[go: up one dir, main page]

GB1455502A - 1,4-dihydropyridine derivatives - Google Patents

1,4-dihydropyridine derivatives

Info

Publication number
GB1455502A
GB1455502A GB604574A GB604574A GB1455502A GB 1455502 A GB1455502 A GB 1455502A GB 604574 A GB604574 A GB 604574A GB 604574 A GB604574 A GB 604574A GB 1455502 A GB1455502 A GB 1455502A
Authority
GB
United Kingdom
Prior art keywords
ester
alkyl
compounds
acid
cho
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.)
Expired
Application number
GB604574A
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.)
Yamanouchi Pharmaceutical Co Ltd
Original Assignee
Yamanouchi 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
Priority claimed from JP48020423A external-priority patent/JPS5930704B2/en
Priority claimed from JP2556673A external-priority patent/JPS49109384A/ja
Priority claimed from JP4482173A external-priority patent/JPS5714348B2/ja
Priority claimed from JP5230773A external-priority patent/JPS49135976A/ja
Priority claimed from JP5493973A external-priority patent/JPS504082A/ja
Priority claimed from JP8327673A external-priority patent/JPS5720950B2/ja
Priority claimed from JP13407073A external-priority patent/JPS5084577A/ja
Priority claimed from JP13406973A external-priority patent/JPS5545075B2/ja
Application filed by Yamanouchi Pharmaceutical Co Ltd filed Critical Yamanouchi Pharmaceutical Co Ltd
Publication of GB1455502A publication Critical patent/GB1455502A/en
Expired legal-status Critical Current

Links

Classifications

    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Hydrogenated Pyridines (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1455502 Amino-esters derived from 2,6-dialkyl - 4 - phenyl - 4,4 - dihydropyridines YAMANOUCHI PHARMACEUTICAL CO Ltd 11 Feb 1974 [20 Feb 1973 3 March 1973 20 April 1973 11 May 1973 17 May 1973 24 July 1973 29 Nov 1973 (2)] 06045/74 Heading C2C The invention comprises compounds of formula and their non-toxic salts, wherein R and R<SP>4</SP> are each H or alkyl; R<SP>1</SP> and R<SP>2</SP> are each alkyl; R<SP>3</SP> is (possibly substituted) Ph or aralkyl; R<SP>5</SP> is alkyl, alkoxy, alkoxyalkoxy or R<SP>6</SP> is NO 2 or CF 3 ; and A is alkylene, each of the foregoing alkyl, alkoxy and alkylene groups containing 1-6 C atoms. In examples, these compounds are prepared by (1) reacting together R<SP>6</SP>C 6 H 4 CHO, an ester (A) of the acid and an ester (B) of the acid R<SP>1</SP>C(NR) : CHCO 2 H, one of these esters being esterified with R<SP>5</SP>OH and the other with R<SP>3</SP>R<SP>4</SP>NAOH, with the following possible variations-(a) ester (B) may be formed in situ from ester (A) and RNH 2 , (b) the R<SP>6</SP>C 6 H 4 CHO and ester (A) may be replaced by a corresponding ester of (2) reacting HNR<SP>3</SP>R<SP>4</SP> with (e.g.) the methyl or isopropyl ester of 3-(2-chloroethoxycarbonyl)-2,6- dimethyl - 4 - (3 - nitrophenyl) - 1,4 - dihydropyridine-5-carboxylic acid Therapeutic compositions having musculotropic spasmolytic and cerebral vascular dilator activity comprise compounds of the above formula and may be administered orally and parenterally.
GB604574A 1973-02-20 1974-02-11 1,4-dihydropyridine derivatives Expired GB1455502A (en)

Applications Claiming Priority (8)

Application Number Priority Date Filing Date Title
JP48020423A JPS5930704B2 (en) 1973-02-20 1973-02-20 Method for producing new 1,4-dihydropyridine derivatives
JP2556673A JPS49109384A (en) 1973-03-03 1973-03-03
JP4482173A JPS5714348B2 (en) 1973-04-20 1973-04-20
JP5230773A JPS49135976A (en) 1973-05-11 1973-05-11
JP5493973A JPS504082A (en) 1973-05-17 1973-05-17
JP8327673A JPS5720950B2 (en) 1973-07-24 1973-07-24
JP13407073A JPS5084577A (en) 1973-11-29 1973-11-29
JP13406973A JPS5545075B2 (en) 1973-11-29 1973-11-29

Publications (1)

Publication Number Publication Date
GB1455502A true GB1455502A (en) 1976-11-10

Family

ID=27571887

Family Applications (1)

Application Number Title Priority Date Filing Date
GB604574A Expired GB1455502A (en) 1973-02-20 1974-02-11 1,4-dihydropyridine derivatives

Country Status (8)

