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filingDate 1970-06-18-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_e6dc42a10efd81a6175576c4d1b450fa
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publicationDate 1972-10-18-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-1293626-A
titleOfInvention Substituted salicylic acid compounds
abstract 1293626 Substituted salicylic acids MERCK & CO Inc 18 June 1970 [25 June 1969 20 April 1970] 29543/70 Heading C2C Novel compounds of formula wherein R is hydroxy, amino, alkoxy, alkylamino, dialkylamino, dialkylaminoalkylamino, dialkylaminoalkoxy, hydroxyalkoxy, polyhydroxyalkoxy, alkoxyalkoxy, phenylalkoxy, phenoxy, alkoxyphenoxy, halophenoxy, dialkylaminophenoxy, alkanoylaminophenoxy, carboxyphenoxy, alkoxycarbonylphenoxy, alkanoylaminoalkoxy, anilino, hydrazino, morpholino,N-piperidino, pyrrolidino or hydroxyalkylamino ; R 2 is hydrogen, acyl, alkyl or alkoxycarbonyl ; R 3 is hydrogen, halogen, haloalkyl, alkyl, cycloalkyl or alkoxy; and each X is hydrogen, alkyl, hydroxy, alkoxy, acyloxy, halogen, haloalkyl, nitro, amino, alkylamino, dialkylamino, acylamino, mercapto, alkylthio, alkylsulphinyl, alkylsulphonyl, sulphamoyl, sulphinylamido, aminoalkyl, alkylaminoalkyl, hydroxyalkyl, alkoxyalkyl, mercaptoalkyl, alkylthioalkyl, cyano, carboxy, alkoxycarbonyl, carbamoyl, aryl, aralkyl, salicyl, aryloxy or aralkoxy; and Y is methylene, carbonyl, methylenecarbonyl, cyclopropylene, cyclopropylidene or iminocarbonyl; provided that the OR 2 group is always ortho to the group, that when Y is carbonyl, X may not be a halogen other than fluorine, that when Y is methylene, at least one X is other than hydrogen, halogen or amino, and the Xs are such that the compound is not a symmetrical or symmetrically substituted bis-(hydroxycarboxyphenyl)-methane, and that none of the alkyl and alkoxy radicals contain more than 5 carbon atoms and alkanoyl residues contain less than 6 carbon atoms and salts and anhydrides thereof are prepared (a) by carbonation of a compound of Formula II: optionally followed by conversion of the X, hydroxy and/or carboxylic groups into other values given above by standard methods, or (b) by reaction of the appropriate acid chloride with salicylic acid or a derivative thereof in the presence of a Friedel-Crafts catalyst. p-(4-Fluorobenzoyl)-phenol is prepared by demethylation of p-(4-fluorobenzoyl)-anisole obtained by reaction of anisole with p-fluorobenzoic acid and polyphosphoric acid or directly by using phenol for anisole in the last reaction. 4-(p-Fluorobenzoyl)-m-cresol is prepared by reaction of m-cresol and p-fluorobenzoyl chloride in presence of AlCl 3 . ( p-Methoxyphenyl ) - (p-methylphenyl) -methane is prepared by reduction of 4-methoxy-4<SP>1</SP>-methylbenzophenone. Pharmaceutical compositions in conventional forms for oral, rectal, topical or parenteral administration and having anti-inflammatory activity comprise an above novel compound and a carrier or diluent.
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priorityDate 1969-06-25-04:00^^<http://www.w3.org/2001/XMLSchema#date>
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