Chemicals and Drugs

Afatinib

A quinazoline and butenamide derivative that acts as a tyrosine kinase inhibitor of epidermal growth factor receptors (ERBB RECEPTORS) and is used in the treatment of metastatic NON-SMALL CELL LUNG CANCER.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A quinazoline and butenamide derivative that acts as a tyrosine kinase inhibitor of epidermal growth factor receptors (ERBB RECEPTORS) and is used in the treatment of metastatic NON-SMALL CELL LUNG CANCER.

Chemical Identity

Chemical Information

Molecular Formula
C24H25ClFN5O3
Molecular Weight
485.9 g/mol
CAS Registry No.
850140-72-6
IUPAC Name
(E)-N-[4-(3-chloro-4-fluoroanilino)-7-[(3S)-oxolan-3-yl]oxyquinazolin-6-yl]-4-(dimethylamino)but-2-enamide
InChIKey
ULXXDDBFHOBEHA-CWDCEQMOSA-N
SMILES
CN(C)C/C=C/C(=O)NC1=C(C=C2C(=C1)C(=NC=N2)NC3=CC(=C(C=C3)F)Cl)O[C@H]4CCOC4
MeSH Unique ID
D000077716
Source
PubChem CID 10184653

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

12 entry terms
  • (2E)-N-(4-(3-Chloro-4-fluoroanilino)-7-(((3S)-oxolan-3-yl)oxy)quinoxazolin-6-yl)-4-(dimethylamino)but-2-enamide
  • Afatinib Dimaleate
  • Afatinib Maleate
  • BIBW 2992
  • BIBW-2992
  • BIBW-2992-MA2
  • BIBW-2992MA2
  • BIBW2992
  • BIBW2992 MA2
  • Gilotrif
  • BIBW 2992 MA2
  • BIBW 2992MA2

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

2019 (2007)

MeSH Hierarchy

Tree Numbers

  1. D02w.065w.132w
  2. D03w.633.100.786.188w

AMA Style

References

  1. National Library of Medicine. Afatinib. Medical Subject Headings (MeSH). 2026. Unique ID D000077716. http://id.nlm.nih.gov/mesh/2026/D000077716
  2. Afatinib. In: Wikipedia. https://en.wikipedia.org/wiki/Afatinib
  3. Afatinib. In: Wikidata. https://www.wikidata.org/wiki/Q4688818
  4. Afatinib. In: PubChem Compound. CID 10184653. https://pubchem.ncbi.nlm.nih.gov/compound/10184653