1-ethyl-3-hydroxy-2-methyl-1,4-dihydropyridin-4-one

• ChemBase ID: 168604
• Molecular Formular: C8H11NO2
• Molecular Mass: 153.17844
• Monoisotopic Mass: 153.0789786
• SMILES: c1(c(=O)ccn(c1C)CC)O
• Canonical SMILES: CCn1ccc(=O)c(c1C)O
• InChI: InChI=1S/C8H11NO2/c1-3-9-5-4-7(10)8(11)6(9)2/h4-5,11H,3H2,1-2H3
• InChIKey: LCWFIBYPSAWVLI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-ethyl-3-hydroxy-2-methyl-1,4-dihydropyridin-4-one
• IUPAC Traditional name: 1-ethyl-3-hydroxy-2-methylpyridin-4-one
• Synonyms: 1-Ethyl-3-hydroxy-2-methyl-4(1H)-pyridinone; 1-Ethyl-2-methyl-3-hydroxy-4-pyridone; CP 21; 1-Ethyl-3-hydroxy-2-methyl-4-pyridinone

Database IDs

• CAS Number: 30652-12-1
• PubChem SID: 162262736
• PubChem CID: 94413

CALCULATED PROPERTIES

• Acid pKa: 11.874974
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.9688463
• LogD (pH = 7.4): 0.96884125
• Log P: 0.9688559
• Molar Refractivity: 45.4462 cm^3
• Polarizability: 16.090647 Å^3
• Polar Surface Area: 40.54 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E919000

It is used as iron chelating agent. Hydroxypyridinones are used for the local treatment of skin microcirculatory disorders.

REFERENCES

• Mirrlees, M., et al.: J. Med. Chem., 19, 615 (1976)
• Tomlinson, E., et al.: J. Pharm. Sci., 71, 602 (1976)
• Wolfenden, R., et al.: Science, 265, 936 (1976)