1422434-61-4

Basic information

• Product Name: C₂₁H₁₅Cl₂N₃O₄
• CAS NO: 1422434-61-4
• Molecular Weight: 444.274
• Mol File: 1422434-61-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₂₁H₁₅Cl₂N₃O₄(CAS DataBase Reference)
• NIST Chemistry Reference: C₂₁H₁₅Cl₂N₃O₄(1422434-61-4)
• EPA Substance Registry System: C₂₁H₁₅Cl₂N₃O₄(1422434-61-4)

Safety Data

• Hazardous Substances Data: 1422434-61-4(Hazardous Substances Data)

Upstream product

• 99-76-3 methyl 4-hydroxylbenzoate 
• 1422434-51-2 C₁₃H₁₁N₃O₅ 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 1422434-57-8 C₂₀H₁₇Cl₂N₃O₃ 
• 27048-04-0 2-amino-6-chloro-3-nitropyridine 

Relevant articles and documents

Investigation on the 1,6-naphthyridine motif: Discovery and SAR study of 1H-imidazo[4,5-h][1,6]naphthyridin-2(3H)-one-based c-Met kinase inhibitors

The 1,6-naphthyridine motif is a multivalent scaffold in medicinal chemistry presenting various bioactivities when properly substituted. By incorporating a cyclic urea pharmacophore into the 1,6-naphthyridine framework through conformationally constraining the 7,8-positions, the resulting 1H-imidazo[4,5-h][1,6]naphthyridin-2(3H)-one was identified as a new class of c-Met kinase inhibitor. A comprehensive SAR study indicated that an N-1 alkyl substituent bearing a terminal free amino group, a hydrophobic substituted benzyl group at the N-3 position and the tricyclic core were essential for retaining effective Met inhibition of the 1H-imidazo[4,5-h][1,6]naphthyridin- 2(3H)-one chemotype. Further introduction of a 4′-carboxamide phenoxy group at the C-5 position significantly improved the potency. The best c-Met kinase inhibitory activity was exemplified by 2t with an IC50 = 2.6 μM, which also displayed effective inhibition against TPR-Met phosphorylation and the proliferation of the BaF3-TPR-Met cells at low micromolar concentrations.