2-{[(5-methoxy-1H-1,3-benzodiazol-2-yl)sulfanyl]methyl}-3,5-dimethylpyridin-4-ol

• ChemBase ID: 171015
• Molecular Formular: C16H17N3O2S
• Molecular Mass: 315.39008
• Monoisotopic Mass: 315.1041478
• SMILES: c1cc(cc2c1[nH]c(n2)SCc1c(c(c(cn1)C)O)C)OC
• Canonical SMILES: COc1ccc2c(c1)nc([nH]2)SCc1ncc(c(c1C)O)C
• InChI: InChI=1S/C16H17N3O2S/c1-9-7-17-14(10(2)15(9)20)8-22-16-18-12-5-4-11(21-3)6-13(12)19-16/h4-7H,8H2,1-3H3,(H,17,20)(H,18,19)
• InChIKey: LVUFHVGKGMRSQW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(5-methoxy-1H-1,3-benzodiazol-2-yl)sulfanyl]methyl}-3,5-dimethylpyridin-4-ol
• IUPAC Traditional name: 2-{[(5-methoxy-1H-1,3-benzodiazol-2-yl)sulfanyl]methyl}-3,5-dimethylpyridin-4-ol
• Synonyms: 2-[[(6-Methoxy-1H-benzimidazol-2-yl)thio]methyl]-3,5-dimethyl-4-pyridinol; 2-[[(5-Methoxy-1H-benzimidazol-2-yl)thio]methyl]-3,5-dimethyl-4-pyridinol; Omeprazole Pyridone; 4-Hydroxy Omeprazole Sulfide

Database IDs

• CAS Number: 103876-98-8
• PubChem SID: 164226925
• PubChem CID: 54055259

CALCULATED PROPERTIES

• Acid pKa: 10.475736
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.3535488
• LogD (pH = 7.4): 3.413349
• Log P: 3.414516
• Molar Refractivity: 87.8083 cm^3
• Polarizability: 34.89502 Å^3
• Polar Surface Area: 71.03 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Pale Yellow Solid

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - H948845

An intermediate in the preparation of Omeprazole metabolites.

REFERENCES

• Hoffmann, K., et al.: Drug Metab. Disposition, 14, 341 (1986)
• Andersson, T., et al.: Brit. J. Clin. Pharmacol., 36, 521 (1986)