56133-29-0

Basic information

• Product Name: 1-(4-methylbenzyl)-1,4-dihydronicotinamide
• Synonyms: 1-(4-methylbenzyl)-1,4-dihydronicotinamide
• CAS NO: 56133-29-0
• Molecular Weight: 228.294
• Mol File: 56133-29-0.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-(4-methylbenzyl)-1,4-dihydronicotinamide(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-methylbenzyl)-1,4-dihydronicotinamide(56133-29-0)
• EPA Substance Registry System: 1-(4-methylbenzyl)-1,4-dihydronicotinamide(56133-29-0)

Safety Data

• Hazardous Substances Data: 56133-29-0(Hazardous Substances Data)

Upstream product

• 104-81-4 4-Methylbenzyl bromide 
• 98-92-0 nicotinamide 
• 52354-19-5 1-(4-Methylbenzyl)-3-carbamoylpyridinium chloride 
• 63761-90-0 1-(4-methylbenzyl)nicotinamide bromide 

Downstream Products

• 4217-54-3 9,10-dihydro-10-methylacridine 
• 78186-22-8 3-carbamoyl-1-(4-methyl-benzyl)-pyridinium 
• 61777-43-3 3-Carbamoyl-1-(4-methyl-benzyl)-pyridinium; perchlorate 
• 69337-15-1 1,2-dihydro-2-methyl-5-nitroisoquinoline 
• 63761-90-0 1-(4-methylbenzyl)nicotinamide bromide 
• 697-91-6 2,6-dichloro-p-benzoquinone radical anion 
• 695-99-8 2-Chloro-[1,4]benzoquinone 
• 488-48-2 p-bromanil radical anion 
• 615-93-0 2,5-dichloro-1,4-benzoquinone radical anion 
• 118-75-2 chloranil anion radical 

Relevant articles and documents

Negative kinetic temperature effect on the hydride transfer from NADH analogue BNAH to the radical cation of N-benzylphenothiazine in acetonitrile

The reaction rates of 1-(p-substituted benzyl)-1,4-dihydronicotinamide (G-BNAH) with N-benzylphenothiazine radical cation (PTZ?+) in acetonitrile were determined. The results show that the reaction rates (k obs) decreased from 2.80 × 107 to 2.16 × 107 M-1 s-1 for G = H as the reaction temperature increased from 298 to 318 K. The activation enthalpies of the reactions were estimated according to Eyring equation to give negative values (-3.4 to -2.9 kcal/mol). Investigation of the reaction intermediate shows that the charge-transfer complex (CT-complex) between G-BNAH and PTZ ?+ was formed in front of the hydride transfer from G-BNAH to PTZ?+. The formation enthalpy of the CT-complex was estimated by using the Benesi-Hildebrand equation to give the values from -6.4 to -6.0 kcal/mol when the substituent G in G-BNAH changes from CH3O to Br. Detailed thermodynamic analyses on each elementary step in the possible reaction pathways suggest that the hydride transfer from G-BNAH to PTZ?+ occurs by a concerted hydride transfer via a CT-complex. The effective charge distribution on the pyridine ring in G-BNAH at the various stages-the reactant G-BNAH, the charge-transfer complex, the transition-state, and the product G-BNA+-was estimated by using the method of Hammett-type linear free energy analysis, and the results show that the pyridine ring carries relative effective positive charges of 0.35 in the CT-complex and 0.45 in the transition state, respectively, which indicates that the concerted hydride transfer from G-BNAH to PTZ?+ was practically performed by the initial charge (-0.35) transfer from G-BNAH to PTZ?+ and then followed by the transfer of hydrogen atom with partial negative charge (-0.65). It is evident that the present work would be helpful in understanding the nature of the negative temperature effect, especially on the reaction of NADH coenzyme with the drug phenothiazine in vivo.

SUBSTITUENT EFFECT IN ELECTROCHEMICAL AND FERRICYANIDE OXIDATIONS OF para-SUBSTITUTED 1-BENZYL-3-CARBAMOYL-1,4-DIHYDROPYRIDINES

Half-wave potentials E1/2 of electrochemical oxidation of the title 1,4-dihydropyridine derivatives with the substituents N(CH3)2, OCH3, CH3, H, F, Cl, COOCH3, and CN have been measured on platinum rotating disc electrode in aqueous and anhydro