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

• ChemBase ID: 164119
• Molecular Formular: C21H25ClN2O3
• Molecular Mass: 388.8878
• Monoisotopic Mass: 388.15537035
• SMILES: c1ccc(c(c1)C(N1CCN(CC1)CCOCC(=O)O)c1ccccc1)Cl
• Canonical SMILES: OC(=O)COCCN1CCN(CC1)C(c1ccccc1Cl)c1ccccc1
• InChI: InChI=1S/C21H25ClN2O3/c22-19-9-5-4-8-18(19)21(17-6-2-1-3-7-17)24-12-10-23(11-13-24)14-15-27-16-20(25)26/h1-9,21H,10-16H2,(H,25,26)
• InChIKey: AMWZYEYIOPBLEO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162258254
• PubChem CID: 53651410

CALCULATED PROPERTIES

• Acid pKa: 3.6007357
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.86237246
• LogD (pH = 7.4): 0.7353489
• Log P: 0.8610098
• Molar Refractivity: 106.8665 cm^3
• Polarizability: 41.88422 Å^3
• Polar Surface Area: 53.01 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C364840

Cetirizine (C281100) impurity as histamine inhibitor agent.

REFERENCES

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