1-(6-methylpyridin-3-yl)ethan-1-ol

• ChemBase ID: 174276
• Molecular Formular: C8H11NO
• Molecular Mass: 137.17904
• Monoisotopic Mass: 137.08406398
• SMILES: n1cc(ccc1C)C(O)C
• Canonical SMILES: Cc1ccc(cn1)C(O)C
• InChI: InChI=1S/C8H11NO/c1-6-3-4-8(5-9-6)7(2)10/h3-5,7,10H,1-2H3
• InChIKey: LYMOQGXOROSRPJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(6-methylpyridin-3-yl)ethan-1-ol
• IUPAC Traditional name: 1-(6-methylpyridin-3-yl)ethanol
• Synonyms: α,6-Dimethyl-3-pyridinemethanol; dl-2-Methyl-5-[1-hydroxyethyl]pyridine; 1-(6-Methyl-3-pyridinyl)ethanol

Database IDs

• CAS Number: 100189-16-0
• PubChem SID: 164230186
• PubChem CID: 10129989

CALCULATED PROPERTIES

• Acid pKa: 14.587262
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.29764414
• LogD (pH = 7.4): 0.5320775
• Log P: 0.5361688
• Molar Refractivity: 39.7273 cm^3
• Polarizability: 15.488537 Å^3
• Polar Surface Area: 33.12 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M326310

An intermediate used in the synthesis of metabolites of the antidiabetic, antihyperglycemic agent Pioglitazone (P471000).

REFERENCES

• Defronzo, R., et al.: Diabetes, 37, 667 (1988)
• Cantello, B., et al.: J. Med. Chem., 1994, 37, 3977 (1988)
• Krieter, P., et al.: Drug Metab. Dispos., 22, 625 (1988)