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ChemicalBook--->CAS DataBase List--->958852-01-2

958852-01-2

958852-01-2 Structure

958852-01-2 Structure
IdentificationBack Directory
[Name]

5-[[4-(4-Pyridinyl)-6-quinolinyl]methylene]-2,4-thiazolidenedione
[CAS]

958852-01-2
[Synonyms]

CS-536
CS-1156
CS-1726
GSK-615
SK1059615
GSK 1059615
GSK 1059615;GSK-1059615
PI3K inhibitor GS1059615
GSK 1059615 SodiuM Salt Hydrate
GSK1059615;GSK 1059615; GSK-1059615
5-[[4-(4-Pyridinyl)-6-quinolinyl]methylene]-2,4-thiazolidenedione
(5Z)-5-[[4-(4-Pyridinyl)-6-quinolinyl]methylene]-2,4-thiazolidinedione
2,4-Thiazolidinedione, 5-[[4-(4-pyridinyl)-6-quinolinyl]methylene]-, (5Z)-
5-[[4-(4-Pyridinyl)-6-quinolinyl]methylene]-2,4-thiazolidenedione USP/EP/BP
(5Z)-5-[[4-(4-pyridinyl)-6-quinolinyl]methylene]-2,4-thiazolidinedione sodium salt hydrate
[Molecular Formula]

C18H11N3O2S
[MDL Number]

MFCD18074517
[MOL File]

958852-01-2.mol
[Molecular Weight]

332
Chemical PropertiesBack Directory
[Melting point ]

>290°C (dec.)
[storage temp. ]

Store at +4°C
[solubility ]

H2O: ≥8mg/mL
[form ]

powder
[color ]

yellow
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[WGK Germany ]

3
Hazard InformationBack Directory
[Uses]

GSK 1059615 is a potent inhibitor of PI 3-kinase α (PI3Kα). GSK 1059615 inhibits proliferation in BT474 cells and attenuates MAPK signaling.
[Definition]

ChEBI: GSK1059615 is a thiazolidinone that is the 5-{[4-(pyridin-4-yl)quinolin-6-yl]methylene} derivative of 1,3-thiazolidine-2,4-dione. A PI3K inhibitor It has a role as an EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor and an antineoplastic agent. It is a member of quinolines, a member of pyridines and a thiazolidinone.
[Biological Activity]

gsk1059615 is inhibitor of pan-pi3k with ic50 values of 0.4nm, 0.6nm, 5nm, 2nm and 12nm for pi3kα, p13kβ, p13kγ, p13kδ and mtor, respectively [1].gsk1059615 is a potent and reversible inhibitor of p13k. it also has inhibition efficacy to the oncogenic mutants of pi3kα. the thiazolidinedione ring of gsk1059615 forms an interaction with the catalytic lysine (lys833) within the atp-binding pocket. in cellular assay, gsk1059615 is reported to induce g1 arrest and apoptosis in a variety of cell lines. among these, the breast tumor cells display more sensitive. moreover, gsk1059615 significantly suppresses tumor growth and increases plasma insulin levels in xenograft mice [1, 2].
[References]

[1] carnero a. novel inhibitors of the pi3k family. 2009.
[2] knight s d, adams n d, burgess j l, et al. discovery of gsk2126458, a highly potent inhibitor of pi3k and the mammalian target of rapamycin. acs medicinal chemistry letters, 2010, 1(1): 39-43.
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