| 摘要 |
974,134. Oxazolidinone derivatives. SCIENCE UNION ET COMPAGNIE-SOC FRANCAISE DE RECHERCHE MEDICALE. April 3, 1962 [April 4, 1961; July 4, 1961], No. 12746/62. Heading C2C. The invention comprises compounds of the formula (wherein R 1 , R 2 , R 3 and R 4 are hydrogen, C 1-4 alkyl, aralkyl, cycloalkyl which may be C 1-4 alkyl substituted phenyl, alkylenedioxyphenyl or thienyl, or two of them may be a C 2-6 alkylene chain; X is -O- or -NH-; A is C 2-5 alkylene; and Z is a secondary or tertiary amino group in which two alkyl substituents may be joined either directly or through a further hetero atom or group) and acid-addition salts thereof; and their preparation by reacting the compound HO-AZ or H 2 N-AZ with an acid chloride of the formula Examples are given. Acid chlorides of the above general formula are prepared from phosgene and the sodium salts of the corresponding N-unsubstituted-oxazolidinones, themselves prepared by cyclizing reaction of substituted hydroxyamines with ethyl carbonate or phosgene or by Curtius degradation of substituted #-hydroxy-propionic acid hydrazides (prepared from esters of the acids and hydrazine). Alpha- (3<SP>1</SP>, 4<SP>1</SP>-methylenedioxyphenyl)- #-aminoethanol is prepared by reduction of the appropriate nitrile. The hydrochloride is described. The oxazolidinone derivatives of the invention, which are stated to possess analgesic, antipyretic and anti-inflammatory activity, and some of which also have anti-tussive and anti-convulsive activity, may be made up into pharmaceutical compositions with suitable carriers. Tablets, suppositories and injection solutions are referred to. |
