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

• ChemBase ID: 168190
• Molecular Formular: C17H18N3NaO3S
• Molecular Mass: 367.39789
• Monoisotopic Mass: 367.09665673
• SMILES: c1cc(cc2c1[n-]c(n2)[S@](=O)Cc1c(c(c(cn1)C)OC)C)OC.[Na+]
• Canonical SMILES: COc1ccc2c(c1)nc([n-]2)[S@](=O)Cc1ncc(c(c1C)OC)C.[Na+]
• InChI: InChI=1S/C17H18N3O3S.Na/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;/q-1;+1/t24-;/m1./s1
• InChIKey: RYXPMWYHEBGTRV-GJFSDDNBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 5-(^2H₃)methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methanesulfinyl]-1H-1,3-benzodiazol-1-ide
• IUPAC Traditional name: sodium 5-(^2H₃)methoxy-2-[(R)-(4-methoxy-3,5-dimethylpyridin-2-yl)methanesulfinyl]-1H-1,3-benzodiazol-1-ide
• Synonyms: Escz-d3 Sodium Salt; Esofag-d3 Sodium Salt; IZRA 40-d3 Sodium Salt; Nexiam-d3 Sodium Salt; Esomeprazole-d3 Sodium Salt; 6-(Methoxy-d3)-2-[(S)-[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole Sodium Salt; (-)-Omeprazole-d3 Sodium Salt; (S)-(-)-Omeprazole-d3 Sodium Salt; (S)-5-(Methoxy-d3)-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]sulfinyl]-1H-benzimidazole Sodium Salt; (S)-Esomeprazole-d3 Sodium Salt; (S)-Omeprazole-d3 Sodium Salt

Database IDs

• PubChem SID: 162262322
• PubChem CID: 71316430

CALCULATED PROPERTIES

• Acid pKa: 9.677577
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 2.361734
• LogD (pH = 7.4): 2.4305165
• Log P: 2.433509
• Molar Refractivity: 94.273 cm^3
• Polarizability: 37.099785 Å^3
• Polar Surface Area: 74.2 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: Off-White Solid
• Melting Point: 239-240°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - E668302

S-Form of Omeprazole. Gastric proton-pump inhibitor.

REFERENCES

• Stenhoff, H., et al.: J. Chromatogr., 734, 191 (1999)
• Johnson, D.A., et al.: Expert Opin. Pharmacother., 4, 253 (1999)