Sm. Sondhi et al., Synthesis and antiinflammatory and anticancer activity evaluation of some condensed pyrimidines, MONATS CHEM, 131(5), 2000, pp. 501-509
Upon condensation with 4-isothiocyanato-4-methyl-2-pentanone, 2,3-diaminona
phthalene and N-aminoethyladenosine gave in good yields substituted pyrimid
onaphthoimidazole and imidazopyrimidine thione. Refluxing pyrimidobenzthiaz
ole with methanol H2SO4 at pH similar to 1 resulted in S-methyl pyrimidoben
zthiazole in moderate yield. Pyrimidobenzimidazole derivatives could be rea
cted to S-alkylated and N-acylated derivatives by refluxing with ethyl brom
oacetate in the presence of anhydrous potassium carbonate in THF and by hea
ting in an acetic acid/acetic anhydride mixture. Heating of pyrimidobenzimi
dazole with 75% aqueous H2SO4 on a water bath ended up in a rearranged prod
uct. All compounds gave correct H-1 MMR, IR, and HR mass spectra. Results o
f antiinflammatory, analgesic, and anticancer activity screening of the new
compounds are described.