JPS5562065A - 2-methyldihydropyridine derivative - Google Patents

2-methyldihydropyridine derivative

Info

Publication number
JPS5562065A
JPS5562065A JP13053079A JP13053079A JPS5562065A JP S5562065 A JPS5562065 A JP S5562065A JP 13053079 A JP13053079 A JP 13053079A JP 13053079 A JP13053079 A JP 13053079A JP S5562065 A JPS5562065 A JP S5562065A
Authority
JP
Japan
Prior art keywords
formula
nitrophenyl
hydroxymethyl
methyldihydropyridine
derivative
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.)
Granted
Application number
JP13053079A
Other languages
Japanese (ja)
Other versions
JPS6125711B2 (en
Inventor
Yoshinari Sato
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.)
Fujisawa Pharmaceutical Co Ltd
Original Assignee
Fujisawa Pharmaceutical Co Ltd
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 Fujisawa Pharmaceutical Co Ltd filed Critical Fujisawa Pharmaceutical Co Ltd
Publication of JPS5562065A publication Critical patent/JPS5562065A/en
Publication of JPS6125711B2 publication Critical patent/JPS6125711B2/ja
Granted legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/02Heterocyclic 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
    • C07D401/04Heterocyclic 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/08Vasodilators for multiple indications
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/10Drugs 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/12Antihypertensives
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/49Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups
    • C07C205/56Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups bound to carbon atoms of six-membered aromatic rings and carboxyl groups bound to acyclic carbon atoms of the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/80Heterocyclic 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
    • C07D211/84Heterocyclic 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
    • C07D211/90Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic 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
    • C07D213/02Heterocyclic 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
    • C07D213/04Heterocyclic 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
    • C07D213/24Heterocyclic 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 substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/54Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/55Acids; Esters
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/24Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/04Heterocyclic 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

Abstract

NEW MATERIAL:Compounds of formula I (R1 is phenyl, 3-nitrophenyl, 2-chlorophenyl, 4-pyridyl, etc.; R2 is propyl, 2-chloroethyl, 2-phenoxyethyl, etc; R3 is lower alkyl; R4 is dialkoxymethyl, formyl, hydroxymethyl, cyano) or their medical salts.
EXAMPLE: 6-Hydroxymethyl-5-methoxycarbonyl-2-methyl-4-( 3-nitrophenyl )-1,4- dihydropyridine-3-carboxylic isopropyl ester.
USE: Vasodilator; they are effective on cardiac diseases and hyperpiesia.
PREPARATION: The reaction of a compound of formula II (Ra 2 is R2 other than 2-hydroxyethyl) gives the corresponding compound of formula I.
COPYRIGHT: (C)1980,JPO&Japio
JP13053079A 1978-10-10 1979-10-09 2-methyldihydropyridine derivative Granted JPS5562065A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB7839978 1978-10-10

Related Child Applications (1)

Application Number Title Priority Date Filing Date
JP60214152A Division JPS61118366A (en) 1978-10-10 1985-09-26 Intermediate of 2-methyldihydropyridine derivative

Publications (2)

Publication Number Publication Date
JPS5562065A true JPS5562065A (en) 1980-05-10
JPS6125711B2 JPS6125711B2 (en) 1986-06-17

Family

ID=10500226

Family Applications (2)

Application Number Title Priority Date Filing Date
JP13053079A Granted JPS5562065A (en) 1978-10-10 1979-10-09 2-methyldihydropyridine derivative
JP60214152A Granted JPS61118366A (en) 1978-10-10 1985-09-26 Intermediate of 2-methyldihydropyridine derivative

Family Applications After (1)

Application Number Title Priority Date Filing Date
JP60214152A Granted JPS61118366A (en) 1978-10-10 1985-09-26 Intermediate of 2-methyldihydropyridine derivative

Country Status (10)

Country Link
JP (2) JPS5562065A (en)
BE (1) BE879263A (en)
CA (1) CA1117117A (en)
CH (1) CH642353A5 (en)
DE (1) DE2940833A1 (en)
FR (1) FR2438654A1 (en)
GB (1) GB2036722B (en)
IT (1) IT1125469B (en)
NL (1) NL7907482A (en)
SE (2) SE446265B (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS59190968A (en) * 1983-04-05 1984-10-29 バイエル・アクチエンゲゼルシヤフト Manufacture of symmetric 1,4-dihydropyridine dicarboxylic acid ester
JPS6038322A (en) * 1983-08-11 1985-02-27 Fujisawa Pharmaceut Co Ltd Easily soluble solid preparation containing dihydropyridine-a substance
WO2005097118A1 (en) * 2004-04-05 2005-10-20 Takeda Pharmaceutical Company Limited Aldosterone receptor antagonists

