GB1057447A - Quinolyl-aminoethanols and process for the preparation thereof - Google Patents

Quinolyl-aminoethanols and process for the preparation thereof

Info

Publication number
GB1057447A
GB1057447A GB3741765A GB3741765A GB1057447A GB 1057447 A GB1057447 A GB 1057447A GB 3741765 A GB3741765 A GB 3741765A GB 3741765 A GB3741765 A GB 3741765A GB 1057447 A GB1057447 A GB 1057447A
Authority
GB
United Kingdom
Prior art keywords
methoxy
carbon atoms
phenoxy
hydroxy
phenyl
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
GB3741765A
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.)
Pfizer Inc
Original Assignee
Pfizer Inc
Charles Pfizer and Co Inc
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 Pfizer Inc, Charles Pfizer and Co Inc filed Critical Pfizer Inc
Publication of GB1057447A publication Critical patent/GB1057447A/en
Expired 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
    • C07D215/24—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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • 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
    • C07D215/38—Nitrogen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (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)

Abstract

Novel compounds of the formulae <FORM:1057447/C2/1> and the pharmaceutically acceptable addition salts thereof, wherein R1 is H, alkyl of 1-5 carbon atoms, halogen, hydroxy, methoxy, mercapto, amino, -SO3H, or methane-sulphonylamino; R2 is H or methyl; A is alkylene containing 1-10 carbon atoms; and X is H, phenyl, p-chlorophenyl, p-methoxy-phenyl, phenoxy, p-chlorophenoxy, p-methoxy-phenoxy, N-pyrrolidino, N-morpholino, N-(N1-methyl)-piperazino, b -indolyl, 3,4-methylene-dioxyphenyl or cycloalkyl containing 3-7 carbon atoms, and a process for the preparation thereof by reducing an aminoacetyl-2-hydroxy-quinoline derivative of the formula <FORM:1057447/C2/2> (wherein R1 and R2 are as above defined), e.g. with an alkali metal borohydride to form a 1 - [5 - (8 - hydroxyquinolyl)) - 2 - aminoethanol of the formula <FORM:1057447/C2/3> subjecting the latter to catalytic hydrogenation, and converting the product thus obtained to a pharmaceutically acceptable acid addition salt by reaction with a non-toxic organic or inorganic acid. Pharmaceutical compositions containing the above compounds and useful as bronchodilators are administered orally or parenterally.
GB3741765A 1965-03-10 1965-09-01 Quinolyl-aminoethanols and process for the preparation thereof Expired GB1057447A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US43873565A 1965-03-10 1965-03-10
US49615865A 1965-10-14 1965-10-14

Publications (1)

Publication Number Publication Date
GB1057447A true GB1057447A (en) 1967-02-01

Family

ID=27031776

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3741765A Expired GB1057447A (en) 1965-03-10 1965-09-01 Quinolyl-aminoethanols and process for the preparation thereof

Country Status (7)

Country Link
BE (1) BE676583A (en)
CH (1) CH495991A (en)
DE (1) DE1620124C3 (en)
ES (1) ES323087A1 (en)
FR (1) FR5408M (en)
GB (1) GB1057447A (en)
SE (2) SE329616B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3434271A1 (en) * 1984-09-19 1986-03-20 Beiersdorf Ag, 2000 Hamburg SUBSTITUTED 3,4-DIHYDRO-CHINOLIN-2 (1H) -ONE METHODS FOR THE PRODUCTION AND USE THEREOF AND PREPARATIONS CONTAINING THESE COMPOUNDS

Also Published As

Publication number Publication date
DE1620124C3 (en) 1973-12-13
SE329616B (en) 1970-10-19
ES323087A1 (en) 1967-01-01
SE322776B (en) 1970-04-20
CH495991A (en) 1970-09-15
BE676583A (en) 1966-08-16
DE1620124B2 (en) 1973-05-10
FR5408M (en) 1967-09-25
DE1620124A1 (en) 1970-03-05

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