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N1-Methyl-4-pyridone-3-carboxamide

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N-Methyl-4-pyridone-3-carboxamide
Names
IUPAC name 1-Methyl-4-oxopyridine-3-carboxamide
Other names 4PY
Identifiers
CAS Number
3D model (JSmol)
PubChem CID
CompTox Dashboard (EPA)
SMILES
  • CN1C=CC(=O)C(=C1)C(=O)N
Properties
Chemical formula C7H8N2O2
Molar mass 152.153 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

N-Methyl-4-pyridone-3-carboxamide, also abbreviated as 4PY, is a breakdown product of niacin, that is associated with an increased risk of cardiovascular disease. It has 2 carbonyl groups that are close to each other.

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.


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