PH26260A - Cardiotonic alkanoyl and aroyl oxazolones - Google Patents
Cardiotonic alkanoyl and aroyl oxazolones Download PDFInfo
- Publication number
- PH26260A PH26260A PH38196A PH38196A PH26260A PH 26260 A PH26260 A PH 26260A PH 38196 A PH38196 A PH 38196A PH 38196 A PH38196 A PH 38196A PH 26260 A PH26260 A PH 26260A
- Authority
- PH
- Philippines
- Prior art keywords
- group
- compound
- alkoxy
- methyl
- carb
- Prior art date
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- -1 aroyl oxazolones Chemical class 0.000 title claims description 45
- 230000003177 cardiotonic effect Effects 0.000 title description 5
- 125000001589 carboacyl group Chemical group 0.000 title description 4
- 150000001875 compounds Chemical class 0.000 claims description 54
- 229910052799 carbon Inorganic materials 0.000 claims description 17
- 125000003545 alkoxy group Chemical group 0.000 claims description 14
- 150000003839 salts Chemical class 0.000 claims description 14
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- SJHPCNCNNSSLPL-CSKARUKUSA-N (4e)-4-(ethoxymethylidene)-2-phenyl-1,3-oxazol-5-one Chemical compound O1C(=O)C(=C/OCC)\N=C1C1=CC=CC=C1 SJHPCNCNNSSLPL-CSKARUKUSA-N 0.000 claims description 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 9
- 229910052736 halogen Inorganic materials 0.000 claims description 6
- 150000002367 halogens Chemical class 0.000 claims description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 5
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 4
- 125000004076 pyridyl group Chemical group 0.000 claims description 4
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- 125000005236 alkanoylamino group Chemical group 0.000 claims description 2
- 125000002541 furyl group Chemical group 0.000 claims description 2
- QNLOWBMKUIXCOW-UHFFFAOYSA-N indol-2-one Chemical compound C1=CC=CC2=NC(=O)C=C21 QNLOWBMKUIXCOW-UHFFFAOYSA-N 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- 239000011593 sulfur Substances 0.000 claims description 2
- 125000001544 thienyl group Chemical group 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 5
- 125000004414 alkyl thio group Chemical group 0.000 claims 3
- 125000002883 imidazolyl group Chemical group 0.000 claims 3
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 24
- 239000000203 mixture Substances 0.000 description 20
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- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 17
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- 238000000034 method Methods 0.000 description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 6
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
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- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
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- WEXRUCMBJFQVBZ-UHFFFAOYSA-N pentobarbital Chemical compound CCCC(C)C1(CC)C(=O)NC(=O)NC1=O WEXRUCMBJFQVBZ-UHFFFAOYSA-N 0.000 description 1
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- RZWZRACFZGVKFM-UHFFFAOYSA-N propanoyl chloride Chemical compound CCC(Cl)=O RZWZRACFZGVKFM-UHFFFAOYSA-N 0.000 description 1
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- AQHHHDLHHXJYJD-UHFFFAOYSA-N propranolol hydrochloride Natural products C1=CC=C2C(OCC(O)CNC(C)C)=CC=CC2=C1 AQHHHDLHHXJYJD-UHFFFAOYSA-N 0.000 description 1
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- RVQZKNOMKUSGCI-UHFFFAOYSA-N pyridine-4-carbonyl chloride Chemical compound ClC(=O)C1=CC=NC=C1 RVQZKNOMKUSGCI-UHFFFAOYSA-N 0.000 description 1
