2-(4-{3-[(9Z)-2-(trifluoromethyl)-9H-thioxanthen-9-ylidene]propyl}piperazin-1-yl)(2H4)ethan-1-ol

• ChemBase ID: 169209
• Molecular Formular: C23H25F3N2OS
• Molecular Mass: 434.5176096
• Monoisotopic Mass: 434.16396909
• SMILES: c1cccc2c1/C(=C/CCN1CCN(CC1)CCO)/c1c(S2)ccc(c1)C(F)(F)F
• Canonical SMILES: OCCN1CCN(CC1)CC/C=C\1/c2ccccc2Sc2c1cc(cc2)C(F)(F)F
• InChI: InChI=1S/C23H25F3N2OS/c24-23(25,26)17-7-8-22-20(16-17)18(19-4-1-2-6-21(19)30-22)5-3-9-27-10-12-28(13-11-27)14-15-29/h1-2,4-8,16,29H,3,9-15H2/b18-5-
• InChIKey: NJMYODHXAKYRHW-DVZOWYKESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-{3-[(9Z)-2-(trifluoromethyl)-9H-thioxanthen-9-ylidene]propyl}piperazin-1-yl)(^2H₄)ethan-1-ol
• IUPAC Traditional name: 2-(4-{3-[(9Z)-2-(trifluoromethyl)thioxanthen-9-ylidene]propyl}piperazin-1-yl)(^2H₄)ethanol
• Synonyms: 4-[3-[2-(Trifluoromethyl)-9H-thioxanthen-9-ylidene]propyl]-1-piperazineethanol-d4 Dihydrochloride; Emergil-d4; FX 703-d4; Metamin-d4; Siplarol-d4; (E/Z)-Flupentixol-d4 Dihydrochloride

Database IDs

• PubChem SID: 162263341
• PubChem CID: 71316865

CALCULATED PROPERTIES

• Acid pKa: 15.593099
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.669585
• LogD (pH = 7.4): 3.4309251
• Log P: 4.4967875
• Molar Refractivity: 128.1692 cm^3
• Polarizability: 44.335587 Å^3
• Polar Surface Area: 26.71 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: Tan Solid
• Melting Point: 141-154°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - F597982

Neuroleptic agent related structurally to thiothixene. Antipsychotic; neuroleptic agent; dopamine receptor antagonist.

REFERENCES

• Nielsen, et al.: Acta Pharmacol. Toxicol., 32, 363 (1973)
• Post, M.L., et al.: Nature, 256, 342 (1973)
• Peuch, et al.: Neuropharmacology, 20, 1279 (1973)