2-({[5-(difluoromethoxy)-1H-1,3-benzodiazol-2-yl]sulfanyl}methyl)-3,4-dimethoxypyridin-1-ium-1-olate

• ChemBase ID: 167421
• Molecular Formular: C16H15F2N3O4S
• Molecular Mass: 383.3698064
• Monoisotopic Mass: 383.07513342
• SMILES: c1c(cc2c(c1)[nH]c(n2)SCc1c(c(cc[n+]1[O-])OC)OC)OC(F)F
• Canonical SMILES: COc1c(OC)cc[n+](c1CSc1nc2c([nH]1)ccc(c2)OC(F)F)[O-]
• InChI: InChI=1S/C16H15F2N3O4S/c1-23-13-5-6-21(22)12(14(13)24-2)8-26-16-19-10-4-3-9(25-15(17)18)7-11(10)20-16/h3-7,15H,8H2,1-2H3,(H,19,20)
• InChIKey: NQUQOQLHXGSYRG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({[5-(difluoromethoxy)-1H-1,3-benzodiazol-2-yl]sulfanyl}methyl)-3,4-dimethoxypyridin-1-ium-1-olate
• IUPAC Traditional name: 2-({[5-(difluoromethoxy)-1H-1,3-benzodiazol-2-yl]sulfanyl}methyl)-3,4-dimethoxypyridin-1-ium-1-olate
• Synonyms: 5-(Difluoromethoxy)-2-[[(3,4-dimethoxy-2-pyridinyl)methyl]thio]-1H-benzimidazole-N-oxide; 6-(Difluoromethoxy)-2-[[(3,4-dimethoxy-1-oxido-2-pyridinyl)methyl]thio]-1H-benzimidazole; Pantoprazole Impurity; Pantoprazole Sulfide N-Oxide (Pantoprazole Impurity)see P183030; Pantoprazole Sulfide N-Oxide (Pantoprazole Impurity)

Database IDs

• CAS Number: 953787-51-4
• PubChem SID: 162261554
• PubChem CID: 23655653

CALCULATED PROPERTIES

• Acid pKa: 10.610978
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.415586
• LogD (pH = 7.4): 2.449572
• Log P: 2.450262
• Molar Refractivity: 92.7936 cm^3
• Polarizability: 35.794296 Å^3
• Polar Surface Area: 81.83 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Beige to Light Yellow Solid; Light Yellow Solid
• Melting Point: 124-127°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: 00C

DETAILS

Toronto Research Chemicals - D445820

An impurity arising in the synthesis of Pantoprazole.

Toronto Research Chemicals - P183030

An impurity arising in the synthesis of Pantoprazole.

REFERENCES

• Miner, P., et al.: Am. J. Gastroenterology, 98, 2616 (2003)
• Miner, P., et al.: Am. J. Gastroenterology, 98, 2616 (2003)