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filingDate 1970-03-18-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1973-01-24-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-1303901-A
abstract 1303901 Substituted α-phenyl aliphatic carboxylic acids and derivatives CIBA-GEIGY AG 18 March 1970 [18 March 1969 18 July 1969 12 Sept 1969] 13014/70 Addition to 1268831 Heading C2C Novel compounds of Formula I wherein R is a free, esterified, amidated, thioamidated or salified carboxyl group or a cyano group, R 1 represents hydrogen, C 1-4 alkyl or cyclopropyl, R 2 denotes a hydrogen atom, halogen or trifluoromethyl, and A#N- represents a 3-pyrrolin-1-yl or 1,2,5,6-tetrahydro-lpyridyl radical, as well as acid addition salts and N-oxides thereof, except 4=(3-pyrrolin-1-yl)- )- phenyl acetic acid or its ethyl ester and salts of these two compounds, are prepared .By similar methods disclosed in the parent Specification 1,268,831. Intermediates of Formula II are prepared (a) by decarboxylation of the (α- substituted) (a-p-anilino)-malonic acid ester; (b) by hydrolysis of the corresponding N-acetyl compound optionally after ring halogenation of that derivative; or (c) by reduction of the corresponding nitro compound. The latter two starting materials wherein a sidechain R 1 is present are prepared by known methods from compounds wherein R 1 is H. Diethyl α - (4 - amino - 3 - chlorophenyl) - α- methylmalonate is prepared by reduction of the 4-nitro compound which is obtained by reaction of NaH, hexamethylphosphoramide and diethyl α-methylmalonate with 2,4-dichloronitrobenzene. The 4-tolylsulphonyl-hydrazone of ethyl 4-(4- oxopiperidino)-phenyl acetate is obtained by action of 4-tolylsulphonyl-hydrazide, butyl litrium and ethyl 4-(4-oxopiperidino)-phenylacetate prepared by decarboxylation of the ethyl 4 (3 - carbethoxy - 4 - oxopiperidino)- phenylacetate obtained by cyclization of ethyl 4. (N,N - biscarbethoxyethyl - amino)phenyl acetate prepared from ethyl p-aminophenylacetate and ethyl acrylate. Pharmaceutical compositions in conventional forms for oral, parenteral or topical administration and having anti-inflammatory activity comprise an above novel compound and a carrier or diluent.
priorityDate 1968-03-27-04:00^^<http://www.w3.org/2001/XMLSchema#date>
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