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Merck
CN

S1195

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:
Molecular Weight:
354.42
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
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InChI key

YKLMGKWXBLSKPK-RIYZIHGNSA-N

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+

assay

≥98% (HPLC)

form

solid

color

yellow

mp

134-135.5 °C

solubility

DMSO: 19 mg/mL

storage temp.

−20°C

Quality Level

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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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
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
H Miyamoto et al.
International journal of immunopharmacology, 17(5), 433-441 (1995-05-01)
It is well known that rat basophilic leukemia cells (RBL-2H3) express high-affinity IgE receptors (Fc epsilon RI) and that the aggregation of these receptors causes the release of chemical mediators. When RBL-2H3 cells are sensitized with IgE antibody and subsequently
K Takenaga
Invasion & metastasis, 16(2), 97-106 (1996-01-01)
Treatment of high-metastatic Lewis lung carcinoma A11 cells with sodium orthovanadate, a phosphotyrosine phosphatase inhibitor, resulted in a dose- and time-dependent suppression of cell spreading on various extracellular matrix components such as Matrigel, fibronectin, laminin and type IV collagen, while
M Ida et al.
Biochemical pharmacology, 51(8), 1061-1067 (1996-04-26)
Pervanadate mimics several distinct insulin effects, including stimulation of hexose uptake in the in vitro system, and reduces the blood glucose level in streptozotocin-treated diabetic rats. It has been proposed that pervanadate induces insulin-like effects mediated through autophosphorylation and activation

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