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SE7910521L (en) * 1979-12-20 1981-06-21 Haessle Ab NEW 2-METHYL-6-SUBSTITUTED-4- (2,3-DISUBSTITUTED PHENYL) -1,4-DIHYDROPYRIDINE-3,5-DIESTERS WITH HYPOTHESIVE PROPERTIES, AND PROCEDURES FOR THEIR PREPARATION AND PHARMACEUTICAL PREPARATION
JPS57175164A (en) * 1981-04-18 1982-10-28 Banyu Pharmaceut Co Ltd 1,4-dihydropyridine derivative and its preparation
EP0080220B1 (en) * 1981-11-17 1986-02-19 FISONS plc Dihydropyridines, methods for their production and their formulation and use as pharmaceuticals
ZA83959B (en) * 1982-03-10 1984-09-26 Sandoz Ltd 1,4-dihydropyridine derivatives,their preparation and pharmaceutical compositions containing them
CH655110A5 (en) * 1982-09-03 1986-03-27 Otsuka Pharma Co Ltd CARBOSTYRILE DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND MEDICINAL PRODUCTS CONTAINING THEM.
GB8412208D0 (en) * 1984-05-12 1984-06-20 Pfizer Ltd Quinolone inotropic agents
GB8431119D0 (en) * 1984-12-10 1985-01-16 Fujisawa Pharmaceutical Co Anti-arteriosclerotic composition
GB8602518D0 (en) * 1986-02-01 1986-03-05 Wyeth John & Brother Ltd 1 4-dihydropyridines
JPS63115890A (en) * 1986-10-31 1988-05-20 Nippon Shinyaku Co Ltd 2-substituted 1,4-dihydropyridine derivative
ATE84714T1 (en) * 1987-06-12 1993-02-15 American Cyanamid Co TRANSCUTANEOUS ADMINISTRATION OF PHARMACEUTICALS.
US5114946A (en) * 1987-06-12 1992-05-19 American Cyanamid Company Transdermal delivery of pharmaceuticals
US5045553A (en) * 1987-06-24 1991-09-03 Fujisawa Pharmaceutical Company, Ltd. Pharmaceutical composition for percutaneous drug absorption and percutaneous drug absorption promoter
EP0322747B1 (en) * 1987-12-29 1994-03-02 Fujisawa Pharmaceutical Co., Ltd. A brain neuron protecting agent containing a dihydropyridine compound
EP0323604B1 (en) * 1987-12-29 1994-05-11 Fujisawa Pharmaceutical Co., Ltd. A venous extensibility improving and cardiac hypertrophy suppressant agent containing a dihydropyridine compound
CN103951608B (en) * 2009-08-04 2016-04-27 喜德生(苏州)医药科技有限公司 Nilvadipine crystal formation and preparation method thereof

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1552911A (en) * 1975-07-02 1979-09-19 Fujisawa Pharmaceutical Co 1,4 dihydropyridine derivatives and the preparation thereof
GB1591089A (en) * 1976-12-17 1981-06-10 Fujisawa Pharmaceutical Co 1,4-dihydropyridine derivatives and process for preparation thereof
DE2658183A1 (en) * 1976-12-22 1978-07-06 Bayer Ag 2-POSITION SUBSTITUTED 1,4-DIHYDROPYRIDINE DERIVATIVES, PROCESS FOR THEIR PRODUCTION AND THEIR USE AS A MEDICINAL PRODUCT

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS59190968A (en) * 1983-04-05 1984-10-29 バイエル・アクチエンゲゼルシヤフト Manufacture of symmetric 1,4-dihydropyridine dicarboxylic acid ester
JPS6038322A (en) * 1983-08-11 1985-02-27 Fujisawa Pharmaceut Co Ltd Easily soluble solid preparation containing dihydropyridine-a substance
JPH0412245B2 (en) * 1983-08-11 1992-03-04 Fujisawa Pharmaceutical Co
WO2005097118A1 (en) * 2004-04-05 2005-10-20 Takeda Pharmaceutical Company Limited Aldosterone receptor antagonists

Also Published As

Publication number Publication date
SE8400689D0 (en) 1984-02-09
JPS6143343B2 (en) 1986-09-26
CA1117117A (en) 1982-01-26
SE446265B (en) 1986-08-25
JPS6125711B2 (en) 1986-06-17
BE879263A (en) 1980-04-08
JPS61118366A (en) 1986-06-05
FR2438654A1 (en) 1980-05-09
SE446096B (en) 1986-08-11
NL7907482A (en) 1980-04-14
GB2036722A (en) 1980-07-02
GB2036722B (en) 1982-12-01
IT7926362A0 (en) 1979-10-09
FR2438654B1 (en) 1983-01-14
SE8400689L (en) 1984-02-09
DE2940833A1 (en) 1980-04-30
DE2940833C2 (en) 1989-01-26
IT1125469B (en) 1986-05-14
SE7908367L (en) 1980-04-11
CH642353A5 (en) 1984-04-13

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Legal Events

Date Code Title Description
LAPS Cancellation because of no payment of annual fees