Benzoylphenylacetic acids and related compounds

Abstract

Abstract NOVEL PHENYLACETIC DERIVATIVES ARE PROVIDED OF THE GENERAL FORMULA (R4-CO-C(-R1)(-R2)-),(R3-CO-),X,Y,Z-BENZENE IN WHICH R1, R2, R3 AND R4 ARE AS DEFINED HEREIN, SPECIFICALLY WHEREIN R1 AND R2 WHICH MAY BE THE SAME OR DIFFERENT, REPRESENT A HYDROGEN ATOM OR AN ALKYL RADICAL CONTAINING 1-6 CARBON ATOMS, WHICH MAY BE SUBSTITUTED BY AN ARYL GROUP, R3 REPRESENTS A CYCLOALKYL RADICAL ONTAINING FROM 3-9 CARBON ATOMS OR AN ARYL RADICAL WHICH MAY BE SUBSTITUTED BY 1 OR MORE HALOGEN ATOMS OR AN ALKYL, NITRO, HYDROXY, ALKOXY, PHENYL OR TRIFLUOROMETHYL GROUP, OR BY A GROUP -NR3R6 IN WHICH R5 AND R6 WHICH MAY BE THE SAME OR DIFFERENT, REPRESENT A HYDROGEN ATOM OR AN ALKYL RADICAL CONTAINING FROM 1-6 CARBON ATOMS, R4 IS A HYDROXY, ARYALOXY OR LOWER ALKOXY GROUP CONTAINING 1-6 CARBON ATOMS, WHICH MAY BE SUBSTITUTED BY AN ARYL RADICAL OR AN AMINE GROUP -NR4R6 OR R4 MAY BE -NR3R6 IN WHICH R7 AND R8, WHICH MAY BE THE SAME OR DIFFERENT, REPRESENT A HYDROGEN ATOM OR AN HYDROXY GROUP AND AN ALKYL GROUP CONTAINING 1-6 CARBON ATOMS OR AN ARYLALKYL OR ARYL GROUP, OR R7 AND R8 TOGETHER MAY PROVISOS, THAT (A) WHEN R1, R2 X,Y AND Z ARE HYDROGEN, FORM A HETEROCYCLIC RING WHICH MAY CONTAIN ADDITIONAL REPRESENT A HYDROGEN OR HALOGEN ATOM, A LAYER ALKYL, HYDROXY, LOWER ALKOXY OR AMINO GROUP WITH THE FOLLOWING PROVISOS, THAT (A) WHEN R1 R2, X, Y AND Z ARE HYDROGEN, R3 IS PHENYL AND R4 IS HYDROXYL THEN THE GROUP R3CO MUST BE META ORENTED TO THE GROUP-CR1R2CIR4; (B) WHEN R3CO IS PARA ORENTED TO THE GROUP CR1R2COR4, R4, R2, X, Y AND Z ARE HYDROGEN AND R3 IS PHENYL, THEN R4 MAY NOT BE A HYDROXY, METHOXY OR PRIMARY AMINO GROUP AND (C) WHEN Z IS A METHOXY GROUP IN THE 2-POSITION TO THE GROUP -CR1R2COR4 AND X, Y, R1 AND R2 ARE HYDROGEN AND R2 IS PHENYL THEN THE GROUP R3COMAY NOT BE IN THE 5-POSITION, AND PHARMACEUTICALLY ACCEPTABLE SALTS THEREFO. THESE HAVE ANTI-INFLAMMATORY OR ANALGETIC ACTIVITY. THE INVENTION ALSO PROVIDES A PROCESS FOR THE PRODUCTION OF THESE COMPOUNDS FROM A KETONE OF THE STRUCTURE: (R3-CO-),R9,X,Y,Z-BENZENE IT ALSO PROVIDES PHARMACEUTICAL COMPOSITIONS INCLUDING PHENYLACETIC DERIVATIVES,

Inventors

• 👤 D Bays
• 👤 R Foster

Bibliographic Details