4-(4-chlorophenyl)-1-[4-(4-fluorophenyl)-4-oxobutyl]-4-hydroxypiperidin-1-ium-1-olate

• ChemBase ID: 169839
• Molecular Formular: C21H23ClFNO3
• Molecular Mass: 391.8636232
• Monoisotopic Mass: 391.1350495
• SMILES: c1c(ccc(c1)C(=O)CCC[N+]1(CCC(CC1)(c1ccc(cc1)Cl)O)[O-])F
• Canonical SMILES: Fc1ccc(cc1)C(=O)CCC[N+]1([O-])CCC(CC1)(O)c1ccc(cc1)Cl
• InChI: InChI=1S/C21H23ClFNO3/c22-18-7-5-17(6-8-18)21(26)11-14-24(27,15-12-21)13-1-2-20(25)16-3-9-19(23)10-4-16/h3-10,26H,1-2,11-15H2
• InChIKey: LDKZFGVWYVWUSG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(4-chlorophenyl)-1-[4-(4-fluorophenyl)-4-oxobutyl]-4-hydroxypiperidin-1-ium-1-olate
• IUPAC Traditional name: 4-(4-chlorophenyl)-1-[4-(4-fluorophenyl)-4-oxobutyl]-4-hydroxypiperidin-1-ium-1-olate
• Synonyms: 4-[4-(4-Chlorophenyl)-4-hydroxy-1-oxido-1-piperidinyl]-1-(4-fluorophenyl)-1-butanone; 4-[4-(4-Chlorophenyl)-4-hydroxy-1-piperidinyl]-1-(4-fluorophenyl)-1-butanone N-Oxide; Haloperidol N-Oxide

Database IDs

• CAS Number: 148406-51-3
• PubChem SID: 162263971
• PubChem CID: 11825335

CALCULATED PROPERTIES

• Acid pKa: 13.924286
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.5365164
• LogD (pH = 7.4): 2.5367358
• Log P: 2.5367386
• Molar Refractivity: 104.6368 cm^3
• Polarizability: 39.651127 Å^3
• Polar Surface Area: 64.18 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 193-197°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - H103720

A metabolite of Haloperidol (H103700).

REFERENCES

• Gorrod, J. W., et al.: Xenobiotica, 23, 495 (1993)
• Caron, G., et al.: Helv. Chim. Acta, 82, 1630 (1993)