2-methyl-5-(2-methyl-1,3-dioxolan-2-yl)pyridine

• ChemBase ID: 173583
• Molecular Formular: C10H13NO2
• Molecular Mass: 179.21572
• Monoisotopic Mass: 179.09462866
• SMILES: n1cc(ccc1C)C1(OCCO1)C
• Canonical SMILES: Cc1ccc(cn1)C1(C)OCCO1
• InChI: InChI=1S/C10H13NO2/c1-8-3-4-9(7-11-8)10(2)12-5-6-13-10/h3-4,7H,5-6H2,1-2H3
• InChIKey: ILYJYEOMKPXGLD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methyl-5-(2-methyl-1,3-dioxolan-2-yl)pyridine
• IUPAC Traditional name: 2-methyl-5-(2-methyl-1,3-dioxolan-2-yl)pyridine
• Synonyms: 3-(2-Methyl-1,3-dioxolan-2-yl)-6-methylpyridine

Database IDs

• CAS Number: 184766-45-8
• PubChem SID: 164229493
• PubChem CID: 4197135

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.9687318
• LogD (pH = 7.4): 1.1158873
• Log P: 1.1181606
• Molar Refractivity: 48.8936 cm^3
• Polarizability: 19.208534 Å^3
• Polar Surface Area: 31.35 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; DMF; DMSO; Methanol
• Apperance: Colourless Oil
• Boiling Point: 55-56°C/Oil Pump

DETAILS

Toronto Research Chemicals - M303640

3-(2-Methyl-1,3-dioxolan-2-yl)-6-methylpyridine is used in the synthesis and biological activity of metabolites of the antidiabetic, antihyperglycemic agent Pioglitazone (P471000).

REFERENCES

• Defronzo, R., et al.: Diabetes, 1988, 37, 667 (1988)
• Hulin, B., et al.: J. Med. Chem., 35, 1853 (1988)
• Iwanishi, M., et al.: Metabolism, 42, 1017 (1988)