N1-Methyl-2-pyridone-5-carboxamide
Names
Preferred IUPAC name
1-Methyl-6-oxo-1,6-dihydropyridine-3-carboxamide
Other names
Nudifloramide; 6-Keto-1-methyl-nicotinamide
Identifiers
3D model (JSmol)
3DMet
ChEBI
ChEMBL
ChemSpider
KEGG
UNII
  • InChI=1S/C7H8N2O2/c1-9-4-5(7(8)11)2-3-6(9)10/h2-4H,1H3,(H2,8,11)
    Key: JLQSXXWTCJPCBC-UHFFFAOYSA-N
  • CN1C=C(C=CC1=O)C(=O)N
Properties
C7H8N2O2
Molar mass 152.153 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

N1-Methyl-2-pyridone-5-carboxamide (also known as 1-methyl-6-oxopyridine-3-carboxamide or nudifloramide and abbreviated as 2PY, 2-Py or NMPC) is one of a number of metabolic products of nicotinamide adenine dinucleotide (NAD) degradation.[1][2][3][4] The presence of 2PY in human blood serum can be an indication of poor kidney performance or chronic kidney disease.[2][3] 2PY has been identified as a product of the metabolism of caffeine and niacin.[5]

2PY's molecular formula is C7H8N2O2 and its molecular weight 152.153 g/mol.[2]

References

  1. ^ Shibata, Katsumi; Kawada, Teruo; Iwai, Kazuo (1988). "Simultaneous micro-determination of nicotinamide and its major metabolites, N1-methyl-2-pyridone-5-carboxamide and N1-methyl-4-pyridone-3-carboxamide, by high-performance liquid chromatography". Journal of Chromatography B. 424 (1): 23–28. doi:10.1016/S0378-4347(00)81072-5. PMID 2966806.
  2. ^ a b c "1-Methyl-6-oxo-1,6-dihydropyridine-3-carboxamide". PubChem. US National Institutes of Health. Retrieved 20 February 2019.
  3. ^ a b Rutkowski, Boleslaw (2003). "N-methyl-2-pyridone-5-carboxamide: A novel uremic toxin?". Kidney International. 63 (84): S19–S21. doi:10.1046/j.1523-1755.63.s84.36.x. PMID 12694300.
  4. ^ Grison, Stephan (2016). "Metabolomics reveals dose effects of low-dose chronic exposure to uranium in rats: identification of candidate biomarkers in urine samples". Metabolomics. 12 (10): 154. doi:10.1007/s11306-016-1092-8. PMC 5025510. PMID 27729830.
  5. ^ Wong, Pierre; Bachki, Abderrazak; Banerjee, Kris; Leyland-Jones, Brian (2002). "Identification of N1-methyl-2-pyridone-5-carboxamide and N1-methyl-4-pyridone-5-carboxamide as components in urine extracts of individuals consuming coffee". Journal of Pharmaceutical and Biomedical Analysis. 30 (3): 773–780. doi:10.1016/S0731-7085(02)00384-9. PMID 12367703.


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