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

• ChemBase ID: 177317
• Molecular Formular: C18H21N3NaO3S
• Molecular Mass: 382.43241
• Monoisotopic Mass: 382.12013183
• SMILES: c1ccc2c(c1)nc([nH]2)S(=O)Cc1nccc(c1C)OCCCOC.[Na]
• Canonical SMILES: COCCCOc1ccnc(c1C)CS(=O)c1nc2c([nH]1)cccc2.[Na]
• InChI: InChI=1S/C18H21N3O3S.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,(H,20,21)
• InChIKey: MLQSMKIAIQJZSZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methanesulfinyl}-1H-1,3-benzodiazole sodium
• IUPAC Traditional name: rabeprazole sodium
• Synonyms: 2-[[[4-(3-Methoxypropoxy)-3-methyl-2-pyridinyl]methyl]sulfinyl]-1H-benzimidazole, Sodium Salt; Pariet; Rabeprazole Sodium Salt

Database IDs

• CAS Number: 117976-90-6
• PubChem SID: 164233227
• PubChem CID: 9821387

CALCULATED PROPERTIES

• Acid pKa: 9.346711
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.0682993
• LogD (pH = 7.4): 2.0861723
• Log P: 2.0907433
• Molar Refractivity: 98.0668 cm^3
• Polarizability: 39.284637 Å^3
• Polar Surface Area: 77.1 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 170-173°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - 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)