| Identification | Back Directory | [Name]
(5Z)-5-[[3-(Trifluoromethyl)phenyl]methylene]-2,4-thiazolidinedione | [CAS]
438190-29-5 | [Synonyms]
SMI-4a
CS-2669
CS-1477
(Z)-SMI-4a
TCS PIM-1 4a
SMI-4a, >97%
SMI-4A; SMI4A
TCS PIM-1 4a, >=98%
TCS PIM-1 4a (SMI-4a)
SMI 4a - Pim inhibitor 4a
SMI-4A; SMI4A;(Z)-SMI4A; (Z)-SMI 4A
SMI-4A; SMI4A; SMI 4A; TCS PIM-1 4A.
(Z)-5-(3-(trifluoroMethyl)benzylidene)thiazolidine-2,4-dione
(5Z)-5-[[3-(Trifluoromethyl)phenyl]methylene]-2,4-thiazolidinedione
5-[[3-(trifluoromethyl)phenyl]methylidene]-1,3-thiazolidine-2,4-dione
2,4-Thiazolidinedione, 5-[[3-(trifluoromethyl)phenyl]methylene]-, (5Z)-
(5E)-5-{[3-(trifluoromethyl)phenyl]methylidene}-1,3-thiazolidine-2,4-dione
(5Z)-5-[[3-(Trifluoromethyl)phenyl]methylene]-2,4-thiazolidinedione USP/EP/BP | [EINECS(EC#)]
200-256-5 | [Molecular Formula]
C11H6F3NO2S | [MDL Number]
MFCD01152003 | [MOL File]
438190-29-5.mol | [Molecular Weight]
273.23 |
| Chemical Properties | Back Directory | [storage temp. ]
Desiccate at +4°C | [solubility ]
DMSO: >10mg/mL | [form ]
powder | [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. |
| Hazard Information | Back Directory | [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. | [References]
1) 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 |
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