3,6-dihydroxy-4-methyl-1,2-dihydropyridin-2-one hydrochloride

• ChemBase ID: 167790
• Molecular Formular: C6H8ClNO3
• Molecular Mass: 177.58562
• Monoisotopic Mass: 177.0192708
• SMILES: c1(c(cc([nH]c1=O)O)C)O.Cl
• Canonical SMILES: Oc1cc(C)c(c(=O)[nH]1)O.Cl
• InChI: InChI=1S/C6H7NO3.ClH/c1-3-2-4(8)7-6(10)5(3)9;/h2,9H,1H3,(H2,7,8,10);1H
• InChIKey: VSSYIVRWSBQANP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,6-dihydroxy-4-methyl-1,2-dihydropyridin-2-one hydrochloride
• IUPAC Traditional name: 3,6-dihydroxy-4-methyl-1H-pyridin-2-one hydrochloride
• Synonyms: 4-Methyl-2,3,6-pyridinetriol Hydrochloride Dihydrate; 3,6-Dihydroxy-4-methyl-2(1H)-pyridinone Hydrochloride Dihydrate

Database IDs

• PubChem SID: 162261923
• PubChem CID: 71316233

CALCULATED PROPERTIES

• Acid pKa: 8.406723
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.14884485
• LogD (pH = 7.4): 0.108702056
• Log P: 0.14938039
• Molar Refractivity: 45.5732 cm^3
• Polarizability: 13.100682 Å^3
• Polar Surface Area: 69.56 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D452355

Used in the synthesis of Hermidin, a chromogen from Mercurialis perennis L.

REFERENCES

• Knackmuss, H.J., et al.: Chemische Berichte, 101, 2679 (1968)