KR920004390A - 피롤로벤조이미다졸, 이미다조벤족사지논 및 이미다조퀴놀론, 이들의 제조방법, 이들의 용도 및 이 화합물들을 함유하는 제제 - Google Patents
피롤로벤조이미다졸, 이미다조벤족사지논 및 이미다조퀴놀론, 이들의 제조방법, 이들의 용도 및 이 화합물들을 함유하는 제제 Download PDFInfo
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- KR920004390A KR920004390A KR1019910015068A KR910015068A KR920004390A KR 920004390 A KR920004390 A KR 920004390A KR 1019910015068 A KR1019910015068 A KR 1019910015068A KR 910015068 A KR910015068 A KR 910015068A KR 920004390 A KR920004390 A KR 920004390A
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- 150000001875 compounds Chemical class 0.000 title claims 14
- 238000002360 preparation method Methods 0.000 title claims 3
- XDTYIDUXWQLBFV-UHFFFAOYSA-N imidazo[4,5-h][1,2]benzoxazin-3-one Chemical compound C1=CC2=NC=NC2=C2ONC(=O)C=C21 XDTYIDUXWQLBFV-UHFFFAOYSA-N 0.000 title 1
- HOPZBJPSUKPLDT-UHFFFAOYSA-N imidazo[4,5-h]quinolin-2-one Chemical compound C1=CN=C2C3=NC(=O)N=C3C=CC2=C1 HOPZBJPSUKPLDT-UHFFFAOYSA-N 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- BKOVMXWXILSWCU-UHFFFAOYSA-N pyrrolo[3,2-e]benzimidazole Chemical compound C1=CC2=NC=CC2=C2N=CN=C21 BKOVMXWXILSWCU-UHFFFAOYSA-N 0.000 title 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 13
- 239000001257 hydrogen Substances 0.000 claims 13
- -1 4-difluoromethoxy-3- Pyridyl group Chemical group 0.000 claims 10
- 150000002431 hydrogen Chemical class 0.000 claims 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 6
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 5
- 229910052717 sulfur Inorganic materials 0.000 claims 5
- 239000011593 sulfur Substances 0.000 claims 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 4
- 229910052760 oxygen Inorganic materials 0.000 claims 4
- 239000001301 oxygen Substances 0.000 claims 4
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 3
- 229910052736 halogen Inorganic materials 0.000 claims 3
- 150000002367 halogens Chemical class 0.000 claims 3
- 125000005842 heteroatom Chemical group 0.000 claims 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims 2
- 125000004754 (C2-C12) dialkylamino group Chemical group 0.000 claims 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- 125000006577 C1-C6 hydroxyalkyl group Chemical group 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 2
- 229920006395 saturated elastomer Polymers 0.000 claims 2
- ZEVHQXVAKNTPRZ-UHFFFAOYSA-N (6-oxo-1,5,7,8-tetrahydroimidazo[4,5-g]quinolin-2-yl)cyanamide Chemical compound C1=C2NC(=O)CCC2=CC2=C1NC(NC#N)=N2 ZEVHQXVAKNTPRZ-UHFFFAOYSA-N 0.000 claims 1
