56739-17-4

Basic information

• Product Name: 3-Pyridinecarboxamide, 2-chloro-N-2-propynyl-
• Synonyms: 3-Pyridinecarboxamide,2-chloro-N-2-propynyl
• CAS NO: 56739-17-4
• Molecular Formula: C9H7ClN2O
• Molecular Weight: 194.62
• Mol File: 56739-17-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3-Pyridinecarboxamide, 2-chloro-N-2-propynyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Pyridinecarboxamide, 2-chloro-N-2-propynyl-(56739-17-4)
• EPA Substance Registry System: 3-Pyridinecarboxamide, 2-chloro-N-2-propynyl-(56739-17-4)

Safety Data

• Hazardous Substances Data: 56739-17-4(Hazardous Substances Data)

Upstream product

• 49609-84-9 2-Chloronicotinoyl chloride 
• 2450-71-7 Propargylamine 
• 16866-53-8 3,6-dichloropyridine-2-carboxylic acid chloride 
• 1702-17-6 Clopyralid 
• 2942-59-8 2-chloronicotinic acid 
• 15430-52-1 prop-2-yn-1-amine hydrochloride 

Downstream Products

• 1612240-94-4 2-(3,5-dimethoxyphenylamino)-N-((1-(3-phenoxybenzyl)-1H-1,2,3-triazol-4-yl)methyl)nicotinamide 
• 1612240-95-5 N-((1-(3-phenoxybenzyl)-1H-1,2,3-triazol-4-yl)methyl)-2-(3,4,5-trimethoxyphenylamino)nicotinamide 
• 1612240-93-3 2-(2,5-dimethoxyphenylamino)-N-((1-(3-phenoxybenzyl)-1H-1,2,3-triazol-4-yl)methyl)nicotinamide 
• 1612240-91-1 2-(4-methoxyphenylamino)-N-((1-(3-phenoxybenzyl)-1H-1,2,3-triazol-4-yl)methyl)nicotinamide 
• 1612240-88-6 2-(4-chlorophenylamino)-N-((1-(3-phenoxybenzyl)-1H-1,2,3-triazol-4-yl)methyl)nicotinamide 
• 1612240-89-7 2-(4-bromophenylamino)-N-((1-(3-phenoxybenzyl)-1H-1,2,3-triazol-4-yl)methyl)nicotinamide 
• 1612240-86-4 N-((1-(3-phenoxybenzyl)-1H-1,2,3-triazol-4-yl)methyl)-2-(phenylamino)nicotinamide 

Relevant articles and documents

Palladium-Catalyzed Cascade Difluoroalkylation/Cyclization of N-Propargylamides: Synthesis of Oxazoles and Oxazolines

A palladium-catalyzed process to construct oxazoles and oxazolines with broad functional-group tolerance has been developed, and the method introduces difluoromethyl groups into heterocycles in a one-pot fashion. This system uses a carbonyl oxygen as the acceptor for the addition of a vinylpalladium intermediate to achieve the cyclization. Oxazoline derivatives are generated as the Z-isomer with high stereoselectivity. Additionally, we validated the tentative mechanism of this reaction.

Synthesis and evaluation of N-((1-benzyl-1H-1,2,3-triazol-4-yl)methyl) nicotinamides as potential anticancer agents that inhibit tubulin polymerization

A series of N-((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)nicotinamides (4) was synthesized and tested for their anticancer activity against a panel of 60 human cancer cell lines. Some of the representative compounds such as 4a, 4b, 4f, 4g, 4i and 4t were selected for the five dose study and amongst them 4g and 4i displayed significant anticancer activity with GI50 values ranging from 0.25 to 8.34 and 1.42 to 5.86 μM, respectively. Cell cycle analysis revealed that these compounds induced cell cycle arrest at G2/M phase in MCF-7 cells. The most active compound in this series 4g also inhibited tubulin polymerization with IC50 value 1.93 μM superior to that of E7010. Moreover, assay to investigate the effect on caspase-9, Hoechst staining and DNA fragmentation analysis suggested that these compounds induced cell death by apoptosis. Docking experiments showed that they interact and bind efficiently with tubulin protein. Overall, the results demonstrate that N-((1-benzyl-1H-1,2, 3-triazol-4-yl)methyl)nicotinamide scaffold possess anticancer property by inhibiting the tubulin polymerization.