477575-56-7 Usage
Uses
1. Used in Pharmaceutical Industry:
(2R)-1-[[5-[(Z)-[5-[[(2,6-Dichlorophenyl)methyl]sulfonyl]-1,2-dihydro-2-oxo-3h-indol-3-ylidene]methyl]-2,4-dimethyl-1h-pyrrol-3-yl]carbonyl]-2-(1-pyrrolidinylmethyl)pyrrolidine is used as a c-Met kinase inhibitor for the treatment of various human cancers. It acts as an ATP-competitive, active-site inhibitor with greater than 50-fold selectivity for c-Met over a panel of tyrosine and serine-threonine kinases. (2R)-1-[[5-[(Z)-[5-[[(2,6-Dichlorophenyl)methyl]sulfonyl]-1,2-dihydro-2-oxo-3h-indol-3-ylidene]methyl]-2,4-dimethyl-1h-pyrrol-3-yl]carbonyl]-2-(1-pyrrolidinylmethyl)pyrrolidine can inhibit c-Met phosphorylation, cell proliferation, and cell motility of various tumor cells, as well as interfere with signal transduction downstream of c-Met, affecting the activation of multiple proteins and kinases in tumor cell lines.
2. Used in Research and Development:
In the field of research and development, (2R)-1-[[5-[(Z)-[5-[[(2,6-Dichlorophenyl)methyl]sulfonyl]-1,2-dihydro-2-oxo-3h-indol-3-ylidene]methyl]-2,4-dimethyl-1h-pyrrol-3-yl]carbonyl]-2-(1-pyrrolidinylmethyl)pyrrolidine can be utilized for studying the role of c-Met kinase in cancer progression and the development of novel therapeutic strategies targeting this kinase. Its high selectivity for c-Met makes it a valuable tool for investigating the specific pathways and mechanisms involved in cancer development and progression.
3. Used in Drug Design and Synthesis:
The unique structure and properties of (2R)-1-[[5-[(Z)-[5-[[(2,6-Dichlorophenyl)methyl]sulfonyl]-1,2-dihydro-2-oxo-3h-indol-3-ylidene]methyl]-2,4-dimethyl-1h-pyrrol-3-yl]carbonyl]-2-(1-pyrrolidinylmethyl)pyrrolidine make it a potential candidate for drug design and synthesis. Researchers can use (2R)-1-[[5-[(Z)-[5-[[(2,6-Dichlorophenyl)methyl]sulfonyl]-1,2-dihydro-2-oxo-3h-indol-3-ylidene]methyl]-2,4-dimethyl-1h-pyrrol-3-yl]carbonyl]-2-(1-pyrrolidinylmethyl)pyrrolidine as a starting point for developing new drugs with improved efficacy, selectivity, and reduced side effects.
4. Used in Drug Delivery Systems:
Similar to other potent anticancer agents, (2R)-1-[[5-[(Z)-[5-[[(2,6-Dichlorophenyl)methyl]sulfonyl]-1,2-dihydro-2-oxo-3h-indol-3-ylidene]methyl]-2,4-dimethyl-1h-pyrrol-3-yl]carbonyl]-2-(1-pyrrolidinylmethyl)pyrrolidine can be incorporated into drug delivery systems to enhance its bioavailability, delivery, and therapeutic outcomes. Researchers can explore the use of various organic and metallic nanoparticles as carriers for (2R)-1-[[5-[(Z)-[5-[[(2,6-Dichlorophenyl)methyl]sulfonyl]-1,2-dihydro-2-oxo-3h-indol-3-ylidene]methyl]-2,4-dimethyl-1h-pyrrol-3-yl]carbonyl]-2-(1-pyrrolidinylmethyl)pyrrolidine, aiming to improve its overall effectiveness in cancer treatment.
Biological Activity
Potent, selective and ATP-competitive inhibitor of MET kinase (IC 50 values are 9, 68, 200, 1400, 3000, 3800 and 6000 nM for MET, Ron, Flk-1, c-abl, FGFR1, EGFR and c-src respectively and > 10000 nM for IGF-IR, PDGFR, AURORA2, PKA, PKB α , p38 α , MK2 and MK3). Antitumor agent; inhibits tumorigenicity and angiogenesis in mouse lung cancer xenografts.
Biochem/physiol Actions
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.
in vivo
pha-665752 inhibits c-met phosphorylation as well as tumor growth in both s114 and gtl-16 implanted xenograft athymic mice [1].
references
[1] christensen jg1, schreck r, burrows j, kuruganti p, chan e, le p, chen j, wang x, ruslim l, blake r, lipson ke, ramphal j, do s, cui jj,cherrington jm, mendel db. a selective small molecule inhibitor of c-met kinase inhibits c-met-dependent phenotypes in vitro and exhibits cytoreductive antitumor activity in vivo. cancer res. 2003 nov 1;63(21):7345-55.
Check Digit Verification of cas no
The CAS Registry Mumber 477575-56-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 4,7,7,5,7 and 5 respectively; the second part has 2 digits, 5 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 477575-56:
(8*4)+(7*7)+(6*7)+(5*5)+(4*7)+(3*5)+(2*5)+(1*6)=207
207 % 10 = 7
So 477575-56-7 is a valid CAS Registry Number.
InChI:InChI=1/C32H34Cl2N4O4S/c1-19-29(35-20(2)30(19)32(40)38-14-6-7-21(38)17-37-12-3-4-13-37)16-24-23-15-22(10-11-28(23)36-31(24)39)43(41,42)18-25-26(33)8-5-9-27(25)34/h5,8-11,15-16,21,35H,3-4,6-7,12-14,17-18H2,1-2H3,(H,36,39)/b24-16-/t21-/m1/s1
477575-56-7Relevant articles and documents
5-ARALKYSUFONYL-3-(PYRROL-2-YLMETHYLIDENE)-2-INDOLINONE DERIVATIVES AS KINASE INHIBITORS
-
, (2008/06/13)
The present invention relates to certain 5-aralkylsulfonyl-3-(pyrrol-2-yl-methylidene)-2-indolinone derivatives that inhibit kinases, in particular met kinase. Pharmaceutical compositions comprising these compounds, methods of treating diseases mediated by kinases utilizing pharmaceutical compositions comprising these compounds, and methods of preparing them are also disclosed.
