882516-38-3

Basic information

• Product Name: (6-{5-[tert-butoxycarbonyl-(3-hydroxy-propyl)-amino]-2-chloro-pyridin-3-yl}-pyrazin-2-yl)-(3-chloro-phenyl)-carbamic acid tert-butyl ester
• Synonyms: (6-{5-[tert-butoxycarbonyl-(3-hydroxy-propyl)-amino]-2-chloro-pyridin-3-yl}-pyrazin-2-yl)-(3-chloro-phenyl)-carbamic acid tert-butyl ester
• CAS NO: 882516-38-3
• Molecular Weight: 590.507
• Mol File: 882516-38-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (6-{5-[tert-butoxycarbonyl-(3-hydroxy-propyl)-amino]-2-chloro-pyridin-3-yl}-pyrazin-2-yl)-(3-chloro-phenyl)-carbamic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (6-{5-[tert-butoxycarbonyl-(3-hydroxy-propyl)-amino]-2-chloro-pyridin-3-yl}-pyrazin-2-yl)-(3-chloro-phenyl)-carbamic acid tert-butyl ester(882516-38-3)
• EPA Substance Registry System: (6-{5-[tert-butoxycarbonyl-(3-hydroxy-propyl)-amino]-2-chloro-pyridin-3-yl}-pyrazin-2-yl)-(3-chloro-phenyl)-carbamic acid tert-butyl ester(882516-38-3)

Safety Data

• Hazardous Substances Data: 882516-38-3(Hazardous Substances Data)

Upstream product

• 41668-13-7 5-bromo-6-hydroxy-3-pyridinecarboxylic acid 
• 29241-62-1 5-bromo-6-chloronicotinic acid 
• 5006-66-6 6-hydroxy-3-pyridinecarboxylic acid 
• 405939-59-5 (5-bromo-6-chloropyridin-3-yl)carbamic acid tert-butyl ester 
• 405940-12-7 (3-chlorophenyl)(6-chloropyrazin-2-yl)carbamic acid tert-butyl ester 
• 405939-60-8 (5-bromo-6-chloropyridin-3-yl)-(3-hydroxypropyl)carbamic acid tert-butyl ester 

Relevant articles and documents

Synthesis and structure-activity relationships of pyrazine-pyridine biheteroaryls as novel, potent, and selective vascular endothelial growth factor receptor-2 inhibitors

There is much evidence that direct inhibition of the kinase activity of vascular endothelial growth factor receptor-2 (VEGFR-2) will result in the reduction of angiogenesis and the suppression of tumor growth. Palladium-catalyzed C-C bond, C-N bond formation reactions were used to assemble various pyrazine-pyridine biheteroaryls as potent VEGFR-2 inhibitors. Among them, 4-{5-[6-(3-chloro-phenylamino)-pyrazin-2-yl]-pyridin-3-ylamino}-butan-1-ol (39) and N-{5-[6-(3-chloro-phenylamino)-pyrazin-2-yl]-pyridin-3-yl}-N′, N′-dimethyl-ethane-1,2-diamine (41) exhibited the highest kinase selectivity against fibroblast growth factor receptor kinase, platelet-derived growth factor receptor kinase, and glycogen synthase kinase-3. All of these compounds showed good cellular potency to inhibit VEGF-stimulated proliferation of human umbilical vein endothelial cells (HUVEC) but with modest effects on the unstimulated growth of HUVEC. The low inhibition of these compounds to the growth of tumor cell lines, such as HeLa, HCT-116, and A375 further confirms that these VEGFR-2 inhibitors are not cytotoxic agents. The in vivo antitumor activity of 39 and 41 were demonstrated in the A375 human melanoma xenograft nude mice model. Molecular modeling (QSAR analysis) was conducted in an attempt to rationalize the observed structure-activity relationship.