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- TUNFSRHWOTWDNC-UHFFFAOYSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- QIQITDHWZYEEPA-UHFFFAOYSA-N thiophene-2-carbonyl chloride Chemical compound ClC(=O)C1=CC=CS1 QIQITDHWZYEEPA-UHFFFAOYSA-N 0.000 description 1
- 235000015961 tonic Nutrition 0.000 description 1
- 230000001256 tonic effect Effects 0.000 description 1
- 229960000716 tonics Drugs 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- 230000025033 vasoconstriction Effects 0.000 description 1
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- 235000013311 vegetables Nutrition 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 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
- 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
- A61P9/04—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
- 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
- C07D233/56—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 only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/30—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D263/34—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three 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
- C07D263/36—One oxygen atom
- C07D263/38—One oxygen atom attached in position 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Cardiology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Veterinary Medicine (AREA)
- Life Sciences & Earth Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Heart & Thoracic Surgery (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Hospice & Palliative Care (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/157,430 US4866182A (en) | 1988-02-18 | 1988-02-18 | Cardiotonic alkanoyl and aroyl oxazolones |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PH26260A true PH26260A (en) | 1992-04-01 |
Family
ID=22563682
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PH38196A PH26260A (en) | 1988-02-18 | 1989-02-15 | Cardiotonic alkanoyl and aroyl oxazolones |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US4866182A (zh) |
| EP (1) | EP0329070B1 (zh) |
| JP (1) | JP2811577B2 (zh) |
| KR (1) | KR960014794B1 (zh) |
| CN (1) | CN1022035C (zh) |
| AT (1) | ATE99681T1 (zh) |
| AU (1) | AU614029B2 (zh) |
| CA (1) | CA1334201C (zh) |
| DE (1) | DE68911944T2 (zh) |
| DK (1) | DK74889A (zh) |
| ES (1) | ES2061748T3 (zh) |
| FI (1) | FI890694A (zh) |
| HU (1) | HU206880B (zh) |
| IL (1) | IL89302A (zh) |
| NO (1) | NO890681L (zh) |
| NZ (1) | NZ227977A (zh) |
| PH (1) | PH26260A (zh) |
| PT (1) | PT89749B (zh) |
| ZA (1) | ZA891111B (zh) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5437491A (en) * | 1994-04-07 | 1995-08-01 | Illinois Tool Works Inc. | Fuel door housing |
| DE4429461A1 (de) * | 1994-08-19 | 1996-02-22 | Merck Patent Gmbh | Adhäsionsrezeptor-Antagonisten |
| ES2125161B1 (es) | 1996-03-21 | 1999-11-16 | Grupo Farmaceutico Almirall S | Nuevos derivados de 2-(3h)-oxazolona. |
| CN102993075A (zh) * | 2012-11-29 | 2013-03-27 | 江苏长青农化股份有限公司 | 硫脲类杀虫杀螨剂丁醚脲的合成工艺 |
| AU2016270903B2 (en) | 2015-06-03 | 2020-04-30 | Bristol-Myers Squibb Company | 4-hydroxy-3-(heteroaryl)pyridine-2-one APJ agonists for use in the treatment of cardiovascular disorders |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3514465A (en) * | 1966-12-30 | 1970-05-26 | Degussa | Certain thiazolyl- and pyridinylaminoketones |
| US4303439A (en) * | 1979-10-01 | 1981-12-01 | Monsanto Company | 2-Substituted-4-alkyl or trihaloalkyl-5-oxazolecarboxylic acids as safening agents |
