54027-60-0

Basic information

• Product Name: Pyridinium, 3-(aminocarbonyl)-1-phenyl-, chloride
• CAS NO: 54027-60-0
• Molecular Formula: C12H11N2O.Cl
• Molecular Weight: 234.685
• Mol File: 54027-60-0.mol

Chemical Properties

• CAS DataBase Reference: Pyridinium, 3-(aminocarbonyl)-1-phenyl-, chloride(CAS DataBase Reference)
• NIST Chemistry Reference: Pyridinium, 3-(aminocarbonyl)-1-phenyl-, chloride(54027-60-0)
• EPA Substance Registry System: Pyridinium, 3-(aminocarbonyl)-1-phenyl-, chloride(54027-60-0)

Safety Data

• Hazardous Substances Data: 54027-60-0(Hazardous Substances Data)

Upstream product

• 58971-05-4 1,4-dihydropyridine-1-phenyl-3-carboxamide 
• 53406-00-1 3-carbamoyl-1-(2,4-dinitrophenyl)pyridinium chloride 
• 62-53-3 aniline 

Downstream Products

• 55181-07-2 1-phenyl-1,2-dihydronicotinamide 
• 125681-22-3 1-phenyl-1,4-dihydro-4-deuterionicotinamide(4,4-H,D) 
• 58971-05-4 1,4-dihydropyridine-1-phenyl-3-carboxamide 
• 87384-54-1 6-oxo-1-phenyl-1,6-dihydro-pyridine-3-carboxylic acid amide 

Relevant articles and documents

COMPOUNDS FOR PROMOTING FOLLICLE MATURATION

Some analogues (eg. 3-carbamoyl-1-(tetrahydro-2H-pyran-4-yl)pyridin-1-ium, 3- carboxy-1-isopropylpyridin-1-ium, 1-benzyl-3-carbamoylpyridin-1-ium, 3-carbamoyl-1- methylpyridin-1-ium and cyclopamine) are disclosed to treat female infertility as the compounds increase the percentage of primary follicles relative to primordial follicles compared to control samples.

Thermodynamics and kinetics of the hydride-transfer cycles for 1-aryl-1,4-dihydronicotinamide and its 1,2-dihydroisomer

Five 1-(p-substituted phenyl)-1,4-dihydronicotinamides (GPNAH-1,4-H 2) and five 1-(p-substituted phenyl)-1,2-dihydronicotinamides (GPNAH-1,2-H2) were synthesized, which were used to mimic NAD(P)H coenzyme and its 1,2-dihydroisomer re

An old but simple and efficient method to elucidate the oxidation mechanism of NAD(P)H model 1-aryl-1,4-dihydronicotinamides by cations 2-methyl-5-nitroisoquinolium, tropylium, and xanthylium in aqueous solution

Cations 2-methyl-5-mitroisoquinplinium (IQ+), tropylium (T+), and xanthylium (Xn+) were treated by an NAD(P)H model 1-(p-substituted phenyl)-1.4-dihydronicotinamide series (1) in buffered aqueous solution to give the corresponding reduced products by accepting hydride. Effects of the 4-substituents of 1 on the reaction rates were investigated. Hammett's linear free energy relationship analysis on the three reactions of 1 provides the reaction constants of -0.48, -2.2, and -1.4 with IQ+, T+, and Xn+ as the hydride acceptors, respectively. Comparison of the present reactions with the reaction examples whose mechanisms are well-known, such as the reaction of 1 with a one-electron oxidant Fe(CN)6-3, shows that the active site of 1 in the oxidation with IQ+ is at the 4-position on the dihydropyridine ring but that the active site of 1 in the oxidations with T+ and Xn+ is at the 1-position, which is in agreement with the results from the Bronsted-type linear analysis and the relation studies of the logarithm of the second-order rate constants with the oxidation potentials of the hydride donors. According to the dependence of the reaction mechanism on the active site of 1, a conclusion can be made that the reaction of 1 with IQ+ proceeds by direct one-step hydride transfer mechanism, but the reactions of 1 with T+ and Xn+ would take place via multistep hydride transfer mechanism initiated by one-electron transfer.

REACTIVITY OF BIOLOGICALLY IMPORTANT REDUCED PYRIDINES V. RELATIVE IMPORTANCE OF ELECTRON VERSUS PROTON LOSS IN FERRICYANIDE-MEDIATED OXIDATION OF DIHYDRONICOTINAMIDES

Kinetics of ferricyanide-mediated oxidation of various 1-(4-substituted phenyl)-1,4-dihydronicotinamides were studied assuming either a rate determining initial electron loss or a rate determining proton loss following a rapid pre-equilibrium step.Values

The use of immobilized enzymes in organic synthesis. Part 8. Oxidation of 1-aryl-3-carbamoylpyridinium chlorides by rabbit liver aldehyde oxidase and bovine milk xanthine oxidase

Oxidation of 1-aryl-3-carbamoylpyridinium chlorides with immobilized rabbit liver aldehyde oxidase gave predominantly 1-aryl-1,6-dihydro-6-oxo-3-pyridinecarboxamides, together with the corresponding 1-aryl-1,4-dihydro-4-oxo-3-pyridinecarboxamides.In general, the site of oxidation by this enzyme is determined by steric factors.The rate of oxidation by free aldehyde oxidase is very sensitive to electronic effects.A more electron-withdrawing aryl substituent increases the reaction rate for oxidation to 6-oxo product.Consequently, a positive ρ value of about 3.6 was calculated for free aldehyde oxidase.Oxidation of these compounds by bovinr milk xanthine oxidase yielded mainly 4-oxo products.Preparative-scale reactions with both free and immobilized xanthine oxidase gave low product yields.The oxidation rate of free xanthine oxidase is only slightly affected by substituents in the aryl group.