Afatinib dimaleatefeatured
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MedKoo CAT#:120204
CAS#:850140-73-7 (dimaleate)
Description:Afatinib dimaleate is an orally bioavailable dual receptor tyrosine kinase (RTK) inhibitor with potential antineoplastic activity. EGFR/HER2 tyrosine kinase inhibitor BIBW 2992 irreversibly binds to and inhibits human epidermal growth factor receptors 1 and 2 (EGFR-1; HER2), which may result in the inhibition of tumor growth and angiogenesis. EGFR/HER2 are RTKs that belong to the EGFR superfamily; both play major roles in tumor cell proliferation and tumor vascularization and are overexpressed in many cancer cell types. Afatinib is approved in much of the world (including the United States, Canada, the United Kingdom and Australia) for the treatment of metastatic non-small cell lung carcinoma (NSCLC), developed by Boehringer Ingelheim. It acts as an angiokinase inhibitor.
Price and Availability
Afatinib dimaleate, purity > 98%, is in stock. The same day shipping out after order is received.
Chemical Structure
Theoretical Analysis
MedKoo Cat#: 120204Name: Afatinib dimaleateCAS#: 850140-73-7 (dimaleate)Chemical Formula: C32H33ClFN5O11Exact Mass: Molecular Weight: 718.09Elemental Analysis:C, 53.52; H, 4.63; Cl, 4.94; F, 2.65; N, 9.75; O, 24.51
Related CAS #:850140-73-7 (dimaleate)439081-18-2 (free base)850140-72-6 (free base)
Synonym:BIBW-2992; BIBW 2992; BIBW2992. Afatinib dimaleate; trade name: Gilotrif, Tomtovok and Tovok.
IUPAC/Chemical Name:(S,E)-N-(4-((3-chloro-4-fluorophenyl)amino)-7-((tetrahydrofuran-3-yl)oxy)quinazolin-6-yl)-4-(dimethylamino)but-2-enamide dimaleate
InChi Key:USNRYVNRPYXCSP-JUGPPOIOSA-N
InChi Code:InChI=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
SMILES Code:O=C(NC1=CC2=C(NC3=CC=C(F)C(Cl)=C3)N=CN=C2C=C1O[C@@H]4COCC4)/C=C/CN(C)C.O=C(O)/C=CC(O)=O.O=C(O)/C=CC(O)=O
Technical Data
Additional Information
Related CAS#850140-73-7 (Afatinib dimaleate) 439081-18-2 (Afatinib free base).
References
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7: Chen X, Zhu Q, Zhu L, Pei D, Liu Y, Yin Y, Schuler M, Shu Y. Clinicalperspective of afatinib in non-small cell lung cancer. Lung Cancer. 2013Aug;81(2):155-61. doi: 10.1016/j.lungcan.2013.02.021. Epub 2013 May 10.Review. PubMed PMID: 23664448.
8: Yang JC, Reguart N, Barinoff J, Köhler J, Uttenreuther-Fischer M,Stammberger U, O"Brien D, Wolf J, Cohen EE. Diarrhea associated withafatinib: an oral ErbB family blocker. Expert Rev Anticancer Ther. 2013Jun;13(6):729-36. doi: 10.1586/era.13.31. Epub 2013 Mar 18. Review.PubMed PMID: 23506556.
9: Lacouture ME, Schadendorf D, Chu CY, Uttenreuther-Fischer M,Stammberger U, O"Brien D, Hauschild A. Dermatologic adverse eventsassociated with afatinib: an oral ErbB family blocker. Expert RevAnticancer Ther. 2013 Jun;13(6):721-8. doi: 10.1586/era.13.30. Epub 2013Mar 18. Review. PubMed PMID: 23506519.
10: Geuna E, Montemurro F, Aglietta M, Valabrega G. Potential ofafatinib in the treatment of patients with HER2-positive breast cancer.Breast Cancer (Dove Med Press). 2012 Aug 27;4:131-7. doi:10.2147/BCTT.S25868. Review. PubMed PMID: 24367201; PubMed CentralPMCID: PMC3846413.
