Chemicals and Drugs

Bromouracil

5-Bromo-2,4(1H,3H)-pyrimidinedione. Brominated derivative of uracil that acts as an antimetabolite, substituting for thymine in DNA. It is used mainly as an experimental mutagen, but its deoxyriboside (BROMODEOXYURIDINE) is used to treat neoplasms.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

5-Bromo-2,4(1H,3H)-pyrimidinedione. Brominated derivative of uracil that acts as an antimetabolite, substituting for thymine in DNA. It is used mainly as an experimental mutagen, but its deoxyriboside (BROMODEOXYURIDINE) is used to treat neoplasms.

Chemical Identity

Chemical Information

Molecular Formula
C4H3BrN2O2
Molecular Weight
190.98 g/mol
CAS Registry No.
51-20-7
IUPAC Name
5-bromo-1H-pyrimidine-2,4-dione
InChIKey
LQLQRFGHAALLLE-UHFFFAOYSA-N
SMILES
C1=C(C(=O)NC(=O)N1)Br
MeSH Unique ID
D001976
Source
PubChem CID 5802

MeSH Record

Classification

Broader headings

Related Concepts

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

3 entry terms
  • 5-Bromouracil
  • Bromuracil
  • 5 Bromouracil

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

Indexing Annotation

an antimetabolite

MeSH Record

History Note

74(71)

MeSH Record

Previous Indexing

  • Uracil (1966-1970)

MeSH Hierarchy

Tree Number

AMA Style

References

  1. National Library of Medicine. Bromouracil. Medical Subject Headings (MeSH). 2026. Unique ID D001976. http://id.nlm.nih.gov/mesh/2026/D001976
  2. Bromouracil. In: Wikipedia. https://en.wikipedia.org/wiki/5-Bromouracil
  3. Bromouracil. In: Wikidata. https://www.wikidata.org/wiki/Q238477
  4. Bromouracil. In: PubChem Compound. CID 5802. https://pubchem.ncbi.nlm.nih.gov/compound/5802