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S1195

Sigma-Aldrich

ST638

≥98% (HPLC), solid

Synonym(s):

α-Cyano-(3-ethoxy-4-hydroxy-5-phenylthiomethyl)cinnamide

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About This Item

Empirical Formula (Hill Notation):
C19H18N2O3S
CAS Number:
107761-24-0
Molecular Weight:
354.42
MDL number:
MFCD00236446
UNSPSC Code:
12352200
PubChem Substance ID:
329824465
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

solid

color

yellow

mp

134-135.5 °C

solubility

DMSO: 19 mg/mL

storage temp.

−20°C

SMILES string

CCOc1cc(cc(CSc2ccccc2)c1O)\C=C(/C#N)C(N)=O

InChI

1S/C19H18N2O3S/c1-2-24-17-10-13(8-14(11-20)19(21)23)9-15(18(17)22)12-25-16-6-4-3-5-7-16/h3-10,22H,2,12H2,1H3,(H2,21,23)/b14-8+

InChI key

YKLMGKWXBLSKPK-RIYZIHGNSA-N

Biochem/physiol Actions

Protein tyrosine kinase inhibitor (IC50 = 370 nM). Also inhibits HGF-induced MAP kinase activation in hepatocytes and inhibits phospholipase D activity in human neutrophils.

Packaging

Light sensitive and packaged under nitrogen.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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S V Smirnov et al.
Circulation research, 76(2), 310-316 (1995-02-01)
The whole-cell patch-clamp technique was used to characterize the effects of several tyrosine kinase inhibitors on the voltage-gated K+ current (IK) in rat and rabbit pulmonary artery cells. IK was blocked in a dose-dependent manner by genistein (20 to 100
R Nakaike et al.
The American journal of physiology, 271(1 Pt 2), H296-H302 (1996-07-01)
The effects of sodium orthovanadate, an inhibitor of protein tyrosine phosphatases, on the endothelial nitric oxide (NO) pathway were studied in vitro. Vanadate caused endothelium-dependent relaxations in isolated porcine coronary arteries, which were abolished by N omega-nitro-L-arginine methyl ester. The
T Yamawaki et al.
Journal of the American College of Cardiology, 32(3), 780-786 (1998-09-19)
This study was designed to examine whether or not intramural delivery of ST638 (a specific tyrosine kinase inhibitor) with biodegradable stent can suppress the restenotic changes of the coronary artery in vivo. Clinical and animal studies demonstrated that restenosis after
A Burke-Gaffney et al.
British journal of pharmacology, 119(6), 1149-1158 (1996-11-01)
1. Tumour necrosis factor-alpha (TNF alpha) increases the expression of the adhesion molecule intercellular adhesion molecule-1 (ICAM-1) on cultured endothelial and epithelial cells and modulation of this may be important in controlling inflammation. Activation of tyrosine kinase(s) is known to
R Teshima et al.
Biochimica et biophysica acta, 1221(1), 37-46 (1994-03-10)
We examined the effect of the two protein tyrosine kinase inhibitors, alpha-cyano-3-ethoxy-4-hydroxy-5-phenylthiomethylcinnamide (ST638) and herbimycin A, on the activation processes of rat basophilic leukemia (RBL-2H3) cells by cross-linking of IgE receptors. RBL-2H3 cells sensitized with DNP-specific monoclonal IgE antibody were
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