2-({[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methyl}sulfanyl)(4,5,6,7-2H4)-1H-1,3-benzodiazole

• ChemBase ID: 172210
• 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)(4,5,6,7-^2H₄)-1H-1,3-benzodiazole
• IUPAC Traditional name: 2-({[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methyl}sulfanyl)(4,5,6,7-^2H₄)-1H-1,3-benzodiazole
• Synonyms: 2-[[[3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]thio]-1H-benzimidazole-d4; AG 1777-d4; H 225/18-d4; K 1252-d4; Lansoprazole Sulfide-d4

Database IDs

• PubChem SID: 164228120
• PubChem CID: 45039649

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: 33.559002 Å^3
• Polar Surface Area: 50.8 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: White Solid
• Melting Point: 145-147°C

DETAILS

Toronto Research Chemicals - L175022

A Labelled 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)