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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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Y Kanda et al.
Biochemical and biophysical research communications, 199(3), 1447-1452 (1994-03-30)
Thyrotropin-releasing hormone (TRH) is a well-known regulatory factor of prolactin (PRL) secretion and synthesis in lactotrophs. Recently we have found that TRH stimulates early tyrosine phosphorylation of MAP kinase in GH3 cells. Then we investigated whether tyrosine phosphorylation in TRH
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
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
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
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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