SYNTHESIS AND ANTI-INFLAMMATORY ACTIVITY OF SOME NEW PYRAZOLO[3,4-d] PYRIMIDINES

Abstract

5-Amino-3-methyl-1-phenyl-1 H -pyrazole-4-carbonitrile ( 5 ) was reacted with chloroacetyl chloride under fusion condition to afford two compounds, which identified as 6-chloromethylpyrazolo[3,4- d ]pyrimdine ( 3 ) and 4-amino-5-chloropyrazolo[3,4- b ]pyridine ( 7 ) ln different ratios. Treatment of compound ( 3 ) with aromatic amines, gave the arylaminomethyl derivatives ( 8a-c ). Compound ( 3 ) was reacted with sodium azide, phosphorous oxychloride, sulphanilamide to give new derivatives ( 9, 10, and 14 ). The 4-chloro derivative ( 11 ) underwent nucleophilic substitution using some reagent such as P 2 S 5 , sodium azide and hydrazine hydrate to furnish novel pyrazolo[3,4- d ]pyrimidines ( 12, 13, 15, 16, 17 ). All synthesized compounds were characterized using elemental analysis and spectral techniques. The anti-inflammatory activity of all the newly synthesized compounds was evaluated using the carrageenan induced paw oedema test in rats using indomethacin as the reference drug.