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Merck
CN

T7540

Tyrphostin 47

≥98%

Synonym(s):

α-Cyano-3,4-dihydroxythiocinnamamide, 3,4-Dihydroxy-α-cyanothiocinnamamide, RG 50864

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About This Item

Empirical Formula (Hill Notation):
C10H8N2O2S
CAS Number:
Molecular Weight:
220.25
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Beilstein/REAXYS Number:
6508337
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assay

≥98%

potency

2.4 μM IC50

solubility

DMSO: soluble 50 mg/mL, clear, orange, ethanol: soluble

storage temp.

2-8°C

SMILES string

NC(=S)\C(=C\c1ccc(O)c(O)c1)C#N

Gene Information

Application

Tyrphostin 47 has been used in LOPAC screening assays to identify human tissue transglutaminase (TGM2) inhibitors. Tyrphostin 47 has also been used to study its effects on hyperpolarization-activated cation current in porcine pacemaker cells.

Biochem/physiol Actions

EGFR tyrosine kinase inhibitor.
Tyrphostin 23 is a small molecule inhibitor of epidermal growth factor (EGF) receptor kinase function. This molecule associates with the substrate subsite of the protein tyrosine kinase (PTK) domain,.

Preparation Note

Tyrphostin 47 is is soluble in DMSO (50 mg/ml) and yields a clear, orange solution. The product is also soluble in ethanol (40 mM).

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Maribel Diaz-Ricart et al.
Thrombosis research, 121(6), 873-883 (2007-10-02)
Platelet activation leads to signal transduction mechanisms, in which phosphotyrosine proteins play a relevant role. Platelet suspensions were independently activated by collagen and thrombin in the absence and in the presence of two tyrosine kinase inhibitors, tyrphostin 47 and genistein.
Jun Takeda et al.
Development, growth & differentiation, 44(6), 501-508 (2002-12-21)
During the development of the chicken proventriculus (glandular stomach), the initially undifferentiated epithelium differentiates into two distinct cell populations: the glandular epithelium, cells of which secrete embryonic chicken pepsinogen (ECPg), and luminal epithelial cells, which express the chicken spasmolytic polypeptide
P L Lorenzo et al.
Equine veterinary journal, 34(4), 378-382 (2002-07-16)
Epidermal growth factor (EGF) has been shown to have a positive effect during oocyte in vitro maturation in several species. This study was performed to establish the capacity of equine oocytes to undergo nuclear maturation in the presence of EGF
S Shibata et al.
British journal of pharmacology, 128(6), 1284-1290 (1999-12-01)
1 The hyperpolarization-activated cation current (If) was recorded in single pacemaker cells of the porcine sino-atrial node, and the effects of genistein, an isoflavone inhibitor of tyrosine-specific protein kinases was investigated by the whole-cell patch clamp technique. 2 Genistein (20-500
G Kéri et al.
Annals of the New York Academy of Sciences, 1010, 109-112 (2004-03-23)
Selective inhibition of the "false" proliferative signals via targeting tyrosine kinases resulting in the induction of apoptosis by depletion of the "survival factors" is one of the most studied and widely accepted concepts of modern chemotherapy. We have synthesized a

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