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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 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)

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Investigation of the role of protein kinase C and tyrosine kinases during the rapid and sustained release of superoxide from adherent human neutrophils.
M A Lindsay et al.
Biochemical Society transactions, 24(1), 67S-67S (1996-02-01)
T Kozai et al.
Journal of cardiovascular pharmacology, 29(4), 536-545 (1997-04-01)
Platelet-derived growth factor (PDGF) plays an important role in the development of coronary atherosclerosis. However, it remains to be examined what morphologic and functional changes are induced in vivo by the long-term treatment with PDGF itself or what pharmacologic interventions
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
A Ito et al.
The Journal of clinical investigation, 96(3), 1288-1294 (1995-09-01)
We recently demonstrated that chronic treatment with IL-1 beta induces coronary arteriosclerotic changes and vasospastic responses to autacoids in pigs in vivo and that those responses are importantly mediated by PDGF. The receptors for PDGF and other major growth factors
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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