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T2067

Sigma-Aldrich

Tyrphostin AG 879

99% (HPLC)

Synonym(s):

α-Cyano-(3,5-di-t-butyl-4-hydroxy)thiocinnamide

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About This Item

Empirical Formula (Hill Notation):
C18H24N2OS
CAS Number:
148741-30-4
Molecular Weight:
316.46
MDL number:
MFCD00236450
UNSPSC Code:
12352200
PubChem Substance ID:
24278728
NACRES:
NA.77

Quality Level

100

assay

99% (HPLC)

solubility

DMSO: soluble (at 26 mg/ml)
H2O: insoluble

SMILES string

CC(C)(C)c1cc(\C=C(/C#N)C(N)=S)cc(c1O)C(C)(C)C

InChI

1S/C18H24N2OS/c1-17(2,3)13-8-11(7-12(10-19)16(20)22)9-14(15(13)21)18(4,5)6/h7-9,21H,1-6H3,(H2,20,22)/b12-7+

InChI key

XRZYELWZLNAXGE-KPKJPENVSA-N

Gene Information

human ... ERBB2(2064) , NTRK1(4914)

Application

Tyrphostin AG 879 (AG879) has been used for studying its effect on ErbB2 receptor phosphorylation in A431 cells. This study reported that AG879 at 10 muM can cause 15% inhibition of receptor phosphorylation1. AG879 has also been used as a neurotrophic tyrosine kinase receptor inhibitor to study the disruption of Sertoli cell aggregation2.

Biochem/physiol Actions

Tyrphostin AG 879 is known to block RAF-1 and Her-2 expression and exhibit anticancer functions in breast cancer cells3. Furthermore, AG879 is known to block ETK1-PAK1 interactions and the growth of RAS-induced sarcomas in nude mice4.
Inhibits the tyrosine kinase activity of the nerve growth factor receptor (TrkA; pp140trk) and heregulin receptor erbB-2 (HER-2).

Features and Benefits

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Preparation Note

Tyrphostin AG 879 is soluble in DMSO at 26/ml and is insoluble in water.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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Diana Fridrich et al.
Molecular nutrition & food research, 52(7), 815-822 (2008-07-12)
In the present study, delphinidin was found to suppress the phosphorylation of the epidermal growth factor receptor (EGFR) within human tumour cells (human colon carcinoma cell line (HT29), human vulva carcinoma cell line (A431)), albeit less effective than the flavonol
L-I Larsson
Cellular and molecular life sciences : CMLS, 61(19-20), 2624-2631 (2004-11-05)
Binding of growth factors to cell surface receptors activates protein tyrosine kinases (PTKs) that initiate cascades of downstream signaling events including the mitogen-activated protein (MAP) kinase cascade. This study reports that the PTK inhibitor AG 879 inhibits proliferation of human
Hong He et al.
Cancer biology & therapy, 3(1), 96-101 (2004-01-17)
AG 879 has been widely used as a Tyr kinase inhibitor specific for ErbB2 and FLK-1, a VEGF receptor. The IC(50) for both ErbB2 and FLK-1 is around 1 microM. AG 879, in combination of PP1 (an inhibitor specific for
Kathrin Gassei et al.
Reproduction (Cambridge, England), 136(4), 459-469 (2008-07-29)
The first morphological sign of testicular differentiation is the formation of testis cords. Prior to cord formation, newly specified Sertoli cells establish adhesive junctions, and condensation of somatic cells along the surface epithelium of the genital ridge occurs. Here, we

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