SMI-4a
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MedKoo CAT#: 407121

CAS#: 438190-29-5

Description: SMI-4a is a potent and selective Pim protein kinase inhibitor, which blocks the growth of precursor T-cell lymphoblastic leukemia/lymphoma. SMI-4a was found to induce phosphorylation of extracellular signal-related kinase1/2 (ERK1/2), and the combination of SMI-4a and a mitogen-activated protein kinase kinase 1/2 (MEK1/2) inhibitor was highly synergistic in killing pre-T-LBL cells. SMI-4a may be developed as a therapeutic strategy for the treatment of pre-T-LBL.


Chemical Structure

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SMI-4a
CAS# 438190-29-5

Theoretical Analysis

MedKoo Cat#: 407121
Name: SMI-4a
CAS#: 438190-29-5
Chemical Formula: C11H6F3NO2S
Exact Mass: 273.00713
Molecular Weight: 273.23
Elemental Analysis: C, 48.36; H, 2.21; F, 20.86; N, 5.13; O, 11.71; S, 11.73

Size Price Shipping out time Quantity
100mg USD 90 Same day
200mg USD 150 Same day
500mg USD 330 Same day
1g USD 550 Same day
2g USD 950 Same day
5g USD 2150 Same day
Inquire bulk and customized quantity

Pricing updated 2021-03-02. Prices are subject to change without notice.

SMI-4a, purity > 98%, is in stock. The same day shipping out after order is received. Delivery time: overnight (USA/Canada); 3-5 days (worldwide). Shipping fee: from $30.00 (USA); from $45.00 (Canada); from $70.00 (international).

Synonym: SMI-4a; SMI4a; SMI 4a; TCS PIM-1 4a.

IUPAC/Chemical Name: 5-(3-(trifluoromethyl)benzylidene)thiazolidine-2,4-dione

InChi Key: NGJLOFCOEOHFKQ-VMPITWQZSA-N

InChi Code: 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+

SMILES Code: O=C(NC/1=O)SC1=C\C2=CC=CC(C(F)(F)F)=C2

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO, not in water

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code:
2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 273.23 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1: Cervantes-Gomez F, Lavergne B, Keating MJ, Wierda WG, Gandhi V. Combination of Pim kinase inhibitors and Bcl-2 antagonists in chronic lymphocytic leukemia cells. Leuk Lymphoma. 2015 Jun 19:1-23. [Epub ahead of print] PubMed PMID: 26088877.

2: Yang J, Wang J, Chen K, Guo G, Xi R, Rothman PB, Whitten D, Zhang L, Huang S, Chen JL. eIF4B phosphorylation by pim kinases plays a critical role in cellular transformation by Abl oncogenes. Cancer Res. 2013 Aug 1;73(15):4898-908. doi: 10.1158/0008-5472.CAN-12-4277. Epub 2013 Jun 7. PubMed PMID: 23749639.

3: Beharry Z, Mahajan S, Zemskova M, Lin YW, Tholanikunnel BG, Xia Z, Smith CD, Kraft AS. The Pim protein kinases regulate energy metabolism and cell growth. Proc Natl Acad Sci U S A. 2011 Jan 11;108(2):528-33. doi: 10.1073/pnas.1013214108. Epub 2010 Dec 27. PubMed PMID: 21187426; PubMed Central PMCID: PMC3021022.

4: Lin YW, Beharry ZM, Hill EG, Song JH, Wang W, Xia Z, Zhang Z, Aplan PD, Aster JC, Smith CD, Kraft AS. A small molecule inhibitor of Pim protein kinases blocks the growth of precursor T-cell lymphoblastic leukemia/lymphoma. Blood. 2010 Jan 28;115(4):824-33. doi: 10.1182/blood-2009-07-233445. Epub 2009 Nov 23. PubMed PMID: 19965690; PubMed Central PMCID: PMC2941996.