Chemicals and Drugs

Stavudine

A dideoxynucleoside analog that inhibits reverse transcriptase and has in vitro activity against HIV.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A dideoxynucleoside analog that inhibits reverse transcriptase and has in vitro activity against HIV.

Chemical Identity

Chemical Information

Molecular Formula
C10H12N2O4
Molecular Weight
224.21 g/mol
CAS Registry No.
3056-17-5
IUPAC Name
1-[(2R,5S)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methylpyrimidine-2,4-dione
InChIKey
XNKLLVCARDGLGL-JGVFFNPUSA-N
SMILES
CC1=CN(C(=O)NC1=O)[C@H]2C=C[C@H](O2)CO
MeSH Unique ID
D018119
Source
PubChem CID 18283

MeSH Record

Classification

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

9 entry terms
  • 2',3'-Didehydro-2',3'-dideoxythmidine
  • 2',3'-Didehydro-3'-deoxythymidine
  • D4T
  • 2',3' Didehydro 3' deoxythymidine
  • BMY-27857
  • Stavudine, Monosodium Salt
  • Zerit
  • BMY 27857
  • BMY27857

MeSH Record

Aspects Covered

25 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

History Note

1994; use STAVUDINE 1987-93

MeSH Record

Previous Indexing

  • Dideoxynucleosides (1989-1993)
  • Thymidine/analogs & derivatives (1987-1988)

MeSH Hierarchy

Tree Numbers

AMA Style

References

  1. National Library of Medicine. Stavudine. Medical Subject Headings (MeSH). 2026. Unique ID D018119. http://id.nlm.nih.gov/mesh/2026/D018119
  2. Stavudine. In: Wikipedia. https://en.wikipedia.org/wiki/Stavudine
  3. Stavudine. In: Wikidata. https://www.wikidata.org/wiki/Q423984
  4. Stavudine. In: PubChem Compound. CID 18283. https://pubchem.ncbi.nlm.nih.gov/compound/18283