JPS5782390A - Carbostyril derivative - Google Patents

Carbostyril derivative

Info

Publication number
JPS5782390A
JPS5782390A JP55159016A JP15901680A JPS5782390A JP S5782390 A JPS5782390 A JP S5782390A JP 55159016 A JP55159016 A JP 55159016A JP 15901680 A JP15901680 A JP 15901680A JP S5782390 A JPS5782390 A JP S5782390A
Authority
JP
Japan
Prior art keywords
compound
formula
halogen
methyl
lower alkyl
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
JP55159016A
Other languages
Japanese (ja)
Other versions
JPS6411026B2 (en
Inventor
Michiaki Tominaga
Nagao Yo
Hidenori Ogawa
Kazuyuki Nakagawa
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.)
Otsuka Pharmaceutical Co Ltd
Original Assignee
Otsuka 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 Otsuka Pharmaceutical Co Ltd filed Critical Otsuka Pharmaceutical Co Ltd
Priority to JP55159016A priority Critical patent/JPS5782390A/en
Priority to CA000389034A priority patent/CA1164459A/en
Priority to PH26478A priority patent/PH17158A/en
Priority to ZA817773A priority patent/ZA817773B/en
Priority to PT73959A priority patent/PT73959B/en
Priority to MX819760U priority patent/MX6802E/en
Priority to CH4324/82A priority patent/CH653684A5/en
Priority to PCT/JP1981/000328 priority patent/WO1982001706A1/en
Priority to EP81305344A priority patent/EP0052016B1/en
Priority to US06/403,582 priority patent/US4414390A/en
Priority to AU78085/81A priority patent/AU547586B2/en
Priority to KR1019810004359A priority patent/KR880001657B1/en
Priority to NL8120433A priority patent/NL192040C/en
Priority to DE813152512T priority patent/DE3152512T1/en
Priority to ES507545A priority patent/ES507545A0/en
Priority to AT0908381A priority patent/AT382376B/en
Priority to IT8149680A priority patent/IT8149680A0/en
Publication of JPS5782390A publication Critical patent/JPS5782390A/en
Priority to DK307482A priority patent/DK157193C/en
Priority to SE8204237A priority patent/SE440653B/en
Priority to NO82822391A priority patent/NO157819C/en
Priority to SU823466402A priority patent/SU1215621A3/en
Priority to FI822471A priority patent/FI71145C/en
Publication of JPS6411026B2 publication Critical patent/JPS6411026B2/ja
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms 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
    • C07D215/20—Oxygen atoms
    • C07D215/22—Oxygen atoms attached in position 2 or 4
    • C07D215/227—Oxygen atoms attached in position 2 or 4 only one oxygen atom which is attached in position 2
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms 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
    • C07D215/20—Oxygen atoms
    • C07D215/24—Oxygen atoms attached in position 8
    • C07D215/26—Alcohols; Ethers thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms 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
    • C07D215/20—Oxygen atoms
    • C07D215/24—Oxygen atoms attached in position 8
    • C07D215/26—Alcohols; Ethers thereof
    • C07D215/28—Alcohols; Ethers thereof with halogen atoms or nitro radicals in positions 5, 6 or 7
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms 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
    • C07D215/20—Oxygen atoms
    • C07D215/24—Oxygen atoms attached in position 8
    • C07D215/26—Alcohols; Ethers thereof
    • C07D215/32—Esters
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Cardiology (AREA)
  • Medicinal Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Hospice & Palliative Care (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

NEW MATERIAL:The compound of formula I (R1 and R3 H or lower alkyl; R2 is H, lower alkyl, lower alkoxy, or halogen; the bond between the 3- and 4- carbon atoms of carbostyril skeleton is single or double) and its salt.
EXAMPLE: 6-( 3-Methyl-imidazo[ 1,2-a ]pyridin-2-yl )-1-methyl-3,4-dihydrocarbostyril monohydrobromide.
USE: It has cardiac muscle contraction increasing action (positive inotropic action) and coronary blood stream increasing action, and is useful as a cardiotonic agent. For example, it is especially effectve as a remedy for cardiac insufficiency such as congestive heart. It scarcely accelerates the pulse.
PROCESS: The compound of formula I is prepared by reacting the compound of formula II (X1 is halogen) with the known compound of formula III in the absence of or in a proper solvent (e.g. methanol), in the presence of a basic compound as a dehydrohalogenating agent.
COPYRIGHT: (C)1982,JPO&Japio
JP55159016A 1980-11-11 1980-11-11 Carbostyril derivative Granted JPS5782390A (en)

Priority Applications (22)

