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Merck
CN

T6568

Tyrphostin RG 13022

≥98%

Synonym(s):

2-(3,4′-Dimethoxyphenyl)-1-(3″-pyridinyl)acrylonitrile

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About This Item

Empirical Formula (Hill Notation):
C16H14N2O2
CAS Number:
Molecular Weight:
266.29
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
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assay

≥98%

form

solid

potency

IC50 (3 micromolar for inhibition of EGF-receptor.)

mp

114-115 °C

solubility

DMSO or ethanol: soluble

storage temp.

2-8°C

SMILES string

COc1ccc(cc1OC)\C=C(\C#N)c2cccnc2

InChI

1S/C16H14N2O2/c1-19-15-6-5-12(9-16(15)20-2)8-14(10-17)13-4-3-7-18-11-13/h3-9,11H,1-2H3

InChI key

DBGZNJVTHYFQJI-UHFFFAOYSA-N

Biochem/physiol Actions

Non-phenolic tyrphostin-class tyrosine kinase inhibitor.

Preparation Note

Tyrphostin RG 13022 is known to suppress EGF-induced cancer cell proliferation under in vitro conditions and can also inhibit the growth of tumors in nude mice.
Tyrphostin RG 13022 is soluble in DMSO and ethanol.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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S Takahashi et al.
Archives of physiology and biochemistry, 110(1-2), 34-41 (2002-04-06)
Estrogen stimulates the proliferation of pituitary cells, in particular mammotrophs. The present study was designed to clarify involvement of transforming growth factor alpha (TGF-alpha) in the estrogen-induced growth of mouse pituitary cells in vitro. Anterior pituitary cells obtained from ICR
L F Gulli et al.
Cell growth & differentiation : the molecular biology journal of the American Association for Cancer Research, 7(2), 173-178 (1996-02-01)
A431 cells overexpress epidermal growth factor receptors (EGF-Rs) and are inhibited by EGF. We show that treatment of A431 cells with 10 nM EGF induced a 15-fold increase in EGF-R autophosphorylation, leading to inhibition of cell proliferation and morphological features
T Yoneda et al.
Cancer research, 51(16), 4430-4435 (1991-08-15)
Many human tumors of epithelial origin contain cells overexpressing the epidermal growth factor (EGF) receptor, and there is convincing evidence that cancer cell growth is correlated with the loss of the normal regulation of the EGF receptor signal transduction pathway.
B S Kondapaka et al.
Molecular and cellular endocrinology, 117(1), 53-58 (1996-03-01)
In prostate cancer cells, the binding of peptide growth factors to specific receptors increases tyrosine kinases (TK) activity to regulate cell proliferation, cell differentiation, and signaling processes. To determine whether inhibition of receptor TK activity inhibits tumor growth, we studied
S Oomizu et al.
The Journal of endocrinology, 165(2), 493-501 (2000-05-16)
Oestrogen stimulates the proliferation of pituitary cells. The present study was designed to clarify the involvement of transforming growth factor-alpha (TGF-alpha) in the oestrogen-induced growth of mouse pituitary cells in vitro. Anterior pituitary cells obtained from ICR male mice were

Global Trade Item Number

SKUGTIN
T6568-1MG04061826133248
T6568-5MG04061832452647

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