Heterocyclische Verbindungen,ihre Salze,Verfahren zu ihrer Herstellung und ihre Verwendung zur Herstellung von Arzneipraeparaten

摘要

1,265,165. Benzothiazines, benzoxazines and indolines. E. R. SQUIBB & SONS Inc. 24 Feb., 1969 [1 March, 1968], No. 9745/69. Heading C2C. Novel compounds of Formula I wherein X is hydrogen, halogen, trifluoromethyl, alkyl, alkoxy, alkylthio, amino, dialkylamino, hydroxy, cyano or nitro, Y is O, S, sulphone (SO 2 ) or sulphoxide (SO); R is hydrogen or C 1-8 alkyl; R1 is C 1-8 alkyl, X-substituted phenyl, 4 - phenylphenyl, piperonyl (3,4 - methylenedioxyphenyl), X-substituted thienyl, X-substituted furyl; pyridyl, X-substituted phenylalkyl, naphthyl, cycloalkyl, cycloalkenyl, polycyclic-alkyl or polycyclic-alkenyl; R2 and R3 taken separately are each hydrogen, or taken together are oxo (0 = ) ; m is 0 or 1; p is 0 or 1; n is 1 to 4; A is C 1-8 alkylene and NB is a basic nitrogen containing radical; and pharmaceutically acceptable acid addition and quaternary ammonium salts thereof, are prepared, in the case of compounds in which R2 and R3 together form an oxo group, by (a) reacting a compound of Formula II with a compound of formula: halogen-A-NB, or (b) reacting a compound of Formula II with a compound of formula: halogen-A-halogen and reacting the product with an amine H-NB, or (c) reacting a compound of Formula III with an aldehyde of formula The compounds I in which R2 and R3 are each H are prepared by reduction of the corresponding oxo compounds. The compounds I in which Y is SO or SO 2 may also be prepared by oxidation of corresponding compounds in which Y is S. Certain compounds I may be prepared by other methods. Starting materials of Formula II in which Y is S and m is 1, are prepared by reacting a compound of Formula IV with chloroacetic acid, and reacting the resulting benzothiazinone of Formula V with an aldehyde of formula Pharmaceutical compositions having central nervous system activity comprise a compound I or a pharmaceutically acceptable acid addition or quaternary ammonium salt thereof, together with a carrier. The compositions may be administered orally or parenterally. Disinfectant compositions comprise an aqueous solution or suspension of a compound I.