Country Link
CA (1) CA1023746A (en)
CH (1) CH605755A5 (en)
DE (1) DE2407115C3 (en)
DK (1) DK142869B (en)
FI (1) FI58772C (en)
GB (1) GB1455502A (en)
NL (2) NL176559C (en)
NO (1) NO143846C (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2928022A1 (en) * 1978-07-17 1980-01-31 Ausonia Farma Srl METHOD FOR PRODUCING THE 2-(N-BENZYL-N-METHYLAMINO)-AETHYL ESTER OF 2,6-DIMETHYL-4-(3-NITROPHENYL)-3-METHOXYCARBONYL-1,4-DIHYDROPYRIDINE-5-CARBONIC ACID
EP0094159A1 (en) * 1982-05-10 1983-11-16 Takeda Chemical Industries, Ltd. Dihydropyridine derivatives, their production and use
EP0207674A2 (en) 1985-06-14 1987-01-07 Sankyo Company Limited 1,4-Dihydropyridine derivatives, their preparation and their pharmaceutical use
US4772596A (en) * 1986-10-09 1988-09-20 Sankyo Company Limited Dihydropyridine derivatives, their preparation and their use
AT388375B (en) * 1984-04-11 1989-06-12 Bristol Myers Co METHOD FOR PRODUCING NEW DIHYDROPYRIDINE CARBONIC ACID AMIDES AND ESTERS
US5378718A (en) * 1990-08-02 1995-01-03 Cedona Pharmaceuticals B.V. 1,4-dihydropyridine derivatives

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DK152285C (en) * 1975-07-02 1988-10-10 Fujisawa Pharmaceutical Co METHOD OF ANALOGY FOR THE PREPARATION OF 1,4-DIHYDROPYRIDINE DERIVATIVES
JPS55301A (en) * 1978-02-14 1980-01-05 Yamanouchi Pharmaceut Co Ltd 1,4-dihydropyridine-3,5-dicarboxylic ester derivative and its preparation
DE2815578C2 (en) * 1978-04-11 1986-01-16 Bayer Ag, 5090 Leverkusen New pharmaceutical use of nimodipine
DE2949464A1 (en) * 1978-12-18 1980-06-26 Sandoz Ag BENZOXADIAZOLES AND BENZOTHIADIAZOLES, THEIR PRODUCTION AND USE
JPS5762257A (en) * 1980-10-03 1982-04-15 Yoshitomi Pharmaceut Ind Ltd 1,4-dihydropyridine-3,5-dicarboxylic acid ester or its salt
JPS57200386A (en) * 1981-06-04 1982-12-08 Yoshitomi Pharmaceut Ind Ltd Novel 1,4-dihydropyridine-3,5-dicarboxylic ester derivative and its salts
WO1983003249A1 (en) * 1982-03-17 1983-09-29 Yoshitomi Pharmaceutical 1,4-dihydropyridine-3,5-dicarboxylate derivatives
DE3577184D1 (en) * 1984-01-13 1990-05-23 Yamanouchi Pharma Co Ltd MEDICINES FOR THE TREATMENT AND PREVENTION OF LIVER DAMAGE.
DE3531498A1 (en) * 1985-09-04 1987-03-05 Bayer Ag DIHYDROPYRIDIN-2-HYDROXYAMINE, METHOD FOR THE PRODUCTION AND THEIR USE IN MEDICINAL PRODUCTS
DE3621104A1 (en) * 1986-06-24 1988-01-07 Heumann Pharma Gmbh & Co 1,4-DIHYDROPYRIDINE DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND MEDICINAL PRODUCTS CONTAINING THESE COMPOUNDS
SI8810082A8 (en) * 1988-01-18 1995-12-31 Lek Tovarna Farmacevtskih Process for preparing new inclusion complex of nicardipine or its hydrochloride with beta-cyclodextrine
JP4332902B2 (en) * 1997-04-25 2009-09-16 味の素株式会社 New dihydropyridine derivatives
ES2332168B1 (en) * 2008-04-30 2010-10-27 Consejo Superior De Investigaciones Cientificas (Csic) (75%) PSEUDOPOLIMORFICA FORM OF NICARDIPINE HYDROCLORIDE, PROCEDURE FOR PREPARATION AND FORMULATION CONTAINING IT.

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2928022A1 (en) * 1978-07-17 1980-01-31 Ausonia Farma Srl METHOD FOR PRODUCING THE 2-(N-BENZYL-N-METHYLAMINO)-AETHYL ESTER OF 2,6-DIMETHYL-4-(3-NITROPHENYL)-3-METHOXYCARBONYL-1,4-DIHYDROPYRIDINE-5-CARBONIC ACID
EP0094159A1 (en) * 1982-05-10 1983-11-16 Takeda Chemical Industries, Ltd. Dihydropyridine derivatives, their production and use
AT388375B (en) * 1984-04-11 1989-06-12 Bristol Myers Co METHOD FOR PRODUCING NEW DIHYDROPYRIDINE CARBONIC ACID AMIDES AND ESTERS
EP0207674A2 (en) 1985-06-14 1987-01-07 Sankyo Company Limited 1,4-Dihydropyridine derivatives, their preparation and their pharmaceutical use
US4992451A (en) * 1985-06-14 1991-02-12 Sankyo Company, Limited 1,4-dihydropyridine derivatives
US4772596A (en) * 1986-10-09 1988-09-20 Sankyo Company Limited Dihydropyridine derivatives, their preparation and their use
US5378718A (en) * 1990-08-02 1995-01-03 Cedona Pharmaceuticals B.V. 1,4-dihydropyridine derivatives

