DE69232817T2 - Pharmazeutische zusammensetzungen eines salzes von einer imidazolyl-alkensäure und ihre verwendung als angiotensin-ii-antagonisten - Google Patents
Pharmazeutische zusammensetzungen eines salzes von einer imidazolyl-alkensäure und ihre verwendung als angiotensin-ii-antagonistenInfo
- Publication number
- DE69232817T2 DE69232817T2 DE69232817T DE69232817T DE69232817T2 DE 69232817 T2 DE69232817 T2 DE 69232817T2 DE 69232817 T DE69232817 T DE 69232817T DE 69232817 T DE69232817 T DE 69232817T DE 69232817 T2 DE69232817 T2 DE 69232817T2
- Authority
- DE
- Germany
- Prior art keywords
- methyl
- butyl
- thienyl
- imidazol
- angiotensin
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000008194 pharmaceutical composition Substances 0.000 title claims description 11
- 239000002253 acid Substances 0.000 title description 11
- 239000002333 angiotensin II receptor antagonist Substances 0.000 title description 5
- 150000003839 salts Chemical class 0.000 title description 5
- 229940123413 Angiotensin II antagonist Drugs 0.000 title description 3
- -1 4-carboxyphenyl Chemical group 0.000 claims description 26
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims description 17
- 239000003814 drug Substances 0.000 claims description 11
- 206010020772 Hypertension Diseases 0.000 claims description 9
- 206010019280 Heart failures Diseases 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 7
- 102000008873 Angiotensin II receptor Human genes 0.000 claims description 4
- 108050000824 Angiotensin II receptor Proteins 0.000 claims description 4
- 208000001647 Renal Insufficiency Diseases 0.000 claims description 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 4
- 201000006370 kidney failure Diseases 0.000 claims description 4
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 3
- 230000008485 antagonism Effects 0.000 claims description 3
- 239000003937 drug carrier Substances 0.000 claims description 3
- 239000002775 capsule Substances 0.000 claims description 2
- 201000010099 disease Diseases 0.000 claims description 2
- 239000007909 solid dosage form Substances 0.000 claims description 2
- 239000004480 active ingredient Substances 0.000 claims 1
- 229940126601 medicinal product Drugs 0.000 claims 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 38
- 239000000243 solution Substances 0.000 description 30
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 27
- 229950006323 angiotensin ii Drugs 0.000 description 25
- 238000000034 method Methods 0.000 description 24
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 24
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- 101800000733 Angiotensin-2 Proteins 0.000 description 22
- CZGUSIXMZVURDU-JZXHSEFVSA-N Ile(5)-angiotensin II Chemical compound C([C@@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CC=1NC=NC=1)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CC=1C=CC=CC=1)C([O-])=O)NC(=O)[C@@H](NC(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@@H]([NH3+])CC([O-])=O)C(C)C)C1=CC=C(O)C=C1 CZGUSIXMZVURDU-JZXHSEFVSA-N 0.000 description 22
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 21
- 239000002904 solvent Substances 0.000 description 21
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- 150000001875 compounds Chemical class 0.000 description 17
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- VYLHMXUTTRBZEK-UHFFFAOYSA-N 2-butyl-3-[(2-chlorophenyl)methyl]imidazole-4-carbaldehyde Chemical compound CCCCC1=NC=C(C=O)N1CC1=CC=CC=C1Cl VYLHMXUTTRBZEK-UHFFFAOYSA-N 0.000 description 4
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- JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 description 4