- QAXXCNNSQDPKQC-UHFFFAOYSA-N (7,7-dimethyl-6-oxo-1,5-dihydropyrrolo[2,3-f]benzimidazol-2-yl)cyanamide Chemical compound C1=C2C(C)(C)C(=O)NC2=CC2=C1N=C(NC#N)N2 QAXXCNNSQDPKQC-UHFFFAOYSA-N 0.000 claims 1
- 125000004738 (C1-C6) alkyl sulfinyl group Chemical group 0.000 claims 1
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims 1
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 1
- 239000007868 Raney catalyst Substances 0.000 claims 1
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 claims 1
- 229910000564 Raney nickel Inorganic materials 0.000 claims 1
- 230000002378 acidificating effect Effects 0.000 claims 1
- 125000006598 aminocarbonylamino group Chemical group 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 125000005605 benzo group Chemical group 0.000 claims 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 1
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 125000004663 dialkyl amino group Chemical group 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 238000009472 formulation Methods 0.000 claims 1
- 125000001188 haloalkyl group Chemical group 0.000 claims 1
- 125000001841 imino group Chemical group [H]N=* 0.000 claims 1
- 239000003112 inhibitor Substances 0.000 claims 1
- 230000005764 inhibitory process Effects 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 230000003287 optical effect Effects 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 1
- 125000004434 sulfur atom Chemical group 0.000 claims 1
- 125000003396 thiol group Chemical class [H]S* 0.000 claims 1
- 230000000699 topical effect Effects 0.000 claims 1
- 125000005951 trifluoromethanesulfonyloxy group Chemical group 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/02—Non-specific cardiovascular stimulants, e.g. drugs for syncope, antihypotensives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/08—Vasodilators for multiple indications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Hospice & Palliative Care (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (9)
- 하기 일반식(I)의 화합물 및 이것의 염 및 산부가염, 토오토머 및 광학 이성질체 :상기식에서, X는 Xa, Xal, Xb또는 Xc를 의미하며, X가 Xa를 의미하는 경우 (a)에서는, Xa는 메틸렌기 -CH2-기를 나타내고, R1은 R1a를 의미하며, R1a는수소, C1-6-알킬, C2-6-알켄일 또는 C3-7-시클로알킬이고, R2는 R2a를 의미하며,R2a는 수소, C1-6-알킬, C2-6-알켄일 또는 C1-6-히드록시알킬을 나타내고, 여기에서 R1a와R2a는 동일하거나 다를 수 있거나, 또는 R1a와R2a는 이들에 포함된 탄소원자와 함께 C3-7-스피로알킬을 나타내고, R3는 수소 또는 C1-6-알킬을 나타내고, R4는 R4a를 의미하며, R4a는 시안아미도기, 4-디플루오로메톡시-3-피리딜기 또는 C1-2-니트로알킬기를 나타내고, Z는 산소 또는 황을 나타내고 ;X가 Xal의 의미하는 경우 (a1)에서는, Xal은 이 경우에 X1al을 의미하는 R1과함께 기 -CH=를 나타내고, R2는 X2al을 의미하고, X2al은 수소 또는 C1-6-알킬이고, R3는 수소 또는 