257933-82-7

Basic information

• Product Name: PELITINIB
• Synonyms: PELITINIB;2-Butenamide, N-[4-[(3-chloro-4-fluorophenyl)amino]-3-cyano-7-ethoxy-6-quinolinyl]-4-(dimethylamino)-, (2E)-;(2E)-N-[4-[(3-Chloro-4-fluorophenyl)amino]-3-cyano-7-ethoxy-6-quinolinyl]-4-(dimethylamino)-2-butenamide;WAY-EKB 569;(E)-N-(4-(3-chloro-4-fluorophenylamino)-3-cyano-7-ethoxyquinolin-6-yl)-4-(dimethylamino)but-2-enamide;Pelitinib(EKB-569);(2E)-N-{4-[(3-chloro-4-fluorophenyl)aMino]-3-cyano-7-ethoxyquinolin-6-yl}-4-(diMethylaMino)but-2-enaMide;(2e)-n-(4-((3-chloro-4-fluorophenyl)aMino)-3-cyano-7-ethoxy-6-quinolinyl)-4-(diMethylaMino)-2-butenaMide pelitinib
• CAS NO: 257933-82-7
• Molecular Formula: C₂₄H₂₃ClFN₅O₂
• Molecular Weight: 467.93
• EINECS: 1312995-182-4
• Product Categories: API;All Inhibitors;pyridine;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals;Tyrosine Kinase Inhibitors;Aromatics;Heterocycles;Isotope Labelled Compounds
• Mol File: 257933-82-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: 173-178°C
• Boiling Point: 655.5 °C at 760 mmHg
• Flash Point: 350.2 °C
• Appearance: white to beige/
• Density: 1.34
• Vapor Pressure: 4.64E-17mmHg at 25°C
• Refractive Index: 1.644
• Storage Temp.: -20°C Freezer
• Solubility: DMSO: soluble5mg/mL, clear (warmed)
• PKA: 12.23±0.43(Predicted)
• CAS DataBase Reference: PELITINIB(CAS DataBase Reference)
• NIST Chemistry Reference: PELITINIB(257933-82-7)
• EPA Substance Registry System: PELITINIB(257933-82-7)

Safety Data

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 257933-82-7(Hazardous Substances Data)

Usage

Description

Pelitinib is a cyanoquinoline that irreversibly inhibits the EGFR receptor tyrosine kinase (IC50 = 39 nM). It inhibits HER2 with a much weaker potency (IC50 = 1.2 μM). By disrupting Akt and MAPK pathways, pelitinib can induce apoptosis and suppress the growth of tumor cell lines, displaying particularly strong efficacy against hepatocellular carcinoma cells (IC50s = ~2 μM).

Chemical Properties

Off-White Solid

Uses

Different sources of media describe the Uses of 257933-82-7 differently. You can refer to the following data:
1. Pelitinib is a 3-cyanoquinoline pan-ErbB tyrosine kinase inhibitor with potential antineoplastic activity.
2. An EGFR inhibitor
3. Labelled Pelitinib (P218702). A tyrosine kinase inhibitor; it is used to prepare formulation for treating primary or secondary cancer.

references

[1] torrance cj, jackson pe, montgomery e, kinzler kw, vogelstein b, wissner a, nunes m, frost p, discafani cm. combinatorial chemoprevention of intestinal neoplasia. nat med. 2000 sep;6(9):1024-8.[2] nunes m, shi c, greenberger lm. 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.

InChI:InChI=1/C24H23ClFN5O2/c1-4-33-22-12-20-17(11-21(22)30-23(32)6-5-9-31(2)3)24(15(13-27)14-28-20)29-16-7-8-19(26)18(25)10-16/h5-8,10-12,14H,4,9H2,1-3H3,(H,28,29)(H,30,32)/b6-5+

Upstream product

• 99083-25-7 4-bromocrotonyl chloride 
• 124-40-3 dimethyl amine 
• 361162-95-0 6-amino-4-(3-chloro-4-fluoro-phenylamino)-7-ethoxy-quinoline-3-carbonitrile 
• 1056149-69-9 (2E)-(N,N-dimethylamino)-2-butenoyl chloride 
• 367-21-5 3-chloro-4-fluorophenylamine 
• 361162-92-7 2-acetylamino-4-ethoxy-5-nitrobenzoic acid 
• 214476-08-1 7-Ethoxy-4-hydroxy-6-nitro-quinoline-3-carbonitrile 
• 214476-09-2 4-Chloro-7-ethoxy-6-nitro-quinoline-3-carbonitrile 
• 909513-02-6 (E)-2-Cyano-3-(3-ethoxy-phenylamino)-acrylic acid ethyl ester 
• 361162-91-6 5-ethoxy-2-methyl-4-nitroacetanilide 
• 214476-07-0 7-ethoxy-4-hydroxyquinoline-3-carbonitrile 
• 361162-90-5 5-methoxy-2-methyl-4-nitroacetanilide 
• 116435-75-7 3-(ethyloxy)-4-nitroaniline 
• 106579-00-4 5-methoxy-2-methyl-4-nitroaniline 

Relevant articles and documents

USE OF CYANOQUINOLINES FOR TREATING OR INHIBITING COLONIC POLYPS

This invention provides a method of treating or inhibiting colonic polyps which comprises providing a compound of formula (1); wherein R1, R2, R3, R4, X, Y, and n are defined hereinbefore, or a pharmaceutically acceptable salt thereof.

Method of treating or inhibiting colonic polyps

This invention provides a method of treating or inhibiting colonic polyps which comprises providing a compound of formula 1 wherein:R1, R2, R3, R4, X, Y, and n are as defined hereinbefore, or a pharmaceutically acceptable salt thereof.