4-[4-(4-bromophenyl)-4-hydroxy(2,2,6,6-2H4)piperidin-1-yl]-1-(4-fluorophenyl)butan-1-one

• ChemBase ID: 163078
• Molecular Formular: C21H23BrFNO2
• Molecular Mass: 420.3152232
• Monoisotopic Mass: 419.0896192
• SMILES: c1c(ccc(c1)C(=O)CCCN1CCC(CC1)(c1ccc(cc1)Br)O)F
• Canonical SMILES: Fc1ccc(cc1)C(=O)CCCN1CCC(CC1)(O)c1ccc(cc1)Br
• InChI: InChI=1S/C21H23BrFNO2/c22-18-7-5-17(6-8-18)21(26)11-14-24(15-12-21)13-1-2-20(25)16-3-9-19(23)10-4-16/h3-10,26H,1-2,11-15H2
• InChIKey: RKLNONIVDFXQRX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[4-(4-bromophenyl)-4-hydroxy(2,2,6,6-^2H₄)piperidin-1-yl]-1-(4-fluorophenyl)butan-1-one
• IUPAC Traditional name: 4-[4-(4-bromophenyl)-4-hydroxy(2,2,6,6-^2H₄)piperidin-1-yl]-1-(4-fluorophenyl)butan-1-one
• Synonyms: 4-[4-(4-Bromophenyl)-4-hydroxy-1-piperidinyl-d4]-1-(4-fluorophenyl)-1-butanone; 4-[4-(p-Bromophenyl)-4-hydroxypiperidino-d4]-4'-fluoro-butyrophenone; Azurene-d4; Bromoperidol-d4; Impromen-d4; R 11333-d4; Tesoprel-d4; Bromperidol-d4

Database IDs

• PubChem SID: 162257213
• PubChem CID: 46780908

CALCULATED PROPERTIES

• Polarizability: 40.360935 Å^3
• Polar Surface Area: 40.54 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true
• Acid pKa: 13.97156
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.3046845
• LogD (pH = 7.4): 3.0740955
• Log P: 3.8258216
• Molar Refractivity: 105.4099 cm^3

DETAILS

Toronto Research Chemicals - B689222

Labelled bromine analog of Haloperidol. Antipsychotic.

REFERENCES

• Niemegeers, C.J.E., et al.: Life Sci., 24, 2201 (1979)
• Van Den Eeckhout, E., et al.: Eur. J. Drug Metab. Pharmacokinet., 5, 45 (1979)
• Vincent, S.H., et al.: J. Med. Chem., 23, 75 (1979)