2-{[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methanesulfonyl}-1H-1,3-benzodiazole

• ChemBase ID: 172211
• Molecular Formular: C16H14F3N3O3S
• Molecular Mass: 385.3608696
• Monoisotopic Mass: 385.07079698
• SMILES: c1cccc2c1[nH]c(n2)S(=O)(=O)Cc1c(c(ccn1)OCC(F)(F)F)C
• Canonical SMILES: Cc1c(ccnc1CS(=O)(=O)c1nc2c([nH]1)cccc2)OCC(F)(F)F
• InChI: InChI=1S/C16H14F3N3O3S/c1-10-13(20-7-6-14(10)25-9-16(17,18)19)8-26(23,24)15-21-11-4-2-3-5-12(11)22-15/h2-7H,8-9H2,1H3,(H,21,22)
• InChIKey: TVMJMCGRSSSSDJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methanesulfonyl}-1H-1,3-benzodiazole
• IUPAC Traditional name: 2-{[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methanesulfonyl}-1H-1,3-benzodiazole
• Synonyms: 2-[[[3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]sulfonyl]-1H-benzimidazole; AG 1813; Lansoprazole Sulfone

Database IDs

• CAS Number: 131926-99-3
• PubChem SID: 164228121
• PubChem CID: 10385385

CALCULATED PROPERTIES

• Acid pKa: 6.31889
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 3.076583
• LogD (pH = 7.4): 2.4173176
• Log P: 3.139749
• Molar Refractivity: 87.0844 cm^3
• Polarizability: 34.76814 Å^3
• Polar Surface Area: 84.94 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 207°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - L175026

A metabolite of Lansoprazole, as gastric pump inhibitor.

REFERENCES

• De Morais, S., et al.: Mol. Pharmacol., 46, 594 (1994)
• Spencer, C., et al.: Drugs, 48, 404 (1994)
• Pearce, R., et al.: J. Pharmacol. Exp. Ther., 277, 805 (1994)
• Tassaneeyakul, W., et al.: Br. J. Clin. Pharmacol., 49, 139 (1994)