Home Other Building Blocks Afatinib dimaleate

Afatinib dimaleate

CAS No.:
850140-73-7
Catalog Number:
AG00391H
Molecular Formula:
C32H33ClFN5O11
Molecular Weight:
718.0827
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
10mg
99%
1 week
United States
$140
- +
250mg
≥95%
1 week
United States
$161
- +
1g
98+%
1 week
United States
$187
- +
Product Description
Catalog Number:
AG00391H
Chemical Name:
Afatinib dimaleate
CAS Number:
850140-73-7
Molecular Formula:
C32H33ClFN5O11
Molecular Weight:
718.0827
MDL Number:
MFCD25974239
IUPAC Name:
(Z)-but-2-enedioic acid;(E)-N-[4-(3-chloro-4-fluoroanilino)-7-[(3S)-oxolan-3-yl]oxyquinazolin-6-yl]-4-(dimethylamino)but-2-enamide
InChI:
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
InChI Key:
USNRYVNRPYXCSP-JUGPPOIOSA-N
SMILES:
OC(=O)/C=C\C(=O)O.OC(=O)/C=C\C(=O)O.CN(C/C=C/C(=O)Nc1cc2c(ncnc2cc1O[C@@H]1COCC1)Nc1ccc(c(c1)Cl)F)C
UNII:
V1T5K7RZ0B
Properties
Complexity:
821  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
3  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
3  
Exact Mass:
717.185g/mol
Formal Charge:
0
Heavy Atom Count:
50  
Hydrogen Bond Acceptor Count:
16  
Hydrogen Bond Donor Count:
6  
Isotope Atom Count:
0
Molecular Weight:
718.088g/mol
Monoisotopic Mass:
717.185g/mol
Rotatable Bond Count:
12  
Topological Polar Surface Area:
238A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Literature
Title Journal
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Treatment approaches for EGFR-inhibitor-resistant patients with non-small-cell lung cancer. The Lancet. Oncology 20150901
Targeted therapies: Afatinib--new therapy option for EGFR-mutant lung cancer. Nature reviews. Clinical oncology 20131001
Target binding properties and cellular activity of afatinib (BIBW 2992), an irreversible ErbB family blocker. The Journal of pharmacology and experimental therapeutics 20121101
Activation of IL-6R/JAK1/STAT3 signaling induces de novo resistance to irreversible EGFR inhibitors in non-small cell lung cancer with T790M resistance mutation. Molecular cancer therapeutics 20121001
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Monitoring reversible and irreversible EGFR inhibition with erlotinib and afatinib in a patient with EGFR-mutated non-small cell lung cancer (NSCLC) using sequential [18F]fluorothymidine (FLT-)PET. Lung cancer (Amsterdam, Netherlands) 20120901
New therapies in HER2-positive breast cancer: a major step towards a cure of the disease? Cancer treatment reviews 20120801
A phase II trial to assess efficacy and safety of afatinib in extensively pretreated patients with HER2-negative metastatic breast cancer. Breast cancer research and treatment 20120801
Structural analysis of the EGFR TK domain and potential implications for EGFR targeted therapy. International journal of oncology 20120601
A phase II study of afatinib (BIBW 2992), an irreversible ErbB family blocker, in patients with HER2-positive metastatic breast cancer progressing after trastuzumab. Breast cancer research and treatment 20120601
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Phase I study of continuous afatinib (BIBW 2992) in patients with advanced non-small cell lung cancer after prior chemotherapy/erlotinib/gefitinib (LUX-Lung 4). Cancer chemotherapy and pharmacology 20120401
Afatinib pharmacokinetics and metabolism after oral administration to healthy male volunteers. Cancer chemotherapy and pharmacology 20120401
Clinical activity of afatinib (BIBW 2992) in patients with lung adenocarcinoma with mutations in the kinase domain of HER2/neu. Lung cancer (Amsterdam, Netherlands) 20120401
EGFR exon 19 insertions: a new family of sensitizing EGFR mutations in lung adenocarcinoma. Clinical cancer research : an official journal of the American Association for Cancer Research 20120315
The EGFR T790M mutation in acquired resistance to an irreversible second-generation EGFR inhibitor. Molecular cancer therapeutics 20120301
