5-(2H3)methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methanesulfinyl]-1H-1,3-benzodiazole

• ChemBase ID: 175884
• Molecular Formular: C17H19N3O3S
• Molecular Mass: 345.41606
• Monoisotopic Mass: 345.11471248
• SMILES: c1cc(cc2c1[nH]c(n2)S(=O)Cc1c(c(c(cn1)C)OC)C)OC
• Canonical SMILES: COc1ccc2c(c1)nc([nH]2)S(=O)Cc1ncc(c(c1C)OC)C
• InChI: InChI=1S/C17H19N3O3S/c1-10-8-18-15(11(2)16(10)23-4)9-24(21)17-19-13-6-5-12(22-3)7-14(13)20-17/h5-8H,9H2,1-4H3,(H,19,20)
• InChIKey: SUBDBMMJDZJVOS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(^2H₃)methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methanesulfinyl]-1H-1,3-benzodiazole
• IUPAC Traditional name: 5-(^2H₃)methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methanesulfinyl]-1H-1,3-benzodiazole
• Synonyms: 6-(Methoxy-d3)-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-1H-be nzimidazole-4,5,7-d3; rac- Esomeprazole-d3; Omeprazole-d3

Database IDs

• CAS Number: 934293-91-1
• PubChem SID: 164231794
• PubChem CID: 45040154

CALCULATED PROPERTIES

• Acid pKa: 9.677577
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.361734
• LogD (pH = 7.4): 2.4305165
• Log P: 2.433509
• Molar Refractivity: 93.6623 cm^3
• Polarizability: 37.350082 Å^3
• Polar Surface Area: 77.1 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetonitrile; DMSO; Ethanol
• Apperance: White Crystalline Solid

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - O635002

Labelled Omeprazole, which binds covalently to proton pump, it inhibits gastric secretion. Used as an anttiulcerative.

REFERENCES

• Muller, P., et al.: Arzneimittel-Forsch., 33, 1685 (1983)
• Wallmark, B., et al.: Biochim. Biophys. Acta., 778, 549 (1983)
• Morii, M., et al.: J. Biol. chem., 268, 21553 (1983)
• Ritter, M., et al.: Br. J. Pharmacol., 124, 627 (1998)