C1-6-알킬이고, R4a1를 의미하고, R4a1는 시안아미도기, 4-디플루오로메톡시-3-피리딜기, C1-2-니트로알킬기, 수소, 수산기, 메르캅토, C1-6-알킬메르캅토, 아미노, 피리딜카르보닐아미노, C1-6-알킬카르보닐아미노, C1-6-알킬, C3-7-시클로알킬, C2-6-알켄일, C3-7-시클로알켄일, C2-6-알킨일 또는 C1-6-할로알킬기를나타내거나, 또는 페닐고리(페닐고리는 다음 일반식(Ⅱ)로 도시된다 :상기식에서, R5,R6및 R7은 동일하거나 다를 수 있고 각 경우에 수소, C1-6-알칸술포닐옥시, 트리플루오로메탄술포닐옥시, C1-6-알칸술포닐아미노, 트리플루오로메탄술포닐아미노, N-C1-6-알킬-C1-6-알킬술포닐아미노, N-C1-6-알킬트리플루오로메탄술포닐아미노, C1-6-알킬술페닐메틸, C1-6-알킬술피닐메틸 또는C1-6-알킬술포닐메틸기, 히드록실, C1-6-알콕시, 아미노, C1-6-알킬아미노 또는 C2-12-디알킬아미노기에 의해 치환된 카르보닐기, 아미노, C1-6-알킬아미노, C2-12-디알킬아미노 또는 고리형 이미노기 (여기에서 메틸렌기는 4-위치에서 황 또는 산소원자로 치환될 수 있음)에 의해 치환된 술포닐기, C1-6-알킬카르보닐아미노, 아미노카르보닐아미노 또는 C1-6-알킬아미노카르보닐아미노기, C1-6-알킬메르캅토, C1-6-알킬술피닐 또는 C1-6-알킬술포닐기, 니트로, 할로겐,아미노, 히드록실, C1-6-알킬, C1-6-알콕시, C1-6-알켄일옥시, C1-6-알틴일옥시,시아노-C1-6-알콕시, 카르복시-C1-6-알콕시, C1-6-알콕시카르보닐-C1-6-알콕시,C2-12-디알킬아미노, 1-아미다졸일, 트리플루오로메틸 또는 시아노기일 수 있다)를 나타내거나, 또는 R4al은 나프릴 라디칼을 나타내거나, 또는 R4al은 1내지 4개의 헤테로원자를 갖는 포화 또는 불포화된 헤테로고리형 5-원자고리, 또는 1내지 5개의 헤테로원자를 갖는 포화 또는 불포화된 헤테로 고리형 6-원자고리를 나타내며, 여기에서 헤테로원자들은 동일하거나 다를 수 있고, 산소, 황 또는 질소를 나타내며, 바람직하다면, 산소원자 또는 하나이상의 질소원자로 치환될 수 있고, 5-원자 또는 6-원자고리는 임의적으로 하나이상의 C1-6-알킬, C1-6-알콕시, C1-6-알킬메르캅토, 히드록실, 니트로, 아미노, 할로겐 또는 시아노기에 의해 치환될 수 있거나 또는 페닐고리와 축합하열 비시클로 화합물이 얻어질 수 있고, Z는 산 또는 황이고; X가 Xb를 의미하는,경우 (b)에서는, Xb는 산소를 나타내고, R1은 R1b를 의미하고 R2는 R2b를 의미하며, 동일하거나 다를 수 있는 R1b와 R2b는 각 경우에 수소 또는 C1-6-알킬을나타내고, R3는 수소 또는 C1-6-알킬을 나타내고, R4는 R4b를 의미하며, R4b는시안아미도, 4-디플루오로메톡시-3-피리딜기 또는 C1-2-니트로알킬기이고,Z는 산소 또는 황을 나타내고 ; X가 Xc는 의미하는, 경우 (c)에서는 Xc를 결합을 나타내고, R1은 R1c를 나타내며, R1c는 수소, C1-6-알킬, C2-6-알켄일 또는 C3-7-시클로알킬이고, R2는 R2c를 의미하며, R2c는 수소, C1-6-알킬, C2-6-알켄일또는 C1-6-히드록시알킬을 나타내고, 여기에서 R1c와 R2c는 동일하거나 다를 수 있거나, 또는 R1c와 R2c는 이들에 함유된 탄소원자와 함께 C3-7-스피로알킬을 나타내고, R3는 수소 또는 C1-6-알킬을 나타내고, R4는 R4c의미하며, R4c는 시안아미도기, 4-디플루오로메톡시-3-피리딜기 또는 C1-2-니트로알킬기를 나타낸다.
- 제1항에 따르는 2-시안아미도-8,8-디메틸-8-히드로-5H-이미다조(4,5-g)(3,1)벤족사진-6-온.
- 제1항에 따르는 8,8-디메틸-2-(4-디플루오로메톡시-3-피리딜)-8-히드로-5H-이미다조(4,5-g)(3,1)벤족사진-6-온.
- 제1항에 따르는 2-시안아미도-7,8-디히드로-3H,5H-이미다조(4,5-g)-퀴놀린-6-온.
- 제1항에 따르는 2-((4-디플루오로메톡시)-3-피리딜)-6,7-디히드로-7,7-디메틸-3H,5H-피롤로(2,3-f)벤조이미다졸-6-온.
- 제1항에 따르는 2-시안아미도-6,7-디히드로-7,7-디메틸-3H,5H-피롤로(2,3-f)벤조이미다졸-6-온.
- 하기 일반식(Ⅵ)의 화합물을 하기 일반식(Ⅶ)의 화합물과 반응시키고, 반응생성물을 산성 조건하에서 수소화 및 고리화시켜서, 그 결과로서 일반식(I)의 화합물을 얻거나, 또는 라니 니켈로 수소화시켜서 하기 일반식(Ⅷ)의 화합물을 수득하고 일반식(Ⅷ)의 화합물을 일반식(Ⅶ)의 화합물과의 반응에 의해 하기 일반식(Ⅸ)또는 이것의 이성질체로 전환시키고 이것을 고리화에 의해 일반식(I)의 화합물로 전환시키는 것을 특징으로 하는, 일반식(I)의 화합물의 제조방법:상기식에서, R1,R2,R3,R4,X 및 Z는 상기 정의한 의미를 갖고, Y는 수소, 수산기, 할로겐 또는 쉽게 제거될 수 있는 기를 나타낸다.
- 하나 이상의 제1항에 따르는 화합물 또는 이들의 생리학적으로 허용될 수 있는 염 및, 필요하다면, 통상적인 부형제 및/또는 희석제, 및 상기 화합물을함유하는 국소용 제제를 함유하는 것을 특징으로 하는 약제학적 제제.
