2-[(4-chloro-3,5-dimethylpyridin-2-yl)methanesulfinyl]-5-methoxy-1H-1,3-benzodiazole

• ChemBase ID: 166350
• Molecular Formular: C16H16ClN3O2S
• Molecular Mass: 349.83514
• Monoisotopic Mass: 349.06517545
• SMILES: c1cc(cc2c1[nH]c(n2)S(=O)Cc1c(c(c(cn1)C)Cl)C)OC
• Canonical SMILES: COc1ccc2c(c1)nc([nH]2)S(=O)Cc1ncc(c(c1C)Cl)C
• InChI: InChI=1S/C16H16ClN3O2S/c1-9-7-18-14(10(2)15(9)17)8-23(21)16-19-12-5-4-11(22-3)6-13(12)20-16/h4-7H,8H2,1-3H3,(H,19,20)
• InChIKey: LZEPUBIBIWJUSW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(4-chloro-3,5-dimethylpyridin-2-yl)methanesulfinyl]-5-methoxy-1H-1,3-benzodiazole
• IUPAC Traditional name: 2-[(4-chloro-3,5-dimethylpyridin-2-yl)methanesulfinyl]-5-methoxy-1H-1,3-benzodiazole
• Synonyms: 2-[[(4-Chloro-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-5-methoxy-1H-benzimidazole; 5-Methoxy-2-[[(4-Chloro-3,5-dimethyl-pyridine-2-yl)methyl]sulfinyl]-1H-benzimidazole; 4-Desmethoxy-4-chloro Omeprazole

Database IDs

• CAS Number: 863029-89-4
• PubChem SID: 162260483
• PubChem CID: 20695566

CALCULATED PROPERTIES

• Acid pKa: 9.677577
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.194901
• LogD (pH = 7.4): 3.193216
• Log P: 3.195225
• Molar Refractivity: 92.0039 cm^3
• Polarizability: 36.70299 Å^3
• Polar Surface Area: 67.87 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO
• Apperance: Pale Beige Solid
• Melting Point: 74-78°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D290390

Impurity D from the synthesis of Omeprazole.

REFERENCES

• Kohl, B., et al.: J. Med. Chem., 35, 1049 (1992)