Substituted Anilides and preparation thereof

摘要

1,187,198. Substituted dialkylaminoacylanilides. ASTRA A.B. 20 Nov., 1968 [23 Nov., 1967], No. 55156/68. Heading C2C. Novel substituted dialkylaminoacylanildes of the formula wherein each of the R groups, which may be the same or different, are H, halogen, C 1-3 alkyl or C 1-3 alkoxy, not more than two of the R groups being hydrogen, A is a straight or branched C 1-3 alkylene chain, R1 is CH 3 or CH 3 CH 2 , R2 is a straight or branched C 2-6 alkylene and X is Cl, Br or I and therapeutically acceptable acid addition salts thereof are prepared by halogenating the corresponding compound of the above general formula in which X is a OH or an acyloxy group having not more than 6 carbon atoms. N - Methyl - N - (41- hydroxy - n - butyl)- and N - methyl - N - (61 - hydroxy - n - hexyl) - aminoaceto-2,6-xylidide, are prepared by reacting chloroaceto-2,6-xylidide with 4-(methylamino)- n-butanol and 6-(methylamino)-n-hexanol respectively. # - [N - Methyl - N - (41- hydroxy - n - butyl)- amino]- and # - [N - methyl - N - (21- hydroxyethyl) - amino] - n - propio - 2,6 - xylidide are made by reacting #-chloropropio-2,6-xylidide with 4-(methylamino)-n-butanol and 2-ethylamino-ethanol respectively N - Methyl - N - (31 - hydroxy - n - propyl)- aminoaceto-2,6-xylidide is obtained by reacting N-methylaminoaceto-2,6-xylidide with 3-chloropropanol. N - Methyl - N - (51 - hydroxy - n - pentyl)- aminoaceto-2,6-xylidide is prepared by hydrolysing N - methyl - N - (51 - acetoxy - n - pentyl)- aminoaceto-2,6-xylidide resulting from the reaction of 5-acetoxy-n-pentyl chloride with N- methylaminoaceto-2,6-xylidide. Pharmaceutical compositions, useful as local anaesthetics, contain at least one of the above novel compounds or a therapeutically acceptable acid addition salt thereof as the active ingredient and a pharmaceutically acceptable carrier or diluent.