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

• ChemBase ID: 165501
• Molecular Formular: C19H22Cl2N2O2
• Molecular Mass: 381.29618
• Monoisotopic Mass: 380.10583331
• SMILES: c1c(ccc(c1)[C@H](N1CCN(CC1)CC(=O)O)c1ccccc1)Cl.Cl
• Canonical SMILES: OC(=O)CN1CCN(CC1)[C@@H](c1ccc(cc1)Cl)c1ccccc1.Cl
• InChI: InChI=1S/C19H21ClN2O2.ClH/c20-17-8-6-16(7-9-17)19(15-4-2-1-3-5-15)22-12-10-21(11-13-22)14-18(23)24;/h1-9,19H,10-14H2,(H,23,24);1H/t19-;/m1./s1
• InChIKey: VTGWDLPASRYLSI-FSRHSHDFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{4-[(R)-(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}acetic acid hydrochloride
• IUPAC Traditional name: {4-[(R)-(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}acetic acid hydrochloride
• Synonyms: 4-[(R)-(4-Chlorophenyl)phenylmethyl]-1-piperazineacetic Acid Hydrochloride; (R)-De(carboxymethoxy) Cetirizine Acetic Acid Hydrochloride

Database IDs

• CAS Number: 942132-30-1
• PubChem SID: 162259634
• PubChem CID: 71315235

CALCULATED PROPERTIES

• Acid pKa: 0.808532
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.9051042
• LogD (pH = 7.4): 0.8789229
• Log P: 0.9048414
• Molar Refractivity: 95.823 cm^3
• Polarizability: 37.500153 Å^3
• Polar Surface Area: 43.78 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D215500

Cetirizine (C281100) impurity.

REFERENCES

• Horsmans, Y., et al.: J. Clin. Pharmacol., 33, 929 (1993)
• Chen, C., et al.: Drug Metab. Dispos., 31, 312 (1993)