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

• ChemBase ID: 166367
• Molecular Formular: C15H15N3OS2
• Molecular Mass: 317.4291
• Monoisotopic Mass: 317.06565412
• SMILES: c1cccc2c1[nH]c(n2)S(=O)Cc1c(c(ccn1)SC)C
• Canonical SMILES: CSc1ccnc(c1C)CS(=O)c1nc2c([nH]1)cccc2
• InChI: InChI=1S/C15H15N3OS2/c1-10-13(16-8-7-14(10)20-2)9-21(19)15-17-11-5-3-4-6-12(11)18-15/h3-8H,9H2,1-2H3,(H,17,18)
• InChIKey: DENFLHAXXHNAPQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[3-methyl-4-(methylsulfanyl)pyridin-2-yl]methanesulfinyl}-1H-1,3-benzodiazole
• IUPAC Traditional name: 2-{[3-methyl-4-(methylsulfanyl)pyridin-2-yl]methanesulfinyl}-1H-1,3-benzodiazole
• Synonyms: 2-[[[3-Methyl-4-(methylthio)-2-pyridinyl]methyl]sulfinyl]-1H-benzimidazole; 4-Desmethoxypropoxyl-4-methylthio Rabeprazole

Database IDs

• CAS Number: 99487-86-2
• PubChem SID: 162260500
• PubChem CID: 13607099

CALCULATED PROPERTIES

• Acid pKa: 9.346712
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.862555
• LogD (pH = 7.4): 2.859353
• Log P: 2.8636475
• Molar Refractivity: 88.4536 cm^3
• Polarizability: 35.44519 Å^3
• Polar Surface Area: 58.64 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D290620

A process impurity of Rabeprazole (R070500).

REFERENCES

• Reddy, P., et al.: Pharmazie, 60, 814 (2005)
• Shao, F., et al.: Biopharm. Drug Dispos., 28, 177 (2005)