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

• ChemBase ID: 174414
• Molecular Formular: C25H22F6N4O2S
• Molecular Mass: 556.5231992
• Monoisotopic Mass: 556.13676628
• SMILES: c1cccc2c1n(c(n2)SCc1c(c(ccn1)OCC(F)(F)F)C)Cc1c(c(ccn1)OCC(F)(F)F)C
• Canonical SMILES: Cc1c(ccnc1CSc1nc2c(n1Cc1nccc(c1C)OCC(F)(F)F)cccc2)OCC(F)(F)F
• InChI: InChI=1S/C25H22F6N4O2S/c1-15-18(32-9-7-21(15)36-13-24(26,27)28)11-35-20-6-4-3-5-17(20)34-23(35)38-12-19-16(2)22(8-10-33-19)37-14-25(29,30)31/h3-10H,11-14H2,1-2H3
• InChIKey: YUCQMNLWRFIFNG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methyl}-2-({[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methyl}sulfanyl)-1H-1,3-benzodiazole
• IUPAC Traditional name: 1-{[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methyl}-2-({[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methyl}sulfanyl)-1,3-benzodiazole
• Synonyms: 1-[[3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]-2-[[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]thio]-1H-benzimidazole; Lansoprazole Impurity; N-[3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl Lansoprazole Sulfide

Database IDs

• CAS Number: 1083100-27-9
• PubChem SID: 164230324
• PubChem CID: 71750634

CALCULATED PROPERTIES

• Acid pKa: 19.55744
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 4.6089644
• LogD (pH = 7.4): 6.185891
• Log P: 6.2825513
• Molar Refractivity: 130.021 cm^3
• Polarizability: 49.489964 Å^3
• Polar Surface Area: 62.06 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - M331015

Lansoprazole (L175000) impurity.

REFERENCES

• Wallmark, B., et al.: J. Gastroenterol., 20, 37 (1985)
• Barradell, L., et al.: Drugs, 44, 225 (1985)
• Reddy, K., et al.: Pharmazie, 65, 994 (1985)