2-(2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)acetamide

• ChemBase ID: 163882
• Molecular Formular: C21H26ClN3O2
• Molecular Mass: 387.90304
• Monoisotopic Mass: 387.17135477
• SMILES: c1c(ccc(c1)C(N1CCN(CC1)CCOCC(=O)N)c1ccccc1)Cl
• Canonical SMILES: NC(=O)COCCN1CCN(CC1)C(c1ccc(cc1)Cl)c1ccccc1
• InChI: InChI=1S/C21H26ClN3O2/c22-19-8-6-18(7-9-19)21(17-4-2-1-3-5-17)25-12-10-24(11-13-25)14-15-27-16-20(23)26/h1-9,21H,10-16H2,(H2,23,26)
• InChIKey: LVJDQBJDVOYDLA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)acetamide
• IUPAC Traditional name: 2-(2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)acetamide
• Synonyms: 2-[2-[4-[(4-Chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-acetamide; UCB-L 172; Cetirizine Amide

Database IDs

• CAS Number: 83881-37-2
• PubChem SID: 162258017
• PubChem CID: 3068840

CALCULATED PROPERTIES

• Acid pKa: 15.906153
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.71983427
• LogD (pH = 7.4): 2.3823624
• Log P: 2.7741122
• Molar Refractivity: 108.6887 cm^3
• Polarizability: 42.574135 Å^3
• Polar Surface Area: 58.8 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - C291080

Cetirizine impurity.

REFERENCES

• Campoli-Richards, D.M., et al.: Drugs, 40, 762 (1990)
• Pandya, K.K., et al.: J. Pharm. Pharmacol., 48, 510 (1990)
• Zaater, M.F., et al.: J. Pharm. Biomed. Anal., 22, 739 (2000).