ZA200502711B - Dihydropyridine compounds having simultaneous ability to block L-type calcium channels and to inhibit phosphodiesterase type 3 activity - Google Patents
Dihydropyridine compounds having simultaneous ability to block L-type calcium channels and to inhibit phosphodiesterase type 3 activity Download PDFInfo
- Publication number
- ZA200502711B ZA200502711B ZA200502711A ZA200502711A ZA200502711B ZA 200502711 B ZA200502711 B ZA 200502711B ZA 200502711 A ZA200502711 A ZA 200502711A ZA 200502711 A ZA200502711 A ZA 200502711A ZA 200502711 B ZA200502711 B ZA 200502711B
- Authority
- ZA
- South Africa
- Prior art keywords
- compound
- alkyl
- alkenyl
- alkynyl
- methyl
- Prior art date
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- 102000004861 Phosphoric Diester Hydrolases Human genes 0.000 title description 17
- 108090001050 Phosphoric Diester Hydrolases Proteins 0.000 title description 17
- 102000004016 L-Type Calcium Channels Human genes 0.000 title description 14
- 108090000420 L-Type Calcium Channels Proteins 0.000 title description 14
- 230000000694 effects Effects 0.000 title description 13
- 125000004925 dihydropyridyl group Chemical class N1(CC=CC=C1)* 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims description 96
- -1 carbonyl oxygen Chemical compound 0.000 claims description 48
- 239000000203 mixture Substances 0.000 claims description 43
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 40
- 125000000217 alkyl group Chemical group 0.000 claims description 35
- 125000003342 alkenyl group Chemical group 0.000 claims description 29
- 125000000304 alkynyl group Chemical group 0.000 claims description 28
- 206010019280 Heart failures Diseases 0.000 claims description 24
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 20
- 229910052799 carbon Inorganic materials 0.000 claims description 16
- 229910052760 oxygen Inorganic materials 0.000 claims description 14
- 230000004094 calcium homeostasis Effects 0.000 claims description 12
- 239000001301 oxygen Substances 0.000 claims description 12
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 12
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 11
- 208000035475 disorder Diseases 0.000 claims description 11
- 150000003839 salts Chemical class 0.000 claims description 11
- 206010007559 Cardiac failure congestive Diseases 0.000 claims description 10
- 125000003545 alkoxy group Chemical group 0.000 claims description 10
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 10
- 239000001257 hydrogen Substances 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 9
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 9
- 125000004414 alkyl thio group Chemical group 0.000 claims description 8
- 229910052792 caesium Inorganic materials 0.000 claims description 8
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
- 208000024172 Cardiovascular disease Diseases 0.000 claims description 7
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- 125000002947 alkylene group Chemical group 0.000 claims description 7
- 125000004419 alkynylene group Chemical group 0.000 claims description 7
- 239000008194 pharmaceutical composition Substances 0.000 claims description 7
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 7
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- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims description 3
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- VJDNUQLZSIVKGX-UHFFFAOYSA-N 2-[4-(5-cyano-2-methyl-6-oxo-1h-pyridin-3-yl)phenoxy]acetic acid Chemical compound N1C(=O)C(C#N)=CC(C=2C=CC(OCC(O)=O)=CC=2)=C1C VJDNUQLZSIVKGX-UHFFFAOYSA-N 0.000 description 8
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- PZRHRDRVRGEVNW-UHFFFAOYSA-N milrinone Chemical compound N1C(=O)C(C#N)=CC(C=2C=CN=CC=2)=C1C PZRHRDRVRGEVNW-UHFFFAOYSA-N 0.000 description 8
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- REMRSOODVLLZCK-UHFFFAOYSA-N methyl 4-[2-(1,3-dioxoisoindol-2-yl)ethoxy]-3-oxobutanoate Chemical compound C1=CC=C2C(=O)N(CCOCC(=O)CC(=O)OC)C(=O)C2=C1 REMRSOODVLLZCK-UHFFFAOYSA-N 0.000 description 7
