FR2424270A1 - 4,5-Di:hydro-2-imidazolyl-amino-isoquinoline derivs. - useful as antihypertensives having low toxicity and free from sedative side effects - Google Patents

4,5-Di:hydro-2-imidazolyl-amino-isoquinoline derivs. - useful as antihypertensives having low toxicity and free from sedative side effects

Info

Publication number
FR2424270A1
FR2424270A1 FR7812026A FR7812026A FR2424270A1 FR 2424270 A1 FR2424270 A1 FR 2424270A1 FR 7812026 A FR7812026 A FR 7812026A FR 7812026 A FR7812026 A FR 7812026A FR 2424270 A1 FR2424270 A1 FR 2424270A1
Authority
FR
France
Prior art keywords
amino
antihypertensives
free
low toxicity
imidazolyl
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
FR7812026A
Other languages
French (fr)
Other versions
FR2424270B1 (en
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.)
Rhone Poulenc Industries SA
Original Assignee
Rhone Poulenc Industries 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 Rhone Poulenc Industries SA filed Critical Rhone Poulenc Industries SA
Priority to FR7812026A priority Critical patent/FR2424270A1/en
Priority to NL7902993A priority patent/NL7902993A/en
Priority to ZA791893A priority patent/ZA791893B/en
Priority to GB7913821A priority patent/GB2020280B/en
Priority to NZ190245A priority patent/NZ190245A/en
Priority to JP4889579A priority patent/JPS557260A/en
Priority to AU46219/79A priority patent/AU4621979A/en
Priority to SE7903554A priority patent/SE7903554L/en
Priority to BE0/194791A priority patent/BE875797A/en
Priority to DK166979A priority patent/DK166979A/en
Priority to LU81182A priority patent/LU81182A1/en
Priority to DE19792916577 priority patent/DE2916577A1/en
Priority to IT22150/79A priority patent/IT1112581B/en
Priority to ES479878A priority patent/ES479878A1/en
Priority to ES482070A priority patent/ES482070A1/en
Publication of FR2424270A1 publication Critical patent/FR2424270A1/en
Application granted granted Critical
Publication of FR2424270B1 publication Critical patent/FR2424270B1/fr
Granted legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D217/00Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
    • C07D217/12Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring
    • C07D217/14Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring other than aralkyl radicals
    • C07D217/16Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring other than aralkyl radicals substituted by oxygen atoms
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • A61P37/02Immunomodulators
    • A61P37/04Immunostimulants
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D217/00Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
    • C07D217/02Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D217/00Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
    • C07D217/12Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring
    • C07D217/14Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring other than aralkyl radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D217/00Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
    • C07D217/22Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems 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 carbon atoms of the nitrogen-containing ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D217/00Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
    • C07D217/22Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems 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 carbon atoms of the nitrogen-containing ring
    • C07D217/24Oxygen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Immunology (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (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)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

derivs. of formula (I) and their acid salts are new. In (I), R1 = H or 1-4C hydroxyalkyl, the imidazolinyl-2-amino gp. is joined to posn 4, 5, 6, 7 or 8 of the isoquinoline ring and R2, R3 independently = H, halo, 1-4C alkyl, 1-4C alkoxy, 1-4C alkoxy-1-4C alkyl, 1-4C alkylthio or di(1-4C alkyl)amino. (I) are antihypertensives free of sedative side-effects which have low toxicity (oral LD50 in mice is greater than 150-200 mg/kg). They may be administered orally (4-200 mg daily for adults) or parenterally.
FR7812026A 1978-04-24 1978-04-24 4,5-Di:hydro-2-imidazolyl-amino-isoquinoline derivs. - useful as antihypertensives having low toxicity and free from sedative side effects Granted FR2424270A1 (en)

Priority Applications (15)

Application Number Priority Date Filing Date Title
FR7812026A FR2424270A1 (en) 1978-04-24 1978-04-24 4,5-Di:hydro-2-imidazolyl-amino-isoquinoline derivs. - useful as antihypertensives having low toxicity and free from sedative side effects
NL7902993A NL7902993A (en) 1978-04-24 1979-04-17 NEW ISOQUEINOLINE DERIVATIVES, THEIR PREPARATION AND PHARMACEUTICAL PREPARATIONS CONTAINING THE NEW ISOQUEINOLINE DERIVATIVES.
GB7913821A GB2020280B (en) 1978-04-24 1979-04-20 4,5-dihydroimidazol-z-yl amino substatuted isoquinolines
NZ190245A NZ190245A (en) 1978-04-24 1979-04-20 Isoquinoline derivatives and pharmaceutical compositions containing them
JP4889579A JPS557260A (en) 1978-04-24 1979-04-20 Isoquinoline derivative
AU46219/79A AU4621979A (en) 1978-04-24 1979-04-20 Isoquinoline derivatives
ZA791893A ZA791893B (en) 1978-04-24 1979-04-20 Isoquinoline derivatives
BE0/194791A BE875797A (en) 1978-04-24 1979-04-23 NEW ISOQUINOLEINE DERIVATIVES, THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
SE7903554A SE7903554L (en) 1978-04-24 1979-04-23 NEW ISOKINOLIN DERIVATIVES, PROCEDURES FOR THE PREPARATION OF THE SAME AND PHARMACEUTICAL COMPOSITIONS CONTAINING THE SAME
DK166979A DK166979A (en) 1978-04-24 1979-04-23 Agricultural roller with a working position and a transport position
LU81182A LU81182A1 (en) 1978-04-24 1979-04-23 NEW ISOQUINOLEINE DERIVATIVES, THEIR PREPARATION AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
DE19792916577 DE2916577A1 (en) 1978-04-24 1979-04-24 NEW DERIVATIVES OF ISOCHINOLINE, THEIR MANUFACTURING AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
IT22150/79A IT1112581B (en) 1978-04-24 1979-04-24 ISOKINOLINE DERIVATIVES, THEIR PREPARATION, AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
ES479878A ES479878A1 (en) 1978-04-24 1979-04-24 4,5-Dihydroimidazol-Z-yl Amino Substituted Isoquinolines
ES482070A ES482070A1 (en) 1978-04-24 1979-06-29 4,5-Dihydroimidazol-Z-yl Amino Substituted Isoquinolines

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7812026A FR2424270A1 (en) 1978-04-24 1978-04-24 4,5-Di:hydro-2-imidazolyl-amino-isoquinoline derivs. - useful as antihypertensives having low toxicity and free from sedative side effects

Publications (2)

Publication Number Publication Date
FR2424270A1 true FR2424270A1 (en) 1979-11-23
FR2424270B1 FR2424270B1 (en) 1980-09-19

Family

ID=9207497

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7812026A Granted FR2424270A1 (en) 1978-04-24 1978-04-24 4,5-Di:hydro-2-imidazolyl-amino-isoquinoline derivs. - useful as antihypertensives having low toxicity and free from sedative side effects

Country Status (4)

Country Link
JP (1) JPS557260A (en)
BE (1) BE875797A (en)
FR (1) FR2424270A1 (en)
ZA (1) ZA791893B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3233424A1 (en) * 1982-09-09 1984-03-15 Hoechst Ag, 6230 Frankfurt ISOCHINOL DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF, PHARMACEUTICAL PREPARATIONS BASED ON THESE COMPOUNDS AND THEIR USE

Also Published As

Publication number Publication date
ZA791893B (en) 1980-04-30
BE875797A (en) 1979-10-23
JPS557260A (en) 1980-01-19
FR2424270B1 (en) 1980-09-19

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