4-[(4-chlorophenyl)(phenyl)methyl]-1-[(3-methylphenyl)methyl]piperazin-1-ium-1-olate

• ChemBase ID: 172575
• Molecular Formular: C25H27ClN2O
• Molecular Mass: 406.94768
• Monoisotopic Mass: 406.18119117
• SMILES: c1c(ccc(c1)C(N1CC[N+](CC1)(Cc1cccc(c1)C)[O-])c1ccccc1)Cl
• Canonical SMILES: Clc1ccc(cc1)C(c1ccccc1)N1CC[N+](CC1)([O-])Cc1cccc(c1)C
• InChI: InChI=1S/C25H27ClN2O/c1-20-6-5-7-21(18-20)19-28(29)16-14-27(15-17-28)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: NDTIJUDMDNMOFC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(4-chlorophenyl)(phenyl)methyl]-1-[(3-methylphenyl)methyl]piperazin-1-ium-1-olate
• IUPAC Traditional name: 4-[(4-chlorophenyl)(phenyl)methyl]-1-[(3-methylphenyl)methyl]piperazin-1-ium-1-olate
• Synonyms: Meclizine N'-Oxide; 1-[(4-Chlorophenyl)phenylmethyl]-4-[(3-methylphenyl)methyl]piperazine 4-Oxide

Database IDs

• CAS Number: 114624-69-0
• PubChem SID: 164228485
• PubChem CID: 54105930

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.4921565
• LogD (pH = 7.4): 5.237491
• Log P: 5.2635665
• Molar Refractivity: 121.4371 cm^3
• Polarizability: 46.656357 Å^3
• Polar Surface Area: 30.12 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - M202710

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)