- PED-Ⅲ 억제제 및 PED-Ⅳ 억제로서 제1항에 따르는 화합물의 사용방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4027592A DE4027592A1 (de) | 1990-08-31 | 1990-08-31 | Neue pyrrolobenzimidazole, imidazobenzoxazinone und imidazochinolone, verfahren zu ihrer herstellung und ihre verwendung sowie die verbindungen enthaltende zubereitungen |
| DEP4027592.2 | 1990-08-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR920004390A true KR920004390A (ko) | 1992-03-27 |
Family
ID=6413318
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019910015068A KR920004390A (ko) | 1990-08-31 | 1991-08-30 | 피롤로벤조이미다졸, 이미다조벤족사지논 및 이미다조퀴놀론, 이들의 제조방법, 이들의 용도 및 이 화합물들을 함유하는 제제 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US5212186A (ko) |
| EP (1) | EP0473963A1 (ko) |
| JP (1) | JPH04247083A (ko) |
| KR (1) | KR920004390A (ko) |
| AU (1) | AU8251591A (ko) |
| CA (1) | CA2049490A1 (ko) |
| DE (1) | DE4027592A1 (ko) |
| ZA (1) | ZA916433B (ko) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5502072A (en) * | 1993-11-26 | 1996-03-26 | Pfizer Inc. | Substituted oxindoles |
| EP0773219A4 (en) * | 1994-07-29 | 1997-10-29 | Mochida Pharm Co Ltd | IMIDAZOQUINOLEIN DERIVATIVE |
| WO2005110013A2 (en) * | 2004-04-09 | 2005-11-24 | 3M Innovative Properties Company | Methods, compositions, and preparations for delivery of immune response modifiers |
| US7285569B2 (en) * | 2004-09-24 | 2007-10-23 | Hoff Hoffmann-La Roche Inc. | Tricycles, their manufacture and use as pharmaceutical agents |
| EP1885725B1 (en) * | 2005-04-14 | 2008-09-24 | F.Hoffmann-La Roche Ag | Tricyclic azole derivatives, their manufacture and use as pharmaceutical agents |
| WO2006108489A1 (en) * | 2005-04-14 | 2006-10-19 | F. Hoffmann-La Roche Ag | Aminopyrazole derivatives, their manufacture and use as pharmaceutical agents |
| AU2006326247A1 (en) * | 2005-12-15 | 2007-06-21 | F. Hoffmann-La Roche Ag | Tricyclic lactam derivatives, their manufacture and use as pharmaceutical agents |
| JP2009530337A (ja) * | 2006-03-23 | 2009-08-27 | エフ．ホフマン−ラ ロシュ アーゲー | 置換インダゾール誘導体、その製造方法、及びその薬剤としての利用法 |
| EP3174868B1 (en) | 2014-08-01 | 2021-08-25 | Nuevolution A/S | Compounds active towards bromodomains |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3404157A (en) * | 1965-02-24 | 1968-10-01 | American Cyanamid Co | Substituted pyrroloindazole compounds |
| GR65025B (en) * | 1977-07-21 | 1980-06-16 | Thomae Gmbh Dr K | Method for the preparation of new imidazo-isokinolin-diones |
| SE444319B (sv) * | 1977-11-18 | 1986-04-07 | Roussel Uclaf | Nya imidazobensoxazinderivat, forfarande for framstellning derav och farmaceutiska kompositioner innehallande dessa foreningar |
| CH644116A5 (de) * | 1980-08-21 | 1984-07-13 | Hoffmann La Roche | Imidazolderivate. |
| JPS57212188A (en) * | 1981-06-25 | 1982-12-27 | Sankyo Co Ltd | Imidazobenzoxazine derivative and its preparation |
| DE3224512A1 (de) * | 1982-07-01 | 1984-01-05 | Dr. Karl Thomae Gmbh, 7950 Biberach | Neue imidazolderivate, ihre herstellung und diese verbindungen enthaltende arzneimittel |
| DE3446417A1 (de) * | 1984-12-20 | 1986-06-26 | Boehringer Mannheim Gmbh, 6800 Mannheim | Neue pyrrolo-benzimidazole, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel sowie zwischenprodukte |
| PL144822B1 (en) * | 1984-05-12 | 1988-07-30 | Boehringer Mannheim Gmbh | Method of obtaining novel pyrolobenzimidazoles |
| DE3417643A1 (de) * | 1984-05-12 | 1985-11-14 | Boehringer Mannheim Gmbh, 6800 Mannheim | Neue pyrrolo-benzimidazole, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel sowie zwischenprodukte |
