17260-79-6

Basic information

• Product Name: 3-Quinolinecarboxamide, 1,4-dihydro-1-(phenylmethyl)-
• CAS NO: 17260-79-6
• Molecular Formula: C17H16N2O
• Molecular Weight: 264.327
• Mol File: 17260-79-6.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 3-Quinolinecarboxamide, 1,4-dihydro-1-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Quinolinecarboxamide, 1,4-dihydro-1-(phenylmethyl)-(17260-79-6)
• EPA Substance Registry System: 3-Quinolinecarboxamide, 1,4-dihydro-1-(phenylmethyl)-(17260-79-6)

Safety Data

• Hazardous Substances Data: 17260-79-6(Hazardous Substances Data)

Upstream product

• 4217-54-3 9,10-dihydro-10-methylacridine 
• 47072-02-6 1-benzyl-3-carbamoylquinolinium cation 
• 70293-11-7 3-aminocarbonyl-N-benzylquinolinium bromide 
• 111977-10-7 3-cyano-1,4-dihydro-1-(4-fluorobenzyl)pyridine 
• 100-39-0 benzyl bromide 
• 6480-67-7 quinoline-3-carboxamide 
• 37589-77-8 1-benzyl-1,4-dihydropyridine-3-carbonitrile 

Downstream Products

• 56875-26-4 10-methyl-9-phenyl-9,10-dihydroacridine 
• 47072-02-6 1-benzyl-3-carbamoylquinolinium cation 
• 57041-52-8 10-methyl-9-(4-aminophenyl)-9,10-dihydroacridine 
• 444560-07-0 9-(3,5-dichloro-phenyl)-10-methyl-9,10-dihydro-acridine 
• 60891-64-7 N,N-dimethyl-4-(10-methyl-9,10-dihydroacridin-9-yl)aniline 
• 123091-93-0 9-(4-methoxy-phenyl)-10-methyl-9,10-dihydro-acridine 
• 47072-02-6 1-Benzyl-3-carbamoyl-quinolinium; perchlorate 
• 17260-82-1 1-Benzyl-3-carbamoyl-chinoliniumiodid 
• 111977-10-7 3-cyano-1,4-dihydro-1-(4-fluorobenzyl)pyridine 
• 37589-77-8 1-benzyl-1,4-dihydropyridine-3-carbonitrile 
• 4217-54-3 9,10-dihydro-10-methylacridine 
• 18081-89-5 2-(N-benzylaminomethyl)pyridine 
• 5770-42-3 1,3-dimethyl-6-methylamino-1H-pyrimidine-2,4-dione 
• 105159-31-7 11-Benzyl-1,3,12-trimethyl-2,4-dioxo-1,3,4,5,6,11,11a,12-octahydro-2H-1,3,11,12-tetraaza-naphthacene-5a-carboxylic acid amide 

Relevant articles and documents

Redox potentials and acid-base equilibria of NADH/NAD+ analogues in acetonitrile

-

Regioselectivity and Kinetics of Hydride Transfer in Substituted 1-Benzyl-3-quinolinecarboxamide Redox Reactions

A systematic study on the factors that affect the regioselectivity and rate of hydride transfer in systems involving 1-benzyl-4-methyl-3-quinolinecarboxamides as donors or acceptors is reported.The study reports two major findings: (1) Hydride transfers from borohydride or 1-propyl-1,4-dihydronicotinamide to 1-benzyl-4-methyl-3-quinolinecarboxamide cation display distinct regioselective patterns-borohydride results in hydride transfer to the 2-position of the acceptor and dihydronicotinamide results in hydride transfer to the 4-position of the acceptor. (2) Substitution of the 4-hydrogen by a methyl group on either the oxidant or reductant quinoline lowers the rate constants for hydride transfer by a factor of over 2000.When methyl replaces hydrogen in both the oxidant and reductant, the rate constant for hydride transfer is lowered by a factor of over 5 000 000.These observations are interpreted in terms of a two-step mechanism: (1) formation of a ?-complex between the oxidant and reductant stabilized by charge-transfer interactions and (2) rate-determining hydride transfer within the complex.

Hydride Transfer and Oxyanion Addition Equilibria of NAD+ Analogues

Equilibrium constants, K, have been determined for the reduction of 10-methylacridinium ion by 15 N-heterocyclic hydride donors: acridine, quinoline, pyridine, and phenanthridine derivatives.The solvent was a mixture of 2-propanol and water in the ratio 4 : 1 by volume.Reduction potentials have been estimated for the corresponding cations in aqueous solution by assuming that the K's would be the same and accepting -361 mV as the reduction potential of the 3-(aminocarbonyl)-1-benzylpyridinium ion.These reduction potentials span 430 mV.Values of pKR have also been determined for six of the cations in the same solvent.For derivatives of the same ring system, -ΔlogK is approximately equal to ΔpKR, but a 4 log unit discrepancy appears when phenanthridine derivatives are compared with the 9-methylacridinium ion.