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

• ChemBase ID: 174412
• Molecular Formular: C25H22F6N4O3S
• Molecular Mass: 572.5225992
• Monoisotopic Mass: 572.1316809
• SMILES: c1cccc2c1n(c(n2)S(=O)Cc1c(c(ccn1)OCC(F)(F)F)C)Cc1c(c(ccn1)OCC(F)(F)F)C
• Canonical SMILES: Cc1c(ccnc1CS(=O)c1nc2c(n1Cc1nccc(c1C)OCC(F)(F)F)cccc2)OCC(F)(F)F
• InChI: InChI=1S/C25H22F6N4O3S/c1-15-18(32-9-7-21(15)37-13-24(26,27)28)11-35-20-6-4-3-5-17(20)34-23(35)39(36)12-19-16(2)22(8-10-33-19)38-14-25(29,30)31/h3-10H,11-14H2,1-2H3
• InChIKey: GUWVDDXKNHBOLX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 1083100-26-8
• PubChem SID: 164230322
• PubChem CID: 71750632

CALCULATED PROPERTIES

• Acid pKa: 15.538857
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 4.0981836
• LogD (pH = 7.4): 5.077945
• Log P: 5.15565
• Molar Refractivity: 131.3927 cm^3
• Polarizability: 50.117336 Å^3
• Polar Surface Area: 79.13 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - M331010

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)