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ChemicalBook--->CAS DataBase List--->587852-28-6

587852-28-6

587852-28-6 Structure

587852-28-6 Structure
IdentificationBack Directory
[Name]

SMI-16a
[CAS]

587852-28-6
[Synonyms]

SMI-16a
SMI-16A;SMI 16A;SMI16A
PIM1/2 Kinase Inhibitor VI
SMI-16a(PIM1/2 Kinase Inhibitor VI)
2,4-Thiazolidinedione, 5-[(4-propoxyphenyl)methylene]-
[Molecular Formula]

C13H13NO3S
[MDL Number]

MFCD31382191
[MOL File]

587852-28-6.mol
[Molecular Weight]

263.31
Chemical PropertiesBack Directory
[Melting point ]

186.3-188.4 °C
[density ]

1.303±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Sealed in dry,2-8°C
[solubility ]

Ethanol:3.0(Max Conc. mg/mL);11.39(Max Conc. mM)
[form ]

A solid
[pka]

7.27±0.20(Predicted)
[color ]

Light yellow to yellow
Hazard InformationBack Directory
[Description]

SMI-16a is a Pim-1 kinase inhibitor (IC50 = 63 nM). It is selective for Pim-1 over a panel of 60 kinases. SMI-16a (5 μM) inhibits phosphorylation of the Pim-1 target protein Bad in DU145-Pim cells and inhibits the growth of PC3, DU145, LNCaP, K562, and MV4-11 cancer cells. It induces apoptosis and cell cycle arrest at the G1 phase in DU145 cells.
[Uses]

SMI-16a is a selective Pim kinase inhibitor with IC50 values of 0.15, 0.02 and 48 μM for Pim1, Pim2 and PC3 cells, respectively.
[in vivo]

Mice tolerate intraperitoneal dose of SMI-16a is 50 mg/kg daily for 5 days, while 100 mg/kg is overtly toxic. Treatment of the animals with SMI-16a for 5 days per week reduces the growth of tumors by approximately 50% and does not cause a loss of body weight. Subchronic dosing with SMI-16a does not affect the levels of red, white blood cells, including lymphocytes, monocytes, and granulocytes, indicating that the compound does not have myelosuppressive effects. SMI-16a does not have toxicity toward the liver as the albumin, alkaline phosphatase, and alanine aminotransferase levels are unchanged [1]. SMI-16a effectively prevents bone destruction while suppressing MM tumor growth in MM animal models[2].

[IC 50]

PIM1; PIM2
[References]

[1] Xia Z, et al. Synthesis and evaluation of novel inhibitors of Pim-1 and Pim-2 protein kinases. J Med Chem. 2009 Jan 8;52(1):74-86. DOI:10.1021/jm800937p
[2] Hiasa M, et al. Pim-2 kinase is an important target of treatment for tumor progression and bone loss in myeloma. Leukemia. 2015 Jan;29(1):207-17. DOI:10.1038/leu.2014.147
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