2-[(4-methoxy-3-methylpyridin-2-yl)methanesulfinyl]-1H-1,3-benzodiazole

• ChemBase ID: 166366
• Molecular Formular: C15H15N3O2S
• Molecular Mass: 301.3635
• Monoisotopic Mass: 301.08849774
• SMILES: c1cccc2c1[nH]c(n2)S(=O)Cc1c(c(ccn1)OC)C
• Canonical SMILES: COc1ccnc(c1C)CS(=O)c1nc2c([nH]1)cccc2
• InChI: InChI=1S/C15H15N3O2S/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: ITARWNDPMUQOCB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(4-methoxy-3-methylpyridin-2-yl)methanesulfinyl]-1H-1,3-benzodiazole
• IUPAC Traditional name: 2-[(4-methoxy-3-methylpyridin-2-yl)methanesulfinyl]-1H-1,3-benzodiazole
• Synonyms: 2-[[(4-Methoxy-3-methyl-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole; 4-Desmethoxypropoxyl-4-methoxy Rabeprazole

Database IDs

• CAS Number: 102804-77-3
• PubChem SID: 162260499
• PubChem CID: 11558510

CALCULATED PROPERTIES

• Acid pKa: 9.346711
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.0539324
• LogD (pH = 7.4): 2.0731697
• Log P: 2.077759
• Molar Refractivity: 82.1579 cm^3
• Polarizability: 33.06862 Å^3
• Polar Surface Area: 67.87 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Tan Solid
• Melting Point: 141-143°C (dec.)

Safety Information

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

DETAILS

Toronto Research Chemicals - D290610

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)