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Classifications
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- C—CHEMISTRY; METALLURGY
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- 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
- C07D409/06—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 carbon chain containing only aliphatic carbon atoms
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P27/02—Ophthalmic agents
- A61P27/06—Antiglaucoma agents or miotics
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- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
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- A—HUMAN NECESSITIES
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- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/64—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
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- 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
- C07D401/06—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 carbon chain containing only aliphatic carbon atoms
-
- 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
- C07D405/06—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 carbon chain containing only aliphatic carbon atoms
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- 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
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Urology & Nephrology (AREA)
- Ophthalmology & Optometry (AREA)
- Vascular Medicine (AREA)
- Endocrinology (AREA)
- Reproductive Health (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/746,262 US5185351A (en) | 1989-06-14 | 1991-08-14 | Imidazolyl-alkenoic acids useful as angiotensin II receptor antagonists |
| PCT/US1992/006734 WO1993003722A1 (en) | 1991-08-14 | 1992-08-12 | Imidazolyl-alkenoic acids |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69232817D1 DE69232817D1 (de) | 2002-11-21 |
| DE69232817T2 true DE69232817T2 (de) | 2003-06-18 |
Family
ID=25000103
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69232817T Expired - Lifetime DE69232817T2 (de) | 1991-08-14 | 1992-08-12 | Pharmazeutische zusammensetzungen eines salzes von einer imidazolyl-alkensäure und ihre verwendung als angiotensin-ii-antagonisten |
Country Status (32)
| Country | Link |
|---|---|
| US (1) | US5185351A (enExample) |
| EP (1) | EP0641203B1 (enExample) |
| JP (1) | JPH07500579A (enExample) |
| CN (1) | CN1036396C (enExample) |
| AP (3) | AP525A (enExample) |
| AT (1) | ATE226073T1 (enExample) |
| AU (1) | AU667824B2 (enExample) |
| BG (1) | BG61593B1 (enExample) |
| BR (1) | BR9206443A (enExample) |
| CA (1) | CA2115170C (enExample) |
| CZ (1) | CZ281635B6 (enExample) |
| DE (1) | DE69232817T2 (enExample) |
| DK (1) | DK0641203T3 (enExample) |
| ES (1) | ES2185617T3 (enExample) |
| FI (1) | FI114796B (enExample) |
| HU (1) | HU225048B1 (enExample) |
| IL (1) | IL102813A (enExample) |
| MA (1) | MA22626A1 (enExample) |
| MX (1) | MX9204737A (enExample) |
| MY (1) | MY110205A (enExample) |
| NO (1) | NO305172B1 (enExample) |
| NZ (1) | NZ243966A (enExample) |
| OA (1) | OA09884A (enExample) |
| PL (1) | PL177234B1 (enExample) |
| PT (1) | PT100779B (enExample) |
| RO (1) | RO113643B1 (enExample) |
| RU (1) | RU2124513C1 (enExample) |
| SK (1) | SK281252B6 (enExample) |
| TW (1) | TW234690B (enExample) |
| UA (1) | UA40587C2 (enExample) |
| WO (1) | WO1993003722A1 (enExample) |
| ZA (1) | ZA926133B (enExample) |
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| US6025380A (en) * | 1990-12-14 | 2000-02-15 | Smithkline Beecham Plc | Medicament |
