133550-35-3 Usage
Biological Activity
Potent inhibitor of epidermal growth factor receptor (EGFR) kinase (IC 50 = 0.7 μ M). Selective over ErbB2, PDGFR and insulin receptor kinase (IC 50 values are 42, 6 and > 100 μ M respectively).
references
[1]. osherov n, levitzki a. tyrphostin ag 494 blocks cdk2 activation. febs lett, 1997, 410(2-3): 187-190.[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]. liu x, qin j, luo q, et al. cross-talk between egf and bmp9 signalling pathways regulates the osteogenic differentiation of mesenchymal stem cells. j cell mol med, 2013, 17(9): 1160-1172.[4]. bojko a1, reichert k, adamczyk a, et al. the effect of tyrphostins ag494 and ag1478 on the autocrine growth regulation of a549 and du145 cells. folia histochem cytobiol, 2012, 50(2): 186-195.
Check Digit Verification of cas no
The CAS Registry Mumber 133550-35-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,3,5,5 and 0 respectively; the second part has 2 digits, 3 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 133550-35:
(8*1)+(7*3)+(6*3)+(5*5)+(4*5)+(3*0)+(2*3)+(1*5)=103
103 % 10 = 3
So 133550-35-3 is a valid CAS Registry Number.
InChI:InChI=1/C16H12N2O3/c17-10-12(8-11-6-7-14(19)15(20)9-11)16(21)18-13-4-2-1-3-5-13/h1-9,19-20H,(H,18,21)/b12-8+
133550-35-3Relevant academic research and scientific papers
Tyrphostins. 2. Heterocyclic and α-Substituted Benzylidenemalonitrile Tyrphostins as Potent Inhibitors of EGF Receptor and ErbB2/neu Tyrosine Kinases
Gazit, Aviv,Osherov, Nir,Posner, Israel,Yaish, Pnina,Poradosu, Enrique,et al.
, p. 1896 - 1907 (2007/10/02)
We have previously described a novel series of low molecular weight protein tyrosine kinase inhibitors which we named tyrphostins.The characteristic active pharmacophore of these compounds was the hydroxy-cis-benzylidenemalonitrile moiety.In this article we describe three novel groups of tyrphostins: (i) one group has the phenolic moiety of the cis-benzylidenemalononitrile replaced either with other substituted benzenes or with heteroaromatic rings, (ii) another is a series of conformationally constrained derivatives of hydroxy-cis-benzylidenemalononitriles in which the malononitrile moiety is fixed relative to the aromatic ring, and (iii) two groups of compounds in which the position trans to the benzenemalononitrile has been substituted by ketones and amides.Among the novel tyrphostins examined we found inhibitors which discriminate between the highly homologous EGF receptor kinase (HER1) and ErbB2/neu kinase (HER2).These findings may lead to selective tyrosine kinase blockers for the treatment of diseases in which ErbB2/neu is involved.
