GB1111489A - Pseudo-indole derivatives - Google Patents

Pseudo-indole derivatives

Info

Publication number
GB1111489A
GB1111489A GB3629966A GB3629966A GB1111489A GB 1111489 A GB1111489 A GB 1111489A GB 3629966 A GB3629966 A GB 3629966A GB 3629966 A GB3629966 A GB 3629966A GB 1111489 A GB1111489 A GB 1111489A
Authority
GB
United Kingdom
Prior art keywords
phenyl
alkyl
formula
halogen
substituted
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
GB3629966A
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.)
Boehringer Ingelheim Pharma GmbH and Co KG
Original Assignee
Dr Karl Thomae GmbH
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 to NL133995D priority Critical patent/NL133995C/xx
Application filed by Dr Karl Thomae GmbH filed Critical Dr Karl Thomae GmbH
Priority to DE19661620565 priority patent/DE1620565A1/en
Priority to BE693450D priority patent/BE693450A/xx
Priority to FR292D priority patent/FR292F/fr
Priority to NL6710605A priority patent/NL6710605A/xx
Publication of GB1111489A publication Critical patent/GB1111489A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic 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
    • C07D401/02—Heterocyclic 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
    • C07D401/06—Heterocyclic 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 linked by a carbon chain containing only aliphatic carbon atoms
    • 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
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/14—Radicals substituted by nitrogen atoms, not forming part of a nitro radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon 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)
  • Indole Compounds (AREA)

Abstract

Novel compounds of formula <FORM:1111489/C2/1> and acid addition salts thereof where R1 is CH3 or phenyl, R2 is H, halogen, CH3 or methoxy R3 is C1- 4 alkyl or phenyl optionally substituted by halogen atoms or C1- 4 alkyl or alkoxy groups, R4 is C2- 4 alkenyl and R5 is an alkyl group substituted by a C3- 8 cycloalkyl group, aralkyl or alkenyl or R4 and R5 together with the nitrogen atom to which they are attached form a saturated or partly saturated heterocyclic ring which may contain an additional oxygen or nitrogen atom and is substituted by phenyl which may itself be substituted by halogen, hydroxy, C1- 4 alkoxy or C1- 4 alkyl and A is a straight or branched chain C2- 4 hydrocarbon group are prepared by cyclisation of a hydrazone of formula <FORM:1111489/C2/2> optionally followed by salt formation. Hydrazones of the last formula above are prepared by reacting the appropriate phenyl hydrazine with a ketone of formula <FORM:1111489/C2/3> which has been prepared for example by reaction of a phenyl acetone and a compound halogen -A-NR4.R5. Pharmaceutical compositions in conventional forms for oral, rectal and parenteral administration and having analgesic, antiphlogistic, antitussive and spasmolytic activity comprise an above novel compound and a carrier or excipient.
GB3629966A 1965-08-19 1966-08-12 Pseudo-indole derivatives Expired GB1111489A (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
NL133995D NL133995C (en) 1965-08-21
DE19661620565 DE1620565A1 (en) 1965-08-21 1966-09-20 Process for the production of new basic substituted pseudoindoles
BE693450D BE693450A (en) 1965-08-21 1967-01-31
FR292D FR292F (en) 1965-08-21 1967-01-31
NL6710605A NL6710605A (en) 1965-08-21 1967-08-01

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DET0029248 1965-08-19

Publications (1)

Publication Number Publication Date
GB1111489A true GB1111489A (en) 1968-04-24

Family

ID=7554736

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3629966A Expired GB1111489A (en) 1965-08-19 1966-08-12 Pseudo-indole derivatives

Country Status (3)

Country Link
DE (1) DE1620511A1 (en)
FR (1) FR212F (en)
GB (1) GB1111489A (en)

Also Published As

Publication number Publication date
FR212F (en)
DE1620511A1 (en) 1970-04-30

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