Chemicals and Drugs

Gemcitabine

A deoxycytidine antimetabolite used as an antineoplastic agent.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A deoxycytidine antimetabolite used as an antineoplastic agent.

Chemical Identity

Chemical Information

Molecular Formula
C9H11F2N3O4
Molecular Weight
263.20 g/mol
CAS Registry No.
95058-81-4
IUPAC Name
4-amino-1-[(2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
InChIKey
SDUQYLNIPVEERB-QPPQHZFASA-N
SMILES
C1=CN(C(=O)N=C1N)[C@H]2C([C@@H]([C@H](O2)CO)O)(F)F
MeSH Unique ID
D000093542
Source
PubChem CID 60750

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

18 entry terms
  • 2',2'-DFDC
  • 2',2'-Difluoro-2'-Deoxycytidine
  • 2',2'-Difluorodeoxycytidine
  • 2'-Deoxy-2'-Difluorocytidine
  • Gemicitabine
  • dFdCyd
  • 2' Deoxy 2' Difluorocytidine
  • 2'-Deoxy-2',2''-Difluorocytidine-5'-O-Monophosphate
  • Gemcitabine Hydrochloride
  • Gemcitabine, (D-threo-pentafuranosyl)-Isomer
  • Gemcitabine, (alpha-D-threo-pentofuranosyl)-Isomer
  • Gemcitabine, (beta-D-threo-pentafuranosyl)-Isomer
  • Gemzar
  • LY 188011
  • LY-188011
  • 188011, LY
  • 2' Deoxy 2',2'' Difluorocytidine 5' O Monophosphate
  • Hydrochloride, Gemcitabine

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

2023 (1988)

MeSH Hierarchy

Tree Numbers

  1. D03w.258w
  2. D03w.383.742.680.245w.500w.775w

AMA Style

References

  1. National Library of Medicine. Gemcitabine. Medical Subject Headings (MeSH). 2026. Unique ID D000093542. http://id.nlm.nih.gov/mesh/2026/D000093542
  2. Gemcitabine. In: Wikipedia. https://en.wikipedia.org/wiki/Gemcitabine
  3. Gemcitabine. In: Wikidata. https://www.wikidata.org/wiki/Q414143
  4. Gemcitabine. In: PubChem Compound. CID 60750. https://pubchem.ncbi.nlm.nih.gov/compound/60750