| 摘要 |
1341553 Heterocyclic carboxylic acid amides NELSON RESEARCH & DEVELOPMENT CO 17 June 1971 [20 March 1970] 13620/70 Heading C2C The invention comprises heterocyclic carboxylic acid amides of the formula wherein R is C 1-4 alkyl, R 1 is H or C 1-4 alkyl; and R 2 is C 1-4 hydroxyalkyl or C 1-4 alkyl; and one or more of the ring carbon atoms are optionally substituted by C 1-4 alkyl, C 1-4 hydroxyalkyl or hydroxy, their pharmaceutically acceptable acid addition salts and their preparation. The perhydro oxazines of the above formulae are prepared by :- (a) treating substituted amides of the formula HO.CH 2 .CH 2 .N(R).CH 2 .CH(OH).CON(R 1 )R 2 with dehydrating agents; (b) reacting amides of the formula with 1,2-dihaloethanes; or (c) reacting formaldehyde with acrylamides of the formula or propionamides of the formula Oxazolidines of the above formulµ are obtained by (a) reacting acrylamides of the formula where X is halogen, with N-alkylhydroxylamines of the formula RNHOH; or (b) by reacting formaldehyde with amides of the formula or of the formula 2 - Hydroxy - 3 - methylamino - N,N - diethylpropionamide is made by reacting methylamine with N,N-diethylglycidamide resulting from the epoxidation of N,N-diethylacrylamide. 2 - Hydroxy - 3 - [N<SP>1</SP> - (2 - hydrpxyethyl) - N<SP>1</SP>- methylamino] - N,N - diethylpropionamide is obtained by treating N,N-diethylglycidamide with 2-methylaminoethanol. N,N - Diethyl - 2 - bromomethylacrylamide is made by dehydrobrominating 3-bromo-2-bromomethyl - N,N - diethylpropionamide, obtained by reacting 3 - bromo - 2 - bromomethylpropionyl chloride with diethylamine. N,N - Diethyl - 2 - methylaminomethylacrylamide is prepared by reacting methylamine with N,N-diethyl-2-bromomethylacrylamide. 2 - Hydroxy - 3 - methylamino - N,N - diethylpropionamide is obtained by reacting N,N- diethylglycidamide with methylamine. 2 - Hydroxymethyl - 3 - methylamino - N,N- diethylpropionamide is prepared by hydrogenating 4 - (N,N - diethylcarbamoyl) - 2- methylisoxazolidine. Pharmaceutical compositions, useful as antagonists of lysergide and as potentiators of mescalin, contain the above novel compounds or pharmaceutically acceptable acid addition salts in admixture with suitable carriers. |