| AU9137791A (en) * | 1990-12-14 | 1992-07-08 | Smithkline Beecham Corporation | Imidazolyl-alkenoic acids |
| US6034114A (en) * | 1990-12-14 | 2000-03-07 | Smithkline Beecham Plc | Medicament |
| GB9027200D0 (en) * | 1990-12-14 | 1991-02-06 | Smithkline Beecham Plc | Medicaments |
| US6028091A (en) * | 1990-12-14 | 2000-02-22 | Smithkline Beecham Plc | Medicament |
| US5447949A (en) * | 1991-05-15 | 1995-09-05 | Smithkline Beecham Corporation | N-(heteroaryl) imidazolyl-alkenoic acids having angiotension II receptor antagonist activity |
| US20030166700A1 (en) * | 1991-12-12 | 2003-09-04 | Smithkline Beecham P.L.C. | Medicament |
| US5308853A (en) * | 1991-12-20 | 1994-05-03 | Warner-Lambert Company | Substituted-5-methylidene hydantoins with AT1 receptor antagonist properties |
| DE4206043A1 (de) * | 1992-02-27 | 1993-09-02 | Bayer Ag | Sulfonylbenzyl-substituierte imidazole |
| US5401851A (en) * | 1992-06-03 | 1995-03-28 | Eli Lilly And Company | Angiotensin II antagonists |
| US5824696A (en) * | 1993-09-01 | 1998-10-20 | Smithkline Beecham Corporation | Medicaments |
| US5395847A (en) * | 1993-12-02 | 1995-03-07 | Smithkline Beecham Corporation | Imidazolyl-alkenoic acids |
| NZ285588A (en) * | 1994-05-20 | 1997-12-19 | Smithkline Beecham Corp | [2-butyl-3-(4-carboxybenzyl)-1h-imidazolium-4-yl]-hydroxymethyl sulphonate |
| WO1996000730A1 (en) * | 1994-06-29 | 1996-01-11 | Smithkline Beecham Corporation | Vitronectin receptor antagonists |
| US6613789B2 (en) | 1994-07-28 | 2003-09-02 | G. D. Searle & Co. | Heterocyclo-substituted imidazoles for the treatment of inflammation |
| US5616601A (en) * | 1994-07-28 | 1997-04-01 | Gd Searle & Co | 1,2-aryl and heteroaryl substituted imidazolyl compounds for the treatment of inflammation |
| US5977101A (en) * | 1995-06-29 | 1999-11-02 | Smithkline Beecham Corporation | Benzimidazoles/Imidazoles Linked to a Fibrinogen Receptor Antagonist Template Having Vitronectin Receptor Antagonist Activity |
| ATE239723T1 (de) * | 1996-03-29 | 2003-05-15 | Smithkline Beecham Corp | Eprosartandihydrat und ein verfahren zu seiner herstellung und formulierung |
| US6420412B2 (en) | 1996-03-29 | 2002-07-16 | Smithkline Beecham Corporation | Eprosartan dihydate and a process for its production and formulation |
| AR011125A1 (es) * | 1997-02-14 | 2000-08-02 | Smithkline Beecham Corp | Procedimiento para preparar eprosartano |
| AR011126A1 (es) * | 1997-02-14 | 2000-08-02 | Smithkline Beecham Corp | Procedimiento para preparar eprosartano y compuestos intermediarios. |
| US20030045561A1 (en) * | 2001-02-06 | 2003-03-06 | Smithkline Beecham Corporation | Method of treating isolated systolic hypertension |
| ZA984421B (en) * | 1997-05-27 | 1998-11-27 | Smithkline Beecham Corp | Method of treating isolated systolic hypertension |
| US6262102B1 (en) | 1997-06-27 | 2001-07-17 | Smithkline Beecham Corporation | Eprosartan monohydrate |
| KR100508044B1 (ko) * | 1997-08-06 | 2005-08-17 | 스미스클라인 비참 코포레이션 | 에프로사르탄 아르기닌 전하-중화-복합체와 그의 제조 및제형화 방법 |
| US6630498B2 (en) | 1997-08-06 | 2003-10-07 | Smithkline Beecham Corporation | Eprosartan arginyl charge-neutralization-complex and a process for its preparation and formulation |
| US6558699B2 (en) * | 1997-11-17 | 2003-05-06 | Smithkline Beecham Corporation | High drug load immediate and modified release oral dosage formulations and processes for their manufacture |
| IL136142A0 (en) * | 1997-11-17 | 2001-05-20 | Smithkline Beecham Corp | High drug load immediate and modified release oral dosage formulations and processes for their manufacture |
| ZA991922B (en) * | 1998-03-11 | 1999-09-13 | Smithkline Beecham Corp | Novel compositions of eprosartan. |