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- ZDPHROOEEOARMN-UHFFFAOYSA-N undecanoic acid Chemical compound CCCCCCCCCCC(O)=O ZDPHROOEEOARMN-UHFFFAOYSA-N 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 208000003663 ventricular fibrillation Diseases 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 102000038650 voltage-gated calcium channel activity Human genes 0.000 description 1
- 108091023044 voltage-gated calcium channel activity Proteins 0.000 description 1
- 230000021542 voluntary musculoskeletal movement Effects 0.000 description 1
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Classifications
-
- 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
- C07D401/04—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 directly linked by a ring-member-to-ring-member bond
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/06—Antimigraine agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/08—Antiepileptics; Anticonvulsants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/12—Drugs for disorders of the metabolism for electrolyte homeostasis
- A61P3/14—Drugs for disorders of the metabolism for electrolyte homeostasis for calcium homeostasis
-
- 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
- A61P9/06—Antiarrhythmics
-
- 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
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/80—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 two double bonds between ring members or between ring members and non-ring members
- C07D211/84—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 two 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 directly attached to ring carbon atoms
- C07D211/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—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
- C07D213/02—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
- 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
- C07D213/60—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 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
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/84—Nitriles
- C07D213/85—Nitriles in position 3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/04—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having less than three double bonds between ring members or between ring members and non-ring members
-
- 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
- C07D401/12—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 chain containing hetero atoms as chain links
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Pain & Pain Management (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Diabetes (AREA)
- Endocrinology (AREA)
- Rheumatology (AREA)
- Hospice & Palliative Care (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Ophthalmology & Optometry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US41625402P | 2002-10-07 | 2002-10-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200502711B true ZA200502711B (en) | 2006-07-26 |
Family
ID=32093831
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200502711A ZA200502711B (en) | 2002-10-07 | 2005-04-04 | Dihydropyridine compounds having simultaneous ability to block L-type calcium channels and to inhibit phosphodiesterase type 3 activity |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US7098211B2 (enExample) |
| EP (1) | EP1554267A1 (enExample) |
| JP (1) | JP2006504738A (enExample) |
| KR (1) | KR20050070036A (enExample) |
| CN (1) | CN1720243A (enExample) |
| AU (1) | AU2003275450A1 (enExample) |
| BR (1) | BR0315103A (enExample) |
| CA (1) | CA2501534A1 (enExample) |
| MX (1) | MXPA05003640A (enExample) |
| NO (1) | NO20052169L (enExample) |
| PL (1) | PL376405A1 (enExample) |
| RU (1) | RU2005110062A (enExample) |
| WO (1) | WO2004033444A1 (enExample) |
