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filingDate 1967-05-16-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1971-05-12-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-1231783-A
titleOfInvention Benzene derivatives
abstract 1,231,783. Propanolamine derivatives. MAY & BAKER Ltd. 14 May, 1968 [16 May, 1967; 22 Dec., 1967], Nos. 22735/67 and 58516/67. Heading C2C. Compounds of the general Formula (I) (R = halogen, NO 2 , NH 2 , alkylamino, dialkylamino, aryl, alkanoylamino, alkanesulphonamido, alkyl, alkoxy; R 1 = H, CH 3 ; R 2 = alkenyl, cycloalkyl, aralkyl, alkoxyalkyl, or alkyl optionally substituted by one or more halogen atoms or hydroxy groups; R 3 = H, alkyl, alkenyl, alkoxyalkyl, aryl optionally substituted by one or more halogen atoms or alkyl, alkoxy or CN groups, aralkyl optionally ar-substituted by one or more halogen atoms or alkyl, alkoxy or CN groups, 5- or 6-membered heterocyclyl linked via a ring carbon atom; R 4 = alkyl, aryl, aralkyl, OH, alkoxy, aroxy, aralkoxy, NH 2 , alkylamino, arylamino, aralkylamino, acylamino (wherein the acyl group is derived from an aliphatic or araliphatic carboxylic or sulphonic acid, an arenecarboxylic or arenesulphonic acid, or a heterocyclic carboxylic or sulphonic acid, wherein the heterocyclyl group is 5- or 6-membered and linked via a ring carbon atom, the aryl groups within the definition of the acyl group being optionally substituted by one or more halogen atoms or alkyl, aryl, alkoxy, aroxy, OH, NO 2 , NH 2 , alkylamino, dialkylamino, alkanoylamino, alkanesulphonamido, sulphamoyl, alkylsulphamoyl, dialkylsulphamoyl, CN, COOH or alkoxycarbonyl groups), NHCZNHR 7 (Z = O, S, NH; R 7 = H, alkyl, hydroxyalkyl, alkoxyalkyl, aryl, aralkyl optionally ar-alkoxy substituted, 5- or 6-membered heterocyclyl linked via a ring carbon atom) ; n = 0-4) and their acid addition salts are prepared by (a) reacting a compound of the Formula (II) or (VIII) with R 1 R 2 NH, or (b) reacting a compound of the Formula (VII) with R 4 NH 2 , optionally followed in either case by conversion of one or more R substituents to different substituents and/or salt formation. The preparation of starting materials of FormulĀµ (II) and (VII), intermediates of FormulĀµ (IV) and (VI) and o - methoxypivalophenone, 1 - (o - methoxybenzoyl) - 3 - methylbutane, 1 - hydroxy - 1 - (omethoxyphenyl) - 4 - methylpentane, 4 - (o - methoxybenzyoyl) pyridine, 4 - (o - methoxybenzyl) thiosemicarbazide, 4 - ethoxyethyl (thiosemicarbazide), m - chlorobenzenesulphonylhydrazide, p - phenoxybenzenesulphonylhydrazide, p - dimethylaminobenzenesulphonylhydrazide, o - chlorobenzenesulphonylhydrazide, 3,5- dihydroxybenzhydrazide, 3,5 - dichloro - 4 - methoxy-benzhydrazide and o-chlorophenyl-acethydrazide is described. The compounds (I) and their salts are of value in the treatment of cardiac disorders and some of them possess hypotensive properties. They may be administered in the form of pharmaceutical preparations containing them in association with a carrier.
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