | Rorer Pharmaceutical Corporation | Bicyclic nitrogen heterocyclic ethers and thioethers, and their pharmaceutical uses |
US4521625A (en) * | 1982-10-02 | 1985-06-04 | Smith Kline & French Laboratories Limited | Dioxocyclobutene compounds |
AU2222083A (en) * | 1982-12-14 | 1984-06-21 | Smith Kline & French Laboratories Limited | Pyridine derivatives |
US4588719A (en) * | 1984-04-27 | 1986-05-13 | William H. Rorer, Inc. | Bicyclic benzenoid aminoalkylene ethers and thioethers, pharmaceutical compositions and use |
DE3326545A1 (de) * | 1983-07-22 | 1985-01-31 | Ludwig Heumann & Co GmbH, 8500 Nürnberg | Propan-2-ol-derivate, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel |
DE3404786A1 (de) * | 1984-02-10 | 1985-08-14 | Ludwig Heumann & Co GmbH, 8500 Nürnberg | Neue alkanolderivate, verfahren zu ihrer herstellung und diese verbindungen enthaltendes arzneimittel |
DE3408327A1 (de) * | 1984-03-07 | 1985-09-12 | Ludwig Heumann & Co GmbH, 8500 Nürnberg | Diaminderivate, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel |
JPS60255756A (ja) * | 1984-06-01 | 1985-12-17 | Ikeda Mohandou:Kk | アミノアルキルフエノキシ誘導体 |
FR2571723B1 (fr) * | 1984-10-12 | 1988-08-26 | Lipha | Derives de thieno et furo-(2,3-c) pyrroles, procedes de preparation et medicaments les contenant |
US4785003A (en) * | 1984-10-16 | 1988-11-15 | Biomeasure, Inc. | N-disubstituted glycine and B-amino-propionic acid derivatives having anti-ulcer activity |
US4598067A (en) * | 1984-10-16 | 1986-07-01 | Biomeasure, Inc. | Antiulcer compounds |
US4595757A (en) * | 1984-12-13 | 1986-06-17 | American Home Products Corporation | N-alkylated benzo- and hetero-fused antisecretory agents |
DE3568374D1 (en) * | 1985-12-20 | 1989-03-30 | Litef Gmbh | Method to determine heading by using and automatically calibrating a 3-axis magnetometer rigidly fitted in an aircraft |
US4927968A (en) * | 1987-05-14 | 1990-05-22 | Bristol-Myers Company | Chemical intermediates and process |
US4927970A (en) * | 1987-05-14 | 1990-05-22 | Bristol-Myers Company | Substituted 3-cyclobutene-1,2-dione intermediates |
US5112866A (en) * | 1988-09-06 | 1992-05-12 | Ortho Pharmaceutical Corporation | Ethanesulfonamide derivatives |
US5168103A (en) * | 1991-01-22 | 1992-12-01 | American Home Products Corporation | [[2-(amino-3,4-dioxo-1-cyclobuten-1-yl) amino]alkyl]-acid derivatives |
AU6156894A (en) * | 1993-03-09 | 1994-09-26 | Sankyo Company Limited | Thienyloxybutenyl derivative |
US5506252A (en) * | 1993-11-17 | 1996-04-09 | American Home Products Corporation | Substituted N-heteroaryl and N-aryl-1,2-diaminocyclobutene-3,4-diones |
US5354763A (en) * | 1993-11-17 | 1994-10-11 | American Home Products Corporation | Substituted N-heteroaryl and N-aryl-1,2-diaminocyclobutene-3,4-diones |
US5466712A (en) * | 1994-11-04 | 1995-11-14 | American Home Products Corporation | Substituted n-aryl-1,2-diaminocyclobutene-3,4-diones |
US5464867A (en) * | 1994-11-16 | 1995-11-07 | American Home Products Corporation | Diaminocyclobutene-3,4-diones |
US5872139A (en) * | 1996-06-17 | 1999-02-16 | American Home Products Corporation | Heterocyclymethylamino derivatives of cyclobutene-3,4-diones |
US5780505A (en) * | 1996-07-17 | 1998-07-14 | American Home Products Corporation | Substituted N-arylmethylamino derivatives of cyclobutene-3, 4-diones |
US5750574A (en) * | 1996-07-17 | 1998-05-12 | American Home Products Corporation | Fluorinated N-arylmethylamino derivatives of cyclobutene-3,4-diones |
US5846999A (en) * | 1996-07-17 | 1998-12-08 | American Home Products Corporation | Substituted N-arylmethylamino derivatives of cyclobutene-3,4-diones |
US5763474A (en) * | 1996-07-17 | 1998-06-09 | American Home Products Corporation | Substituted N-arylmethylamino derivatives of cyclobutene-3,4-diones |
US5840764A (en) * | 1997-01-30 | 1998-11-24 | American Home Products Corporation | Substituted hydroxy-anilino derivatives of cyclobutene-3,4-diones |
US6376555B1 (en) | 1998-12-04 | 2002-04-23 | American Home Products Corporation | 4-substituted-3-substituted-amino-cyclobut-3-ene-1,2-diones and analogs thereof as novel potassium channel openers |
GT200400213A (es) * | 2003-10-22 | 2007-09-05 | Metodos para la preparacion del acido {2-[(8,9)-dioxo-2,6-diaza-biciclo[5.2.0]-non-1(7)-en-2-il]etil} fosfonico y esteres del mismo | |
CN103242210B (zh) * | 2012-02-09 | 2014-09-24 | 北京艾百诺科技有限公司 | 含有取代方酸的乙酸妙林酯及其应用 |
