5-(difluoromethoxy)-2-[(3,4-dimethoxypyridin-2-yl)methanesulfinyl]-1-methyl-1H-1,3-benzodiazole

• ChemBase ID: 174143
• Molecular Formular: C17H17F2N3O4S
• Molecular Mass: 397.3963864
• Monoisotopic Mass: 397.09078348
• SMILES: c1c(cc2c(c1)n(c(n2)S(=O)Cc1c(c(ccn1)OC)OC)C)OC(F)F
• Canonical SMILES: COc1c(OC)ccnc1CS(=O)c1nc2c(n1C)ccc(c2)OC(F)F
• InChI: InChI=1S/C17H17F2N3O4S/c1-22-13-5-4-10(26-16(18)19)8-11(13)21-17(22)27(23)9-12-15(25-3)14(24-2)6-7-20-12/h4-8,16H,9H2,1-3H3
• InChIKey: NQWYXCHABHQOMJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(difluoromethoxy)-2-[(3,4-dimethoxypyridin-2-yl)methanesulfinyl]-1-methyl-1H-1,3-benzodiazole
• IUPAC Traditional name: 5-(difluoromethoxy)-2-[(3,4-dimethoxypyridin-2-yl)methanesulfinyl]-1-methyl-1,3-benzodiazole
• Synonyms: 5-(Difluoromethoxy)-2-[[(3,4-dimethoxy-2-pyridinyl)methyl]sulfinyl]-1-methyl-1H-benzimidazole; N-Methyl Pantoprazole(Mixture of 1 and 3 isomers)

Database IDs

• CAS Number: 624742-53-6
• PubChem SID: 164230053
• PubChem CID: 21032391

CALCULATED PROPERTIES

• Acid pKa: 15.159467
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 2.3947124
• LogD (pH = 7.4): 2.3993697
• Log P: 2.3994293
• Molar Refractivity: 94.9487 cm^3
• Polarizability: 37.61986 Å^3
• Polar Surface Area: 75.47 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Clear Colorless Thick Gel

Safety Information

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

DETAILS

Toronto Research Chemicals - M325866

An impurity of Omeprazole and Pantoprazole. Mixture of 1 and 3 isomers (mixture of impurity D and F).

REFERENCES

• McClean, S., et al.: Anal. Chim. Acta, 292, 81 (1994)
• Besancon, M., et al.: J. Biol. Chem., 272, 22438 (1994)
• Avgerinos, A., et al.: Eur. J. Drug Metab. Pharmacokinet., 23, 329 (1994)
• Wahbi, A., et al.: J. Pharm. Biomed. Anal., 30, 1133 (1994)