| Identification | Back Directory | [Name]
1-methyl-6-oxo-pyridine-3-carboxamide | [CAS]
701-44-0 | [Synonyms]
2-Py
Nudifloramide
N-methyl-6-pyridone-3-carboxamide
N1-Methyl-2-pyridone-5-carboxamide
N'-methyl-2-pyridone-5-carboxamide
1-methyl-6-oxo-pyridine-3-carboxamide
Nicotinamide Impurity 6（Nedifloramide）
1-Methyl-6-oxo-1,6-dihydronicotinamide
1-Methyl-6-oxo-1,6-dihydropyridine-3-carboxamide
1,6-Dihydro-1-methyl-6-oxo-3-pyridinecarboxamide
1-Methyl 6-oxo-1,6-dihydro-3-pyridinecarboxamide
N-Methyl-2-pyridone-5-carboxaMide (NedifloraMide)
Nedifloramide (N-Methyl-2-Pyridone-5-Carboxamide)
3-Pyridinecarboxamide, 1,6-dihydro-1-methyl-6-oxo-
N-Methyl-2-pyridone-5-carboxaMide-d3 (NedifloraMide-d3) | [Molecular Formula]
C7H8N2O2 | [MDL Number]
MFCD00457283 | [MOL File]
701-44-0.mol | [Molecular Weight]
152.15 |
| Chemical Properties | Back Directory | [Melting point ]
202-207°C (dec.) | [Boiling point ]
396.7±42.0 °C(Predicted) | [density ]
1.300±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
DMSO (Slightly), Methanol (Slightly, Heated) | [form ]
Solid | [pka]
14.46±0.20(Predicted) | [color ]
White to Light Brown |
| Hazard Information | Back Directory | [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. | [Chemical Properties]
Light Brown Solid | [Uses]
A metabolite of Niacin | [Uses]
Nudifloramide is | [Definition]
ChEBI: A pyridone that is 2-pyridone substituted with a carboxamide group at C-5 and a methyl group at N-1. | [Synthesis]
The general procedure for the synthesis of 1-methyl-6-oxo-pyridine-3-carboxamide from ethyl 1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate was as follows: ethyl 1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate (0.2 g, 1.01 mmol) was dissolved in methanol-ammonia solution (10.0 mL), and the reaction was stirred for 16 hours at 70 °C. The reaction process was monitored by thin layer chromatography (TLC) [Expanding agent: 5% methanol-dichloromethane (v/v)]. After completion of the reaction, the reaction mixture was concentrated under reduced pressure to give the crude product. The crude product was ground with ether (10.0 mL) and filtered through a Büchner funnel and dried under vacuum to afford 1-methyl-6-oxopyridine-3-carboxamide as a white solid (15.0 g, 82% yield). The structure of the product was confirmed by 1H NMR (DMSO-d6, 400 MHz) and mass spectrometry (ESI): 1H NMR δ 3.44 (s, 3H), 6.35 (d, J = 9.2 Hz, 1H), 7.18 (bs, 1H), 7.65 (bs, 1H), 7.82 (dd, J = 2.4 Hz, J = 9.6 Hz, 1H), 8.66 (dd, J = 2.4 Hz, 1H); MS (ESI) m/z 153.0 (M + H)+; HPLC purity (254 nm) was 99%. | [IC 50]
Human Endogenous Metabolite | [storage]
Store at -20°C | [References]
[1] Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 5, p. 922 - 925
[2] Biochemical Journal, 1948, vol. 43, p. 423,425 |
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J & K SCIENTIFIC LTD.
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