| CN1198591C (zh) * | 1998-07-20 | 2005-04-27 | 史密丝克莱恩比彻姆公司 | 在口服固体剂型中包含依普沙坦的生物利用度提高的制剂 |
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| DE19920791A1 (de) | 1999-05-06 | 2000-11-09 | Bayer Ag | Substituierte Benzoylisoxazole |
| DE19921424A1 (de) | 1999-05-08 | 2000-11-09 | Bayer Ag | Substituierte Benzoylketone |
| DE19946853A1 (de) | 1999-09-30 | 2001-04-05 | Bayer Ag | Substituierte Arylketone |
| DE10004084A1 (de) * | 2000-01-31 | 2001-08-02 | Bayer Ag | Substituierte Imid-Derivate |
| DE10221121A1 (de) * | 2002-05-13 | 2003-12-04 | Bayer Cropscience Ag | N'-Cyano-N-methyl-imidamid-Derivate |
| BR0313593A (pt) | 2002-08-19 | 2005-07-12 | Pfizer Prod Inc | Terapia de combinação para doenças hiperproliferativas |
| KR20060021870A (ko) * | 2003-05-30 | 2006-03-08 | 랜박시 래보러터리스 리미티드 | 치환된 피롤 유도체와 ｈｍｇ―ｃｏ 억제제로서의 이의용도 |
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| US7741317B2 (en) | 2005-10-21 | 2010-06-22 | Bristol-Myers Squibb Company | LXR modulators |
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| US7888376B2 (en) | 2005-11-23 | 2011-02-15 | Bristol-Myers Squibb Company | Heterocyclic CETP inhibitors |
| US20090270474A1 (en) * | 2005-12-06 | 2009-10-29 | Keiichi Shibagaki | Therapeutic Agent for Keratoconjunctival Disorder |
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| US20080014263A1 (en) * | 2006-07-17 | 2008-01-17 | Glenmark Pharmaceuticals Limited | Amorphous eprosartan mesylate and process for the preparation thereof |
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| WO2009013760A2 (en) * | 2007-07-25 | 2009-01-29 | Hetero Drugs Limited | Eprosartan mesylate crystalline particles and a process for preparing pure eprosartan |
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| HK1220696A1 (zh) | 2013-03-15 | 2017-05-12 | Bausch Health Ireland Limited | 鸟苷酸环化酶激动剂及其用途 |
| US9486494B2 (en) | 2013-03-15 | 2016-11-08 | Synergy Pharmaceuticals, Inc. | Compositions useful for the treatment of gastrointestinal disorders |
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| KR102272746B1 (ko) | 2013-06-05 | 2021-07-08 | 보슈 헬스 아일랜드 리미티드 | 구아닐레이트 사이클라제 c의 초순수 작용제, 및 이의 제조 및 사용 방법 |
| ES2847904T3 (es) | 2013-07-23 | 2021-08-04 | Daiichi Sankyo Co Ltd | Medicamento para la prevención o el tratamiento de la hipertensión |
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| KR20180123021A (ko) | 2016-03-24 | 2018-11-14 | 다이이찌 산쿄 가부시키가이샤 | 신질환의 치료를 위한 의약 |
| CN112567469B (zh) | 2018-06-14 | 2023-11-07 | 阿斯利康(英国)有限公司 | 用血管紧张素ii受体阻滞剂医药组合物治疗高血压的方法 |
| AU2020209215B2 (en) | 2019-01-18 | 2023-02-02 | Astrazeneca Ab | PCSK9 inhibitors and methods of use thereof |
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| JPS5671073A (en) * | 1979-11-12 | 1981-06-13 | Takeda Chem Ind Ltd | Imidazole derivative |
| JPS5671074A (en) * | 1979-11-12 | 1981-06-13 | Takeda Chem Ind Ltd | 1,2-disubstituted-4-halogenoimidazole-5-acetic acid derivative |
| JPS58157768A (ja) * | 1982-03-16 | 1983-09-19 | Takeda Chem Ind Ltd | ４−クロロ−２−フエニルイミダゾ−ル−５−酢酸誘導体 |
| US4668794A (en) * | 1985-05-22 | 1987-05-26 | Sandoz Pharm. Corp. | Intermediate imidazole acrolein analogs |
| CA1334092C (en) * | 1986-07-11 | 1995-01-24 | David John Carini | Angiotensin ii receptor blocking imidazoles |
| CA1338238C (en) * | 1988-01-07 | 1996-04-09 | David John Carini | Angiotensin ii receptor blocking imidazoles and combinations thereof with diuretics and nsaids |
| EP0955294B1 (en) * | 1989-06-14 | 2003-09-24 | Smithkline Beecham Corporation | Imidazolyl-alkenoic acid |
| US5185351A (en) * | 1989-06-14 | 1993-02-09 | Smithkline Beecham Corporation | Imidazolyl-alkenoic acids useful as angiotensin II receptor antagonists |
