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T6568

Sigma-Aldrich

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:
136831-48-6
Molecular Weight:
266.29
MDL number:
MFCD00236444
UNSPSC Code:
12352200
PubChem Substance ID:
329826848
NACRES:
NA.77

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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
W Xian et al.
Cell growth & differentiation : the molecular biology journal of the American Association for Cancer Research, 6(11), 1447-1455 (1995-11-01)
The present study was designed to further investigate the role of the epidermal growth factor receptor (EGFr) in mouse skin tumor promotion by evaluating the status of the EGFr in tumor promoter-treated mouse epidermis and in mouse skin tumors. Female
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.
H L McLeod et al.
British journal of cancer, 74(11), 1714-1718 (1996-12-01)
Amplification and increased expression of many growth factor receptors, including the epidermal growth factor receptor (EGFR), has been observed in human tumours. One therapeutic strategy for overcoming EGF autocrine control of tumour growth is inhibition of EGFR protein tyrosine kinase
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
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