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T7540

Sigma-Aldrich

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
Beilstein:
6508337
MDL number:
MFCD00133902
UNSPSC Code:
12352200
PubChem Substance ID:
24278755

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

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

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,.
EGFR tyrosine kinase inhibitor.

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Precautionary Statements

P261 - P305 + P351 + P338

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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.
Daniel Mariappa et al.
Molecular reproduction and development, 73(2), 215-225 (2005-10-13)
To acquire fertilizing potential, mammalian spermatozoa must undergo capacitation and acrosome reaction. Our earlier work showed that pentoxifylline (0.45 mM), a sperm motility stimulant, induced an early onset of hamster sperm capacitation associated with tyrosine phosphorylation of 45-80 kDa proteins
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