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

• ChemBase ID: 172200
• Molecular Formular: C16H14F3N3OS
• Molecular Mass: 353.3620696
• Monoisotopic Mass: 353.08096774
• SMILES: c1cccc2c1[nH]c(n2)SCc1c(c(ccn1)OCC(F)(F)F)C
• Canonical SMILES: Cc1c(nccc1OCC(F)(F)F)CSc1nc2c([nH]1)cccc2
• InChI: InChI=1S/C16H14F3N3OS/c1-10-13(20-7-6-14(10)23-9-16(17,18)19)8-24-15-21-11-4-2-3-5-12(11)22-15/h2-7H,8-9H2,1H3,(H,21,22)
• InChIKey: CCHLMSUZHFPSFC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methyl}sulfanyl)-1H-1,3-benzodiazole
• IUPAC Traditional name: 2-({[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methyl}sulfanyl)-1H-1,3-benzodiazole
• Synonyms: 2-[[[3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]thio]-1H-benzimidazole; AG 1777; H 225/18; K 1252; Lansoprazole Sulfide; 2-(((3-Methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl)methyl)thio)-1H-benzo[d]imidazole; 2-[3-METHYL-4-(2,2,2-TRIFLUOROETHOXY)-2-PYRIDINYL]METHYLTHIO-1H-BENZIMIDAZOLE

Database IDs

• CAS Number: 103577-40-8
• PubChem SID: 164228110
• PubChem CID: 1094080

CALCULATED PROPERTIES

• Acid pKa: 10.421227
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.5127084
• LogD (pH = 7.4): 4.1395693
• Log P: 4.159756
• Molar Refractivity: 86.2363 cm^3
• Polarizability: 33.54037 Å^3
• Polar Surface Area: 50.8 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 142-144°C

Safety Information

• Storage Condition: -20°C Freezer

Product Information

• Purity: 95+%; 98%

DETAILS

Toronto Research Chemicals - L175020

A metabolite of Lansoprazole, as gastric pump inhibitor.

REFERENCES

• Oie, et al.: J. Pharm. Sci., 68, 1203 (1979)
• Naesdal, J., et al.: Clin. Pharmacol. Ther., 40, 344 (1979)
• Dube, L., et al.: Biopharm. Drug Dispos., 10, 55 (1979)
• Barradell, L., et al.: Drugs, 44, 225 (1979)