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

• ChemBase ID: 176225
• Molecular Formular: C16H15F2N3O5S
• Molecular Mass: 399.3692064
• Monoisotopic Mass: 399.07004804
• SMILES: c1c(cc2c(c1)[nH]c(n2)S(=O)Cc1[n+](ccc(c1OC)OC)[O-])OC(F)F
• Canonical SMILES: COc1c(OC)cc[n+](c1CS(=O)c1nc2c([nH]1)ccc(c2)OC(F)F)[O-]
• InChI: InChI=1S/C16H15F2N3O5S/c1-24-13-5-6-21(22)12(14(13)25-2)8-27(23)16-19-10-4-3-9(26-15(17)18)7-11(10)20-16/h3-7,15H,8H2,1-2H3,(H,19,20)
• InChIKey: BHJURHFGXQKOST-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 953787-60-5
• PubChem SID: 164232135
• PubChem CID: 23656392

CALCULATED PROPERTIES

• Acid pKa: 9.538711
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 0.9672661
• LogD (pH = 7.4): 0.96457607
• Log P: 0.96733415
• Molar Refractivity: 94.2757 cm^3
• Polarizability: 36.40662 Å^3
• Polar Surface Area: 98.9 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; DMSO; Methanol
• Apperance: Off-White to Light Beige Solid
• Melting Point: >160°C dec.

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - P183010

An impurity of Pantoprazole (P183000), an antiulcerative, gastric pump inhibitor.

REFERENCES

• G.M. Reddy et.al., J. Pharm. Biomed. Analysis, 45: 201 (2007)