6456-44-6

Usage

Uses

Used in Pharmaceutical Research:
1-METHYL-NICOTINAMIDE IODIDE is used as a research compound for studying its dopaminergic neurotoxic effects and potential applications in the development of treatments for neurological disorders.
Used in Chemical Synthesis:
1-METHYL-NICOTINAMIDE IODIDE is used as a chemical intermediate in the synthesis of other nicotinic acid derivatives and related compounds for various applications in the pharmaceutical and chemical industries.

InChI:InChI=1/C26H26N2O5/c1-31-22-10-5-11-23(32-2)24(22)26(30)28-27-25(29)20-9-3-6-17(14-20)16-33-21-13-12-18-7-4-8-19(18)15-21/h3,5-6,9-15H,4,7-8,16H2,1-2H3,(H,27,29)(H,28,30)

Upstream product

• 98-92-0 nicotinamide 
• 74-88-4 methyl iodide 
• 110-89-4 piperidine 
• 1004-16-6 3-cyano-1-methylpyridinium iodide 
• 42986-37-8 C₇H₉N₂O 
• 58-96-8 uridine 
• 1463-10-1 5-Methyluridine 
• 65-46-3 CYTIDINE 
• 73-97-2 orotate anion 

Downstream Products

• 19432-60-1 4-cyano-1,4-dihydro-N-methylpyridine-3-carboxamide 
• 4138-27-6 1-methylnipecotamide 
• 17750-23-1 1-methyl-1,4-dihydronicotinamide 
• 701-44-0 1-methyl-2-pyridone-5-carboxamide 
• 769-09-5 1-methyl-2-oxopyridine-3-carboxamide 
• 1005-24-9 1-methylnicotinamide chloride 
• 42986-37-8 C₇H₉N₂O 
• 58-96-8 uridine 
• 1463-10-1 5-Methyluridine 
• 77837-12-8 1,6-dihydro-6-imino-1-methyl-3-pyridinecarboxamide 
• 23338-78-5 1-methyl-1,6-dihydro-pyridine-3-carboxylic acid amide 
• 1986-81-8 nicotinamide N-oxide 
• 535-83-1 Trigonelline 
• 3719-45-7 1-methyl-6-oxo-1,6-dihydro-pyridine-3-carboxylic acid 

Relevant academic research and scientific papers

Metal-free reduction of unsaturated carbonyls, quinones, and pyridinium salts with tetrahydroxydiboron/water

A series of unsaturated carbonyls, quinones, and pyridinium salts have been effectively reduced to the corresponding saturated carbonyls, dihydroxybenzenes, and hydropyridines in moderate to high yields with tetrahydroxydiboron/water as a mild, convenient, and metal-free reduction system. Deuterium-labeling experiments have revealed this protocol to be an exclusive transfer hydrogenation process from water. This journal is

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.

An improved method for the quaternization of nicotinamide and antifungal activities of its derivatives

The quaternization reactions of nicotinamide, with different electrophiles: methyl iodide and substituted 2-bromoacetophenones (4-Cl, 4-Br, 4-H, 4-CH3, 4-F, 4-OCH3, 4-Ph, 2-OCH3, 4-NO2) are reported. The preparations were carried out by conventional synthesis and under microwave irradiation in absolute ethanol and acetone. The synthesis performed by microwave dielectric heating significantly improved yield, up to 8 times, and shortened down the reaction time from ca. one day in conventional, to 10–20 min. The structures of the synthesized compounds were confirmed by IR, 1H- and 13C-NMR spectroscopy, mass spectrometry and elemental analysis. The compounds have been screened for antifungal activities against Fusarium oxysporum, Fusarium culmorum, Macrophomina phaseolina and Sclerotinia sclerotiorum at concentrations of 10 μg/mL and 100 μg/mL. Six compounds showed the strong inhibition of mycelium growth at a concentration of 10 μg/mL. All tested compounds revealed the great inhibitory activities against S. sclerotiorum at a concentration of 100 μg/mL.

Tandem synthesis of substituted 2,7-naphthyridin-1(7H)-ones via Reissert reaction/intramolecular nucleophilic addition/oxidation dehydrogenation

A convenient method for the synthesis of substituted 2,7-naphthyridin-1(7H) -ones has been developed. This method was carried out starting from a simple nicotinamide salts via a tandem process including Reissert reaction, intramolecular nucleophilic addition and oxidation dehydrogenation. Using this method, a variety of substituted 2,7-naphthyridin-1(7H)-ones were obtained in good yields.

