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filingDate 1973-10-11-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1976-09-15-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-1449485-A
titleOfInvention 4-ethers of 3-amino-5-sulphamoyl-benzoic acids process for their manufacture and pharmaceutical preparations containing them
abstract 1449485 4 - Ethers of 3 - amino - 5 - sulphamoyl-benzoic acids CIBA-GEIGY AG 11 Oct 1973 [13 Oct 1972 8 Aug 1973] 47492/73 Heading C2C Novel compounds of the Formula I in which R 1 is an aliphatic or araliphatic radical or an aliphatic radical substituted by an aromatic heterocyclic group, R 2 is hydrogen or an aliphatic radical, R 3 is hydrogen or C 1-7 alkyl, X is oxygen or sulphur, Ph is an optional substituted phenylene radical and R 4 is hydrogen, C 1-7 alkyl or PhNH 2 , C 1-7 alkyl esters and salts thereof may be prepared by hydrolysing a compound of the Formula III wherein Y 1 is C 1-7 alkanoylamino-Ph and Y 2 is R 4 or Y 1 or an ester of salt thereof and optionally interconverting the compounds of the invention. Intermediates of the Formula III are prepared by alkylation of a primary amino group at NR 1 R 2 and optionally reducing any olefinic groups in R 1 or R 2 or any intermediate Schiffs base. The precursors to the compounds III, namely the corresponding 3-aminobenzoic acid are prepared by reduction of the 3-nitrobenzoic acid. 3 - Nitro - 4 - acetamidophenoxy - (or 4- acetamido - phenylmercapto) - 5 - sulphonamido (optionally acetytated)-benzoic acid is prepared by reacting the corresponding 4-chloro compound with 4-acetamidophenol or 4-acetamido thiophenol. 4 - (4 - Acetamidophenoxy) - 3 - nitro - 5- acetyl - sulphamoyl benzoic acid is prepared by acetylating 4 - (4 - acetamido - phenoxy) - 3- nitro-5-sulphamoyl-benzoic acid. 4 - Chloro - 3 - nitro - 5 - n - butylsulphamoylbenzoic acid is prepared by reaction of 4-chloro- 5 - chlorosulphonyl - 3 - nitro - benzoic acid with n-butyl amine. Pharmaceutical compositions of the compounds I with the usual excipients, when administered enterally or parenterally show diuretic natri- and chloriuretic activity.
isCitedBy http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-8227499-B2
priorityDate 1972-10-13-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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