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

• ChemBase ID: 177319
• Molecular Formular: C18H21N3O4S
• Molecular Mass: 375.44204
• Monoisotopic Mass: 375.12527717
• SMILES: c1cccc2c1[nH]c(n2)S(=O)(=O)Cc1c(c(ccn1)OCCCOC)C
• Canonical SMILES: COCCCOc1ccnc(c1C)CS(=O)(=O)c1nc2c([nH]1)cccc2
• InChI: InChI=1S/C18H21N3O4S/c1-13-16(19-9-8-17(13)25-11-5-10-24-2)12-26(22,23)18-20-14-6-3-4-7-15(14)21-18/h3-4,6-9H,5,10-12H2,1-2H3,(H,20,21)
• InChIKey: KNYNPBSPFHFPML-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methanesulfonyl}-1H-1,3-benzodiazole
• IUPAC Traditional name: 2-{[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methanesulfonyl}-1H-1,3-benzodiazole
• Synonyms: 2-[[[4-(3-Methoxypropoxy)-3-methyl-2-pyridinyl]methyl]sulfonyl]-1H-benzimidazole; Rabeprazole Sulfone

Database IDs

• CAS Number: 117976-47-3
• PubChem SID: 164233229
• PubChem CID: 11740183

CALCULATED PROPERTIES

• Acid pKa: 6.319188
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 2.1326244
• LogD (pH = 7.4): 1.4751817
• Log P: 2.197637
• Molar Refractivity: 97.5432 cm^3
• Polarizability: 39.843174 Å^3
• Polar Surface Area: 94.17 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White Solid
• Melting Point: 135-137°C

Safety Information

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

DETAILS

Toronto Research Chemicals - R070505

A metabolite of Rabeprazole (R070500).

REFERENCES

• Miura, M., et al.: Eur. J. Clin. Pharmacol., 62, 113 (2006)