WO1984002132A1 - Nouveaux esters de 1,4-dihydropyridines et leurs procedes de preparation et medicaments contenant lesdits esters - Google Patents

Nouveaux esters de 1,4-dihydropyridines et leurs procedes de preparation et medicaments contenant lesdits esters Download PDF

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Publication number
WO1984002132A1
WO1984002132A1 PCT/CH1983/000128 CH8300128W WO8402132A1 WO 1984002132 A1 WO1984002132 A1 WO 1984002132A1 CH 8300128 W CH8300128 W CH 8300128W WO 8402132 A1 WO8402132 A1 WO 8402132A1
Authority
WO
WIPO (PCT)
Prior art keywords
dihydropyridine
dimethyl
carboxylate
ethyle
nitrophenyl
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.)
Ceased
Application number
PCT/CH1983/000128
Other languages
German (de)
English (en)
French (fr)
Inventor
Letelier Carlos Sunkel
De Casa-Juana Munoz Miguel Fau
Peter R Statkov
Danielle Straumann
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Cermol SA
Original Assignee
Cermol SA
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Cermol SA filed Critical Cermol SA
Priority to DE8383903371T priority Critical patent/DE3381680D1/de
Priority to AT83903371T priority patent/ATE53993T1/de
Publication of WO1984002132A1 publication Critical patent/WO1984002132A1/de
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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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
    • C07D401/12—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
    • 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
    • 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
    • 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
    • C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
    • C07D407/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • 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
    • C07D409/02—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
    • C07D409/04—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 directly linked by a ring-member-to-ring-member bond

Definitions

  • NOUVEAUX ESTERS DE 1 4-DIHYDROPYRIDINES ET LEURS PROCEDES DE PREPARATION ET MEDICAMENTS CONTENANT LESDITS ESTERS.
  • La two invention concerne des Office 1,4-dihydropyridines, des astronoms peretti de les , et des ceremoniess qui les con workplace, de office comme agents exerclose une influence sur les 14,seaux,13 comme agents coronaires ou agents anti-athéromatiques.
  • the demanderesseisme desky la grande influence qu' comprisent sur les 14,seaux coronaires, les pur esters de 1,4-dihydropyridines (I) et liv sels, de formula:
  • R 1 Treatment also design and residues cycloalkylique preparing de institution 5 ou 6 atomes de carbone, tel que cyclopentyle, cyclohexyle et 3,3,5-triméthylcyclohexyle.
  • a titre d' resultss d'acides minéraux et organiques qui forment des sels Malawis de formula (I) on mentionne les acides halogénhydrides tels que les acides chlorhydrique et bromhydrique, les acides phosphoniques, l'acide sulfurique, l'acide nitrique, les monoet diacides carboxyliques et hydrocarboxyliques tels que l'acide acITA, l'acide maléique, l'acide succinique, l'acide fumaquette, l'acide tartquette, l'acide citrique, l'acide salicylique, l'acide sorbique, l ' acid lactique, l'acide 1,5-naphthalenecarboxylique, l'acide methanesulfonique et l'acide p-toluenesulfonique.
  • 2,6-dimethyl-4- (2-nitrophenyl) -1,4-dihydropyridine-3,5-dicarboxylate de bis-2- (N-nicotynoylamino) ethyle, 2,6-dimethyl-5-methoxycarbonyl-4- ( 3-pyridyl) -1,4-dihydropyridine-3-carboxylate de 2- (N-nicotinoylaraino) ethyle, 2,6-dimethyl-5- (2-methoxyethoxycarbonyl) -4- (3-trifluoromethylphenyl) -1,4- dihydropyridine-3-carboxylate de 2- (N-nicotinoylamino) ethyle, 4- (2, 3-dichlorophényl) -2, 6-dimethyl-5- (2-methylthioethoxycarbonyl) -1,4-dihydropyridine-3-carboxylate de 2- (N-nicotinoy
  • Specter I. R (KBr) v (cm -1 ): 3360, 3250, 2990, 1720, 1690, 1660, 1530, 1475, 1345, 1270, 1210, 1110, 1090, 1050, 760, 745, 700
  • Specter RMN ( ⁇ , DMSO -d 6 ) ppm: 10.4 (1H, s); 9.1 (1H, s);

