C. Shishoo, K. Jain, S. Jain
Sep 1, 1999
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ChemInform
Abstract
The synthesis of a series of C(8) unsubstituled (lla-h), C(8) substituted (12a-e ), 8-mercapto (13a-e) 1,3-diaryl-2lhioxanthines, as well as, 8-aza-I,3-diaryl-2-th ioxanthines 14a-g, through precursors, 5,6-diamino-l,3-diaryl-2-thiouracil s 10 has been reported. Recently, the synthesis of a novel series of 6-amino-I,3-diaryl-2-thiouracils 8 under the influence of dry HCI gas has been reported. 14. 15. These compounds are converted to the requisite 5,6-diamino-I,3-diaryl-2-th iouraci ls 10 via reduction of an intermediate 5-nitroso-6-amino-I ,3-diaryl-2-thiouracils 9. Cyclocondensation of 5,6-diamino-2thi ouracils 10 with appropriate one carbon donors afford the desired purines 11-13 . Purine derivatives are among the most ubiquitous of all naturally occurring heterocyclic compounds. They play a vital role in many biochemical reactions including formation of nucleic acids. The alkylated purines, with theophylline and caffeine as the prototypes, exhibit many important biological properties, in particular the inhibition of the physiological and pharmacological effects of adenosine, an endogenous purine nucleoside with pronounced effects on various body tissues and organs l - 5 . This has given an impetus to the concerted efforts of the medicinal chemists worldwide to synthesise functionalised xanthine analogs, as o