2-[(1H-1,3-benzodiazol-2-ylsulfanyl)methyl]-3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-1-ium-1-olate

• ChemBase ID: 172217
• Molecular Formular: C16H14F3N3O2S
• Molecular Mass: 369.3614696
• Monoisotopic Mass: 369.07588236
• SMILES: c1cccc2c1[nH]c(n2)SCc1c(c(cc[n+]1[O-])OCC(F)(F)F)C
• Canonical SMILES: [O-][n+]1ccc(c(c1CSc1nc2c([nH]1)cccc2)C)OCC(F)(F)F
• InChI: InChI=1S/C16H14F3N3O2S/c1-10-13(22(23)7-6-14(10)24-9-16(17,18)19)8-25-15-20-11-4-2-3-5-12(11)21-15/h2-7H,8-9H2,1H3,(H,20,21)
• InChIKey: LGJKGASGASPHLH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1H-1,3-benzodiazol-2-ylsulfanyl)methyl]-3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-1-ium-1-olate
• IUPAC Traditional name: 2-[(1H-1,3-benzodiazol-2-ylsulfanyl)methyl]-3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-1-ium-1-olate
• Synonyms: 2-[[[3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]thio]-1H-benzimidazole N-Oxide; 2-[[[4-(2,2,2-Trifluoroethoxy)-3-methyl-1-oxopyridin-2-yl]methyl]sulfanyl]-1H-benzimidazole; Lansoprazole Sulfide N-Oxide

Database IDs

• CAS Number: 163119-30-0
• PubChem SID: 164228127
• PubChem CID: 11326133

CALCULATED PROPERTIES

• Acid pKa: 10.420717
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.2865405
• LogD (pH = 7.4): 3.306732
• Log P: 3.307364
• Molar Refractivity: 90.3496 cm^3
• Polarizability: 34.0678 Å^3
• Polar Surface Area: 63.37 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 213-215°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - L175045

Used in the preparation of Lansoprazole and its metabolite and impurities.

REFERENCES

• Reddy, G. et al.; Synthetic Commun. 38, 3477 (2008)