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

• ChemBase ID: 171018
• Molecular Formular: C16H17N3O3S
• Molecular Mass: 331.38948
• Monoisotopic Mass: 331.09906242
• SMILES: c1cc(cc2c1[nH]c(n2)S(=O)Cc1c(c(c(cn1)C)O)C)OC
• Canonical SMILES: COc1ccc2c(c1)nc([nH]2)S(=O)Cc1ncc(c(c1C)O)C
• InChI: InChI=1S/C16H17N3O3S/c1-9-7-17-14(10(2)15(9)20)8-23(21)16-18-12-5-4-11(22-3)6-13(12)19-16/h4-7H,8H2,1-3H3,(H,17,20)(H,18,19)
• InChIKey: VSOAYQZFYNZNKR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(5-methoxy-1H-1,3-benzodiazol-2-yl)sulfinyl]methyl}-3,5-dimethylpyridin-4-ol
• IUPAC Traditional name: 2-[(5-methoxy-1H-1,3-benzodiazol-2-ylsulfinyl)methyl]-3,5-dimethylpyridin-4-ol
• Synonyms: 2-[[(5-Methoxy-1H-benzimidazol-2-yl)sulfinyl]methyl]-3,5-dimethyl-4-pyridinol; 4’-O-Desmethylomeprazole; 4-Hydroxy Omeprazole, Preparation Kit(Contains 4-Hydroxy Omeprazole Sulfide and m-Chloroperoxybenzoic Acid)

Database IDs

• CAS Number: 301669-82-9
• PubChem SID: 164226928
• PubChem CID: 9840523

CALCULATED PROPERTIES

• Acid pKa: 9.647095
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.2874928
• LogD (pH = 7.4): 2.2854447
• Log P: 2.287615
• Molar Refractivity: 89.18 cm^3
• Polarizability: 35.43714 Å^3
• Polar Surface Area: 88.1 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; DMSO; Ethanol; Methanol
• Apperance: Light-Yellow Solid
• Melting Point: 200-201°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H948860

A metabolite of Omeprazole, an anttiulcerative. This compound is not stable and can only be generated for short periods of time in solution. We have been unable to quantify the exact amount of 4-hydroxyomeprazole generated or measure its half-life.