2-(2-{4-[(4-chlorophenyl)(phenyl)methyl](2H8)piperazin-1-yl}ethoxy)acetic acid; methane

• ChemBase ID: 164013
• Molecular Formular: C22H29ClN2O3
• Molecular Mass: 404.93026
• Monoisotopic Mass: 404.18667048
• SMILES: c1c(ccc(c1)C(N1CCN(CC1)CCOCC(=O)O)c1ccccc1)Cl.C
• Canonical SMILES: OC(=O)COCCN1CCN(CC1)C(c1ccc(cc1)Cl)c1ccccc1.C
• InChI: InChI=1S/C21H25ClN2O3.CH4/c22-19-8-6-18(7-9-19)21(17-4-2-1-3-5-17)24-12-10-23(11-13-24)14-15-27-16-20(25)26;/h1-9,21H,10-16H2,(H,25,26);1H4
• InChIKey: JPFVDEPZZALKKG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-{4-[(4-chlorophenyl)(phenyl)methyl](^2H₈)piperazin-1-yl}ethoxy)acetic acid; methane
• IUPAC Traditional name: (2-{4-[(4-chlorophenyl)(phenyl)methyl](^2H₈)piperazin-1-yl}ethoxy)acetic acid; methane
• Synonyms: 2-[4-[(4-Chlorophenyl)-phenylmethyl]-1-piperazinyl-d8]ethoxy]acetic Acid; Cetirizine-d8 Dihydrochloride

Database IDs

• PubChem SID: 162258148
• PubChem CID: 71314650

CALCULATED PROPERTIES

• Acid pKa: 3.596631
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.86074764
• LogD (pH = 7.4): 0.74475133
• Log P: 0.8598093
• Molar Refractivity: 106.8665 cm^3
• Polarizability: 41.878735 Å^3
• Polar Surface Area: 53.01 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: 128-130°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - C281102

A nonsedating type histamine H1-receptor antagonist. A major metabolite of Hydroxyzine. Pharmacological activity resides primarily in the (R)-isomer. Antihystaminic.

REFERENCES

• De Vos, C., et al.: Ann. Allergy, 59, 278 (1987)
• Juhlin, L., et al.: J. Allergy Clin. Immunol., 80, 599 (1987)
• Fadel, R., et al.: Clin. Allergy, 17, 373 (1987)
• Gengo, F.M., et al.: Clin. Pharmacol. Ther., 42, 265 (1987)