1-Methylnicotinamide contains a methylated pyridinium ring commonly investigated in redox chemistry and cofactor-mimetic studies. Researchers explore electronic distribution, solubility, and hydrogen-bonding tendencies. Its structural attributes support modeling of metabolic intermediates. Applications include biochemical pathway research, synthetic chemistry, and cofactor-analogue exploration.
CAT No: R2698
CAS No:3106-60-3
Synonyms/Alias:1-methylnicotinamide;Trigonellinamide;N(1)-Methylnicotinamide;Trigonellamide;3106-60-3;N1-Methylnicotinamide;1-methylpyridin-1-ium-3-carboxamide;3-(Aminocarbonyl)-1-methylpyridinium;1-Methyl nicotinamide;3-carbamoyl-1-methylpyridinium;1-mna;N(sup 1)-Methylnicotinamide;Pyridinium, 3-carbamoyl-1-methyl-;Pyridinium, 3-(aminocarbonyl)-1-methyl-;3-carbamoyl-1-methylpyridin-1-ium;UNII-UM47085BXC;N'methylnicotinamide;BRN 3540351;I-methyl nicotinamide;CHEBI:16797;N-1-methylnicotinamide;1-methylnicotinamide cation;TRIA-662;N-Methyl-3-carbamidopyridinium;UM47085BXC;3-carbamoyl-1-methyl-Pyridinium;DTXSID10185019;N-Methyl-3-carbamoylpyridinium ion;5-22-02-00145 (Beilstein Handbook Reference);1-Methyl-3-carbamoylpyridinium cation;3-Amido-N-methylpyridinium: 1-methyl-3-Pyridinecarboxamide;CHEMBL1209652;1-Methyl-Nicotinsaeureamid;1-methyl-3-carbamoylpyridinium;8GC;bmse000639;CHEMBL71733;SCHEMBL132244;GTPL4658;DTXCID70107510;BDBM50416500;AKOS002665048;DB11710;NCGC00507724-01;NS00014662;C02918;G90895;Q27088080;1-methylnicotinamide, N(1)-Methylnicotinamide, 3-carbamoyl-1-methylpyridinium, N1-Methylnicotinamide;
1-Methylnicotinamide is a naturally occurring pyridine derivative that arises as a primary metabolite of nicotinamide within mammalian systems. As a methylated form of the vitamin B3 amide, it possesses unique biochemical properties distinct from its parent compound, influencing cellular redox balance and metabolic processes. Due to its involvement in fundamental pathways such as NAD+ metabolism and methyl group transfer, 1-Methylnicotinamide has garnered significant interest in biochemical research, particularly for its roles in enzymatic reactions, signaling cascades, and oxidative stress responses. Its presence in various biological matrices also makes it a valuable molecular marker in metabolic profiling and mechanistic studies.
Metabolic pathway elucidation: Researchers employ 1-Methylnicotinamide as a reference standard and probe to investigate the fate of nicotinamide and related compounds in cellular and animal models. Its formation via nicotinamide N-methyltransferase (NNMT) activity serves as a key indicator of methylation flux and NAD+ salvage pathway dynamics. By quantifying and tracing this metabolite, scientists can dissect the regulation of vitamin B3 metabolism, evaluate methyl donor utilization, and understand the interplay between methylation and redox homeostasis in diverse biological contexts.
Enzyme activity assays: The compound is widely utilized in in vitro and ex vivo assays to assess the catalytic function of NNMT, an enzyme implicated in numerous physiological and pathological processes. By serving as a direct product, 1-Methylnicotinamide enables the development of robust, quantitative assays for enzyme kinetics, inhibitor screening, and mechanistic studies. Its use facilitates the identification of regulatory factors affecting NNMT activity and supports the exploration of potential modulators in drug discovery and metabolic research.
Biomarker studies: Owing to its detectability in plasma, urine, and tissue samples, 1-Methylnicotinamide is frequently measured as a biomarker in metabolic profiling and systems biology investigations. Its levels reflect alterations in methylation capacity, vitamin B3 turnover, and cellular stress responses, providing insights into metabolic adaptation, disease mechanisms, and nutritional status. Analytical methods such as liquid chromatography-mass spectrometry (LC-MS) rely on this compound for accurate quantification and validation of metabolic signatures in experimental and epidemiological studies.
Oxidative stress and redox biology research: The compound's involvement in modulating cellular antioxidant capacity and influencing the NAD+/NADH ratio positions it as a useful tool in studies of oxidative stress and redox signaling. Researchers utilize 1-Methylnicotinamide to probe the effects of altered methylation on cellular defense mechanisms, mitochondrial function, and the response to oxidative insults. Its application enables detailed examination of how methylated metabolites contribute to the maintenance of redox equilibrium and cellular resilience.
Analytical method development: 1-Methylnicotinamide serves as a standard and calibration compound in the development and validation of analytical techniques for nicotinamide and its metabolites. Its chemical stability and distinctive mass spectral properties make it ideal for optimizing chromatographic separation, detection sensitivity, and quantification accuracy. Laboratories engaged in metabolomics, pharmacokinetics, and nutritional biochemistry leverage this compound to ensure the reliability and reproducibility of their analytical workflows.
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