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CHEBI:49668 - gefitinib

ChEBI IDCHEBI:49668
ChEBI Namegefitinib
Stars
DefinitionA member of the class of quinazolines that is quinazoline which is substituted by a (3-chloro-4-fluorophenyl)nitrilo group, 3-(morpholin-4-yl)propoxy group and a methoxy group at positions 4,6 and 7, respectively. An EGFR kinase inhibitor used for the treatment of non-small cell lung cancer.
Secondary ChEBI IDsCHEBI:38917, CHEBI:49667
Last Modified28 May 2019
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC22H24ClFN4O3
Net Charge0
Average Mass446.910
Monoisotopic Mass446.15210
SMILESCOc1cc2ncnc(Nc3ccc(F)c(Cl)c3)c2cc1OCCCN1CCOCC1
InChIInChI=1S/C22H24ClFN4O3/c1-29-20-13-19-16(12-21(20)31-8-2-5-28-6-9-30-10-7-28)22(26-14-25-19)27-15-3-4-18(24)17(23)11-15/h3-4,11-14H,2,5-10H2,1H3,(H,25,26,27)
InChIKeyXGALLCVXEZPNRQ-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
epidermal growth factor receptor antagonist  An antagonist at the epidermal growth factor receptor.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
gefitinib (CHEBI:49668) has role antineoplastic agent (CHEBI:35610)
gefitinib (CHEBI:49668) has role epidermal growth factor receptor antagonist (CHEBI:74440)
gefitinib (CHEBI:49668) is a aromatic ether (CHEBI:35618)
gefitinib (CHEBI:49668) is a monochlorobenzenes (CHEBI:83403)
gefitinib (CHEBI:49668) is a monofluorobenzenes (CHEBI:83575)
gefitinib (CHEBI:49668) is a morpholines (CHEBI:38785)
gefitinib (CHEBI:49668) is a quinazolines (CHEBI:38530)
gefitinib (CHEBI:49668) is a secondary amino compound (CHEBI:50995)
gefitinib (CHEBI:49668) is a tertiary amino compound (CHEBI:50996)
Incoming Relation(s)
linkable gefitinib analogue (CHEBI:39084) has functional parent gefitinib (CHEBI:49668)
IUPAC Name 
N-(3-chloro-4-fluorophenyl)-7-methoxy-6-(3-morpholin-4-ylpropoxy)quinazolin-4-amine
INNs  Source
géfitinibWHO MedNet
gefitinibumWHO MedNet
gefitinibWHO MedNet
gefitinibWHO MedNet
Synonyms  Source
4-(3'-chloro-4'-fluoroanilino)-7-methoxy-6-(3-morpholinopropoxy)quinazolineChemIDplus
N-(3-chloro-4-fluorophenyl)-7-methoxy-6-(3-(4-morpholinyl)propoxy)-4-quinazolinamineChemIDplus
ZD 1839ChemIDplus
ZD1839DrugCentral
ZD-1839DrugBank
Brand Names  Source
IressaChemIDplus
IrressatChemIDplus
Manual XrefsDatabases
IREPDBeChem
GefitinibWikipedia
DB00317DrugBank
LSM-1098LINCS
1282DrugCentral
HMDB0014462HMDB
D01977KEGG DRUG
Registry NumbersSources
Reaxys:8949523Reaxys
CAS:184475-35-2ChemIDplus
Citations