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ChemicalBook--->CAS DataBase List--->133550-34-2

133550-34-2

133550-34-2 Structure

133550-34-2 Structure
IdentificationBack Directory
[Name]

TYRPHOSTIN B46
[CAS]

133550-34-2
[Synonyms]

AG 555
AG 555, >98%
TYRPHOSTIN B46
TYRPHOSTIN AG 555
TYRPHOSTIN AG 555, >98%
AG 555 (Tyrphostin AG 555)
TYRPHOSTIN AG 555;TYRPHOSTIN AG-555;TYRPHOSTIN AG555
N-(3-PHENYLPROPYL)-3,4-DIHYDROXY-ALPHA CYANOCINNAMIDE
ALPHA-CYANO-(3,4-DIHYDROXY)-N-(3-PHENYLPROPYL)CINNAMIDE
N-(3'-PHENYLPROPYL)-3,4-DIHYDROXYBENZYLIDENECYANOACETAMIDE
(E)-2-CYANO-3-(3,4-DIHYDROXYPHENYL)-N-(3-PHENYLPROPYL)-2-PROPENAMIDE
2-Propenamide,2-cyano-3-(3,4-dihydroxyphenyl)-N-(3-phenylpropyl)-, (2E)-
Tyrphostin B46, N-(3μ-Phenylpropyl)-3,4-dihydroxybenzylidenecyanoacetamide
[Molecular Formula]

C19H18N2O3
[MDL Number]

MFCD00209865
[MOL File]

133550-34-2.mol
[Molecular Weight]

322.36
Chemical PropertiesBack Directory
[Boiling point ]

621.1±55.0 °C(Predicted)
[density ]

1.273±0.06 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Store in freezer, under -20°C
[solubility ]

DMSO or ethanol: soluble
[form ]

Powder
[pka]

8.82±0.10(Predicted)
[color ]

Light yellow to yellow
Safety DataBack Directory
[Safety Statements ]

22-24/25
[WGK Germany ]

3
Hazard InformationBack Directory
[Description]

AG-555 is a tyrphostin inhibitor of the EGF receptor (EGFR; IC50 = 0.7 μM). It selectively inhibits EFGR over ErbB2 (IC50 = 35 μM). AG-555 inhibits EGF-dependent growth of HER 14 cells (IC50 = 2.5 μM) as well as the growth of psoriatic keratinocytes isolated from patients with psoriasis when used at concentrations ranging from 1 to 50 μM. It also inhibits Moloney murine leukemia virus (Mo-MuLV) reverse transcriptase activity (IC50 = 10.8 μM) without affecting Mo-MuLV-infected NIH3T3 cell growth (IC50 = 210 μM).
[Uses]

Inhibitor of EGF receptor kinase activity
[Biological Activity]

Potent epidermal growth factor receptor (EGFR) kinase inhibitor (IC 50 = 0.7 μ M) that displays 50-fold and >140-fold selectivity over ErbB2 and insulin receptor kinase respectively. Induce G 1 growth arrest selectively in transformed cells (IC 50 values are 6.4 and 9.4 μ M in HPV16-immortalized and normal keratinocytes respectively).
[References]

[1]. ben-bassat h, rosenbaum-mitrani s, hartzstark z, et al. inhibitors of epidermal growth factor receptor kinase and of cyclin-dependent kinase 2 activation induce growth arrest, differentiation, and apoptosis of human papilloma virus 16-immortalized human keratinocytes. cancer res, 1997, 57(17): 3741-3750.
[2]. kleinberger-doron n, shelah n, capone r, et al. inhibition of cdk2 activation by selected tyrphostins causes cell cycle arrest at late g1 and s phase. exp cell res, 1998, 241(2): 340-351.
[3]. sion-vardy n, vardy d, rodeck u, et al. antiproliferative effects of tyrosine kinase inhibitors (tyrphostins) on human bladder and renal carcinoma cells. j surg res, 1995, 59(6): 675-680.
[4]. seri i, aflalo e, gazit a, et al. tyrphostin ag-555 inhibits early and late stages of moloney murine leukemia virus replication cycle. int j oncol, 1997, 10(6): 1185-1189.
Spectrum DetailBack Directory
[Spectrum Detail]

TYRPHOSTIN B46(133550-34-2)1HNMR
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