SYNTHESIS AND CALMING ACTIVITY OF 6H-2-AMINO-4-ARYL-6-(4-β-D-ALLOPYRANOSYLOXYPHENYL)-1,3-THIAZINE

E-(4-beta-D-Allopyranosyloxyphenyl)-1-(4-substituted phenyl) propenone derivatives (1a-g) have been synthesized by the Claisen-Schmidt condensation of helicid with 4-substituted acetophenone using 10% NaOH aqueous solution as a catalyst. 6H-2-Amino-4-aryl-6-(4-beta-D-allopyranosyloxyphenyl)-1,3-thiazine (2a-g) were synthesized by the 1,4-Michael reaction of 1a-g with thiourea. The structures of all the new products were established by (1)H NMR, IR, and MS spectroscopy. Compound 2b (200 mg.kg(-1)) showed better sedative-hypnotic activity, so further modification of helicid should be worthwhile.