Pha-665752

Base Information

• Chemical Name: Pha-665752
• CAS No.: 477575-56-7
• Molecular Formula: C32H34Cl2N4O4S
• Molecular Weight: 641.618
• UNII: 0VXU5T5R3J
• DSSTox Substance ID: DTXSID30197270
• Nikkaji Number: J2.291.273I
• Wikidata: Q27088356
• Pharos Ligand ID: W8533FLU3R3J
• ChEMBL ID: CHEMBL450786
• Mol file: 477575-56-7.mol

Synonyms:5-((2,6-dichlorobenzyl)sulfonyl)-3-((3,5-dimethyl-4-((2-(pyrrolidin-1-ylmethyl)pyrrolidin-1-yl)carbonyl)-1H-pyrrol-2-yl)methylene)-1,3-dihydro-2H-indol-2-one;PHA 665752;PHA-665752;PHA665752

Chemical Property of Pha-665752

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.656
• Boiling Point: 890.17 °C at 760 mmHg
• PKA: 11.39±0.20(Predicted)
• Flash Point: 492.157 °C
• PSA: 110.96000
• Density: 1.404 g/cm³
• LogP: 7.19990
• Storage Temp.: Store at +4°C
• Solubility.: DMSO: ≥20mg/mL
• XLogP3: 5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 640.1677821
• Heavy Atom Count: 43
• Complexity: 1180

Purity/Quality:

98%,99%, ^*data from raw suppliers

PHA 665752 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(NC(=C1C(=O)N2CCCC2CN3CCCC3)C)C=C4C5=C(C=CC(=C5)S(=O)(=O)CC6=C(C=CC=C6Cl)Cl)NC4=O
• Isomeric SMILES: CC1=C(NC(=C1C(=O)N2CCC[C@@H]2CN3CCCC3)C)/C=C\4/C5=C(C=CC(=C5)S(=O)(=O)CC6=C(C=CC=C6Cl)Cl)NC4=O
• Description: The c-Met receptor tyrosine kinase and its ligand, hepatocyte growth factor, have been implicated in the development and progression of several human cancers. PHA-665752 is an ATP-competitive, active-site inhibitor of the catalytic activity of c-Met kinase (Ki = 4 nM; IC50 = 9 nM). It exhibits >50-fold selectivity for c-Met over a panel of tyrosine and serine/threonine kinases. PHA-665752 can inhibit c-Met phosphorylation, as well as cell proliferation and cell motility, of various tumor cells (IC50s = 18-50 nM). It also inhibits signal transduction downstream of c-Met, interfering with the activation of Gab-1 adaptor protein, ERK1/2, Akt, STAT3, PLC-γ, and focal adhesion kinase in multiple tumor cell lines. In a gastric carcinoma xenograft model, 25 mg/kg PHA-665752 was shown to reduce tumor growth in mice by inhibiting c-Met activation.
• Uses: PHA-665752 ia a c-Met kinase inhibitor. PHA-665752 is ATP-competitive, an active-site inhibitor with greater than 50-fold selectivity for c-Met vs a panel of tyrosine and serine-threonine kinases.

Technology Process of Pha-665752

There total 1 articles about Pha-665752 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(Z)-5-[{5-(2,6-dichlorobenzylsulfonyl)-2-oxoindolin-3-ylidene}methyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (477574-82-6) + (R)-(-)-1-(2-pyrrolidinylmethyl)pyrrolidine (60419-23-0) → 5-(2,6-Dichloro-phenylmethanesulfonyl)-3-[1-[3,5-dimethyl-4-((R)-2-pyrrolidin-1-ylmethyl-pyrrolidine-1-carbonyl)-1H-pyrrol-2-yl]-meth-(Z)-ylidene]-1,3-dihydro-indol-2-one (477575-56-7)

Guidance literature:

With EDAC; triethanolamine; benzotriazol-1-ol; In N,N-dimethyl-formamide;

upstream raw materials:

(Z)-5-[{5-(2,6-dichlorobenzylsulfonyl)-2-oxoindolin-3-ylidene}methyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid

(R)-(-)-1-(2-pyrrolidinylmethyl)pyrrolidine

Refernces