| ZA (1) | ZA200502711B (enExample) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7094806B2 (en) * | 2000-07-07 | 2006-08-22 | Trustees Of Tufts College | 7, 8 and 9-substituted tetracycline compounds |
| WO2005016885A2 (en) * | 2003-08-14 | 2005-02-24 | Artesian Therapeutics, Inc. | COMPOUNDS WITH COMBINED CALCIUM CHANNEL BLOCKER AND β-ADRENERGIC ANTAGONIST OR PARTIAL AGONIST ACTIVITIES FOR TREATMENT OF HEART DISEASE |
| WO2005035505A2 (en) * | 2003-09-30 | 2005-04-21 | Artesian Therapeutics, Inc. | Compounds with phosphodiesterase inhibiting and calcium channel blocking activities |
| DE102004011512B4 (de) | 2004-03-08 | 2022-01-13 | Boehringer Ingelheim Vetmedica Gmbh | Pharmazeutische Zubereitung enthaltend Pimobendan |
| US8980894B2 (en) | 2004-03-25 | 2015-03-17 | Boehringer Ingelheim Vetmedica Gmbh | Use of PDE III inhibitors for the treatment of asymptomatic (occult) heart failure |
| EP1579862A1 (en) | 2004-03-25 | 2005-09-28 | Boehringer Ingelheim Vetmedica Gmbh | Use of PDE III inhibitors for the reduction of heart size in mammals suffering from heart failure |
| RU2007126551A (ru) * | 2004-12-13 | 2009-01-20 | Айрм Ллк (Bm) | Соединения и композиции, как модуляторы стероидных рецепторов и активности кальциевых каналов |
| NL1028564C2 (nl) * | 2005-03-17 | 2006-09-20 | Rademaker Holding B V | Toepassing van een coumarine-groep omvattende derivaten voor de bereiding van een antiviraal middel, coumarine-group omvattende derivaten, een werkwijze voor de bereiding daarvan, en farmaceutische preparaten die deze bevatten. |
| EP1920785A1 (en) | 2006-11-07 | 2008-05-14 | Boehringer Ingelheim Vetmedica Gmbh | Liquid preparation comprising a complex of pimobendan and cyclodextrin |
| CN101215258A (zh) * | 2008-01-21 | 2008-07-09 | 中国药科大学 | 二氢吡啶类钙拮抗剂化合物及其制备方法与医药用途 |
| ES2432068T3 (es) | 2008-06-09 | 2013-11-29 | Bayer Intellectual Property Gmbh | 4-(Indazolil)-1,4-dihidropiridinas sustituidas y procedimientos de uso de las mismas |
| PL2370070T3 (pl) * | 2008-11-25 | 2014-02-28 | Boehringer Ingelheim Vetmedica Gmbh | Pimobendan do zastosowania w leczeniu kardiomiopatii przerostowej u kotów |
| CA2783699C (en) | 2009-12-08 | 2019-01-15 | Case Western Reserve University | Primary amine compounds for treating ocular disorders |
| GB201017783D0 (en) * | 2010-10-21 | 2010-12-01 | Shire Llc | Process for the preparation of anagrelide and analogues thereof |
| EP2825159B1 (en) | 2012-03-15 | 2022-06-22 | Boehringer Ingelheim Vetmedica GmbH | Pharmaceutical tablet formulation for the veterinary medical sector, method of production and use thereof |
| HUE072591T2 (hu) | 2013-07-19 | 2025-11-28 | Boehringer Ingelheim Vetmedica Gmbh | Tartósított, éterezett ciklodextrinszármazékokat tartalmazó folyékony, vizes gyógyászati készítmény |
| EA201992230A1 (ru) | 2013-12-04 | 2020-02-28 | Бёрингер Ингельхайм Ветмедика Гмбх | Улучшенные фармацевтические композиции пимобендана |
| US10537570B2 (en) | 2016-04-06 | 2020-01-21 | Boehringer Ingelheim Vetmedica Gmbh | Use of pimobendan for the reduction of heart size and/or the delay of onset of clinical symptoms in patients with asymptomatic heart failure due to mitral valve disease |
| IL277071B2 (en) | 2018-03-08 | 2024-07-01 | Incyte Corp | AMINOPYRAZINE DIOL COMPOUNDS AS PI3K-y INHIBITORS |
| US11046658B2 (en) | 2018-07-02 | 2021-06-29 | Incyte Corporation | Aminopyrazine derivatives as PI3K-γ inhibitors |
| CN115838351B (zh) * | 2022-12-06 | 2025-01-28 | 昆明理工大学 | 4-烷基-1,4-二氢吡啶化合物及其制备方法和应用 |
| CN116693454A (zh) * | 2023-06-06 | 2023-09-05 | 中山大学 | 一种取代氰基喹啉酮类化合物及其制备方法与应用 |
Family Cites Families (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS57200386A (en) * | 1981-06-04 | 1982-12-08 | Yoshitomi Pharmaceut Ind Ltd | Novel 1,4-dihydropyridine-3,5-dicarboxylic ester derivative and its salts |
| CH655110A5 (de) * | 1982-09-03 | 1986-03-27 | Otsuka Pharma Co Ltd | Carbostyrilderivate, verfahren zu deren herstellung und arzneimittel, welche diese enthalten. |
