ChemicalBook > CAS DataBase List > 1-methyl-6-oxo-pyridine-3-carboxamide

1-methyl-6-oxo-pyridine-3-carboxamide

Product Name
1-methyl-6-oxo-pyridine-3-carboxamide
CAS No.
701-44-0
Chemical Name
1-methyl-6-oxo-pyridine-3-carboxamide
Synonyms
2-Py;Nudifloramide;N-methyl-6-pyridone-3-carboxamide;N'-methyl-2-pyridone-5-carboxamide;N1-Methyl-2-pyridone-5-carboxamide;1-methyl-6-oxo-pyridine-3-carboxamide;1-Methyl-6-oxo-1,6-dihydronicotinamide;Nicotinamide Impurity 6(Nedifloramide);N-Methyl-2-pyridone-5-carboxamide;1-Methyl 6-oxo-1,6-dihydro-3-pyridinecarboxamide
CBNumber
CB21236109
Molecular Formula
C7H8N2O2
Formula Weight
152.15
MOL File
701-44-0.mol
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1-methyl-6-oxo-pyridine-3-carboxamide Property

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
InChI
1S/C7H8N2O2/c1-9-4-5(7(8)11)2-3-6(9)10/h2-4H,1H3,(H2,8,11)
InChIKey
JLQSXXWTCJPCBC-UHFFFAOYSA-N
SMILES
[n]1([c](ccc(c1)C(=O)N)=O)C
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Safety

WGK Germany 
WGK 3
Storage Class
11 - Combustible Solids
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SMB01345
Product name
N-Methyl-2-pyridone-5-carboxamide
Packaging
50MG
Price
$66.3
Updated
2026/03/19
Sigma-Aldrich
Product number
SMB01345
Product name
N-Methyl-2-pyridone-5-carboxamide
Packaging
250MG
Price
$238
Updated
2026/03/19
TCI Chemical
Product number
M3731
Product name
Nudifloramide
Packaging
50MG
Price
$75
Updated
2026/03/19
Cayman Chemical
Product number
20507
Product name
Nudifloramide
Purity
≥95%
Packaging
1mg
Price
$37
Updated
2024/03/01
Cayman Chemical
Product number
20507
Product name
Nudifloramide
Purity
≥95%
Packaging
5mg
Price
$161
Updated
2024/03/01
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1-methyl-6-oxo-pyridine-3-carboxamide Chemical Properties,Usage,Production

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

Nudifloramide is a metabolite of Niacin (or Nicorinic acid).

Definition

ChEBI: A pyridone that is 2-pyridone substituted with a carboxamide group at C-5 and a methyl group at N-1.

Synthesis

10561-91-8

701-44-0

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

References

[1] Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 5, p. 922 - 925
[2] Biochemical Journal, 1948, vol. 43, p. 423,425

1-methyl-6-oxo-pyridine-3-carboxamide Preparation Products And Raw materials

Raw materials

Preparation Products

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1-methyl-6-oxo-pyridine-3-carboxamide Suppliers

J & K SCIENTIFIC LTD.
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701-44-0, 1-methyl-6-oxo-pyridine-3-carboxamideRelated Search:


  • 1-methyl-6-oxo-pyridine-3-carboxamide
  • N-Methyl-2-pyridone-5-carboxaMide (NedifloraMide)
  • N1-Methyl-2-pyridone-5-carboxamide
  • N'-methyl-2-pyridone-5-carboxamide
  • 3-Pyridinecarboxamide, 1,6-dihydro-1-methyl-6-oxo-
  • 1,6-Dihydro-1-methyl-6-oxo-3-pyridinecarboxamide
  • 1-Methyl 6-oxo-1,6-dihydro-3-pyridinecarboxamide
  • 1-Methyl-6-oxo-1,6-dihydronicotinamide
  • 2-Py
  • Nudifloramide
  • N-Methyl-2-pyridone-5-carboxaMide-d3 (NedifloraMide-d3)
  • 1-Methyl-6-oxo-1,6-dihydropyridine-3-carboxamide
  • N-methyl-6-pyridone-3-carboxamide
  • Nicotinamide Impurity 6(Nedifloramide)
  • Nedifloramide (N-Methyl-2-Pyridone-5-Carboxamide)
  • PARP,nicotinamide-adenine,poly ADP ribose polymerase,PARP-1,failure,chronic,Nudifloramide,polymerase,dinucleotide,NAD,toxin,renal,inhibit,CRF,Inhibitor,uremic,Endogenous Metabolite,poly(ADP-ribose),2PY
  • <i>N</i>-Methyl-2-pyridone-5-carboxamide
  • 701-44-0
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  • Metabolites & Impurities
  • Pharmaceuticals