sodium 6-(difluoromethoxy)-2-[(3,4-dimethoxypyridin-2-yl)methanesulfinyl]-1H-1,3-benzodiazol-1-ide

• ChemBase ID: 179705
• Molecular Formular: C16H14F2N3NaO4S
• Molecular Mass: 405.3516364
• Monoisotopic Mass: 405.05707766
• SMILES: c1([n-]c2c(n1)ccc(c2)OC(F)F)S(=O)Cc1c(c(ccn1)OC)OC.[Na+]
• Canonical SMILES: COc1c(OC)ccnc1CS(=O)c1[n-]c2c(n1)ccc(c2)OC(F)F.[Na+]
• InChI: InChI=1S/C16H14F2N3O4S.Na/c1-23-13-5-6-19-12(14(13)24-2)8-26(22)16-20-10-4-3-9(25-15(17)18)7-11(10)21-16;/h3-7,15H,8H2,1-2H3;/q-1;+1
• InChIKey: YNWDKZIIWCEDEE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 6-(difluoromethoxy)-2-[(3,4-dimethoxypyridin-2-yl)methanesulfinyl]-1H-1,3-benzodiazol-1-ide
• IUPAC Traditional name: sodium 6-(difluoromethoxy)-2-[(3,4-dimethoxypyridin-2-yl)methanesulfinyl]-1H-1,3-benzodiazol-1-ide
• Synonyms: Pantoloc; Protonix; Pantoprazole Sodium

Database IDs

• CAS Number: 164579-32-2
• PubChem SID: 164235615
• PubChem CID: 23713799

CALCULATED PROPERTIES

• Acid pKa: 9.152253
• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): 2.170947
• LogD (pH = 7.4): 2.169018
• Log P: 2.1757534
• Molar Refractivity: 90.6627 cm^3
• Polarizability: 35.62534 Å^3
• Polar Surface Area: 83.43 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Mechanism of Action: Proton pump (H(+)/K(+) ATPase) inhibitor

Product Information

• Salt Data: Na+
• Application(s): Antiulcer agent; Used in treatment of gastric acid-related conditions

REFERENCES

• Eur. Pat., 1986, Byk-Gulden Lomberg, 166 287; CA, 105, 6506c
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• Hannan, A. et al., Aliment. Pharmacol. Ther., 1992, 6, 373, (clin trial)
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• Martindale, The Extra Pharmacopoeia, 32nd edn., Pharmaceutical Press, 1999, 1207