RO115802B1 - Derivaţi ai acidului pirazol dihidrobenzofuranil propenoic, intermediar pentru prepararea acestora, compoziţii farmaceutice ale acestora şi metodă de tratament - Google Patents
Derivaţi ai acidului pirazol dihidrobenzofuranil propenoic, intermediar pentru prepararea acestora, compoziţii farmaceutice ale acestora şi metodă de tratamentInfo
- Publication number
- RO115802B1 RO115802B1 RO98-00135A RO9800135A RO115802B1 RO 115802 B1 RO115802 B1 RO 115802B1 RO 9800135 A RO9800135 A RO 9800135A RO 115802 B1 RO115802 B1 RO 115802B1
- Authority
- RO
- Romania
- Prior art keywords
- pyrazole
- treatment
- dihydrobenzofuranyl
- preparing
- hydrogen
- Prior art date
Links
- UEQMYLRDVMZKKR-UHFFFAOYSA-N 2-(2,3-dihydro-1-benzofuran-2-yl)prop-2-enoic acid 1H-pyrazole Chemical class O1C(CC2=C1C=CC=C2)C(C(=O)O)=C.N2N=CC=C2 UEQMYLRDVMZKKR-UHFFFAOYSA-N 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 239000008194 pharmaceutical composition Substances 0.000 title abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 5
- 239000001257 hydrogen Substances 0.000 abstract 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 3
- 125000003545 alkoxy group Chemical group 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 150000002431 hydrogen Chemical class 0.000 abstract 2
- 102000002045 Endothelin Human genes 0.000 abstract 1
- 108050009340 Endothelin Proteins 0.000 abstract 1
- 102000010180 Endothelin receptor Human genes 0.000 abstract 1
- 108050001739 Endothelin receptor Proteins 0.000 abstract 1
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 abstract 1
- 239000005557 antagonist Substances 0.000 abstract 1
- -1 cyclopropylethyl Chemical group 0.000 abstract 1
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 abstract 1
- 125000000723 dihydrobenzofuranyl group Chemical group O1C(CC2=C1C=CC=C2)* 0.000 abstract 1
- 201000010099 disease Diseases 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- ZUBDGKVDJUIMQQ-UBFCDGJISA-N endothelin-1 Chemical compound C([C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(O)=O)NC(=O)[C@H]1NC(=O)[C@H](CC=2C=CC=CC=2)NC(=O)[C@@H](CC=2C=CC(O)=CC=2)NC(=O)[C@H](C(C)C)NC(=O)[C@H]2CSSC[C@@H](C(N[C@H](CO)C(=O)N[C@@H](CO)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](CCSC)C(=O)N[C@H](CC(O)=O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCC(O)=O)C(=O)N2)=O)NC(=O)[C@@H](CO)NC(=O)[C@H](N)CSSC1)C1=CNC=N1 ZUBDGKVDJUIMQQ-UBFCDGJISA-N 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
-
- 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
-
- 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
-
- 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
- A61P9/10—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
-
- 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
- A61P9/12—Antihypertensives
-
- 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
-
- 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
-
- 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
- C07D405/14—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 three or more hetero rings
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyrrole Compounds (AREA)
Abstract