Application Number Priority Date Filing Date Title
JP55159016A JPS5782390A (en) 1980-11-11 1980-11-11 Carbostyril derivative
CA000389034A CA1164459A (en) 1980-11-11 1981-10-29 Process for preparing (imidazo¬1,2-a|pyridine- 2-yl)-carbostyril or -3,4-dihydrocarbostyryl derivatives
PH26478A PH17158A (en) 1980-11-11 1981-11-10 Imidazo(1,2-a)pyridin-2-yl carbostyril derivatives and compositions containing same
ZA817773A ZA817773B (en) 1980-11-11 1981-11-10 Carbostyril compounds,compositions containing same and processes for preparing same
PT73959A PT73959B (en) 1980-11-11 1981-11-10 Process for preparing carbostyril compounds and pharmaceutical compositions containing the same
KR1019810004359A KR880001657B1 (en) 1980-11-11 1981-11-11 Process for the preparation of carbostyril compounds
ES507545A ES507545A0 (en) 1980-11-11 1981-11-11 PROCEDURE FOR PREPARING CARBOSTIRILIC COMPOUNDS.
PCT/JP1981/000328 WO1982001706A1 (en) 1980-11-11 1981-11-11 Carbostyril compounds,composition containing same,and process for their preparation
EP81305344A EP0052016B1 (en) 1980-11-11 1981-11-11 Carbostyril compounds, compositions containing same and processes for preparing same
US06/403,582 US4414390A (en) 1980-11-11 1981-11-11 Carbostyril compounds and compositions containing same
AU78085/81A AU547586B2 (en) 1980-11-11 1981-11-11 Carbostyril compounds,composition containing same,and processfor their preparation
MX819760U MX6802E (en) 1980-11-11 1981-11-11 PROCEDURE FOR THE PREPARATION OF CARBOESTIRILIC DERIVATIVES
NL8120433A NL192040C (en) 1980-11-11 1981-11-11 Carbostyril compounds and a composition containing such a compound.
DE813152512T DE3152512T1 (en) 1980-11-11 1981-11-11 CARBOSTYRIL COMPOUNDS, COMPOSITION CONTAINING SAME, AND PROCESS FOR THEIR PREPARATION
CH4324/82A CH653684A5 (en) 1980-11-11 1981-11-11 CARBOSTYRILE DERIVATIVES, PROCESS FOR THEIR PREPARATION AND COMPOSITIONS CONTAINING THEM.
AT0908381A AT382376B (en) 1980-11-11 1981-11-11 Process for the preparation of novel carbostyril compounds and the pharmaceutically acceptable salts thereof
IT8149680A IT8149680A0 (en) 1980-11-11 1981-11-11 CARBOSYRYL COMPOUNDS COMPOSITIONS THAT CONTAIN THEM AND PROCEDURES FOR PREPARING THEM
DK307482A DK157193C (en) 1980-11-11 1982-07-08 METHOD OF ANALOGUE FOR THE PREPARATION OF CARBOSTYR RELATIONS
SE8204237A SE440653B (en) 1980-11-11 1982-07-08 KARBOSTYRILFORENINGAR
NO82822391A NO157819C (en) 1980-11-11 1982-07-09 ANALOGUE PROCEDURE FOR THE PREPARATION OF THERAPEUTIC ACTIVE IMIDAZO (1,2-A) -PYRIDIN-2-YL CARBOSTYRIL COMPOUNDS.
SU823466402A SU1215621A3 (en) 1980-11-11 1982-07-11 Method of producing carbostyrene derivatives or pharmaceutically accepted salts thereof
FI822471A FI71145C (en) 1980-11-11 1982-07-12 PROCEDURE FOR IMMEDIATE IMMEDIATION OF / 1,2-A-PYRIDIN-2-YL-CARBOSTYRILDERIVAT VILKA AER ANVAENDBARA SOM HJAERTMEDICIN

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP55159016A JPS5782390A (en) 1980-11-11 1980-11-11 Carbostyril derivative

Publications (2)

Publication Number Publication Date
JPS5782390A true JPS5782390A (en) 1982-05-22
JPS6411026B2 JPS6411026B2 (en) 1989-02-23

Family

ID=15684401

Family Applications (1)

Application Number Title Priority Date Filing Date
JP55159016A Granted JPS5782390A (en) 1980-11-11 1980-11-11 Carbostyril derivative

Country Status (3)

Country Link
JP (1) JPS5782390A (en)
NL (1) NL192040C (en)
ZA (1) ZA817773B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS59186983A (en) * 1983-02-25 1984-10-23 Fujisawa Pharmaceut Co Ltd Imidazo-heterocyclic compound
JPS63280078A (en) * 1987-04-21 1988-11-17 ファイザー・リミテッド Hetero bicyclic quinolone derivative

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS59186983A (en) * 1983-02-25 1984-10-23 Fujisawa Pharmaceut Co Ltd Imidazo-heterocyclic compound
JPH0557989B2 (en) * 1983-02-25 1993-08-25 Fujisawa Pharmaceutical Co
JPS63280078A (en) * 1987-04-21 1988-11-17 ファイザー・リミテッド Hetero bicyclic quinolone derivative

Also Published As

Publication number Publication date
ZA817773B (en) 1982-10-27
JPS6411026B2 (en) 1989-02-23
NL192040C (en) 1997-01-07
NL192040B (en) 1996-09-02
NL8120433A (en) 1982-10-01

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