2-[(1H-1,3-benzodiazole-2-sulfonyl)methyl]-4-(3-methoxypropoxy)-3-methylpyridin-1-ium-1-olate

• ChemBase ID: 177322
• Molecular Formular: C18H21N3O5S
• Molecular Mass: 391.44144
• Monoisotopic Mass: 391.12019179
• SMILES: c1cccc2c1[nH]c(n2)S(=O)(=O)Cc1c(c(cc[n+]1[O-])OCCCOC)C
• Canonical SMILES: COCCCOc1cc[n+](c(c1C)CS(=O)(=O)c1nc2c([nH]1)cccc2)[O-]
• InChI: InChI=1S/C18H21N3O5S/c1-13-16(21(22)9-8-17(13)26-11-5-10-25-2)12-27(23,24)18-19-14-6-3-4-7-15(14)20-18/h3-4,6-9H,5,10-12H2,1-2H3,(H,19,20)
• InChIKey: FZBHTBNDQGWAAS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1H-1,3-benzodiazole-2-sulfonyl)methyl]-4-(3-methoxypropoxy)-3-methylpyridin-1-ium-1-olate
• IUPAC Traditional name: 2-[(1H-1,3-benzodiazole-2-sulfonyl)methyl]-4-(3-methoxypropoxy)-3-methylpyridin-1-ium-1-olate
• Synonyms: 2-[[[4-(3-Methoxypropoxy)-3-methyl-1-oxido-2-pyridinyl]methyl]sulfonyl]-1H-benzimidazole; Rabeprazole Sulfone N-Oxide

Database IDs

• CAS Number: 924663-37-6
• PubChem SID: 164233232
• PubChem CID: 16095901

CALCULATED PROPERTIES

• Acid pKa: 6.316891
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 0.93562406
• LogD (pH = 7.4): 0.26675758
• Log P: 0.989218
• Molar Refractivity: 101.3533 cm^3
• Polarizability: 40.32609 Å^3
• Polar Surface Area: 106.74 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Brownish Solid
• Melting Point: 147-149°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - R070515

A potential impurity of Rabeprazole (R070500) sodium.

REFERENCES

• Fujisaki, H., et al.: Biochem. Pharmacol., 42, 321 (1991)
• Morri, M., et al.: J. Biol. Chem., 268, 21553 (1993)