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filingDate 1969-08-15-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1972-02-23-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-1264340-A
abstract 1,264,340. Phenylalkanoic acids and derivatives. ELI LILLY & CO. 15 Aug., 1969 [15 Aug., 1968 (2); 28 May, 1969], No. 40971/69. Heading C2C. Novel compounds I in which X is O or S; Y 1 is H, OH, NH 2 , NO 2 , halo, CH 3 , C 2 H 5 , 1-3C alkoxy, CH 3 SO 2 , CH 3 SO 2 NH, CF 3 , CH 9 CONH, CH 3 S or phenoxy; R 1 is H, 1-5C alkyl, 2-5C alkenyl, 2-5C alkynyl or 3-6C cycloalkyl and when the moiety C 6 H 5 X is in the para position, n is 0; Y 2 is H, OH, halo, 1-5C alkyl or 1-3C alkoxy; and both of Y 1 and Y 2 cannot be H when R 1 is H or CH 3 ; Z is (a) COOR 2 (R 2 is H, 1-5C alkyl, di-(1-3C alkyl) amino-(1-4C alkyl) or a metal or optionally substituted ammonium cation), (b) CON(R 3 ) 2 (R 3 is H, OH, 1-5C alkyl, cyclopropylmethyl or CH 2 COOR 2 ), (c) CH 2 OR 4 (R 4 is H, 1-5C alkyl, acetyl, propionyl, carbamyl, N-methyl or N,N-dimethyl-carbamyl or 3-6C alkoxyalkyl, or (d) tetrazolyl; and when the moiety C 6 H 5 X is in the meta position, n is 0-3; Y 1 is as defined above, but is H when Y 2 is OH; Y 2 is H, OH halo, methyl or ethyl, but is H when Y 1 is OH or 1-3C alkoxy; Z is as defined above; R 2 is 2-(3-phenyl-X-phenyl) propyl in addition to the values given above and Z may also be (e) when n is 1-3 N(R 5 ) 2 (R 5 =(1) H, 1-5C alkyl, cyclopropyl or cyclopropylmethyl or (2) acetyl, propionyl, or N- methyl or N,N-dimethylcarbamyl) and their salts are prepared by methods well known in the art for preparation of phenylalkanoic acids and their derivatives. Intermediates isolated are 3-phenoxy-acetophenone; 4 - chloro - 5 - methyl - diphenyl ether; 2 - chloro - 5 - methyl - diphenyl ether; 4 - fluoro- 5 - methyl - diphenyl ether, 4 - methyl - 5 - phenoxyacetophenone, and 2 - methoxy - 5 - phenoxyacetophenone all prepared by an Ullman diaryl ether synthesis. Pharmaceutical compositions comprise a compound I together with a suitable excipient and are administered as analgesics and antiinflammatory agents.
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priorityDate 1968-08-15-04:00^^<http://www.w3.org/2001/XMLSchema#date>
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Total number of triples: 53.