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stavudine

A synthetic nucleoside, analog of didehydro-3-deoxythymidine with potent antiretroviral activity. In vivo, stavudine is phosphorylated by cellular kinases to the active metabolite stavudine triphosphate; this metabolite inhibits the activity of HIV reverse transcriptase both by competing with the natural substrate deoxythymidine triphosphate and by incorporation into viral DNA causing a termination of DNA chain elongation (due to the lack the essential 3'-OH group).
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Synonym:didehydrodeoxythymidine
dideoxydidehydrothymidine
US brand name:Zerit
Abbreviation:d4T
Code name:BMY-27857
Chemical structure:1-(2,3-dideoxy-beta-glycero-pent-2-enofuranosyl)thymine
2',3'-didehydro-3'-deoxythymidine
3'-deoxy-2'-thymidinene
NSC code:163661
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