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

• ChemBase ID: 175887
• Molecular Formular: C17H19N3NaO3S
• Molecular Mass: 368.40583
• Monoisotopic Mass: 368.10448176
• SMILES: c1cc(cc2c1[nH]c(n2)[S@@](=O)Cc1c(c(c(cn1)C)OC)C)OC.[Na]
• Canonical SMILES: COc1ccc2c(c1)nc([nH]2)[S@@](=O)Cc1ncc(c(c1C)OC)C.[Na]
• InChI: InChI=1S/C17H19N3O3S.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,(H,19,20);/t24-;/m0./s1
• InChIKey: HVAJOLFRLWQQQL-JIDHJSLPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methanesulfinyl]-1H-1,3-benzodiazole sodium
• IUPAC Traditional name: 5-methoxy-2-[(S)-(4-methoxy-3,5-dimethylpyridin-2-yl)methanesulfinyl]-1H-1,3-benzodiazole sodium
• Synonyms: 6-Methoxy-2-[(R)-[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole Sodium Salt; (R)-5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]sulfinyl]-1H-benzimidazole Sodium Salt; (+)-Omeprazole Sodium Salt; (R)-Omeprazole Sodium Salt

Database IDs

• CAS Number: 161796-77-6
• PubChem SID: 164231797
• PubChem CID: 9820661

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: 37.34941 Å^3
• Polar Surface Area: 77.1 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 217-225°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - O635010

R-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)