N-carbonylamino-tetrahydropyridyl derivatives

Details N-carbonylamino-tetrahydropyridyl derivatives N-carbonylamino-tetrahydropyridyl derivatives

C - Chemistry, Metallurgy

07

D

260/294, 260/279

C07D 401/12 (2006.01) C07D 211/98 (2006.01) C07D 213/89 (2006.01) C07D 311/72 (2006.01)

Patent

CA 1094073

ABSTRACT OF THE DISCLOSURE Pharmaceutical compounds of the general formula: Image and non-toxic pharmaceutically acceptable salts thereof, wherein R1 and R2 are selected from the group consisting of hydrogen, lower alkyl having from 1 to 4 carbon atoms, lower alkoxy having from 1 to 4 carbon atoms and hydroxy lower alkyl having from 1 to 4 carbon atoms, and if R1 and R2 is other than hydrogen, the other substituent is hydrogen; and R3 is a member selected from the group consisting of pyridyl, phenyl, lower alkyl substituted pyridyl, lower alkoxy substituted pyridyl, lower alkyl substituted phenyl and lower alkoxy substituted phenyl, the lower alkyl and alkoxy substituents having from 1 to 4 carbon atoms. These compounds may be prepared by reacting either a carbonylhydrazide with an arylpyridinium halide, or an N-amino pyridinium iodide with an acid chloride or acid anhy- dride, to produce the corresponding N-carbonyliminopyridinium ylide, and subsequently reducing this compound with a suitable reducing agent, such as sodium borohydride, to the corresponding tetrahydropyridyl derivative. These compounds exhibit and analgesic, hyperglycemic or anti-inflammatory activity.

283573

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