| PT77842B (en) * | 1982-12-21 | 1986-05-05 | Pfizer | Process for preparing dihydropyridines |
| GB8306666D0 (en) * | 1983-03-10 | 1983-04-13 | Pfizer Ltd | Therapeutic agents |
| US4568677A (en) * | 1983-07-23 | 1986-02-04 | Pfizer Inc. | 2-(4-Pyrimidone alkoxyalkyl) dihydropyridine anti-ischaemic and antihypertensive agents |
| DE3445852A1 (de) * | 1984-12-15 | 1986-06-19 | Bayer Ag, 5090 Leverkusen | Dihydropyridin-carbonsaeureamide, verfahren zu ihrer herstellung und ihre verwendung in arzneimitteln |
| GB8501395D0 (en) * | 1985-01-19 | 1985-02-20 | Pfizer Ltd | Dihydropyridine anti-ischaemic & anti-hypertensive agents |
| US4723014A (en) * | 1986-11-19 | 1988-02-02 | Warner-Lambert Company | Process for the preparation of 2-substituted-1,4-dihydropyridines |
| US4820842A (en) * | 1986-11-19 | 1989-04-11 | Warner-Lambert Company | 2-substituted-1,4-dihydropyridines |
| DE3712371A1 (de) * | 1987-04-11 | 1988-10-27 | Bayer Ag | Substituierte 1,4-dihydropyridine, verfahren zu ihrer herstellung und ihre verwendung |
| DE3712369A1 (de) * | 1987-04-11 | 1988-10-27 | Bayer Ag | Substituierte 5-nitro-1,4-dihydropyridine, verfahren zur herstellung und ihre verwendung |
| DE3716652A1 (de) * | 1987-05-19 | 1988-12-08 | Bayer Ag | Dioxyalkylenaryl-dihydropyridine, zwischenprodukte zu ihrer herstellung, verfahren zu ihrer herstellung und ihre verwendung |
| DE3724909A1 (de) * | 1987-07-28 | 1989-02-09 | Bayer Ag | Neue substituierte nitro-dihydropyridine, verfahren zu ihrer herstellung und ihre verwendung |
| US5096904A (en) * | 1989-09-01 | 1992-03-17 | Glaxo Inc. | Pyridazinones having cardiotonic and beta blocking activities |
| WO1992006087A1 (en) * | 1990-10-02 | 1992-04-16 | Kaken Pharmaceutical Co., Ltd. | Pyridazinone-substituted ethynylphenyl derivative and remedy for circulatory organ disease containing the same as active ingredient |
| US5258519A (en) * | 1990-11-13 | 1993-11-02 | Glaxo Inc. | Dihydropyridine vasodilators agents |
| US5100892A (en) * | 1990-11-13 | 1992-03-31 | Glaxo Inc. | Dihydropyridine vasodilator agents |
| WO2002006237A1 (en) | 2000-07-18 | 2002-01-24 | Yamanouchi Pharmaceutical Co., Ltd. | Medicine comprising dicyanopyridine derivative |
| DE10110747A1 (de) * | 2001-03-07 | 2002-09-12 | Bayer Ag | Substituierte 2,6-Diamino-3,5-dicyano-4-aryl-pyridine und ihre Verwendung |
-
2003
- 2003-10-07 KR KR1020057005919A patent/KR20050070036A/ko not_active Withdrawn
- 2003-10-07 EP EP03759728A patent/EP1554267A1/en not_active Withdrawn
- 2003-10-07 MX MXPA05003640A patent/MXPA05003640A/es unknown
- 2003-10-07 CN CNA2003801052200A patent/CN1720243A/zh active Pending
- 2003-10-07 WO PCT/US2003/031592 patent/WO2004033444A1/en not_active Ceased
- 2003-10-07 RU RU2005110062/04A patent/RU2005110062A/ru not_active Application Discontinuation
- 2003-10-07 US US10/679,303 patent/US7098211B2/en not_active Expired - Fee Related
- 2003-10-07 CA CA002501534A patent/CA2501534A1/en not_active Abandoned
- 2003-10-07 BR BR0315103-4A patent/BR0315103A/pt not_active IP Right Cessation
- 2003-10-07 PL PL03376405A patent/PL376405A1/xx not_active Application Discontinuation
- 2003-10-07 JP JP2004543386A patent/JP2006504738A/ja active Pending
- 2003-10-07 AU AU2003275450A patent/AU2003275450A1/en not_active Abandoned
-
2005
- 2005-04-04 ZA ZA200502711A patent/ZA200502711B/en unknown
- 2005-05-03 NO NO20052169A patent/NO20052169L/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| KR20050070036A (ko) | 2005-07-05 |
| WO2004033444A1 (en) | 2004-04-22 |
| AU2003275450A1 (en) | 2004-05-04 |
| MXPA05003640A (es) | 2005-11-17 |
| CN1720243A (zh) | 2006-01-11 |
| CA2501534A1 (en) | 2004-04-22 |
| EP1554267A1 (en) | 2005-07-20 |
| US7098211B2 (en) | 2006-08-29 |
| US20040242648A1 (en) | 2004-12-02 |
| JP2006504738A (ja) | 2006-02-09 |
| RU2005110062A (ru) | 2006-01-10 |
| BR0315103A (pt) | 2005-08-16 |
| PL376405A1 (en) | 2005-12-27 |
| NO20052169L (no) | 2005-06-08 |
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