Also Published As

Publication number Publication date
FI58772C (en) 1981-04-10
DK142869B (en) 1981-02-16
DK142869C (en) 1981-09-28
NO740543L (en) 1974-08-21
FI58772B (en) 1980-12-31
NL176559B (en) 1984-12-03
NL176559C (en) 1985-05-01
NL7402277A (en) 1974-08-22
NL930023I1 (en) 1993-05-17
NO143846B (en) 1981-01-12
NO143846C (en) 1981-04-29
CA1023746A (en) 1978-01-03
DE2407115C3 (en) 1980-05-08
DE2407115A1 (en) 1974-10-10
DE2407115B2 (en) 1979-08-09
AU6565574A (en) 1975-08-21
NL930023I2 (en) 1997-08-01
CH605755A5 (en) 1978-10-13

Similar Documents

Publication Publication Date Title
GB1455502A (en) 1,4-dihydropyridine derivatives
AU6690686A (en) Piperdine derivative and pharmaceutical composition
DE19575041I2 (en) Substituted acyl derivatives of 1, 2, 3, 4-tetrahydro-6, 7-dimethoxy-3-isoquinoline carboxylic acid
JPS55301A (en) 1,4-dihydropyridine-3,5-dicarboxylic ester derivative and its preparation
BR8403068A (en) COMPOUNDS, PROCESS FOR THEIR PREPARATION, PHARMACEUTICAL COMPOSITIONS AND USE OF THESE COMPOUNDS
AU542962B2 (en) 1,4-dihydropyridines
ES8307221A1 (en) 6-Substituted 4-(2&#39;,3&#39;-dichlorophenyl)-2-methyl-1,4-dihydropyridine-3,5-dicarboxylic acid diesters having hypotensive properties as well as process for their preparation and pharmaceutical preparations containing same.
GB1513629A (en) Piperidyl phosphites
KR920014780A (en) Derivatives of 1,4-dihydropyridine, preparation method thereof and therapeutic composition comprising the same
ES8700241A1 (en) 1-Phenyl-imidazole-5-carboxylic acid derivatives, process for their preparation and their use as growth regulators.
IE45178L (en) Phenothiazine derivatives
ES463166A1 (en) 1,4-dihydropyridine-3,5-dicarboxylic acid diester derivative several processes for its preparation and its use as a coronary therapeutic agent
IE33474B1 (en) A process for the manufacture of quinoline derivatives
JPS56140989A (en) 1,4-dihydrophyridine-3,5-dicarboxylic ester derivative or its salt
GB1464431A (en) Indolobenzazepine derivatives and a process for the manufacture thereof
GB1470493A (en) Anti-hypertensive 4-1-2-naphthyl-methyl-1,2,5,6-tetrahydro pyrid-4-yl-chroman-5-ol esters
JPS5287174A (en) Preparation of novel 2-amino 1,4-dihydropyridine derivatives
GB1504683A (en) Pharmaceutical compositions containing substituted pyrimido-quinoline derivatives
FI890929A0 (en) FOERFARANDE FOER FRAMSTAELLNING AV PTALAZINAETTIKSYRAESTERDERIVAT OCH NY MELLANPRODUKT.
JPS6429359A (en) 1,4-dihydropyridine derivative and production thereof
EP0018512A3 (en) 1,4-dihydropyridine derivatives and medicaments containing them
KR900007831A (en) 1,4-dihydropyridine derivative
JPS57167967A (en) 1,4-dihydropyridine-3,5-dicarboxylic acid ester or its salt
JPS51133272A (en) A process for preparing novel 1,4- dihydropyridine derivatives

Legal Events

Date Code Title Description
PS Patent sealed
704A Declaration that licence is not available as of right for an excepted use (par. 4a/1977)
CTFF Supplementary protection certificate filed

Free format text: SPC/GB93/024, 930402

CTFG Supplementary protection certificate granted

Free format text: SPC/GB93/024, 931119, EXPIRES:19990210

CTFG Supplementary protection certificate granted

Free format text: SPC/GB93/024, 940211, EXPIRES:19990210

PE20 Patent expired after termination of 20 years

Effective date: 19940210

SPCE Supplementary protection certificate expired

Free format text: SPC/GB93/024, 19990210

SPCE Supplementary protection certificate expired

Free format text: SPC/GB93/024, 19990210