4-(benzyloxy)-2-(phenoxymethyl)-1H-1,3-benzodiazole

• ChemBase ID: 176397
• Molecular Formular: C21H18N2O2
• Molecular Mass: 330.37982
• Monoisotopic Mass: 330.13682783
• SMILES: c1cc(c2c(c1)[nH]c(n2)COc1ccccc1)OCc1ccccc1
• Canonical SMILES: c1ccc(cc1)OCc1[nH]c2c(n1)c(ccc2)OCc1ccccc1
• InChI: InChI=1S/C21H18N2O2/c1-3-8-16(9-4-1)14-25-19-13-7-12-18-21(19)23-20(22-18)15-24-17-10-5-2-6-11-17/h1-13H,14-15H2,(H,22,23)
• InChIKey: MRKQSFVVLXJQEL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(benzyloxy)-2-(phenoxymethyl)-1H-1,3-benzodiazole
• IUPAC Traditional name: 4-(benzyloxy)-2-(phenoxymethyl)-1H-1,3-benzodiazole
• Synonyms: 2-Phenoxymethyl-7-phenylmethoxy-1H-benzimidazole

Database IDs

• CAS Number: 1215342-45-2
• PubChem SID: 164232307
• PubChem CID: 53434935

CALCULATED PROPERTIES

• Acid pKa: 11.487139
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.4491787
• LogD (pH = 7.4): 4.466023
• Log P: 4.4662743
• Molar Refractivity: 96.4471 cm^3
• Polarizability: 38.922035 Å^3
• Polar Surface Area: 47.14 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P301320

A 2-substituted benzimidazole as inhibitor of cell-free RBL-1-5-lipoxygenase.

REFERENCES

• Blackwell, G.J., et al.: Br. J. Pharmacol., 63, 360 (1978)
• Higgs, G., et al.: Biochem. Pharmacol., 28, 1959 (1978)