2-[(3,5-dimethylpyridin-2-yl)methanesulfinyl]-5-(2H3)methoxy-1H-1,3-benzodiazole

• ChemBase ID: 166360
• Molecular Formular: C16H17N3O2S
• Molecular Mass: 315.39008
• Monoisotopic Mass: 315.1041478
• SMILES: c1cc(cc2c1[nH]c(n2)S(=O)Cc1c(cc(cn1)C)C)OC
• Canonical SMILES: COc1ccc2c(c1)nc([nH]2)S(=O)Cc1ncc(cc1C)C
• InChI: InChI=1S/C16H17N3O2S/c1-10-6-11(2)15(17-8-10)9-22(20)16-18-13-5-4-12(21-3)7-14(13)19-16/h4-8H,9H2,1-3H3,(H,18,19)
• InChIKey: ZMXZYNHJPJEPAE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(3,5-dimethylpyridin-2-yl)methanesulfinyl]-5-(^2H₃)methoxy-1H-1,3-benzodiazole
• IUPAC Traditional name: 2-[(3,5-dimethylpyridin-2-yl)methanesulfinyl]-5-(^2H₃)methoxy-1H-1,3-benzodiazole
• Synonyms: 2-[[(3,5-Dimethyl-2-pyridinyl)methyl]sulfinyl]-6-(methoxy-d3)-1H-benzimidazole; H 180/29-d3; 4-Desmethoxy Omeprazole-d3

Database IDs

• PubChem SID: 162260493
• PubChem CID: 71315702

CALCULATED PROPERTIES

• Acid pKa: 9.677585
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.5878356
• LogD (pH = 7.4): 2.5891333
• Log P: 2.5911803
• Molar Refractivity: 87.1991 cm^3
• Polarizability: 34.833733 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: Off-White Solid
• Melting Point: 154-156°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D290562

Labelled 4-Desmethoxy Omeprazole (D290560). 4-Desmethoxy Omeprazole is a metabolite of Omeprazole.

REFERENCES

• Braendstroem, A., et al.: Acta Chem. Scandinavica, 44, 298 (1990)
• Singh, P., et al.: Drug Design Delivery, 7, 131 (1990)