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CHEBI:76003 - afatinib dimaleate

ChEBI IDCHEBI:76003
ChEBI Nameafatinib dimaleate
Stars
DefinitionA maleate salt obtained by combining afatinib with two molar equivalents of maleic acid. Used for the first-line treatment of patients with metastatic non-small cell lung cancer.
Last Modified6 November 2013
SubmitterSteve
DownloadsMolfile
FormulaC24H25ClFN5O3.2C4H4O4
Net Charge0
Average Mass718.091
Monoisotopic Mass717.18491
SMILESCN(C)C/C=C/C(=O)Nc1cc2c(Nc3ccc(F)c(Cl)c3)ncnc2cc1O[C@H]1CCOC1.O=C(O)/C=C\C(=O)O.O=C(O)/C=C\C(=O)O
InChIInChI=1S/C24H25ClFN5O3.2C4H4O4/c1-31(2)8-3-4-23(32)30-21-11-17-20(12-22(21)34-16-7-9-33-13-16)27-14-28-24(17)29-15-5-6-19(26)18(25)10-15;2*5-3(6)1-2-4(7)8/h3-6,10-12,14,16H,7-9,13H2,1-2H3,(H,30,32)(H,27,28,29);2*1-2H,(H,5,6)(H,7,8)/b4-3+;2*2-1-/t16-;;/m0../s1
InChIKeyUSNRYVNRPYXCSP-JUGPPOIOSA-N
Wikipedia
Roles Classification
Biological Role:
tyrosine kinase inhibitor  Any protein kinase inhibitor that interferes with the action of tyrosine kinase.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
afatinib dimaleate (CHEBI:76003) has part afatinib (CHEBI:61390)
afatinib dimaleate (CHEBI:76003) has role antineoplastic agent (CHEBI:35610)
afatinib dimaleate (CHEBI:76003) has role tyrosine kinase inhibitor (CHEBI:38637)
afatinib dimaleate (CHEBI:76003) is a maleate salt (CHEBI:50221)
IUPAC Name 
(2E)-N-{4-[(3-chloro-4-fluorophenyl)amino]-7-[(3S)-tetrahydrofuran-3-yloxy]quinazolin-6-yl}-4-(dimethylamino)but-2-enamide di[(2Z)-but-2-enedioate]
Synonyms  Source
Afatinib maleateKEGG DRUG
BIBW 2992MA2ChemIDplus
Brand Name  Source
GilotrifChemIDplus
Manual XrefsDatabases
D09733KEGG DRUG
DB08916DrugBank
AfatinibWikipedia
WO2013052157Patent
WO2012121764Patent
US2005085495Patent
Registry NumbersSources
Reaxys:14383062Reaxys
CAS:850140-73-7ChemIDplus
Citations