Chemicals and Drugs

Azauridine

A triazine nucleoside used as an antineoplastic antimetabolite. It interferes with pyrimidine biosynthesis thereby preventing formation of cellular nucleic acids. As the triacetate, it is also effective as an antipsoriatic.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A triazine nucleoside used as an antineoplastic antimetabolite. It interferes with pyrimidine biosynthesis thereby preventing formation of cellular nucleic acids. As the triacetate, it is also effective as an antipsoriatic.

Chemical Identity

Chemical Information

Molecular Formula
C8H11N3O6
Molecular Weight
245.19 g/mol
CAS Registry No.
54-25-1
IUPAC Name
2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazine-3,5-dione
InChIKey
WYXSYVWAUAUWLD-SHUUEZRQSA-N
SMILES
C1=NN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O
MeSH Unique ID
D001380
Source
PubChem CID 5901

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

3 entry terms
  • 2-beta-D-Ribofuranosyl-1,2,4-triazine-3,5(2H,4H)-dione
  • 6-Azauridine
  • 6 Azauridine

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

73(72)

MeSH Record

Previous Indexing

  • Antimetabolites (1966-1971)
  • Uridine (1966-1971)

MeSH Hierarchy

Tree Numbers

AMA Style

References

  1. National Library of Medicine. Azauridine. Medical Subject Headings (MeSH). 2026. Unique ID D001380. http://id.nlm.nih.gov/mesh/2026/D001380
  2. Azauridine. In: Wikidata. https://www.wikidata.org/wiki/Q27116561
  3. Azauridine. In: PubChem Compound. CID 5901. https://pubchem.ncbi.nlm.nih.gov/compound/5901