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S1195

Sigma-Aldrich

ST638

≥98% (HPLC), solid

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C19H18N2O3S
Numéro CAS:
107761-24-0
Poids moléculaire :
354.42
Numéro MDL:
MFCD00236446
Code UNSPSC :
12352200
ID de substance PubChem :
329824465
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

solid

Couleur

yellow

Pf

134-135.5 °C

Solubilité

DMSO: 19 mg/mL

Température de stockage

−20°C

Chaîne SMILES 

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+

Clé InChI

YKLMGKWXBLSKPK-RIYZIHGNSA-N

Actions biochimiques/physiologiques

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

Conditionnement

Light sensitive and packaged under nitrogen.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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S P Green et al.
Biochimica et biophysica acta, 1222(2), 241-248 (1994-06-30)
We have investigated the relationship between tyrosine phosphorylation and respiratory-burst activity in murine bone-marrow-derived macrophages (BMM) stimulated with phorbol myristate acetate (PMA). In unprimed BMM, a good correlation was observed between the net level of tyrosine phosphorylation and the activity
K Matsui et al.
Inflammation research : official journal of the European Histamine Research Society ... [et al.], 45(9), 452-456 (1996-09-01)
Previously, we have demonstrated that tyrosine phosphorylation of 78 and 92 kDa proteins in rat basophilic leukemia cells (RBL-2H3) is involved in a signal transduction system for high-affinity IgE receptor (Fc epsilon RI)-mediated histamine secretion. However, it is not clarified
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
Y Ito et al.
Journal of neurochemistry, 69(2), 729-736 (1997-08-01)
The mechanism for hydrogen peroxide (H2O2)-induced phospholipase D (PLD) activation was investigated in [3H]palmitic acid-labeled PC12 cells. In the presence of butanol, H2O2 caused a great accumulation of [3H]phosphatidylbutanol in a concentration- or time-dependent manner. However, treatment with H2O2 of
L C Chopra et al.
American journal of respiratory cell and molecular biology, 16(4), 372-378 (1997-04-01)
The role of protein tyrosine kinases (PTK) in modulating contractility has not been investigated in airway smooth muscle (ASM). We have examined the effects of the PTK inhibitors ST638, genistein, and tyrphostin A47 on contractions induced by carbachol, serotonin, ionomycin
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