(5Z)-5-[[3-(Trifluoromethyl)phenyl]methylene]-2,4-thiazolidinedione CAS#: 438190-29-5

ChemicalBook > Product Catalog > Biochemical Engineering > Inhibitors > Protein tyrosine kinase /JAK / STAT > Pim inhibitors > (5Z)-5-[[3-(Trifluoromethyl)phenyl]methylene]-2,4-thiazolidinedione

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

Basic information Safety Supplier Related

(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
STAT
Inhibitor

Mol File:

438190-29-5.mol

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(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
pka: 7.38±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.

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Safety Information

Hazard Codes: Xi
Risk Statements: 36-43
Safety Statements: 26-36/37
WGK Germany: 3

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

Description

SMI-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.

Uses

SMI-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.

IC 50

PIM1: 24 μM (IC₅₀); PIM1: 0.6 μM (Ki); PIM2: 100 μM (IC₅₀)

References

[1] ZUPING XIA. Synthesis and Evaluation of Novel Inhibitors of Pim-1 and Pim-2 Protein Kinases[J]. Journal of Medicinal Chemistry, 2008, 52 1: 74-86. DOI:10.1021/jm800937p
[2] ZANNA BEHARRY. Novel benzylidene-thiazolidine-2,4-diones inhibit Pim protein kinase activity and induce cell cycle arrest in leukemia and prostate cancer cells.[J]. Molecular Cancer Therapeutics, 2009, 8 6: 1473-1483. DOI:10.1158/1535-7163.mct-08-1037
[3] YING-WEI LIN. A small molecule inhibitor of Pim protein kinases blocks the growth of precursor T-cell lymphoblastic leukemia/lymphoma.[J]. Blood, 2010, 115 4: 824-833. DOI:10.1182/blood-2009-07-233445
[4] FENGXUE ZHANG. PIM1 protein kinase regulates PRAS40 phosphorylation and mTOR activity in FDCP1 cells.[J]. Cancer Biology & Therapy, 2009, 8 9: 846-853. DOI:10.4161/cbt.8.9.8210

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

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