19355-10-3

Upstream product

• 16183-83-8 1-benzyl-3-carbamoylpyridinium ion 
• 952-92-1 1-Benzyl-1,4-dihydronicotinamide 
• 19355-05-6 1-benzyl-4-methyl-3-carbamoylpyridinium 
• 15519-25-2 3-(aminocarbonyl)-1-(phenylmethyl)pyridinium perchlorate 
• 22109-42-8 1-benzyl-3-carbamoyl-4-methylpyridinium bromide 
• 7250-52-4 4-methyl-3-pyridinecarboxamide 
• 100-44-7 benzyl chloride 
• 156030-71-6 [ruthenium(II)(2,2′:6′,2″-terpyridine)(2,2′-bipyridine)](1+) 

Downstream Products

• 952-92-1 1-Benzyl-1,4-dihydronicotinamide 
• 4217-54-3 9,10-dihydro-10-methylacridine 
• 19234-05-0 9-(4'-methoxyphenyl)-9H-xanthene 

Relevant academic research and scientific papers

Hydride Reduction of NAD(P)+ Model Compounds with a Ru(II)-Hydrido Complex

In order to better understand the regioselective hydride transfer of metal hydrido complexes to NAD(P)+ model compounds, reactions of [Ru(tpy)(bpy)H]+ (Ru-H: tpy = 2,2′:6″,2″-terpyridine, bpy = 2,2′-bipyridine) with various substitue

Dithionite adducts of pyridinium salts: Regioselectivity of formation and mechanisms of decomposition

1H and 13C NMR spectroscopy has been used to detect and to characterize the adducts formed, in alkaline solutions, by the attack of dithionite anion on 3-carbamoyl or 3-cyano substituted pyridinium salts. In all studied cases, only 1,4-dihydropyridine-4-sulfinates, formed by attack of dithionite oxyanion on the carbon 4 of pyridinium ring, were found. This absolute regioselectivity seems to suggest a very specific interaction between the pyridinium cation and the dithionite through the formation of a rigidly oriented ion pair, determining the position of attack. In weak alkaline solution, the adducts decompose according to two mechanisms SNi and SNi′: the SNi path is operative in all studied cases and preserves the 1,4-dihydro structure yielding the corresponding 1,4-dihydropyridines, whereas the SNi′ path involves the shift of 2,3 or 5,6 double bonds yielding 1,2- or 1,6-dihydropyridines, respectively. The formation of 1,2- or 1,6-dihydropyridines, in addition to 1,4-dihydro isomers, depends on their respective thermodynamic stabilities.

Thermodynamic characteristics of NADH/NAD+ analogues in acetonitrile: 2-methyl, 4-methyl and 2,4-dimethyl 1-benzyl-dihydronicotinamides and the corresponding pyridinium species

Procedures were elaborated for the syntheses of the title compounds. The thermodynamic changes brought about by each methyl substitution were then determined quantitatively. In acetonitrile, the respective one-electron oxidation and one-electron reduction

Mechanisms of Reductive Methylation of NAD+ Analogues by a trans-Dimethylcobalt(III) Complex

Various NAD+ analogues are readily reduced by a trans-dimethylcobalt(III) complex, trans- (L = 11-hydroxy-2,3,9,10-tetramethyl-1,4,8,11-tetraazaundeca-1,3,8,10-tetraene-1-olate), to yield the corresponding methylated NADH analogues, while cis-dialkyl- or monoalkylcobalt(III) complexes show no reactivity towards NAD+ analogues.The charge distribution of NAD+ analogues, as well as the thermodynamic stability of the products, is shown to be an important factor in determining the isomer distribution of the methylated products.The observed second-orderrate constants for the reduction of NAD+ analogues by trans- in acetonitrile at 298 K are much larger than those estimated for outer-sphere electron transfer from trans- to NAD+ analogues.

Reductive Methylation of NAD+ Analogues by a trans-Dimethylcobalt(III) Complex

Various NAD+ analogues are readily reduced by a trans-dimethylcobalt(III) complex to yield the corresponding methylated NADH analogues, while cis-dialkyl- or monoalkylcobalt(III) complexes cannot reduce the NAD+ analogues at all.