GB1511169A - Trycyclic acetic acid derivatives - Google Patents

Trycyclic acetic acid derivatives

Info

Publication number
GB1511169A
GB1511169A GB3569675A GB3569675A GB1511169A GB 1511169 A GB1511169 A GB 1511169A GB 3569675 A GB3569675 A GB 3569675A GB 3569675 A GB3569675 A GB 3569675A GB 1511169 A GB1511169 A GB 1511169A
Authority
GB
United Kingdom
Prior art keywords
alkyl
trycyclic
indole
acetic acid
acid derivatives
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
GB3569675A
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.)
Wyeth LLC
Original Assignee
American Home Products Corp
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 American Home Products Corp filed Critical American Home Products Corp
Priority to GB3569675A priority Critical patent/GB1511169A/en
Publication of GB1511169A publication Critical patent/GB1511169A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/56Ring systems containing three or more rings
    • C07D209/80[b, c]- or [b, d]-condensed
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/56Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
    • C07C45/57Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom
    • C07C45/59Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom in five-membered rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/673Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by change of size of the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/56Ring systems containing three or more rings
    • C07D209/80[b, c]- or [b, d]-condensed
    • C07D209/82Carbazoles; Hydrogenated carbazoles
    • C07D209/86Carbazoles; Hydrogenated carbazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the ring system
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/56Ring systems containing three or more rings
    • C07D209/80[b, c]- or [b, d]-condensed
    • C07D209/94[b, c]- or [b, d]-condensed containing carbocyclic rings other than six-membered
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D317/00Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/72Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 spiro-condensed with carbocyclic rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Indole Compounds (AREA)

Abstract

1511169 Carboxylic acids derived from carbazole; cyclopent[b]indole and cyclohept[b]indole AMERICAN HOME PRODUCTS CORP 29 Aug 1975 35696/75 Heading C2C The invention comprises compounds of Formula 1 and their pharmaceutically acceptable salts, wherein R<SP>1</SP> is C 1-6 alkyl, C 2-6 alkenyl or C 3-6 cycloalkyl; R<SP>2</SP> is H or C 1-6 alkyl; R<SP>3</SP> is H, halogen, CF 3 , CCl 3 , CBr 3 , OH, C 1-6 alkyl, C 1-4 alkoxy or C 2-6 alkanoyloxy; R 4 is H or C 1-6 alkyl; and n is 2-4. These compounds are prepared by cyclizing the hydrazone (4) wherein R<SP>5</SP> is H or C 1-6 alkyl, giving (1) or its alkyl ester, and if desired introducing the alkyl group R<SP>4</SP>, and hydrolysing the alkyl group R<SP>6</SP> (if present). Therapeutic compositions which may be administered orally comprise the above acids (1), which have anti-inflammatory, analgesic and antipyretic activity.
GB3569675A 1975-08-29 1975-08-29 Trycyclic acetic acid derivatives Expired GB1511169A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3569675A GB1511169A (en) 1975-08-29 1975-08-29 Trycyclic acetic acid derivatives

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3569675A GB1511169A (en) 1975-08-29 1975-08-29 Trycyclic acetic acid derivatives

Publications (1)

Publication Number Publication Date
GB1511169A true GB1511169A (en) 1978-05-17

Family

ID=10380558

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3569675A Expired GB1511169A (en) 1975-08-29 1975-08-29 Trycyclic acetic acid derivatives

Country Status (1)

Country Link
GB (1) GB1511169A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0200391A3 (en) * 1985-04-22 1987-06-03 American Home Products Corporation Substituted 2,3,4,9-tetrahydro-1h-carbazole-1-acetic acid derivatives
EP0234708A1 (en) * 1986-01-23 1987-09-02 Merck Frosst Canada Inc. Tetrahydrocarbazole 1-alkanoic acids
EP0239306A2 (en) 1986-03-27 1987-09-30 Merck Frosst Canada Inc. Tetrahydrocarbazole esters
EP0635491A1 (en) * 1993-07-20 1995-01-25 Adir Et Compagnie (Thia) cycloalkyl(b)indoles, process of their preparation and compositions containing it

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0200391A3 (en) * 1985-04-22 1987-06-03 American Home Products Corporation Substituted 2,3,4,9-tetrahydro-1h-carbazole-1-acetic acid derivatives
EP0234708A1 (en) * 1986-01-23 1987-09-02 Merck Frosst Canada Inc. Tetrahydrocarbazole 1-alkanoic acids
EP0239306A2 (en) 1986-03-27 1987-09-30 Merck Frosst Canada Inc. Tetrahydrocarbazole esters
EP0239306A3 (en) * 1986-03-27 1989-02-08 Merck Frosst Canada Inc. Tetrahydrocarbazole esters
EP0635491A1 (en) * 1993-07-20 1995-01-25 Adir Et Compagnie (Thia) cycloalkyl(b)indoles, process of their preparation and compositions containing it
US5491163A (en) * 1993-07-20 1996-02-13 Adir Et Compagnie (Thia)cycloalkyl[B]indoles

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee