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257933-82-7,MFCD09837868
Catalog No.:AA007LWJ

257933-82-7 | Pelitinib

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1mg
98%
in stock  
$37.00   $26.00
- +
5mg
98%
in stock  
$48.00   $34.00
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25mg
95%
in stock  
$75.00   $53.00
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100mg
95%
in stock  
$166.00   $116.00
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250mg
95%
in stock  
$326.00   $228.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA007LWJ
Chemical Name:
Pelitinib
CAS Number:
257933-82-7
Molecular Formula:
C24H23ClFN5O2
Molecular Weight:
467.9231
MDL Number:
MFCD09837868
SMILES:
CCOc1cc2ncc(c(c2cc1NC(=O)/C=C/CN(C)C)Nc1ccc(c(c1)Cl)F)C#N
NSC Number:
729742
Properties
Computed Properties
 
Complexity:
729  
Covalently-Bonded Unit Count:
1  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
33  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
8  
XLogP3:
4.5  

Literature

Title: Tyrosine Kinase Inhibitors. 20. Optimization of Substituted Quinazoline and Pyrido[3,4-d]pyrimidine Derivatives as Orally Active, Irreversible Inhibitors of the Epidermal Growth Factor Receptor Family.

Journal: Journal of medicinal chemistry 20160908

Title: Phase I study of temsirolimus in combination with EKB-569 in patients with advanced solid tumors.

Journal: Investigational new drugs 20121001

Title: Interaction of the EGFR inhibitors gefitinib, vandetanib, pelitinib and neratinib with the ABCG2 multidrug transporter: implications for the emergence and reversal of cancer drug resistance.

Journal: Biochemical pharmacology 20120801

Title: Differential action of small molecule HER kinase inhibitors on receptor heterodimerization: therapeutic implications.

Journal: International journal of cancer 20120701

Title: Novel EGFR-TK inhibitor EKB-569 inhibits hepatocellular carcinoma cell proliferation by AKT and MAPK pathways.

Journal: Journal of Korean medical science 20111201

Title: The PI3 kinase/mTOR blocker NVP-BEZ235 overrides resistance against irreversible ErbB inhibitors in breast cancer cells.

Journal: Breast cancer research and treatment 20110901

Title: Discovery, synthesis, and investigation of the antitumor activity of novel piperazinylpyrimidine derivatives.

Journal: European journal of medicinal chemistry 20110601

Title: Cysteine mapping in conformationally distinct kinase nucleotide binding sites: application to the design of selective covalent inhibitors.

Journal: Journal of medicinal chemistry 20110310

Title: Irreversible EGFR inhibitor EKB-569 targets low-LET γ-radiation-triggered rel orchestration and potentiates cell death in squamous cell carcinoma.

Journal: PloS one 20110101

Title: Development of a new epidermal growth factor receptor positron emission tomography imaging agent based on the 3-cyanoquinoline core: synthesis and biological evaluation.

Journal: Bioorganic & medicinal chemistry 20100915

Title: Irreversible pan-ErbB tyrosine kinase inhibitors and breast cancer: current status and future directions.

Journal: Cancer treatment reviews 20091201

Title: A phase I study of EKB-569 in combination with capecitabine in patients with advanced colorectal cancer.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20080901

Title: Redesigning kinase inhibitors to enhance specificity.

Journal: Journal of medicinal chemistry 20080828

Title: The development of HKI-272 and related compounds for the treatment of cancer.

Journal: Archiv der Pharmazie 20080801

Title: Chronic pharmacologic inhibition of EGFR leads to cardiac dysfunction in C57BL/6J mice.

Journal: Toxicology and applied pharmacology 20080501

Title: Towards predictive inhibitor design for the EGFR autophosphorylation activity.

Journal: European journal of medicinal chemistry 20080401

Title: Phase I pharmacokinetic/pharmacodynamic study of EKB-569, an irreversible inhibitor of the epidermal growth factor receptor tyrosine kinase, in combination with irinotecan, 5-fluorouracil, and leucovorin (FOLFIRI) in first-line treatment of patients with metastatic colorectal cancer.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20080101

Title: A quantitative analysis of kinase inhibitor selectivity.

Journal: Nature biotechnology 20080101

Title: Biochemical assay-based selectivity profiling of clinically relevant kinase inhibitors on mutant forms of EGF receptor.

Journal: Journal of receptor and signal transduction research 20080101

Title: Dual irreversible kinase inhibitors: quinazoline-based inhibitors incorporating two independent reactive centers with each targeting different cysteine residues in the kinase domains of EGFR and VEGFR-2.

Journal: Bioorganic & medicinal chemistry 20070601

Title: In-Cell Western analysis of Helicobacter pylori-induced phosphorylation of extracellular-signal related kinase via the transactivation of the epidermal growth factor receptor.

Journal: Microbes and infection 20070601

Title: Second-generation epidermal growth factor receptor tyrosine kinase inhibitors in non-small cell lung cancer.

Journal: The oncologist 20070301

Title: Pharmacology of epidermal growth factor inhibitors.

Journal: The International journal of biological markers 20070101

Title: Is there a role for the irreversible epidermal growth factor receptor inhibitor EKB-569 in the treatment of cancer? A mutation-driven question.

Journal: Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20060520

Title: Phase I study of EKB-569, an irreversible inhibitor of the epidermal growth factor receptor, in patients with advanced solid tumors.

Journal: Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20060520

Title: EKB-569, a new irreversible epidermal growth factor receptor tyrosine kinase inhibitor, with clinical activity in patients with non-small cell lung cancer with acquired resistance to gefitinib.

Journal: Lung cancer (Amsterdam, Netherlands) 20060301

Title: Recent developments related to the EGFR as a target for cancer chemotherapy.

Journal: Current opinion in pharmacology 20050801

Title: Small molecules with EGFR-TK inhibitor activity.

Journal: Current drug targets 20050501

Title: A small molecule-kinase interaction map for clinical kinase inhibitors.

Journal: Nature biotechnology 20050301

Title: Optimization of 6,7-disubstituted-4-(arylamino)quinoline-3-carbonitriles as orally active, irreversible inhibitors of human epidermal growth factor receptor-2 kinase activity.

Journal: Journal of medicinal chemistry 20050224

Title: The epidermal growth factor receptor as a target for colorectal cancer therapy.

Journal: Seminars in oncology 20050201

Title: Epidermal growth factor receptor tyrosine kinase inhibition is not protective in PCK rats.

Journal: Kidney international 20041101

Title: Syntheses and EGFR kinase inhibitory activity of 6-substituted-4-anilino [1,7] and [1,8] naphthyridine-3-carbonitriles.

Journal: Bioorganic & medicinal chemistry letters 20040322

Title: Phosphorylation of extracellular signal-regulated kinase 1 and 2, protein kinase B, and signal transducer and activator of transcription 3 are differently inhibited by an epidermal growth factor receptor inhibitor, EKB-569, in tumor cells and normal human keratinocytes.

Journal: Molecular cancer therapeutics 20040101

Title: Combination treatment of PKD utilizing dual inhibition of EGF-receptor activity and ligand bioavailability.

Journal: Kidney international 20031001

Title: Clinical studies with non-iressa EGFR tyrosine kinase inhibitors.

Journal: Lung cancer (Amsterdam, Netherlands) 20030801

Title: Developing inhibitors of the epidermal growth factor receptor for cancer treatment.

Journal: Journal of the National Cancer Institute 20030618

Title: Synthesis and structure-activity relationships of 6,7-disubstituted 4-anilinoquinoline-3-carbonitriles. The design of an orally active, irreversible inhibitor of the tyrosine kinase activity of the epidermal growth factor receptor (EGFR) and the human epidermal growth factor receptor-2 (HER-2).

Journal: Journal of medicinal chemistry 20030102

Title: Syntheses and EGFR and HER-2 kinase inhibitory activities of 4-anilinoquinoline-3-carbonitriles: analogues of three important 4-anilinoquinazolines currently undergoing clinical evaluation as therapeutic antitumor agents.

Journal: Bioorganic & medicinal chemistry letters 20021021

Title: Torrance CJ, et al. Combinatorial chemoprevention of intestinal neoplasia. Nat Med. 2000 Sep;6(9):1024-8.

Title: Nunes M, et al. Phosphorylation of extracellular signal-regulated kinase 1 and 2, protein kinase B, and signal transducer and activator of transcription 3 are differently inhibited by an epidermal growth factor receptor inhibitor, EKB-569, in tumor cells and normal human keratinocytes. Mol Cancer Ther. 2004 Jan;3(1):21-7.

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