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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

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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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
Y Fukumoto et al.
Cardiovascular research, 32(6), 1131-1140 (1996-12-01)
Restenosis after percutaneous transluminal coronary angioplasty (PTCA) still remains a serious late complication. Many growth factors induced in restenotic lesions may be responsible for restenosis after PTCA. Most of the receptors for such growth factors possess tyrosine kinase activity. This
S E Lavens-Phillips et al.
Inflammation research : official journal of the European Histamine Research Society ... [et al.], 47(3), 137-143 (1998-04-30)
To investigate the role of tyrosine kinases (TK) in IgE-mediated signal transduction in human lung mast cells (HLMC) and basophils. Peripheral blood basophils (n > or = 4) and human lung mast cells (n > or = 6). Cells were
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
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