1-(4-fluorophenyl)-4-{4-hydroxy-4-[3-(trifluoromethyl)phenyl]piperidin-1-yl}butan-1-one hydrochloride

• ChemBase ID: 133491
• Molecular Formular: C22H24ClF4NO2
• Molecular Mass: 445.8780728
• Monoisotopic Mass: 445.14316957
• SMILES: c1cc(cc(c1)C(F)(F)F)C1(CCN(CC1)CCCC(=O)c1ccc(cc1)F)O.Cl
• Canonical SMILES: Fc1ccc(cc1)C(=O)CCCN1CCC(CC1)(O)c1cccc(c1)C(F)(F)F.Cl
• InChI: InChI=1S/C22H23F4NO2.ClH/c23-19-8-6-16(7-9-19)20(28)5-2-12-27-13-10-21(29,11-14-27)17-3-1-4-18(15-17)22(24,25)26;/h1,3-4,6-9,15,29H,2,5,10-14H2;1H
• InChIKey: VYGQXRZAHIZHQV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(4-fluorophenyl)-4-{4-hydroxy-4-[3-(trifluoromethyl)phenyl]piperidin-1-yl}butan-1-one hydrochloride
• IUPAC Traditional name: trifluperidol hydrochloride
• Synonyms: 4′-Fluoro-4-[4-hydroxy-4-(α,α,α-trifluoro-m tolyl)piperidino]butyrophenone hydrochloride; R 2498; Triperidol; Trifluperidol hydrochloride

Database IDs

• CAS Number: 2062-77-3
• EC Number: 218-170-1
• MDL Number: MFCD00055195
• PubChem SID: 24277941; 162227768
• PubChem CID: 11647992

CALCULATED PROPERTIES

• Acid pKa: 13.930203
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.4533453
• LogD (pH = 7.4): 3.2190871
• Log P: 3.9349177
• Molar Refractivity: 103.7608 cm^3
• Polarizability: 38.675747 Å^3
• Polar Surface Area: 40.54 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥20 mg/mL; ethanol: moderately soluble; H2O: soluble
• Apperance: white to off-white solid

Safety Information

• RTECS: EU3550000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 25
• Safety Statements: 22-36/37/39-45
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 2

Pharmacology Properties

• Gene Information: human ... DRD1(1812), DRD2(1813), DRD3(1814), DRD4(1815), DRD5(1816)

Product Information

• Purity: ≥98% (HPLC)

DETAILS

Sigma Aldrich - T103

Biochem/physiol Actions
Dopamine receptor antagonist; antipsychotic.