N1-Methyl-4-pyridone-3-carboxamide

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N1-Methyl-4-pyridone-3-carboxamide
N-Methyl-4-pyridone-3-carboxamide.svg
Names
IUPAC name
1-Methyl-4-oxopyridine-3-carboxamide
Other names
4PY
Identifiers
3D model (JSmol)
PubChem CID
  • CN1C=CC(=O)C(=C1)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-4-pyridone-3-carboxamide, also abbreviated as 4PY, is a breakdown product of niacin, [1] that is associated with an increased risk of cardiovascular disease. [2] It has 2 carbonyl groups that are close to each other. [3] [4] [5]

Related Research Articles

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<i>N1</i>-Methyl-2-pyridone-5-carboxamide Chemical compound

N1-Methyl-2-pyridone-5-carboxamide is one of a number of metabolic products of nicotinamide adenine dinucleotide (NAD) degradation. The presence of 2PY in human blood serum can be an indication of poor kidney performance or chronic kidney disease. 2PY has been identified as a product of the metabolism of caffeine and niacin.

References

  1. Cosmetic Ingredient Review Expert Panel (2005). "Final report of the safety assessment of niacinamide and niacin". International Journal of Toxicology. 24 (Suppl 5): 1–31. doi:10.1080/10915810500434183. PMID   16596767. S2CID   208149068.
  2. Ferrell M, Wang Z, Anderson JT, Li XS, Witkowski M, DiDonato JA, Hilser JR, Hartiala JA, Haghikia A, Cajka T, Fiehn O, Sangwan N, Demuth I, König M, Steinhagen-Thiessen E, Landmesser U, Tang WH, Allayee H, Hazen SL (February 2024). "A terminal metabolite of niacin promotes vascular inflammation and contributes to cardiovascular disease risk". Nature Medicine. 30 (2): 424–434. doi:10.1038/s41591-023-02793-8. PMID   38374343.
  3. "Cleveland Clinic-Led Study Discovers Link between High Levels of Niacin – a Common B Vitamin – and Heart Disease". 19 February 2024.
  4. "N1-Methyl-4-pyridone-3-carboxamide". Toxin and Toxin Target Database (T3DB). T3D4179.
  5. MasterJohn C (24 February 2024). "NMN Probably Won't Make You Live Forever". Substack.