2-(2-{4-[(3-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)acetic acid

• ChemBase ID: 164120
• Molecular Formular: C21H25ClN2O3
• Molecular Mass: 388.8878
• Monoisotopic Mass: 388.15537035
• SMILES: c1cc(cc(c1)C(N1CCN(CC1)CCOCC(=O)O)c1ccccc1)Cl
• Canonical SMILES: OC(=O)COCCN1CCN(CC1)C(c1cccc(c1)Cl)c1ccccc1
• InChI: InChI=1S/C21H25ClN2O3/c22-19-8-4-7-18(15-19)21(17-5-2-1-3-6-17)24-11-9-23(10-12-24)13-14-27-16-20(25)26/h1-8,15,21H,9-14,16H2,(H,25,26)
• InChIKey: KIDBOSZFDKRHNX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-{4-[(3-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)acetic acid
• IUPAC Traditional name: (2-{4-[(3-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)acetic acid
• Synonyms: 2-[2-[4-[(3-Chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]acetic Acid Hydrochloride; [2-[4-[(3-Chlorophenyl)phenylmethyl]piperazin-1-yl]ethoxy]acetic Acid Dihydrochloride; Cetirizine 3-Chloro Impurity Dihydrochloride

Database IDs

• CAS Number: 1232460-29-5
• PubChem SID: 162258255
• PubChem CID: 71314701

CALCULATED PROPERTIES

• Acid pKa: 3.6005716
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.86094993
• LogD (pH = 7.4): 0.7433479
• Log P: 0.85997427
• Molar Refractivity: 106.8665 cm^3
• Polarizability: 41.879425 Å^3
• Polar Surface Area: 53.01 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C364845

Cetirizine (C281100) impurity as histamine inhibitor agent.

REFERENCES

• Gengo, F.M., et al.: Clin. Pharmacol. Theraputics, 42, 265 (1987)