| CA2027937A1 (en) * | 1989-10-25 | 1991-04-26 | Richard M. Keenan | Substituted 5-¬ (tetrazolyl)alkenyl|imidazoles |
| GB9027197D0 (en) * | 1990-12-14 | 1991-02-06 | Smithkline Beecham Plc | Medicaments |
| GB9027212D0 (en) * | 1990-12-14 | 1991-02-06 | Smithkline Beecham Plc | Medicaments |
| GB9027201D0 (en) * | 1990-12-14 | 1991-02-06 | Smithkline Beecham Plc | Medicaments |
| AU9137791A (en) * | 1990-12-14 | 1992-07-08 | Smithkline Beecham Corporation | Imidazolyl-alkenoic acids |
| GB9027200D0 (en) * | 1990-12-14 | 1991-02-06 | Smithkline Beecham Plc | Medicaments |
| GB9027211D0 (en) * | 1990-12-14 | 1991-02-06 | Smithkline Beecham Plc | Medicaments |
| GB9027210D0 (en) * | 1990-12-14 | 1991-02-06 | Smithkline Beecham Plc | Medicaments |
| GB9027198D0 (en) * | 1990-12-14 | 1991-02-06 | Smithkline Beecham Plc | Medicaments |
| GB9027209D0 (en) * | 1990-12-14 | 1991-02-06 | Smithkline Beecham Plc | Medicaments |
| DK0565634T3 (da) * | 1990-12-14 | 1999-09-27 | Smithkline Beecham Corp | Angiotensin-II-receptorblokkersammensætninger |
| GB9027208D0 (en) * | 1990-12-14 | 1991-02-06 | Smithkline Beecham Plc | Medicaments |
| GB9027199D0 (en) * | 1990-12-14 | 1991-02-06 | Smithkline Beecham Plc | Medicaments |
-
1991
- 1991-08-14 US US07/746,262 patent/US5185351A/en not_active Expired - Lifetime
-
1992
- 1992-08-12 DE DE69232817T patent/DE69232817T2/de not_active Expired - Lifetime
- 1992-08-12 RO RO94-00225A patent/RO113643B1/ro unknown
- 1992-08-12 EP EP92918356A patent/EP0641203B1/en not_active Expired - Lifetime
- 1992-08-12 CA CA002115170A patent/CA2115170C/en not_active Expired - Lifetime
- 1992-08-12 JP JP5504405A patent/JPH07500579A/ja active Pending
- 1992-08-12 SK SK135-94A patent/SK281252B6/sk not_active IP Right Cessation
- 1992-08-12 HU HU9400413A patent/HU225048B1/hu unknown
- 1992-08-12 WO PCT/US1992/006734 patent/WO1993003722A1/en not_active Ceased
- 1992-08-12 BR BR9206443A patent/BR9206443A/pt not_active IP Right Cessation
- 1992-08-12 DK DK92918356T patent/DK0641203T3/da active
- 1992-08-12 AT AT92918356T patent/ATE226073T1/de active
- 1992-08-12 AU AU24756/92A patent/AU667824B2/en not_active Ceased
- 1992-08-12 CZ CZ94311A patent/CZ281635B6/cs not_active IP Right Cessation
- 1992-08-12 RU RU94018226A patent/RU2124513C1/ru active
- 1992-08-12 PL PL92302397A patent/PL177234B1/pl unknown
- 1992-08-12 ES ES92918356T patent/ES2185617T3/es not_active Expired - Lifetime
- 1992-08-12 UA UA94021675A patent/UA40587C2/uk unknown
- 1992-08-13 MA MA22915A patent/MA22626A1/fr unknown
- 1992-08-14 NZ NZ243966A patent/NZ243966A/en unknown
- 1992-08-14 ZA ZA926133A patent/ZA926133B/xx unknown
- 1992-08-14 PT PT100779A patent/PT100779B/pt not_active IP Right Cessation
- 1992-08-14 AP APAP/P/1992/000416A patent/AP525A/en active
- 1992-08-14 MX MX9204737A patent/MX9204737A/es active IP Right Grant
- 1992-08-14 AP APAP/P/1995/000742A patent/AP527A/en active
- 1992-08-14 AP APAP/P/1995/000741A patent/AP526A/en active
- 1992-08-14 CN CN92110883A patent/CN1036396C/zh not_active Expired - Lifetime
- 1992-08-14 MY MYPI92001466A patent/MY110205A/en unknown
- 1992-08-14 IL IL10281392A patent/IL102813A/en not_active IP Right Cessation
- 1992-08-20 TW TW081106595A patent/TW234690B/zh not_active IP Right Cessation
-
1994
- 1994-02-10 OA OA60471A patent/OA09884A/en unknown
- 1994-02-11 BG BG98454A patent/BG61593B1/bg unknown
- 1994-02-11 NO NO940476A patent/NO305172B1/no not_active IP Right Cessation
- 1994-02-11 FI FI940642A patent/FI114796B/fi not_active IP Right Cessation
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