potassium 2-{[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methanesulfinyl}-1H-1,3-benzodiazol-6-olate

• ChemBase ID: 170691
• Molecular Formular: C16H13F3KN3O3S
• Molecular Mass: 423.4512296
• Monoisotopic Mass: 423.02667863
• SMILES: c1c(ccc2c1[nH]c(n2)S(=O)Cc1c(c(ccn1)OCC(F)(F)F)C)[O-].[K+]
• Canonical SMILES: [O-]c1ccc2c(c1)[nH]c(n2)S(=O)Cc1nccc(c1C)OCC(F)(F)F.[K+]
• InChI: InChI=1S/C16H14F3N3O3S.K/c1-9-13(20-5-4-14(9)25-8-16(17,18)19)7-26(24)15-21-11-3-2-10(23)6-12(11)22-15;/h2-6,23H,7-8H2,1H3,(H,21,22);/q;+1/p-1
• InChIKey: IYCSATAMPVYCTA-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: potassium 2-{[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methanesulfinyl}-1H-1,3-benzodiazol-6-olate
• IUPAC Traditional name: potassium 2-{[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methanesulfinyl}-3H-1,3-benzodiazol-5-olate
• Synonyms: 2-[[[3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]sulfinyl]-1H-benzimidazol-5-ol Potassium Salt; 5-Hydroxy Lansoprazole Potassium Salt

Database IDs

• CAS Number: 1329613-29-7
• PubChem SID: 164226601
• PubChem CID: 57369203

CALCULATED PROPERTIES

• Acid pKa: 9.026295
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.710317
• LogD (pH = 7.4): 2.7195616
• Log P: 2.72929
• Molar Refractivity: 100.1392 cm^3
• Polarizability: 34.549984 Å^3
• Polar Surface Area: 90.93 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Brownish Purple Solid
• Melting Point: >162°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - H943711

A metabolite of Lansoprazole, as gastric pump inhibitor.

REFERENCES

• Uno, T., et al.: J. Clin. Pharmacol., 45, 690 (2005)
• Saito, M., et al.: Brit. J. Clin. Pharmacol., 59, 302 (2005)