{2,2,8-trimethyl-2H,4H-[1,3]dioxino[4,5-c]pyridin-5-yl}methanol

• ChemBase ID: 171911
• Molecular Formular: C11H15NO3
• Molecular Mass: 209.2417
• Monoisotopic Mass: 209.10519335
• SMILES: c1(cnc(c2c1COC(O2)(C)C)C)CO
• Canonical SMILES: OCc1cnc(c2c1COC(O2)(C)C)C
• InChI: InChI=1S/C11H15NO3/c1-7-10-9(8(5-13)4-12-7)6-14-11(2,3)15-10/h4,13H,5-6H2,1-3H3
• InChIKey: CZFIJMPIIQHVJD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {2,2,8-trimethyl-2H,4H-[1,3]dioxino[4,5-c]pyridin-5-yl}methanol
• IUPAC Traditional name: {2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-yl}methanol
• Synonyms: 2,2,8-Trimethyl-4H-1,3-dioxino[4,5-c]pyridine-5-methanol; NSC 103697; α4,3-O-Isopropylidene Pyridoxine

Database IDs

• CAS Number: 1136-52-3
• PubChem SID: 164227821
• PubChem CID: 70818

CALCULATED PROPERTIES

• Acid pKa: 14.568338
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.13066934
• LogD (pH = 7.4): 0.25205967
• Log P: 0.25387087
• Molar Refractivity: 56.0434 cm^3
• Polarizability: 21.671782 Å^3
• Polar Surface Area: 51.58 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - I868660

Intermediate in the preparation of pharmaceuticals used to treat angina

REFERENCES

• Pham, V., et al.: J. Med. Chem., 46, 3680 (2003)
• Chruma, J., et al.: Bioorg. Med. Chem., 13, 5873 (2003)
• Davies, S., et al.: Biochem., 45, 15756 (2003)