Invenţia se referă la derivaţi de acid pirazol dihidrobenzofuranil propenoic, antagonişti ai receptorului endotelină, care prezintă formula generală (I) : în care Z este pirazol; P este COOH sau COOR; Reste hidrogen; Reste hidrogen; Reste dihidrobenzofuranil, eventual substituit cu alcoxi inferior; Rşi Rsunt, indepenent, hidrogen, ester, OH, alcoxi, halogen; Reste independent hidrogen, OH, alcoxi, halogen; Reste alchil inferior; Reste hidrogen sau alchil, ales dintre etil, izopropil, n-butil, ciclopropilmetil sau ciclopropiletil şi sărurile acceptabile farmaceutic ale acestora, la intermediar pentru prepararea acestora, la o compoziţie farmaceutică pentru tratamentul bolilor cauzate de excesul de endotelină şi la o metodă de tratament cu asemenea compoziţie.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US179295P | 1995-08-02 | 1995-08-02 | |
| US1098296P | 1996-02-01 | 1996-02-01 | |
| PCT/US1996/012581 WO1997004772A1 (en) | 1995-08-02 | 1996-08-02 | Endothelin receptor antagonists |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RO115802B1 true RO115802B1 (ro) | 2000-06-30 |
Family
ID=26669471
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RO98-00135A RO115802B1 (ro) | 1995-08-02 | 1996-08-02 | Derivaţi ai acidului pirazol dihidrobenzofuranil propenoic, intermediar pentru prepararea acestora, compoziţii farmaceutice ale acestora şi metodă de tratament |
Country Status (25)
| Country | Link |
|---|---|
| US (5) | US5969151A (ro) |
| EP (2) | EP0841925B1 (ro) |
| JP (2) | JP2001517195A (ro) |
| KR (1) | KR19990036032A (ro) |
| CN (1) | CN1196680A (ro) |
| AP (1) | AP9801182A0 (ro) |
| AT (1) | ATE341324T1 (ro) |
| AU (2) | AU6646396A (ro) |
| BG (1) | BG102229A (ro) |
| BR (1) | BR9609914A (ro) |
| CA (2) | CA2228296A1 (ro) |
| CZ (1) | CZ30498A3 (ro) |
| DE (2) | DE69636597T2 (ro) |
| EA (1) | EA000952B1 (ro) |
| ES (2) | ES2171697T3 (ro) |
| HU (1) | HU220776B1 (ro) |
| MX (1) | MX9800975A (ro) |
| NO (1) | NO980422L (ro) |
| NZ (1) | NZ315846A (ro) |
| OA (1) | OA10755A (ro) |
| PL (1) | PL184272B1 (ro) |
| RO (1) | RO115802B1 (ro) |
| SK (1) | SK282584B6 (ro) |
| TR (1) | TR199800152T1 (ro) |
| WO (2) | WO1997004772A1 (ro) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AR017426A1 (es) * | 1997-12-08 | 2001-09-05 | Smithkline Beecham Corp | Sal de monoargininilo del acido (e)-3-[1-n-butil-5-[2-(2-carboxifenil)metoxi-4-clorofenil]-1h-pirazol-4-il]-2-[(5-metoxi-2,3-dihidrobenzofuran-6-il)metil]-prop-2-enoico, composicion farmaceutica que la contiene, su uso para la manufactura de un medicamento y procedimiento para su preparacion |
| DE10155076A1 (de) * | 2001-11-09 | 2003-05-22 | Merck Patent Gmbh | Verwendung von Endothelin-Rezeptor-Antagonisten zur Behandlung von Tumorerkrankungen |
| CA2489428A1 (en) * | 2002-06-27 | 2004-01-08 | Nitromed, Inc. | Cyclooxygenase-2 selective inhibitors, compositions and methods of use |
| WO2006075955A1 (en) * | 2005-01-13 | 2006-07-20 | Astrazeneca Ab | Pyrazolyl acylsulfonamide derivatives as endothelin converting enzyme inhibitors and useful in the treatment of chronic obstructive pulmonary disease |
| US7521435B2 (en) * | 2005-02-18 | 2009-04-21 | Pharma Diagnostics, N.V. | Silicon containing compounds having selective COX-2 inhibitory activity and methods of making and using the same |
| US8012038B1 (en) | 2008-12-11 | 2011-09-06 | Taylor Made Golf Company, Inc. | Golf club head |
| US10086240B1 (en) | 2015-08-14 | 2018-10-02 | Taylor Made Golf Company, Inc. | Golf club head |
| WO2017091513A1 (en) * | 2015-11-24 | 2017-06-01 | Daiichi Sankyo Company, Limited | Novel azole derivatives as apelin receptor agonist |
| US10773135B1 (en) | 2019-08-28 | 2020-09-15 | Taylor Made Golf Company, Inc. | Golf club head |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1937241A1 (de) * | 1968-08-02 | 1970-02-19 | Sumitomo Chemical Co | 3,5-Dioxopyrazolidinderivate und Verfahren zu ihrer Herstellung |
| JPH01211582A (ja) * | 1988-02-16 | 1989-08-24 | Tanabe Seiyaku Co Ltd | ベンゾジオキソール誘導体 |
