| Identification | Back Directory | [Name]
BenzaMide, N-[4-[(4-ethyl-1-piperazinyl)Methyl]-3-(trifluoroMethyl)phenyl]-4-Methyl-3-[[[5-(2-thienyl)-3-pyridinyl]carbonyl]aMino]- | [CAS]
1186206-79-0 | [Synonyms]
CS-2709
ALW-II-41-27
Reaxys ID: 20109046
Eph receptor tyrosine kinase inhibitor
N-(5-((4-((4-ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)carbamoyl)-2-methylphenyl)-5-(thiophen-2-yl)nicotinamide
BenzaMide, N-[4-[(4-ethyl-1-piperazinyl)Methyl]-3-(trifluoroMethyl)phenyl]-4-Methyl-3-[[[5-(2-thienyl)-3-pyridinyl]carbonyl]aMino]-
BenzaMide, N-[4-[(4-ethyl-1-piperazinyl)Methyl]-3-(trifluoroMethyl)phenyl]-4-Methyl-3-[[[5-(2-thienyl)-3-pyridinyl]carbonyl]aMino]- USP/EP/BP | [Molecular Formula]
C32H32F3N5O2S | [MDL Number]
MFCD25372028 | [MOL File]
1186206-79-0.mol | [Molecular Weight]
607.69 |
| Chemical Properties | Back Directory | [Boiling point ]
612.3±55.0 °C(Predicted) | [density ]
1.321±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
≥60.8 mg/mL in EtOH; insoluble in H2O; ≥102 mg/mL in DMSO | [form ]
Powder | [pka]
11.66±0.70(Predicted) |
| Hazard Information | Back Directory | [Biological Activity]
alw-ii-41-27 is a potent inhibitor of eph family kinases, with an ic50 value of 11 nm to epha2 [1] [2].eph family proteins are key regulators of both disease and normal development. eph receptors are involved in many intracellular signaling pathways such as pi3k/akt/mtor, ras/raf/mapk, fak, src, abl, and rho/rac/cdc42 [2].in h358 cells, treatment with alw-ii-41-27 at a concentration of 1 μm within 15 minutes impaired the tyrosine phosphorylation of the epha2 receptor and continued to inhibit the tyrosine phosphorylation through 6 hours. alw-ii-41-27 also dose-dependently inhibited the epha2 phosphorylation induced by ligand. when the epha2 was depleted by rnai in nsclc cell lines, cells were much less sensitive to alw-ii-41-27.it was suggested that epha2 plays an oncogenic role according to results in lung cancers. in mice bearing non–small cell lung cancers (nsclcs), intraperitoneal injection with alw-ii-41-27 at a dose of 15 mg/kg twice daily for 14 days significantly resulted in an inhibition of the growth of h358 tumors. alw-ii-41-27 significantly increased the apoptosis of tumors compared with the vehicle alone or ng-25. this was similar to the effect of the genetic ablation of epha2. compared with treatments with vehicle alone or ng-25, treatment with alw-ii-41-27 did not result in significant differences in the vessel density or proliferation of tumors [2]. | [References]
[1]. marialuisa moccia, qingsong liu, teresa guida, et al. identification of novel small molecule inhibitors of oncogenic ret kinase. plos one, 2015, 10(6):e0128364.
[2]. katherine r. amato, shan wang, andrew k. hastings, et al. genetic and pharmacologic inhibition of epha2 promotes apoptosis in nsclc. journal of clinical investigation, 2014, 124(5):2037-2049. |
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