AG 555A potent epidermal growth factor receptor kinase inhibitor

AG 555 (CAS 133550-34-2)

AG 555 | CAS 133550-34-2 is rated 5.0 out of 5 by 1.
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Synonym: (E)-2-Cyano-3-(3,4-dihydroxyphenyl)-N-(3-phenylpropyl)-2-propenamide; Tyrphostin AG 555
Application: A potent epidermal growth factor receptor kinase inhibitor
CAS Number: 133550-34-2
Molecular Weight: 322.36
Molecular Formula: C19H18N2O3
* Refer to Certificate of Analysis for lot specific data (including water content).
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AG 555 is a potent EGFR (epidermal growth factor receptor) kinase inhibitor (IC50 = 0.7 μM) that displays 50-fold and >140-fold selectivity over ErbB2 and insulin receptor kinase respectively. AG 555 induces G1 growth arrest selectively in transformed cells (IC50 values are 6.4 and 9.4 μM in HPV16-immortalized and normal keratinocytes respectively).


References

1. Gazit, A., et al. 1991. J. Med. Chem. 34: 1896-1907. PMID: 1676428
2. Levitzki, A. and Gazit, A. 1995. Science. 267: 1782-1788. PMID: 7892601

3. Ben-Bassat, H., et al. 1999. J. Pharmacol. Exp. Ther. 290: 1442-1457. PMID: 10454524

Physical State :
Solid
Solubility :
Soluble in DMSO (30 mM), and ethanol (10 mg/ml). Insoluble in water.
Storage :
Desiccate at 4° C
Melting Point :
242° C
Boiling Point :
621.10° C at 760 mmHg (Predicted)
Density :
1.27 g/cm3 (Predicted)
Refractive Index :
n20D 1.65 (Predicted)
IC50 :
Glutamate NMDA receptor; Grin1/Grin2b: IC50 = 0.66 µM (rat); EGFR kinase: IC50 = 0.7 µM; Induce G1 growth arrest : IC50 = 6.4 µM (HPV16-immortalized keratinocytes); Induce G1 growth arrest : IC50 = 9.4 µM (normal keratinocytes)
pK Values :
pKa: 8.82 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
PubChem CID :
5328770
MDL Number :
MFCD00209865
SMILES :
C1=CC=C(C=C1)CCCNC(=O)/C(=C/C2=CC(=C(C=C2)O)O)/C#N

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AG 555  Product Citations

See how others have used AG 555. Click on the entry to view the PubMed entry .

Citations 1 to 2 of 2 total

PMID: # 12867421  Baars, S. et al. 2003. J. Biol. Chem. 278: 37306-37313.

PMID: # 9288782  Ben-Bassat, H. et al. 1997. Cancer Res. 57: 3741-3750.

Citations 1 to 2 of 2 total
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Rated 5 out of 5 by from Baars Baars, S. et al. (PubMed 12867421) tested AG 555, a known tyrosine kinase inhibitor, to determine if it selectively interferes with viral transcription in bovine papilomavirus type 1 (BPV-1) in transformed ID13 mouse fibroblasts. Found that AG 555 selectively down-regulated BPV-1 transcription and led to suppression of Cdk2 activity. -SCBT Publication Review
Date published: 2015-04-28
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