CHEBI:49668 - gefitinib

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ChEBI Name gefitinib
Definition A member of the class of quinazolines that is quinazoline which is substituted at position 4 by a (3-chloro-4-fluorophenyl)nitrilo group, at position 6 by a 3-(morpholin-4-yl)propoxy group and at position 7 by a methoxy group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:38917, CHEBI:49667
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Formula C22H24ClFN4O3
Net Charge 0
Average Mass 446.90222
Monoisotopic Mass 446.152
InChI InChI=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)
SMILES COc1cc2ncnc(Nc3ccc(F)c(Cl)c3)c2cc1OCCCN1CCOCC1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): epidermal growth factor receptor antagonist
An antagonist at the epidermal growth factor receptor.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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ChEBI Ontology
Outgoing 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 linkable gefitinib analogue (CHEBI:39084) has functional parent gefitinib (CHEBI:49668)
INNs Sources
géfitinib WHO MedNet
gefitinib WHO MedNet
gefitinibum WHO MedNet
Synonyms Sources
4-(3'-chloro-4'-fluoroanilino)-7-methoxy-6-(3-morpholinopropoxy)quinazoline ChemIDplus
N-(3-chloro-4-fluorophenyl)-7-methoxy-6-(3-(4-morpholinyl)propoxy)-4-quinazolinamine ChemIDplus
ZD 1839 ChemIDplus
ZD1839 DrugCentral
Brand Name Source
Iressa ChemIDplus
Manual Xrefs Databases
1282 DrugCentral
DB00317 DrugBank
Gefitinib Wikipedia
HMDB0014462 HMDB
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Registry Numbers Types Sources
184475-35-2 CAS Registry Number ChemIDplus
8949523 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
14981586 PubMed citation Europe PMC
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Last Modified
27 November 2018