| WO1986001510A1 (en) * | 1984-08-24 | 1986-03-13 | Pfizer Inc. | Tricyclic oxindole antiinflammatory agents |
| DE3445669A1 (de) * | 1984-12-14 | 1986-06-19 | Boehringer Mannheim Gmbh, 6800 Mannheim | Neue pyrrolo-benzimidazole, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel |
| DE3501497A1 (de) * | 1985-01-18 | 1986-07-24 | Boehringer Mannheim Gmbh, 6800 Mannheim | Neue pyrrolo-benzimidazole, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel sowie zwischenprodukte |
| DE3524067A1 (de) * | 1985-07-05 | 1987-01-08 | Boehringer Mannheim Gmbh | Neue benzimidazole, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel sowie zwischenprodukte |
| DE3531678A1 (de) * | 1985-09-05 | 1987-03-12 | Boehringer Mannheim Gmbh | Neue pyrrolo-benzimidazole, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel |
| DE3626664A1 (de) * | 1986-08-07 | 1988-02-11 | Boehringer Mannheim Gmbh | Tricyclische benzotriazole, verfahren zu ihrer herstellung sowie arzneimittel |
| DE3633861A1 (de) * | 1986-10-04 | 1988-04-07 | Thomae Gmbh Dr K | Neue imidazo-benzoxazinone, ihre herstellung und diese verbindungen enthaltende arzneimittel |
| DE3639466A1 (de) * | 1986-11-18 | 1988-05-19 | Thomae Gmbh Dr K | Neue pyrrolo-benzimidazole, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung |
| DE3642315A1 (de) * | 1986-12-11 | 1988-06-23 | Boehringer Mannheim Gmbh | Neue pyrrolobenzimidazole, verfahren zu ihrer herstellung sowie arzneimittel |
| DE3701277A1 (de) * | 1987-01-17 | 1988-07-28 | Boehringer Mannheim Gmbh | Neue tricyclische benzimidazole, verfahren zu ihrer herstellung und verwendung als arzneimittel |
| DE3740985A1 (de) * | 1987-12-03 | 1989-06-15 | Boehringer Mannheim Gmbh | Verwendung linear anellierter tricyclen als hemmer der erythrozytenaggregation |
| DE3855327D1 (de) * | 1987-12-30 | 1996-07-04 | Orion Yhtymae Oy | Heterocyclische Verbindungen |
| DE3840011A1 (de) * | 1988-11-26 | 1990-05-31 | Merck Patent Gmbh | Benzoxazinderivate |
| DE3911603A1 (de) * | 1989-04-08 | 1990-10-18 | Thomae Gmbh Dr K | Benzimidazole, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung |
-
1990
- 1990-08-31 DE DE4027592A patent/DE4027592A1/de not_active Withdrawn
-
1991
- 1991-08-09 EP EP91113388A patent/EP0473963A1/de not_active Withdrawn
- 1991-08-14 ZA ZA916433A patent/ZA916433B/xx unknown
- 1991-08-15 AU AU82515/91A patent/AU8251591A/en not_active Abandoned
- 1991-08-19 CA CA002049490A patent/CA2049490A1/en not_active Abandoned
- 1991-08-27 US US07/750,372 patent/US5212186A/en not_active Expired - Fee Related
- 1991-08-27 JP JP3238822A patent/JPH04247083A/ja active Pending
- 1991-08-30 KR KR1019910015068A patent/KR920004390A/ko not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| EP0473963A1 (de) | 1992-03-11 |
| AU8251591A (en) | 1992-03-05 |
| US5212186A (en) | 1993-05-18 |
| JPH04247083A (ja) | 1992-09-03 |
| ZA916433B (en) | 1992-05-27 |
| CA2049490A1 (en) | 1992-03-01 |
| DE4027592A1 (de) | 1992-03-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PA0109 | Patent application |
Patent event code: PA01091R01D Comment text: Patent Application Patent event date: 19910830 |
|
| PG1501 | Laying open of application | ||
| PC1203 | Withdrawal of no request for examination | ||
| WITN | Application deemed withdrawn, e.g. because no request for examination was filed or no examination fee was paid |