FR2364029A1 - 4-Alkyl, cycloalkyl or phenyl 2-hydroxy-phenylacetic acid compsn. - antiinflammatory, antiarthritic, antipyretic, analgesic and blood platelet aggregation inhibitor - Google Patents

4-Alkyl, cycloalkyl or phenyl 2-hydroxy-phenylacetic acid compsn. - antiinflammatory, antiarthritic, antipyretic, analgesic and blood platelet aggregation inhibitor

Info

Publication number
FR2364029A1
FR2364029A1 FR7726891A FR7726891A FR2364029A1 FR 2364029 A1 FR2364029 A1 FR 2364029A1 FR 7726891 A FR7726891 A FR 7726891A FR 7726891 A FR7726891 A FR 7726891A FR 2364029 A1 FR2364029 A1 FR 2364029A1
Authority
FR
France
Prior art keywords
hydroxy
alkyl
phenylacetic acid
cycloalkyl
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.)
Withdrawn
Application number
FR7726891A
Other languages
French (fr)
Inventor
Annemarie Closse
Walter Haefliger
Daniel Hauser
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.)
Sandoz AG
Original Assignee
Sandoz AG
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 Sandoz AG filed Critical Sandoz AG
Publication of FR2364029A1 publication Critical patent/FR2364029A1/en
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40—Unsaturated compounds
    • C07C59/42—Unsaturated compounds containing hydroxy or O-metal groups
    • C07C59/54—Unsaturated compounds containing hydroxy or O-metal groups containing six-membered aromatic rings and other rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/49—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups
    • C07C205/56—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups bound to carbon atoms of six-membered aromatic rings and carboxyl groups bound to acyclic carbon atoms of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40—Unsaturated compounds
    • C07C59/42—Unsaturated compounds containing hydroxy or O-metal groups
    • C07C59/52—Unsaturated compounds containing hydroxy or O-metal groups a hydroxy or O-metal group being bound to a carbon atom of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40—Unsaturated compounds
    • C07C59/42—Unsaturated compounds containing hydroxy or O-metal groups
    • C07C59/56—Unsaturated compounds containing hydroxy or O-metal groups containing halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40—Unsaturated compounds
    • C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
    • C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40—Unsaturated compounds
    • C07C59/74—Unsaturated compounds containing —CHO groups

Abstract

Medicaments and pharmaceutical compsns. contain 2-hydroxy-phenylacetic acid derivs. (I) or their salts as active constituent. (where R1 is 1-10C alkyl, 3-8C, cycloalkyl or phenyl; R2 is H or 1-4C alkyl and R3 is F, Cl, Br, nitro or 1-4C alkyl and is situated in the ortho or para posn. with respect to the hydroxy grp.) Antiinflammatories, antiarthritics antipyretics analgesics and blood platelet aggregation inhibitors. In rat paw volume tests, using carriagenin to induce oedema, 5-chloro-4-cyclohexyl-2-hydroxy-phenylacetic acid (Cpd.A) has an oral ED50 of 0.7 mg/kg and in killed mycobacteria induced arthritis tests it has an oral ED50 of 1mg/kg. (I) may be administered orally, rectally or parenterally in the therapeutic or prophylactic treatment of rheumatism, thromboses, arthritis, etc. It is administered in daily doses of 20-3000 mg (pref. 60-300mg) in >=1 unit doses of 5-1500mg (pref. 15-150mg) pref. administered 2-4 times daily.
FR7726891A 1976-09-08 1977-09-05 4-Alkyl, cycloalkyl or phenyl 2-hydroxy-phenylacetic acid compsn. - antiinflammatory, antiarthritic, antipyretic, analgesic and blood platelet aggregation inhibitor Withdrawn FR2364029A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH1138676 1976-09-08
CH1152976 1976-09-10

Publications (1)

Publication Number Publication Date
FR2364029A1 true FR2364029A1 (en) 1978-04-07

Family

ID=25708231

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7726891A Withdrawn FR2364029A1 (en) 1976-09-08 1977-09-05 4-Alkyl, cycloalkyl or phenyl 2-hydroxy-phenylacetic acid compsn. - antiinflammatory, antiarthritic, antipyretic, analgesic and blood platelet aggregation inhibitor

Country Status (2)

Country Link
FR (1) FR2364029A1 (en)
NL (1) NL7709681A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2427416A1 (en) * 2009-05-04 2012-03-14 ProMetic BioSciences Inc. Substituted aromatic compounds and pharmaceutical uses thereof

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB971700A (en) * 1961-02-02 1964-09-30 Boots Pure Drug Co Ltd Anti-Inflammatory Agents
BE665340A (en) * 1964-06-15 1965-12-13 Merck & Co Inc
FR2259599A1 (en) * 1974-02-05 1975-08-29 Sandoz Sa
US4013690A (en) * 1974-02-05 1977-03-22 Sandoz Ltd. Organic compounds
CH589595A5 (en) * 1974-04-11 1977-07-15 Sandoz Ag Antioedema and antiinflammatory phenyl-acetic acid derivs. - by reacting (2') methoxy-(4')-phenyl-phenylacetic acids with e.g. boron trihalide

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB971700A (en) * 1961-02-02 1964-09-30 Boots Pure Drug Co Ltd Anti-Inflammatory Agents
BE665340A (en) * 1964-06-15 1965-12-13 Merck & Co Inc
FR2259599A1 (en) * 1974-02-05 1975-08-29 Sandoz Sa
US4013690A (en) * 1974-02-05 1977-03-22 Sandoz Ltd. Organic compounds
CH589595A5 (en) * 1974-04-11 1977-07-15 Sandoz Ag Antioedema and antiinflammatory phenyl-acetic acid derivs. - by reacting (2') methoxy-(4')-phenyl-phenylacetic acids with e.g. boron trihalide

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2427416A1 (en) * 2009-05-04 2012-03-14 ProMetic BioSciences Inc. Substituted aromatic compounds and pharmaceutical uses thereof
EP2427416A4 (en) * 2009-05-04 2012-10-03 Prometic Biosciences Inc Substituted aromatic compounds and pharmaceutical uses thereof
AU2010244930B2 (en) * 2009-05-04 2016-07-28 Liminal Biosciences Limited Substituted aromatic compounds and pharmaceutical uses thereof

Also Published As

Publication number Publication date
NL7709681A (en) 1978-03-10

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Legal Events

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