1-Methylnicotinamide

Base Information

• Chemical Name: 1-Methylnicotinamide
• CAS No.: 3106-60-3
• Molecular Formula: C7H9 N2 O
• Molecular Weight: 137.161
• Hs Code.: 2933399090
• UNII: UM47085BXC
• DSSTox Substance ID: DTXSID10185019
• Nikkaji Number: J66.624F
• Wikipedia: 1-Methylnicotinamide
• Wikidata: Q16891873
• Metabolomics Workbench ID: 67157
• ChEMBL ID: CHEMBL71733
• Mol file: 3106-60-3.mol

Synonyms:1-methyl-3-carbamoylpyridinium;1-methylnicotinamide;3-(aminocarbonyl)-1-methylpyridinium;N(1)-methylnicotinamide;N(1)-methylnicotinamide bromide;N(1)-methylnicotinamide chloride;N(1)-methylnicotinamide cyanide;N(1)-methylnicotinamide fluoride;N(1)-methylnicotinamide iodide;N(1)-methylnicotinamide iodide, 3-(aminocarbonyl-13C)-labeled;N(1)-methylnicotinamide methylsulfate;N(1)-methylnicotinamide perchlorate;N(1)-methylnicotinamide tetrafluoroborate (1-);N1-methylnicotinamide;pyridinium, 3-(aminocarbonyl)-1-methyl-;trigonellamide chloride;trigonellinamide

Chemical Property of 1-Methylnicotinamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 47.96000
• Density: g/cm³
• LogP: 0.49420
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 137.071487915
• Heavy Atom Count: 10
• Complexity: 136

Purity/Quality:

99%, ^*data from raw suppliers

1-Methyl-1,2-dihydropyridine-3-carboxamide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[N+]1=CC=CC(=C1)C(=O)N
• Recent ClinicalTrials: Use of 1-MNA to Improve Exercise Tolerance and Fatigue in Patients After COVID-19

Technology Process of 1-Methylnicotinamide

There total 11 articles about 1-Methylnicotinamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

nicotinamide (98-92-0,1255150-40-3) + S-Adenosyl-L-methionine (14031-35-7,17176-17-9,29908-03-0,75044-81-4,78548-84-2,79647-17-9,91279-78-6) → N-methyl-3-carboxamidepyridinium (3106-60-3) + S-(5'-adenosyl)-L-homocysteine (979-92-0)

Guidance literature:

With human nicotinamide N-methyltransferase K₁₀₀A/E₁₀₁A/E₁₀₃A triple mutant; at 37 ℃; for 60h; pH=8.6; Concentration; Reagent/catalyst; Time; Kinetics; Tris-HCl buffer; Enzymatic reaction;

DOI:10.1021/bi2007614

Reference yield:

S-adenosyl-L-methionine (485-80-3,15519-60-5,60018-85-1,60018-86-2,79845-28-6) + nicotinamide (98-92-0,1255150-40-3) → N-methyl-3-carboxamidepyridinium (3106-60-3)

Guidance literature:

With pyridine; DL-dithiothreitol; In aq. buffer; at 37 ℃; for 0.0833333h; pH=8.6; Kinetics; Enzymatic reaction;

DOI:10.1021/acs.biochem.6b00733

Reference yield:

nicotinamide (98-92-0,1255150-40-3) → N-methyl-3-carboxamidepyridinium (3106-60-3)

Guidance literature:

With methyl iodide; In methanol; at 20 ℃; for 30h;

DOI:10.1021/bi1012518

upstream raw materials:

Δ¹-pyrroline-2-carboxylic acid

1-methyl-1,4-dihydronicotinamide

4-cyano-1,4-dihydro-N-methylpyridine-3-carboxamide

6,7,8,9-tetrahydro-2,3,12,13-tetramethyldipyrido<1,2-a:2'.1'-c><1,4>diazocinediium dibromide

Downstream raw materials:

1-methyl-1,4-dihydro-4-oxo-3-pyridinecarboxamide

1-methyl-2-pyridone-5-carboxamide

1-methyl-1,4-dihydronicotinamide

Refernces

• 1、 Peng, Yi,Sartini, Davide,Pozzi, Valentina,Wilk, Dennis,Emanuelli, Monica,Yee, Vivien C.. "Structural basis of substrate recognition in human nicotinamide N-methyltransferase". . p. 7800 - 7808. Retrieved 2011.
• 2、 Johnson,Morrison. "Substituent effects on pyridinium ring-opening reactions. Facile ring opening of 1-(N,N-dimethylcarbamoyl)nicotinamide cation.". . p. 1460 - 1470. Retrieved 1970.
• 3、 Van Haren, Matthijs J.,Sastre Tora?o, Javier,Sartini, Davide,Emanuelli, Monica,Parsons, Richard B.,Martin, Nathaniel I.. "A Rapid and Efficient Assay for the Characterization of Substrates and Inhibitors of Nicotinamide N-Methyltransferase". . p. 5307 - 5315. Retrieved 2016/09/28.