SMI-4a

AdipoGen Life Sciences
Product Code: AG-CR1-3503
CodeSizePrice
AG-CR1-3503-M0055 mg£80.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
-20°C
Storage:
-20°C

Images

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Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
PIM1/2 Kinase Inhibitor V; (5E/Z)-[[3-(Trifluoromethyl)phenyl]methylene]-2,4-thiazolidinedione
Appearance:
White to off-white solid.
CAS:
327033-36-3
EClass:
32160000
Form (Short):
solid
Handling Advice:
Protect from light.
InChi:
InChI=1S/C11H6F3NO2S/c12-11(13,14)7-3-1-2-6(4-7)5-8-9(16)15-10(17)18-8/h1-5H,(H,15,16,17)/b8-5-
InChiKey:
NGJLOFCOEOHFKQ-YVMONPNESA-N
Long Description:
Chemical. CAS: 327033-36-3. Formula: C11H6F3NO2S. MW: 273.2. Selective inhibitor of Pim-1 and Pim-2 protein kinases. Inducer of G1 phase cell cycle arrest. Inducer of p27Kip1. Inducer of apoptosis through the mitochondrial pathway. Inhibitor of the mammalian target of rapamycin C1 (mTORC1) pathway. Downregulates c-myc. Inhibitor of PRAS40 phosphorylation and mTOR activity. Potential anti-cancer compound. Blocks prostate cancer growth.
MDL:
MFCD01207145
Molecular Formula:
C11H6F3NO2S
Molecular Weight:
273.2
Package Type:
Vial
Product Description:
Selective inhibitor of Pim-1 and Pim-2 protein kinases [1-5]. Inducer of G1 phase cell cycle arrest [1-5]. Inducer of p27Kip1 [1-5]. Inducer of apoptosis through the mitochondrial pathway [1-5]. Inhibitor of the mammalian target of rapamycin C1 (mTORC1) pathway [1-5]. Downregulates c-myc [1-5]. Inhibitor of PRAS40 phosphorylation and mTOR activity [1-5]. Potential anti-cancer compound [2,4,5]. Blocks prostate cancer growth [2,4,5]. Suppressor of cytokines production in lipopolysaccharide (LPS)-induced acute lung injury (ALI)
Purity:
>95% (NMR)
SMILES:
FC(F)(F)C1=CC(C=C2/SC(=O)NC2=O)=CC=C1
Solubility Chemicals:
Soluble in DMSO (at least 5 mg/ml).
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

Synthesis and evaluation of novel inhibitors of Pim-1 and Pim-2 protein kinases: Z. Xia, et al.; J. Med. Chem. 52, 74 (2009) | Novel benzylidene-thiazolidine-2,4-diones inhibit Pim protein kinase activity and induce cell cycle arrest in leukemia and prostate cancer cells: Z. Beharry, et al.; Mol. Cancer Ther. 8, 1473 (2009) | PIM1 protein kinase regulates PRAS40 phosphorylation and mTOR activity in FDCP1 cells: F. Zhang, et al.; Cancer Biol. Ther. 8, 846 (2009) | A small molecule inhibitor of Pim protein kinases blocks the growth of precursor T-cell lymphoblastic leukemia/lymphoma: Y.-W. Lin, et al.; Blood 115, 824 (2010) | Regulation of Skp2 levels by the Pim-1 protein kinase: B. Cen, et al.; JBC 285, 29128 (2010) | PIM1 inhibitor SMI-4a attenuated lipopolysaccharide-induced acute lung injury through suppressing macrophage inflammatory responses via modulating p65 phosphorylation: J. Wang, et al.; Int. Immunopharm. 73, 568 (2019)