sodium 2-({4-[3-(2H3)methoxypropoxy]-3-methylpyridin-2-yl}methanesulfinyl)-1H-1,3-benzodiazol-1-ide

• ChemBase ID: 177318
• Molecular Formular: C18H20N3NaO3S
• Molecular Mass: 381.42447
• Monoisotopic Mass: 381.1123068
• SMILES: c1cccc2c1[n-]c(n2)S(=O)Cc1c(c(ccn1)OCCCOC)C.[Na+]
• Canonical SMILES: COCCCOc1ccnc(c1C)CS(=O)c1[n-]c2c(n1)cccc2.[Na+]
• InChI: InChI=1S/C18H20N3O3S.Na/c1-13-16(19-9-8-17(13)24-11-5-10-23-2)12-25(22)18-20-14-6-3-4-7-15(14)21-18;/h3-4,6-9H,5,10-12H2,1-2H3;/q-1;+1
• InChIKey: KRCQSTCYZUOBHN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 2-({4-[3-(^2H₃)methoxypropoxy]-3-methylpyridin-2-yl}methanesulfinyl)-1H-1,3-benzodiazol-1-ide
• IUPAC Traditional name: sodium 2-({4-[3-(^2H₃)methoxypropoxy]-3-methylpyridin-2-yl}methanesulfinyl)-1H-1,3-benzodiazol-1-ide
• Synonyms: 2-[[[(4-(3-Methoxy-d3)propoxy)-3-methyl-2-pyridinyl]methyl]sulfinyl]-1H-benzimidazole Sodium Salt; Rabeprazole-d3 Sodium Salt

Database IDs

• PubChem SID: 164233228
• PubChem CID: 46782836

CALCULATED PROPERTIES

• Acid pKa: 9.346711
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 2.0682993
• LogD (pH = 7.4): 2.0861723
• Log P: 2.0907433
• Molar Refractivity: 98.6775 cm^3
• Polarizability: 39.03402 Å^3
• Polar Surface Area: 74.2 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Pale-Yellow Solid
• Melting Point: 97-100°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Very Hygroscopic

DETAILS

Toronto Research Chemicals - R070503

Labelled Rabeprazole (R070500). A partially reversible gastric proton pump inhibitor.

REFERENCES

• Morii, M., and Takeguchi, N.: J. Biol. Chem., 268, 21553 (1993)
• Yasuda, S., et al.: Int. J. Clin. Pharmacol. Ther., 32, 466 (1993)
• Cloud, M.L., et al.: Dig. Dis. Sci., 43, 993 (1998)