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Medicinal Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Cardiology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Public Health (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Urology & Nephrology (AREA)
  • Vascular Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Hydrogenated Pyridines (AREA)
  • Plural Heterocyclic Compounds (AREA)
PCT/CH1983/000128 1982-11-24 1983-11-18 Nouveaux esters de 1,4-dihydropyridines et leurs procedes de preparation et medicaments contenant lesdits esters Ceased WO1984002132A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
DE8383903371T DE3381680D1 (de) 1982-11-24 1983-11-18 1,4-dihydropyridincarbonsaeure-ester, verfahren zu ihrer herstellung und diese enthaltende pharmazeutische zusammensetzungen.
AT83903371T ATE53993T1 (de) 1982-11-24 1983-11-18 1,4-dihydropyridincarbonsaeure-ester, verfahren zu ihrer herstellung und diese enthaltende pharmazeutische zusammensetzungen.

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH685882 1982-11-24

Publications (1)

Publication Number Publication Date
WO1984002132A1 true WO1984002132A1 (fr) 1984-06-07

Family

ID=4316137

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/CH1983/000128 Ceased WO1984002132A1 (fr) 1982-11-24 1983-11-18 Nouveaux esters de 1,4-dihydropyridines et leurs procedes de preparation et medicaments contenant lesdits esters

Country Status (8)

Country Link
US (2) US4656181A (https=)
EP (1) EP0126094B1 (https=)
JP (1) JPS60500255A (https=)
CA (1) CA1256872A (https=)
DE (1) DE3381680D1 (https=)
ES (5) ES8706633A1 (https=)
IT (1) IT1167269B (https=)
WO (1) WO1984002132A1 (https=)

Cited By (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2156809A (en) * 1984-03-27 1985-10-16 Invest Y Desarrolo Quimico Bio 1,4-dihydropyridine derivatives, their preparations and their use
FR2566404A1 (fr) * 1984-06-25 1985-12-27 Toyama Chemical Co Ltd Nouveaux derives de la 1,4-dihydropyridine, leurs sels, procede pour les preparer, et compositions pharmaceutiques les contenant
WO1986002836A1 (en) * 1984-11-12 1986-05-22 Sandoz Ag New use of 1,4-dihydropyridine derivatives and combinations thereof with calcitonins
EP0138505A3 (en) * 1983-10-17 1986-06-18 Takeda Chemical Industries, Ltd. Dihydropyridine derivatives, their production and use
US4672071A (en) * 1985-02-11 1987-06-09 Syntex (U.S.A.) Inc. Antihypertensive dihydropyridine compositions, optical isomers and intermediates
EP0197488A3 (en) * 1985-04-01 1987-06-16 Eisai Co., Ltd. 1,4-Dihydropyiridine derivative, a process for preparing the same, a pharmaceutical composition as well as the use thereof
EP0174654A3 (de) * 1984-09-14 1987-07-22 Ciba-Geigy Ag Carbonylverbindungen
EP0229381A1 (de) * 1986-01-11 1987-07-22 Bayer Ag Methioninsubstituierte 1,4-Dihydropyridine, Verfahren zur Herstellung und ihre Verwendung
EP0184841A3 (en) * 1984-12-14 1987-09-02 Nisshin Flour Milling Co., Ltd. 1,4-dihydropyridine derivatives, processes for their preparation and pharmaceutical compositions containing same
EP0249174A1 (en) * 1986-06-13 1987-12-16 Nisshin Flour Milling Co., Ltd. 1,4-dihydropyridine derivatives, processes for their preparation and pharmaceutical compositions containing same
EP0222702A3 (de) * 1985-11-06 1988-01-07 Ciba-Geigy Ag Basische Carbonylverbindungen
EP0253092A1 (en) * 1986-05-28 1988-01-20 Alter, S.A. 1,4-Dihydropyridines, processes for their preparation and their use as antithrombotic drugs
US4761420A (en) * 1986-06-13 1988-08-02 Laboratoires Syntex S.A. Antihypertensive dihydropyridine derivatives
EP0244595A3 (de) * 1986-03-12 1988-09-14 Byk Gulden Lomberg Chemische Fabrik GmbH Dihydropyridinderivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Arzneimittel
US4975440A (en) * 1984-09-28 1990-12-04 Byk Gulden Lomberg Chemische Fabrik Gmbh Optically-active 1,4-dihydropyridine
US5034395A (en) * 1983-12-02 1991-07-23 Otsuka Pharmaceutical Co., Ltd. Novel dihydropyridine derivatives
US5047543A (en) * 1988-11-24 1991-09-10 Taisho Pharmaceutical Co., Ltd. 1,4-dihydropyridine derivatives
EP0591765A3 (en) * 1992-10-05 1994-08-10 Bayer Ag 1,4-dihydropyridine-alkoxy and alkylamino esters as antihypertensives
EP0657429A4 (en) * 1992-08-31 1996-03-27 Mercian Corp COMPOUND BASED ON 1,4-DIHYDROPYRIDINE WITH OPTICAL ACTIVITY AND PROCESS FOR PRODUCING THE SAME.
EP0779277A4 (en) * 1994-08-29 1999-03-03 Mercian Corp 1,4-DIHYDROPYRIDINE DERIVATIVES

