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

• ChemBase ID: 166463
• Molecular Formular: C16H17N3O2S
• Molecular Mass: 315.39008
• Monoisotopic Mass: 315.1041478
• SMILES: c1cc(cc2c1[nH]c(n2)SCc1c(c(c(cn1)C)OC)C)O
• Canonical SMILES: COc1c(C)cnc(c1C)CSc1nc2c([nH]1)ccc(c2)O
• InChI: InChI=1S/C16H17N3O2S/c1-9-7-17-14(10(2)15(9)21-3)8-22-16-18-12-5-4-11(20)6-13(12)19-16/h4-7,20H,8H2,1-3H3,(H,18,19)
• InChIKey: QAPIOBRWGYAHRI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 103877-02-7
• PubChem SID: 162260596
• PubChem CID: 46781186

CALCULATED PROPERTIES

• Acid pKa: 9.114274
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.3251214
• LogD (pH = 7.4): 3.3309562
• Log P: 3.414516
• Molar Refractivity: 87.8083 cm^3
• Polarizability: 34.894974 Å^3
• Polar Surface Area: 71.03 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Light Yellow Solid
• Melting Point: 167-169°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D292135

A metabolite of Omeprazole.

REFERENCES

• Andersson, T., et al.: J. Chromatogr. Biomed. Appl., 619, 291 (1993)
• Pearce, C., et al.: J. Mol. Catal. B Enzym., 41, 87 (1993)