A combined experimental and theoretical study of the pH-dependent binding mode of NAD+ by water-soluble molecular clips

The highly selective recognition process of NAD+ and NADH (as important cofactors of many redox enzymes) by molecular clips in aqueous solution is studied systematically by a combined experimental and quantum-chemical approach. The strongly pH-

Substituent effects on formation of cation dimers by weak hydrogen bonds in crystals of carbonyl pyridinium salts of ni(dmit)2

Five 1:1 salts of 3-X-1-methylpyridinium (X = benzoyl, acetyl, methoxycarbonyl, carboxy, and aminocarbonyl; abbreviated as Ben, Ace, Met, Car, and Ami, respectively) cations with a [Ni(dmit)2]- anion ([Ben]+[Ni(dmit)2]- (1), Ace] +[Ni(dmit)2]- (2), [Met]+[Ni(dmit) 2]- (3), [Car]+[Ni(dmit)2] - (4), and [Ami]+[Ni(dmit)2]- (5)) have been synthesized and characterized by single-crystal X-ray analysis and conductivity measurements. In the crystals, three cations 1-3 were found to form dimers by weak C-H...O hydrogen bonds, and the arrangements of cations had a strong relation with the electronic effect of the substituents. The cations of 1-3 formed similar centrosymmetrically associated dimers constructed by weak C-H...O hydrogen bonds, whose geometric parameters had a correlation with the electronic effect of the substituents. A cation of 4 also formed centrosymmetrically associated dimer, but it was made by an O-H...O hydrogen bond as usually observed in the case of carboxylic acid. In contrast with other complex salts, cations of 5 formed one-dimensional structure by C-H...O hydrogen bonding. The conductivities of salts 1, 2, 3, 4, and 5 at room temperature were 1.00 × 10-6, 1.10 × 10-6, 2.86 × 10-6, 9.77 × 10-6, and 8.75 × 10 -7Scm-1, respectively.

Direct observation of NADH radical cation generated in reactions with one-electron oxidants

The formation of NADH radical cation in reactions with one-electron oxidants was observed for the first time. Transient products involving two tautomeric (keto and enol) forms of radical cation and neutral radical were spectroscopically characterized by means of pulse radiolysis. The kinetics of the decay of keto radical cation and neutral radical was investigated. The pKa value of the enol form of NADH radical cation was determined. The simple analogues of NADH and NAD+, namely, 1-methyl-1,4-dihydronicotinamide and it oxidized form, were studied for comparison.

Ionic liquids: Novel media for characterization of radical ions

The novel application of ionic liquids as media for radiolytic generation and UV-vis-NIR spectroscopic characterization of radical ions is described. The redox properties of neat 1-butyl-3-methylimidazolium salts and their aqueous solutions have been investigated by means of pulse radiolysis. Furthermore, ionic liquids prove to be ideal media for the simultaneous generation of radical cations and anions. The radical cations generated from 1-methyl-1,4-dihydronicotinamide, a structural analogue of NADH, have been spectroscopically characterized under matrix conditions for the first time.

Second-order hyperpolarizability of pyridinium cations

The second-order hyperpolarizability (β) of pyridinium cations with cutoff (λco) shorter than 400 nm were studied by semiempirical calculation and the hyper-Rayleigh scattering (HRS) technique. The β value of 4-dimethylaminopyridinium (λco= 390 nm) was evaluated to be about 1.5 times larger than that of p-nitroaniline (λco= 473 nm) in methanolic solution using 1064 nm light as a fundamental beam.

Nucleophilic Additions to Pyridium Salts. Reduction of the Intermediate Dihydropyridines

Reduction of indolyldihydropyridines 4 and 5 satisfactorily gave the corresponding tetrahydropyridines 6 and 7.A similar reduction of 4-(2-indolylmethyl)-1,4-dihydropyridines 3 was inefficient.In contrast, dihydropyridine 19 was reduced to 23 and then cyclized to pentacycle 24.Direct cyclization of 19 resulted in the formation of imide 21.