Targeting the epidermal growth factor receptor in non-small cell lung cancer cells: the effect of combining RNA interference with tyrosine kinase inhibitors or cetuximab. BMC medicine 20120101
Anti-tumour activity of afatinib, an irreversible ErbB family blocker, in human pancreatic tumour cells. British journal of cancer 20111108
EGFR- and VEGF(R)-targeted small molecules show synergistic activity in colorectal cancer models refractory to combinations of monoclonal antibodies. Clinical cancer research : an official journal of the American Association for Cancer Research 20111015
Growth response of human colorectal tumour cell lines to treatment with afatinib (BIBW2992), an irreversible erbB family blocker, and its association with expression of HER family members. International journal of oncology 20110801
Afatinib (BIBW 2992) development in non-small-cell lung cancer. Future oncology (London, England) 20110701
The search for improved systemic therapy of non-small cell lung cancer--what are today's options? Lung cancer (Amsterdam, Netherlands) 20110601
Phase II trial of weekly alternating sequential BIBF 1120 and afatinib for advanced colorectal cancer. Anticancer research 20110601
The LUX-Lung clinical trial program of afatinib for non-small-cell lung cancer. Expert review of anticancer therapy 20110501
BIBW 2992 in non-small cell lung cancer. Expert opinion on investigational drugs 20110301
EGFR inhibitors in non-small cell lung cancer (NSCLC): the emerging role of the dual irreversible EGFR/HER2 inhibitor BIBW 2992. Targeted oncology 20101201
New drugs in advanced non-small-cell lung cancer: searching for the correct clinical development. Expert opinion on investigational drugs 20101201
Phase I trial of the irreversible EGFR and HER2 kinase inhibitor BIBW 2992 in patients with advanced solid tumors. Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20100901
Enhanced anticancer effect of the combination of BIBW2992 and thymidylate synthase-targeted agents in non-small cell lung cancer with the T790M mutation of epidermal growth factor receptor. Molecular cancer therapeutics 20100601
The role of irreversible EGFR inhibitors in the treatment of non-small cell lung cancer: overcoming resistance to reversible EGFR inhibitors. Cancer investigation 20100501
Chemogenomic profiling provides insights into the limited activity of irreversible EGFR Inhibitors in tumor cells expressing the T790M EGFR resistance mutation. Cancer research 20100201
Irreversible pan-ErbB tyrosine kinase inhibitors and breast cancer: current status and future directions. Cancer treatment reviews 20091201
Dual targeting of EGFR can overcome a major drug resistance mutation in mouse models of EGFR mutant lung cancer. The Journal of clinical investigation 20091001
Acquired resistance to epidermal growth factor receptor tyrosine kinase inhibitors in non-small-cell lung cancers dependent on the epidermal growth factor receptor pathway. Clinical lung cancer 20090701
BIBW-2992, a dual receptor tyrosine kinase inhibitor for the treatment of solid tumors. Current opinion in investigational drugs (London, England : 2000) 20081201
Acquired resistance to epidermal growth factor receptor kinase inhibitors associated with a novel T854A mutation in a patient with EGFR-mutant lung adenocarcinoma. Clinical cancer research : an official journal of the American Association for Cancer Research 20081115
BIBW2992, an irreversible EGFR/HER2 inhibitor highly effective in preclinical lung cancer models. Oncogene 20080807
A phase I dose escalation study of BIBW 2992, an irreversible dual inhibitor of epidermal growth factor receptor 1 (EGFR) and 2 (HER2) tyrosine kinase in a 2-week on, 2-week off schedule in patients with advanced solid tumours. British journal of cancer 20080115
Properties