Some Cyclization Reactions of 6-Mercaptopurine with Expected Biological Activity

Abstract

The reaction of 6-mercaptopurine 1 with aromatic ketones 2a-h using
 
the acidified acetic acid method afforded the S-acetyl derivatives 3a-h
 
in good yields. While, the cyclized product 4i was obtained directly
 
upon reaction of 1 with 9-acetyl anthracene. Compounds 3a-h were
 
cyclized directly to the corresponding 1,4-thiazino[2,3,4-bc]purine
 
derivatives (4a-h). In the same manner the reaction of 1 with aliphatic,
 
aromatic, alicyclic ketones, α-tetralone and 1-methyl-4-piperidone gave
 
compounds 6, 7, 8, 9a,b, 11 and 12. The cyclized compounds 10a,b
 
were obtained by cyclization of 9a,b. The synthesized compounds were
 
screened for their in vitro antitumor activity at National Cancer Institute.