(5Z)-5-[[3-(Trifluoromethyl)phenyl]methylene]-2,4-thiazolidinedione

(5Z)-5-[[3-(Trifluoromethyl)phenyl]methylene]-2,4-thiazolidinedione Basic information
Product Name:(5Z)-5-[[3-(Trifluoromethyl)phenyl]methylene]-2,4-thiazolidinedione
Synonyms:(5Z)-5-[[3-(Trifluoromethyl)phenyl]methylene]-2,4-thiazolidinedione;TCS PIM-1 4a;SMI-4a;(Z)-5-(3-(trifluoroMethyl)benzylidene)thiazolidine-2,4-dione;2,4-Thiazolidinedione, 5-[[3-(trifluoromethyl)phenyl]methylene]-, (5Z)-;TCS PIM-1 4a, >=98%;(5E)-5-{[3-(trifluoromethyl)phenyl]methylidene}-1,3-thiazolidine-2,4-dione;(Z)-SMI-4a
CAS:438190-29-5
MF:C11H6F3NO2S
MW:273.23
EINECS:200-256-5
Product Categories:Inhibitors;JAK;Inhibitor;STAT
Mol File:438190-29-5.mol
(5Z)-5-[[3-(Trifluoromethyl)phenyl]methylene]-2,4-thiazolidinedione Structure
(5Z)-5-[[3-(Trifluoromethyl)phenyl]methylene]-2,4-thiazolidinedione Chemical Properties
density 1.530±0.06 g/cm3(Predicted)
storage temp. Desiccate at +4°C
solubility DMSO: >10mg/mL
form powder
pka7.38±0.20(Predicted)
color white to beige
Stability:Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 2 months.
Safety Information
Hazard Codes Xi
Risk Statements 36-43
Safety Statements 26-36/37
WGK Germany 3
MSDS Information
(5Z)-5-[[3-(Trifluoromethyl)phenyl]methylene]-2,4-thiazolidinedione Usage And Synthesis
DescriptionSMI-4a (438190-29-5) is a selective, ATP-competitive inhibitor of the Pim protein kinases (IC50 = 24 and 100 nM for Pim-1 and Pim-2 respectively). Selective over a panel of ~50 other kinases.1?Induces cell cycle arrest in leukemia and prostate cancer cells.2?Blocks the growth of a wide range of myeloid and lymphoid cell lines with precursor T-cell lymphoblastic leukemia/lymphoma (pre-T-LBL/T-ALL) being highly sensitive.3?SMI-4a is a useful tool for exploring the involvement of Pim in cellular signaling.4?Cell permeable.
UsesSMI-4a is an aldose reductase inhibitor as well as a COX-2 inhibitor, a potential agent in the inhibition and treatment of cancer and cancer cell lines.
References1) Xia et al. (2009), Synthesis and evaluation of novel inhibitors of Pim-1 and Pim-2 protein kinases; J. Med. Chem., 52 74 2) Beharry et al. (2009), Novel benzylidene-thiazolidine-2,4-diones inhibit Pim protein kinase activity and induce cell cycle arrest in leukemia and prostate cancer cells; Mol. Cancer Ther., 8 1473 3) Lin et al. (2010), A small molecule inhibitor of Pim protein kinases blocks the growth of precursor T-cell lymphoblastic leukemia/lymphoma; Blood, 115 824 4) Zhang et al. (2009), PIM1 protein kinase regulates PRAS40 phosphorylation and mTOR activity in FDCP1 cells; Cancer Biol. Ther., 8 846
(5Z)-5-[[3-(Trifluoromethyl)phenyl]methylene]-2,4-thiazolidinedione Preparation Products And Raw materials
Olaparib AZD-1208 SU 4312 CHIR-99021 AAL-993 (+)-Camptothecin Paclitaxel Latanoprost acid 5-[[4-(4-Pyridinyl)-6-quinolinyl]methylene]-2,4-thiazolidenedione MK-2206 2HCl SGI-1776 Mirin Geldanamycin

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