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SML0323

Sigma-Aldrich

SMI-4a

≥98% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C11H6F3NO2S
CAS Number:
438190-29-5
Molecular Weight:
273.23
MDL number:
MFCD01152003
UNSPSC Code:
12352200
PubChem Substance ID:
329825328

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: >10 mg/mL

storage temp.

2-8°C

SMILES string

FC(F)(F)c1cccc(\C=C2/SC(=O)NC2=O)c1

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-

InChI key

NGJLOFCOEOHFKQ-YVMONPNESA-N

Biochem/physiol Actions

SMI-4a is a selective ATP-competitive Pim-1 kinase inhibitor with an IC50 of 21 nM for Pim-1 compared to an IC50 of 100 nM for Pim-2 and with little or no activity against a panel of 50 other kinases tested. SMI-4a has been found to inhibit prostate cancer cell growth and induce G1 phase cell-cycle arrest in precursor T-cell lymphoblastic leukemia/lymphoma cell lines.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317,H319

Hazard Classifications

Eye Irrit. 2 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Rui-Fang Fan et al.
Molecular medicine reports, 16(4), 4603-4612 (2017-08-30)
The development of targeted tyrosine kinase inhibitors (TKIs) has succeeded in altering the course of chronic myeloid leukemia (CML). However, a number of patients have failed to respond or experienced disease relapse following TKI treatment. Proviral integration site for moloney murine
Yan Lu et al.
Current neurovascular research, 17(4), 471-479 (2020-08-21)
The Inflammatory cytokine, tumor necrosis factor-α (TNF-α), disrupts blood-brain barrier (BBB). Propofol reportedly exerts an anti-inflammatory effect in the central nervous system. We hypothesized that propofol could provide a protective effect against TNF-α-induced disruption in human cerebral microvascular endothelial cells
Xinyi Zhang et al.
Molecular immunology, 125, 15-22 (2020-07-04)
PIM1 is serine/threonine protein kinase that is involved in numerous biological processes. Pulmonary fibrosis (PF) is a chronic pathological result of the dysfunctional repair of lung injury without effective therapeutic treatments. In the current study, we investigated whether PIM1 inhibition
Jinxuan Wang et al.
International immunopharmacology, 73, 568-574 (2019-06-17)
PIM kinase is involved in the cellular processes of growth, differentiation and apoptosis. However, the role of PIM1 in lipopolysaccharide (LPS)-induced acute lung injury (ALI) remains largely unknown. A trend of PIM1 in the lung tissue of LPS-induced ALI at
Stella Liong et al.
Placenta, 53, 101-112 (2017-05-11)
Obesity is a growing epidemic, and as a consequence the number of obese pregnancies has also increased. Pregnancy is characterised by maternal and placental inflammation which is intensified with maternal obesity. The proviral integration site for Moloney murine leukemic virus
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