1-[4-fluoro(2H4)phenyl]-4-[4-(2-methoxyphenyl)piperazin-1-yl]butan-1-one

• ChemBase ID: 169017
• Molecular Formular: C21H25FN2O2
• Molecular Mass: 356.4338032
• Monoisotopic Mass: 356.19000627
• SMILES: c1c(ccc(c1)C(=O)CCCN1CCN(CC1)c1c(cccc1)OC)F
• Canonical SMILES: COc1ccccc1N1CCN(CC1)CCCC(=O)c1ccc(cc1)F
• InChI: InChI=1S/C21H25FN2O2/c1-26-21-7-3-2-5-19(21)24-15-13-23(14-16-24)12-4-6-20(25)17-8-10-18(22)11-9-17/h2-3,5,7-11H,4,6,12-16H2,1H3
• InChIKey: IRYFCWPNDIUQOW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[4-fluoro(^2H₄)phenyl]-4-[4-(2-methoxyphenyl)piperazin-1-yl]butan-1-one
• IUPAC Traditional name: 1-[4-fluoro(^2H₄)phenyl]-4-[4-(2-methoxyphenyl)piperazin-1-yl]butan-1-one
• Synonyms: 4-[4-(o-Methoxyphenyl)-1-piperazinyl]-p-fluorobutyrophenone-d4; Fluanison-d4; 4'-Fluoro-4-[4-(o-methoxyphenyl)-1-piperazinyl]butyrophenone-d4; p-Fluoro-γ-[4-(o-methoxyphenyl)-1-piperazinyl]butyrophenone-d4; R 2028-d4; R 2167-d4; Anti-Pica-d4; MD 2028-d4; Haloanisone-d4; Haloanison-d4; γ-(4-o-Methoxyphenylpiperazino)-4-fluorobutyrophenone-d4; NSC 170977-d4; Sedalande-d4; Fluanisone-d4

Database IDs

• PubChem SID: 162263149
• PubChem CID: 71316776

CALCULATED PROPERTIES

• Acid pKa: 16.395237
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.9898493
• LogD (pH = 7.4): 3.4669898
• Log P: 3.6713362
• Molar Refractivity: 102.5724 cm^3
• Polarizability: 38.840847 Å^3
• Polar Surface Area: 32.78 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F406802

Labelled Fluanisone, a butyrophenone derivative with sedative properties. It is a typical antipsychotic and is used in the treatment of schizophrenia.

REFERENCES

• Raevskii, K.S.: Farmakol. Toksikol., 30, 710 (1967)
• Creese, I. et al.: Science, 192, 481 (1967)
• Peterson, J. et al.: Physiol. Behav., 60, 759 (1967)