1-[(4-chlorophenyl)diphenylmethyl]-1H-imidazole

• ChemBase ID: 164927
• Molecular Formular: C22H17ClN2
• Molecular Mass: 344.83678
• Monoisotopic Mass: 344.10802623
• SMILES: n1(C(c2ccc(cc2)Cl)(c2ccccc2)c2ccccc2)cncc1
• Canonical SMILES: Clc1ccc(cc1)C(n1cncc1)(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C22H17ClN2/c23-21-13-11-20(12-14-21)22(25-16-15-24-17-25,18-7-3-1-4-8-18)19-9-5-2-6-10-19/h1-17H
• InChIKey: BLNLHAFFGFCSRK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(4-chlorophenyl)diphenylmethyl]-1H-imidazole
• IUPAC Traditional name: 1-[(4-chlorophenyl)diphenylmethyl]imidazole
• Synonyms: 1-[(4-Chlorophenyl)diphenylmethyl]-1H-imidazole; 1-(p-Chloro-α,α-diphenylbenzyl)imidazole; 1-[(p-Chlorophenyl)diphenylmethyl]imidazole; CDD 3532; Clotrimazole Impurity A; para-Clotrimazole Isomer

Database IDs

• CAS Number: 23593-71-7
• PubChem SID: 162259061
• PubChem CID: 13073877

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 5.3291273
• LogD (pH = 7.4): 5.7904606
• Log P: 5.839452
• Molar Refractivity: 103.7645 cm^3
• Polarizability: 39.56556 Å^3
• Polar Surface Area: 17.82 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - C587405

para-Clotrimazole Isomer is a positional isomer of the antifungal agent (C587400). It showed agonistic activity on the pregnane X receptor and regulated the levels of apoA1 and HDL-cholesterol in rodents.

REFERENCES

• Buechel, K.H. et al.: Drugs Made Ger., 15, 79 (1972)
• Bachmann, K. et al.: Pharmacol. Res., 50, 237 (1972)