Acta Pharm. 49 (1999) 159-170
3-Substituted 1,2,4-triazoles 4, 5, 11a-c, 12a-e, 13, 14, and arylmethylenehydrazonepyrazolopyranopyrimidine (8) which is rearranged in basic medium to 9, were afforded via the reaction of 6-amino-1,4,5,6-tetrahydro-5-imino-3-methyl-1-phenyl- 4-(p-bromophenyl)pyrazolo[4',3':5,6]pyrano[2,3-d]pyrimidine and o-bromophenyl analogues 3a,b with different reagents. 3-Methyl-1-phenyl-4-(p-bromophenyl)-5-cyano-pyrazolo[2,3-d]pyridin-6-one (17) was formed as a result of interaction of 1a with formic acid. The pharmacological evaluation of these compounds as antiinflammatory and analgesic agents was performed. Compounds 5, 9, 11b and 17 possessed antinflammatory activity whereas the synthesized compounds 12b, 8, 11a-c, 2a, 5, 17 and 2c showed analgesic activity compared with diclofenac as reference drug. In addition, all the synthesized compounds were devoid of ulcerogenicity.
Keywords: pyrano[2,3-c]pyrazoles, synthesis, antiinflamatories, analgesics