| CA2018443A1 (en) * | 1989-06-14 | 1990-12-14 | Joseph A. Finkelstein | Imidazolyl-alkenoic acids |
| EP0563238B1 (en) * | 1990-12-14 | 2002-05-22 | Smithkline Beecham Corporation | Imidazolyl-alkenoic acids |
| FR2682379B1 (fr) * | 1991-10-09 | 1994-02-11 | Rhone Poulenc Agrochimie | Nouveaux phenylpyrazoles fongicides. |
| WO1994022830A1 (en) * | 1993-03-31 | 1994-10-13 | Smithkline Beecham Corporation | Chemical compounds |
| CA2169737C (en) * | 1993-08-18 | 2003-04-15 | Kiyofumi Ishikawa | Endothelin antagonistic heteroaromatic ring-fused cyclopentene derivatives |
| IL111613A0 (en) * | 1993-11-12 | 1995-01-24 | Rhone Poulenc Rorer Ltd | Substituted phenyl compounds, their preparation and pharmaceutical compositions containing them |
| WO1996007653A1 (en) * | 1994-09-02 | 1996-03-14 | Smithkline Beecham Corporation | Endothelin receptor antagonists |
-
1996
- 1996-08-02 ES ES96926243T patent/ES2171697T3/es not_active Expired - Lifetime
- 1996-08-02 CN CN96197111A patent/CN1196680A/zh active Pending
- 1996-08-02 NZ NZ315846A patent/NZ315846A/xx unknown
- 1996-08-02 JP JP50788797A patent/JP2001517195A/ja not_active Ceased
- 1996-08-02 AU AU66463/96A patent/AU6646396A/en not_active Abandoned
- 1996-08-02 EP EP96928036A patent/EP0841925B1/en not_active Expired - Lifetime
- 1996-08-02 WO PCT/US1996/012581 patent/WO1997004772A1/en not_active Ceased
- 1996-08-02 PL PL96324745A patent/PL184272B1/pl not_active IP Right Cessation
- 1996-08-02 EP EP96926243A patent/EP0843551B1/en not_active Expired - Lifetime
- 1996-08-02 KR KR1019980700697A patent/KR19990036032A/ko not_active Ceased
- 1996-08-02 ES ES96928036T patent/ES2273350T3/es not_active Expired - Lifetime
- 1996-08-02 HU HU9902817A patent/HU220776B1/hu not_active IP Right Cessation
- 1996-08-02 AP APAP/P/1998/001182A patent/AP9801182A0/en unknown
- 1996-08-02 AU AU67645/96A patent/AU717172B2/en not_active Ceased
- 1996-08-02 SK SK113-98A patent/SK282584B6/sk unknown
- 1996-08-02 TR TR1998/00152T patent/TR199800152T1/xx unknown
- 1996-08-02 CA CA002228296A patent/CA2228296A1/en not_active Abandoned
- 1996-08-02 CA CA002228293A patent/CA2228293A1/en not_active Abandoned
- 1996-08-02 JP JP9507907A patent/JPH11511133A/ja not_active Ceased
- 1996-08-02 AT AT96928036T patent/ATE341324T1/de not_active IP Right Cessation
- 1996-08-02 WO PCT/US1996/012661 patent/WO1997004773A1/en not_active Ceased
- 1996-08-02 DE DE69636597T patent/DE69636597T2/de not_active Expired - Fee Related
- 1996-08-02 DE DE69619116T patent/DE69619116T2/de not_active Expired - Fee Related
- 1996-08-02 CZ CZ98304A patent/CZ30498A3/cs unknown
- 1996-08-02 MX MX9800975A patent/MX9800975A/es not_active IP Right Cessation
- 1996-08-02 BR BR9609914A patent/BR9609914A/pt not_active Application Discontinuation
- 1996-08-02 EA EA199800185A patent/EA000952B1/ru not_active IP Right Cessation
- 1996-08-02 RO RO98-00135A patent/RO115802B1/ro unknown
-
1998
- 1998-01-28 OA OA9800014A patent/OA10755A/en unknown
- 1998-01-30 NO NO980422A patent/NO980422L/no not_active Application Discontinuation
- 1998-02-02 BG BG102229A patent/BG102229A/xx unknown
- 1998-07-23 US US09/121,545 patent/US5969151A/en not_active Expired - Fee Related
-
1999
- 1999-01-08 US US09/227,361 patent/US5958968A/en not_active Expired - Fee Related
- 1999-06-29 US US09/342,989 patent/US6096897A/en not_active Expired - Fee Related
- 1999-12-14 US US09/460,487 patent/US6353116B1/en not_active Expired - Fee Related
-
2001
- 2001-11-30 US US10/021,461 patent/US6482956B2/en not_active Expired - Fee Related
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