Stavudine

From Citizendium, the Citizens' Compendium

stavudine
IUPAC name: see Chemistry Synonyms: Zerit® Formula: C10H12N2O4
Uses:	HIV/AIDS
Properties:	thymidine-like RT inhibitor
Hazards:	see Drug interactions
Mass (g/mol): CAS #: 224.2133 3056-17-5

Stavudine is a dideoxynucleoside analog (2',3'-Didehydro-3'-deoxythymidine) , antiviral drug that inhibits reverse transcriptase and is used to treat against HIV/AIDS sold under the brand name Zerit®. It is in the drug class nucleoside reverse transcriptase inhibitor (NRTI). The phosphorylated form is the active compound that competes with deoxythymidine triphosphate (dTTP) for incorporation into the viral DNA and which acts as a DNA chain terminator once so incorporated due to the lack of a 3'-hydroxy group.

Chemistry

The IUPAC chemical name for stavudine is 1-[(2R,5S)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methylpyrimidine-2,4-dione, and it has a molecular formula C₁₀H₁₂N₂O₄, giving it a molecular mass of 224.2133 g/mol.

External links

The most up-to-date information about Stavudine and other drugs can be found at the following sites.

• Stavudine - FDA approved drug information (drug label) from DailyMed (U.S. National Library of Medicine).
• Stavudine - Drug information for consumers from MedMaster (U.S. National Library of Medicine).
• Stavudine - Detailed information from DrugBank.