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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:
118409-60-2
Molecular Weight:
220.25
PubChem Substance ID:
24278755
UNSPSC Code:
12352200
MDL number:
MFCD00133902
Beilstein/REAXYS Number:
6508337

Key Documents

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SMILES string

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

assay

≥98%

potency

2.4 μM IC50

solubility

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

storage temp.

2-8°C

Gene Information

human ... CDK2(1017), EGFR(1956)

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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
GHS07

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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Certificates of Analysis (COA)

Lot/Batch Number
047K1140
124K1110
046K1084
075K1131
127H1137

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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
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.
Naoki Kimura et al.
Bioconjugate chemistry, 18(6), 1778-1785 (2007-10-24)
The present study reported proof-of-principle for a kinase assay approach that can detect specific peptide phosphorylation events. The method involves attachment of peptides onto commercial aminosilane and polycarbodiimide-coated glass slides, using a newly developed DNattach linker system that consists of
[Stimulating effect of insulin and epidermal growth factor on activity of protein kinase A, glucose 6-phosphate dehydrogenase and glycogen synthetase in skeletal muscles of chickens and chicken embryos].
L A Kuznetsova et al.
Zhurnal evoliutsionnoi biokhimii i fiziologii, 40(4), 325-333 (2004-10-16)
Yorimasa Ogata et al.
Cell biology international, 27(8), 689-693 (2003-07-18)
Bradykinin (1 microM) and histamine (100 microM) evoked an initial transient increase and a subsequent sustained increase in intracellular Ca(2+) concentration ([Ca(2+)](i)) in fura-2-loaded human gingival fibroblasts, which may be attributed to Ca(2+) release from intracellular stores and Ca(2+) entry
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Product Information Sheet - T7540

Product Information Sheet

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