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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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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
J Thundathil et al.
Molecular human reproduction, 8(9), 811-816 (2002-08-30)
Human sperm capacitation involves complex signal transduction mechanisms during which double phosphorylation of the threonine-glutamine-tyrosine motif (P-Thr-Glu-Tyr-P) occurs in some sperm proteins. The objective of this study was to investigate the regulation of this process. Fetal cord serum ultrafiltrate (FCSu)
Charles W Leffler et al.
American journal of physiology. Heart and circulatory physiology, 285(1), H292-H297 (2003-03-08)
Carbon monoxide (CO) is produced from heme by heme oxygenase-2 (HO-2) in cerebral blood vessels. Gas chromatography-mass spectrometry was used on piglet cerebral microvessels to address the hypothesis that CO production is regulated by heme delivery and HO-2 catalytic activity.
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Product Information Sheet - T7540

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