| JPS59100977A (ja) * | 1982-12-01 | 1984-06-11 | Omron Tateisi Electronics Co | 記録情報出力方法 |
| DE3370170D1 (en) * | 1982-12-18 | 1987-04-16 | Rinninger Hans & Sohn | Paving block |
| DE3246957A1 (de) * | 1982-12-18 | 1984-06-20 | Varta Batterie Ag, 3000 Hannover | Galvanisches element |
| US4762849A (en) * | 1985-10-15 | 1988-08-09 | Merrell Dow Pharmaceuticals Inc. | Cardiotonic alkanoylthiazolones |
| CA1266268A (en) * | 1985-10-15 | 1990-02-27 | J. Martin Grisar | Cardiotonic aroylthiazolones |
| US4623651A (en) * | 1985-10-15 | 1986-11-18 | Merrell Dow Pharmaceuticals Inc. | Cardiotonic heterocyclocarbonyl- and acetyl-thiazolones |
| US4670450A (en) * | 1985-11-13 | 1987-06-02 | Merrell Dow Pharmaceuticals Inc. | Cardiotonic thiazolones |
| US4728661A (en) * | 1985-11-13 | 1988-03-01 | Merrell Dow Pharmaceuticals Inc. | Cardiotonic phenyl oxazolones |
| US4689353A (en) * | 1986-02-21 | 1987-08-25 | The Dow Chemical Company | Hydroxy and amino-functional polyahls containing carbonate, urethane and/or urea moieties |
-
1988
- 1988-02-18 US US07/157,430 patent/US4866182A/en not_active Expired - Lifetime
-
1989
- 1989-02-13 AU AU29906/89A patent/AU614029B2/en not_active Ceased
- 1989-02-13 ZA ZA891111A patent/ZA891111B/xx unknown
- 1989-02-14 EP EP89102496A patent/EP0329070B1/en not_active Expired - Lifetime
- 1989-02-14 NZ NZ227977A patent/NZ227977A/xx unknown
- 1989-02-14 AT AT89102496T patent/ATE99681T1/de not_active IP Right Cessation
- 1989-02-14 FI FI890694A patent/FI890694A/fi not_active Application Discontinuation
- 1989-02-14 DE DE68911944T patent/DE68911944T2/de not_active Expired - Fee Related
- 1989-02-14 ES ES89102496T patent/ES2061748T3/es not_active Expired - Lifetime
- 1989-02-15 PH PH38196A patent/PH26260A/en unknown
- 1989-02-15 CA CA000591184A patent/CA1334201C/en not_active Expired - Fee Related
- 1989-02-15 IL IL89302A patent/IL89302A/xx not_active IP Right Cessation
- 1989-02-16 JP JP1035200A patent/JP2811577B2/ja not_active Expired - Fee Related
- 1989-02-16 HU HU89778A patent/HU206880B/hu not_active IP Right Cessation
- 1989-02-17 PT PT89749A patent/PT89749B/pt not_active IP Right Cessation
- 1989-02-17 NO NO89890681A patent/NO890681L/no unknown
- 1989-02-17 DK DK074889A patent/DK74889A/da not_active Application Discontinuation
- 1989-02-17 KR KR89001825A patent/KR960014794B1/ko not_active IP Right Cessation
- 1989-02-18 CN CN89102012A patent/CN1022035C/zh not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CN1022035C (zh) | 1993-09-08 |
| JP2811577B2 (ja) | 1998-10-15 |
| NO890681L (no) | 1989-08-21 |
| FI890694A0 (fi) | 1989-02-14 |
| DK74889A (da) | 1989-08-19 |
| DE68911944T2 (de) | 1994-05-19 |
| CA1334201C (en) | 1995-01-31 |
| AU2990689A (en) | 1989-08-24 |
| DK74889D0 (da) | 1989-02-17 |
| ATE99681T1 (de) | 1994-01-15 |
| AU614029B2 (en) | 1991-08-15 |
| CN1036761A (zh) | 1989-11-01 |
| ES2061748T3 (es) | 1994-12-16 |
| EP0329070B1 (en) | 1994-01-05 |
| PT89749A (pt) | 1989-10-04 |
| HUT54148A (en) | 1991-01-28 |
| PT89749B (pt) | 1994-03-31 |
| NO890681D0 (no) | 1989-02-17 |
| KR890012983A (ko) | 1989-09-20 |
| NZ227977A (en) | 1990-10-26 |
| IL89302A0 (en) | 1989-09-10 |
| US4866182A (en) | 1989-09-12 |
| HU206880B (en) | 1993-01-28 |
| JPH02149571A (ja) | 1990-06-08 |
| DE68911944D1 (de) | 1994-02-17 |
| ZA891111B (en) | 1989-10-25 |
| EP0329070A1 (en) | 1989-08-23 |
| IL89302A (en) | 1993-02-21 |
| FI890694A (fi) | 1989-08-19 |
| KR960014794B1 (en) | 1996-10-19 |
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