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US5137889A (en) * 1983-12-02 1992-08-11 Otsuka Pharmaceutical Co., Ltd. Dihydropyridine derivatives and process for preparing the same
JPS6147477A (ja) * 1984-08-14 1986-03-07 Kowa Co 新規１，４−ジヒドロピリジン−３，５−ジカルボン酸エステル誘導体
DE3601397A1 (de) * 1986-01-18 1987-07-23 Bayer Ag Substituierte 1,4-dihydropyridin-3-carbonsaeurepiperazide, verfahren zu ihrer herstellung und ihre verwendung in arzneimitteln
US4886819A (en) * 1986-08-27 1989-12-12 The Green Cross Corporation Dihydropyridine derivatives and pharmaceutical composition thereof
JPH0688973B2 (ja) * 1987-03-12 1994-11-09 京都薬品工業株式会社 １，４−ジヒドロピリジン誘導体
EP0595164B1 (de) * 1992-10-30 1996-12-27 Bayer Ag 4-Heterocyclophenyl substituierte Dihydropyridine
DE4236707A1 (de) * 1992-10-30 1994-05-05 Bayer Ag 4-Heterocyclyl substituierte Dihydropyridine
US6001857A (en) * 1992-10-30 1999-12-14 Bayer Aktiengesellschaft Heterocyclyl substituted dihydropyridines
DE4342193A1 (de) * 1993-12-10 1995-06-14 Bayer Ag Arylsubstituierte Alkoxycarbonyl-1,4-dihydropyridin-5-carbonsäureester
JP2002534363A (ja) * 1999-01-08 2002-10-15 エミスフェアー・テクノロジーズ・インク ポリマー性デリバリー剤及びデリバリー剤化合物
TWI246921B (en) * 2000-04-11 2006-01-11 Sankyo Co Stabilized pharmaceutical composition with calcium blocker
TW200806648A (en) * 2005-11-29 2008-02-01 Sankyo Co Acid addition salts of dihydropyridine derivatives
TW200736245A (en) * 2005-11-29 2007-10-01 Sankyo Co Acid addition salts of optically active dihydropyridine derivatives
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US3574843A (en) * 1967-03-20 1971-04-13 Bayer Ag 1,4-dihydropyridine derivatives for the treatment of angina pectoris
DE2117573A1 (de) * 1971-04-10 1972-10-19 Farbenfabriken Bayer Ag, 5090 Leverkusen Verfahren zur Herstellung von neuen unsymmetrischen 1,4-Dihydropyridindicarbonsäureestern, sowie ihre Verwendung als Arzneimittel
FR2132830A1 (https=) * 1971-04-10 1972-11-24 Bayer Ag
FR2182983A1 (https=) * 1972-04-18 1973-12-14 Bayer Ag
FR2302093A1 (fr) * 1975-02-26 1976-09-24 Bayer Ag Nouveaux esters alkyliques
FR2405937A1 (fr) * 1977-10-14 1979-05-11 Labaz Nouveaux derives de dihydropyridine, leur procede de preparation et leur application
EP0007293A1 (en) * 1978-06-30 1980-01-23 Aktiebolaget Hässle 2,6-Dimethyl-4-(2,3-dichlorophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid-3-methyl ester-5-ethyl ester having hypotensive properties, process for its preparation and pharmaceutical preparations containing it
EP0012180A1 (de) * 1978-10-31 1980-06-25 Bayer Ag Neue 1,4-Dihydropyridinverbindungen, Verfahren zu ihrer Herstellung, die genannten Verbindungen enthaltende Arzneimittel und Verfahren zur Herstellung dieser Arzneimittel
US4258042A (en) * 1980-04-11 1981-03-24 Usv Pharmaceutical Corporation Antihypertensive pyridines and compositions
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EP0088276A1 (de) * 1982-03-10 1983-09-14 Bayer Ag Neue Verbindungen, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Arzneimittel

