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classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C45-63
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D307-92
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http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D307-92
filingDate 1968-07-18-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1971-06-23-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-1236798-A
titleOfInvention New diarylacetamides process for their production and composition containing same
abstract 1,236,798. Substituted 2 - phenyl - 2 - (1 - naphthyl)-acetamides. J. R. GEIGY A.G. 18 July, 1968 [19 July, 1967], No. 34151/68. Heading C2C. Novel compounds of Formula (I) wherein W is H, F, Cl, Br or OH, X and Y independently represent H, F, C1, OH or OCH 3 ; Z is H, OH, COOH, COOCH 3 or COOCH 2 CH 3 , R 1 is H, GH 3 or CH 3 CH 2 , and R 2 is H, C 1-6 alkyl, phenylalkyl or hydroxyphenylalkyl are prepared by reacting a compound of Formula (II) with an excess of an amine of the formula H-N(R 1 )R 2 . 1 - (p - Hydroxyphenyl) - 2 - oxo - 1,2 - dihydronaphtho - [2,1-b] - furan is prepared by demethylating the corresponding 1-(p-methoxyphenyl) compound. 1 - (3 - Chloro - 4 - hydroxyphenyl) - 2 - oxo- 1,2 - dihydronaphtho - [2,1-b] - furan is obtained by demethylation of the corresponding methoxy compound, which is in turn made by reacting # - naphthol with 3-chloro-4-methoxymandelic acid, obtained by treating 4<SP>1</SP>-methoxy-2,2,3<SP>1</SP>- trichloroacetophenone, resulting from the chlorination of 4-methoxyacetophenone with sodium hydroxide. 1 - (3,4 - Dichlorophenyl) - 2 - oxo - 1,2 - dihydronaphtho-[2,1-b]-furan is obtained by fusing #-naphthol with 3,4-dichloromandelic acid. Similarly 1 - (4 - fluorophenyl) - 2 - oxo - 1,2- dihydronaphtho - [2,1 - b] - furan, 4 - carboxy- 1 - (4 - methoxyphenyl) - 2 - oxo - 1,2 - dihydronaphtho - [2,1 - b] - furan, 9-hydroxy-1 -phenyl- 2 - oxo - 1,2 - dihydronaphtho - [2,1 - b] - furan, and 1 - (4 - hydroxy - 3 - methoxyphenyl) - 2 - oxo - 1,2 - dihydronaphtho - [2,1 - b] - -furan are prepared from the appropriately substituted #-naphthols and mandelic acids. 4 - Hydroxy - 1 - (4 - hydroxyphenyl) - 2 - oxo- 1,2 - dihydronaphtho - [2,1 - b] - furan, 8- hydroxy - 1 - (4 - hydroxyphenyl) - 2 - oxo - 1,2- dihydronaphtho - [2,1 - b], and 7 - bromo - 1 - (4- hydroxyphenyl) - 2 - oxo - 1,2 - dihydronaphtho- [2,1-b]-furan are made by demethylating the corresponding 4-methoxyphenyl compounds resulting from the reaction of the appropriate #-naphthol with the corresponding mandelic acids. Pharmaceutical compositions, having hypotensive and antihypertensive activity and suitable for oral or parenteral administration, contain one of the above novel diarylacetamides as the active ingredient.
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priorityDate 1967-07-19-04:00^^<http://www.w3.org/2001/XMLSchema#date>
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