4-[(4-chlorophenyl)(phenyl)methyl]-1-[(3-methylphenyl)methyl]piperazine-1,4-diium-1,4-bis(olate)

• ChemBase ID: 172573
• Molecular Formular: C25H27ClN2O2
• Molecular Mass: 422.94708
• Monoisotopic Mass: 422.17610579
• SMILES: c1c(ccc(c1)C([N+]1(CC[N+](CC1)(Cc1cccc(c1)C)[O-])[O-])c1ccccc1)Cl
• Canonical SMILES: Clc1ccc(cc1)C([N+]1([O-])CC[N+](CC1)([O-])Cc1cccc(c1)C)c1ccccc1
• InChI: InChI=1S/C25H27ClN2O2/c1-20-6-5-7-21(18-20)19-27(29)14-16-28(30,17-15-27)25(22-8-3-2-4-9-22)23-10-12-24(26)13-11-23/h2-13,18,25H,14-17,19H2,1H3
• InChIKey: AGPRHOVRGSVTKD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(4-chlorophenyl)(phenyl)methyl]-1-[(3-methylphenyl)methyl]piperazine-1,4-diium-1,4-bis(olate)
• IUPAC Traditional name: 4-[(4-chlorophenyl)(phenyl)methyl]-1-[(3-methylphenyl)methyl]piperazine-1,4-diium-1,4-bis(olate)
• Synonyms: 1-[(4-Chlorophenyl)phenylmethyl]-4-[(3-methylphenyl)methyl]piperazine 1,4-Dioxide; Meclizine N,N'-Dioxide

Database IDs

• CAS Number: 114624-70-3
• PubChem SID: 164228483
• PubChem CID: 53641921

CALCULATED PROPERTIES

• Acid pKa: 18.61663
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.1391897
• LogD (pH = 7.4): 4.139191
• Log P: 4.139191
• Molar Refractivity: 123.482 cm^3
• Polarizability: 46.76391 Å^3
• Polar Surface Area: 53.76 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M202705

A metabolite of Meclizine (M202700).

REFERENCES

• Chen, X., et al.: J. Anal. Toxicol., 18, 150 (1994)
• Wilson, I., et al.: Ther. Drug Monit., 18, 484 (1994)