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

• ChemBase ID: 171467
• Molecular Formular: C23H29ClN2O4
• Molecular Mass: 432.94036
• Monoisotopic Mass: 432.1815851
• SMILES: c1(ccc(cc1)C(c1ccccc1)N1CCN(CC1)CCOCCOCC(=O)O)Cl
• Canonical SMILES: OC(=O)COCCOCCN1CCN(CC1)C(c1ccc(cc1)Cl)c1ccccc1
• InChI: InChI=1S/C23H29ClN2O4/c24-21-8-6-20(7-9-21)23(19-4-2-1-3-5-19)26-12-10-25(11-13-26)14-15-29-16-17-30-18-22(27)28/h1-9,23H,10-18H2,(H,27,28)
• InChIKey: AIOFDOGAYXDHHG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 83881-56-5
• PubChem SID: 164227377
• PubChem CID: 3068854

CALCULATED PROPERTIES

• Acid pKa: 3.3047285
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 0.8058139
• LogD (pH = 7.4): 0.69453657
• Log P: 0.8036369
• Molar Refractivity: 117.91 cm^3
• Polarizability: 46.26029 Å^3
• Polar Surface Area: 62.24 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H997000

Cetirizine (C281100) impurity. The compound has in particular an antiallergic, spasmolytic and antihistaminic activity.

REFERENCES

• Burger, A., et al.: Med. Chem., 71, 55 (1971)