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

• ChemBase ID: 177316
• Molecular Formular: C18H21N3O4S
• Molecular Mass: 375.44204
• Monoisotopic Mass: 375.12527717
• SMILES: c1cccc2c1[nH]c(n2)S(=O)Cc1c(c(cc[n+]1[O-])OCCCOC)C
• Canonical SMILES: COCCCOc1cc[n+](c(c1C)CS(=O)c1nc2c([nH]1)cccc2)[O-]
• InChI: InChI=1S/C18H21N3O4S/c1-13-16(21(22)9-8-17(13)25-11-5-10-24-2)12-26(23)18-19-14-6-3-4-7-15(14)20-18/h3-4,6-9H,5,10-12H2,1-2H3,(H,19,20)
• InChIKey: ZOEQFVVMBAVTRU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 924663-38-7
• PubChem SID: 164233226
• PubChem CID: 16095899

CALCULATED PROPERTIES

• Acid pKa: 9.346268
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.8822342
• LogD (pH = 7.4): 0.8780381
• Log P: 0.88232404
• Molar Refractivity: 102.2905 cm^3
• Polarizability: 39.7526 Å^3
• Polar Surface Area: 89.67 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 161-163°C

Safety Information

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

DETAILS

Toronto Research Chemicals - R070495

Rabeprazole (R070500) impurity.

REFERENCES

• Fellenius, E., et al.: Nature, 290, 159 (1981)
• Kuhler, T., et al.: J. Med. Chem., 38, 4906 (1981)
• Tamura, M., et al.: Chem. Pharm. Bull., 48, 1514 (1981)
• Miner, P., et al.: Am. J. Gastroenterology, 98, 2616 (1981)