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Cited By (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0138505A3 (en) * 1983-10-17 1986-06-18 Takeda Chemical Industries, Ltd. Dihydropyridine derivatives, their production and use
US5034395A (en) * 1983-12-02 1991-07-23 Otsuka Pharmaceutical Co., Ltd. Novel dihydropyridine derivatives
GB2156809A (en) * 1984-03-27 1985-10-16 Invest Y Desarrolo Quimico Bio 1,4-dihydropyridine derivatives, their preparations and their use
FR2566404A1 (fr) * 1984-06-25 1985-12-27 Toyama Chemical Co Ltd Nouveaux derives de la 1,4-dihydropyridine, leurs sels, procede pour les preparer, et compositions pharmaceutiques les contenant
DE3522579A1 (de) * 1984-06-25 1986-01-02 Toyama Chemical Co. Ltd., Tokio/Tokyo Neue 1,4-dihydropyridin-derivate und salze derselben, verfahren zur herstellung derselben und pharmazeutische mittel mit einem gehalt derselben
EP0174654A3 (de) * 1984-09-14 1987-07-22 Ciba-Geigy Ag Carbonylverbindungen
US4975440A (en) * 1984-09-28 1990-12-04 Byk Gulden Lomberg Chemische Fabrik Gmbh Optically-active 1,4-dihydropyridine
WO1986002836A1 (en) * 1984-11-12 1986-05-22 Sandoz Ag New use of 1,4-dihydropyridine derivatives and combinations thereof with calcitonins
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JPH0559906B2 (https=) 1993-09-01
ES543655A0 (es) 1986-01-16
JPS60500255A (ja) 1985-02-28
US4656181A (en) 1987-04-07
ES8703139A1 (es) 1987-02-16
IT8323841A0 (it) 1983-11-23
IT1167269B (it) 1987-05-13
ES8603699A1 (es) 1986-01-16
ES8706633A1 (es) 1987-07-16
EP0126094B1 (fr) 1990-06-20
EP0126094A1 (fr) 1984-11-28
DE3381680D1 (de) 1990-07-26
ES543653A0 (es) 1987-02-16
CA1256872A (fr) 1989-07-04
ES543652A0 (es) 1986-01-16
ES543654A0 (es) 1986-01-16
US4727066A (en) 1988-02-23
ES8603700A1 (es) 1986-01-16
ES527776A0 (es) 1987-07-16
ES8604147A1 (es) 1986-01-16

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