1-Methyl-6-oxo-1,6-dihydropyridine-3-carboxamide

Base Information

• Chemical Name: 1-Methyl-6-oxo-1,6-dihydropyridine-3-carboxamide
• CAS No.: 701-44-0
• Molecular Formula: C7H8N2O2
• Molecular Weight: 152.153
• Hs Code.: 2933399090
• UNII: 68139USC7W
• DSSTox Substance ID: DTXSID70220374
• Nikkaji Number: J121.846H
• Wikipedia: N1-Methyl-2-pyridone-5-carboxamide
• Wikidata: Q27103116
• Metabolomics Workbench ID: 38489
• ChEMBL ID: CHEMBL3542314
• Mol file: 701-44-0.mol

Synonyms:1-methyl-5-carboxylamide-2-pyridone;N'-methyl-2-pyridone-5-carboxamide

Chemical Property of 1-Methyl-6-oxo-1,6-dihydropyridine-3-carboxamide

Chemical Property:

• Vapor Pressure: 1.68E-06mmHg at 25°C
• Melting Point: 202-207°C (dec.)
• Refractive Index: 1.576
• Boiling Point: 396.7 °C at 760 mmHg
• PKA: 14.46±0.20(Predicted)
• Flash Point: 193.7 °C
• PSA: 65.09000
• Density: 1.3 g/cm³
• LogP: 0.18450
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)
• XLogP3: -1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 152.058577502
• Heavy Atom Count: 11
• Complexity: 266

Purity/Quality:

99%, ^*data from raw suppliers

Nudifloramide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=C(C=CC1=O)C(=O)N
• Description: Nudifloramide, known more commonly as N-methyl-2-pyridone-5-carboxamide (2-Py), is a metabolite of niacin via nicotinamide. It can be measured in serum and urine as part of metabolomic studies of niacin or nicotinamide intake and usage. Circulating levels of nudifloramide can be elevated and associated with toxic effects in patients receiving supplemental nicotinamide.
• Uses: Nudifloramide is A metabolite of Niacin Nudifloramide is a metabolite of Niacin (or Nicorinic acid).

Technology Process of 1-Methyl-6-oxo-1,6-dihydropyridine-3-carboxamide

There total 9 articles about 1-Methyl-6-oxo-1,6-dihydropyridine-3-carboxamide 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: 82.0%

ethyl 1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate (10561-91-8) → 1-methyl-2-pyridone-5-carboxamide (701-44-0)

Guidance literature:

With ammonia; In methanol; at 70 ℃; for 16h;

DOI:10.1016/j.bmcl.2018.01.058

Reference yield: 80.0%

3-aminocarbonyl-1,6-dimethylpyridinium iodide (107971-06-2) → 1-methyl-2-pyridone-5-carboxamide (701-44-0)

Guidance literature:

With potassium permanganate; ammonia; at -33 ℃; for 4h;

DOI:10.1002/jhet.5570230409

Reference yield:

1-methyl-6-oxo-1,6-dihydro-pyridine-3-carboxylic acid (3719-45-7) → 1-methyl-2-pyridone-5-carboxamide (701-44-0)

Guidance literature:

With thionyl chloride; Behandeln des Reaktionsprodukts mit konz. wss. NH₃;

DOI:10.1021/jo01141a012

upstream raw materials:

1-methyl-6-oxo-1,6-dihydro-pyridine-3-carboxylic acid

ethyl 1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate

N-methylnicotineamide iodide

1-methylnicotinamide chloride

Refernces

• 1、 Kücükg?ze, G?khan,Terao, Mineko,Garattini, Enrico,Leimkühler, Silke. "Direct comparison of the enzymatic characteristics and superoxide production of the four aldehyde oxidase enzymes present in mouse". . p. 947 - 955. Retrieved 2017/07/22.
• 2、 Buurman,Van der Plas. "Imination of N-methylpyridinium salts by liquid ammonia-potassium permanganate [1]. A new synthesis of nudiflorine". . p. 1015 - 1018. Retrieved 2007/10/02.