EP4196793A1 (en) | 2020-08-11 | 2023-06-21 | Université de Strasbourg | H2 blockers targeting liver macrophages for the prevention and treatment of liver disease and cancer |
JP7577981B2 (ja) * | 2020-11-27 | 2024-11-06 | セイコーエプソン株式会社 | 可塑化装置、射出成形装置および三次元造形装置 |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3346583A (en) * | 1967-10-10 | Disubstituted-a-phenethylamines | ||
GB1563090A (en) * | 1975-07-31 | 1980-03-19 | Smith Kline French Lab | Cyclobutene-diones |
GB1565966A (en) * | 1976-08-04 | 1980-04-23 | Allen & Hanburys Ltd | Aminoalkyl furan derivatives |
GB2001624B (en) | 1977-04-20 | 1982-03-03 | Ici Ltd | Guanidine derivatives processes for their manufacture and pharmaceutical compositions containing them |
GB1601459A (en) * | 1977-05-17 | 1981-10-28 | Allen & Hanburys Ltd | Aminoalkyl thiophene derivatives |
GB1604674A (en) * | 1977-05-17 | 1981-12-16 | Allen & Hanburys Ltd | Aminoalkyl-benzene derivatives |
GB2023133B (en) | 1978-04-26 | 1982-09-08 | Glaxo Group Ltd | Heterocyclic derivatives |
ATE1353T1 (de) * | 1978-05-24 | 1982-08-15 | Imperial Chemical Industries Plc | Anti-sekretion thiadiazol-derivate, verfahren zu ihrer herstellung und diese enthaltende pharmazeutische zusammensetzungen. |
US4242351A (en) * | 1979-05-07 | 1980-12-30 | Imperial Chemical Industries Limited | Antisecretory oxadiazoles and pharmaceutical compositions containing them |
-
1981
- 1981-05-18 US US06/264,533 patent/US4390701A/en not_active Expired - Lifetime
-
1982
- 1982-05-12 AU AU83620/82A patent/AU541843B2/en not_active Ceased
- 1982-05-12 NZ NZ200586A patent/NZ200586A/xx unknown
- 1982-05-12 GR GR68132A patent/GR75493B/el unknown
- 1982-05-13 NL NLAANVRAGE8201999,A patent/NL189405C/xx not_active IP Right Cessation
- 1982-05-13 NO NO821586A patent/NO158419C/no unknown
- 1982-05-13 ZA ZA823328A patent/ZA823328B/xx unknown
- 1982-05-13 FI FI821698A patent/FI78695C/fi not_active IP Right Cessation
- 1982-05-13 ZW ZW97/82A patent/ZW9782A1/xx unknown
- 1982-05-14 DK DK219382A patent/DK159146C/da not_active IP Right Cessation
- 1982-05-14 CA CA000402937A patent/CA1190224A/en not_active Expired
- 1982-05-17 YU YU1043/82A patent/YU43077B/xx unknown
- 1982-05-17 HU HU821554A patent/HU194802B/hu not_active IP Right Cessation
- 1982-05-17 FR FR8208554A patent/FR2505835B1/fr not_active Expired
- 1982-05-17 IE IE1169/82A patent/IE53274B1/en not_active IP Right Cessation
- 1982-05-17 IT IT8248435A patent/IT1210686B/it active
- 1982-05-17 CS CS823597A patent/CS244423B2/cs unknown
- 1982-05-17 DE DE19823218584 patent/DE3218584A1/de active Granted
- 1982-05-17 DE DE3249715A patent/DE3249715C2/de not_active Expired - Fee Related
- 1982-05-17 HU HU854029A patent/HUT38613A/hu unknown
- 1982-05-17 GB GB8214351A patent/GB2098988B/en not_active Expired
- 1982-05-17 SU SU823458456A patent/SU1375127A3/ru active
- 1982-05-17 IL IL65803A patent/IL65803A/xx not_active IP Right Cessation
- 1982-05-17 ES ES512279A patent/ES512279A0/es active Granted
- 1982-05-17 SE SE8203092A patent/SE457081B/sv not_active IP Right Cessation
- 1982-05-18 LU LU84157A patent/LU84157A1/fr unknown
- 1982-05-18 KR KR8202158A patent/KR880000968B1/ko active
- 1982-05-18 AT AT0197282A patent/AT384805B/de not_active IP Right Cessation
- 1982-05-18 CH CH3096/82A patent/CH649527A5/de not_active IP Right Cessation
- 1982-05-18 DD DD82239961A patent/DD202426A5/de not_active IP Right Cessation
- 1982-05-18 CH CH5564/84A patent/CH653989A5/de not_active IP Right Cessation
- 1982-05-18 JP JP57082580A patent/JPS57193427A/ja active Granted
- 1982-05-18 OA OA57692A patent/OA07103A/xx unknown
- 1982-05-18 PT PT74923A patent/PT74923B/pt not_active IP Right Cessation
- 1982-05-18 BE BE0/208130A patent/BE893236A/fr not_active IP Right Cessation
- 1982-10-25 FR FR8217801A patent/FR2513250B1/fr not_active Expired
-
1984
- 1984-12-14 YU YU02127/84A patent/YU212784A/xx unknown
-
1988
- 1988-06-16 SG SG383/88A patent/SG38388G/en unknown
- 1988-09-12 KE KE3829A patent/KE3829A/xx unknown
- 1988-10-13 HK HK832/88A patent/HK83288A/xx unknown
- 1988-10-20 HK HK846/88A patent/HK84688A/xx unknown
- 1988-12-30 MY MY118/88A patent/MY8800118A/xx unknown
-
1989
- 1989-03-10 CY CY1446A patent/CY1446A/xx unknown
- 1989-06-13 JP JP1148544A patent/JPH0236159A/ja active Granted
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