1.0 2009-07-21 20:27:52 UTC 2026-05-14 16:51:23 UTC T3D2920 Flupenthixol SmallMolecule Flupenthixol is an exogenous organic compound with the formula C23H27F3N2OS and an average molecular weight of 436.54 g/mol. It exists as a solid at room temperature. Flupenthixol belongs to the 1-benzothiopyrans, a subclass of benzothiopyrans within the organic compounds. This compound is utilized as a first generation antipsychotic, an antidepressant, and an anxiolytic drug. Biologically, it functions as a dopaminergic antagonist and an alpha-adrenergic antagonist, and it acts as a chemical inhibitor of EC 3.4.21.26 (prolyl oligopeptidase). Its antipsychotic activity is thought to be related to the blocking of postsynaptic dopamine receptors in the central nervous system. Flupenthixol is a powerful antagonist of both D1 and D2 dopamine receptors, as well as an alpha-adrenergic receptor antagonist, although its full mechanism of action is not completely understood. Recorded protein targets include the D(1A) dopamine receptor (DRD1), D(2) dopamine receptor (DRD2), D(3) dopamine receptor (DRD3), Alpha-1A adrenergic receptor (ADRA1A), 5-hydroxytryptamine receptor 2A (HTR2A), Muscarinic acetylcholine receptor M1 (CHRM1), Sigma non-opioid intracellular receptor 1 (SIGMAR1), and ATP-dependent translocase ABCB1, among others. Flupenthixol is found in indoor air (air, dust & atmospheric transport) and in antipsychotics (healthcare, pharmaceuticals & veterinary products). Exposure routes for the compound include oral, intramuscular, and inhalation. Drug Synthetic Toxin Organic Compound Amine Organofluoride Ether Drug Antipsychotic Agent Dopamine Antagonist Metabolite Thioxanthene Synthetic Compound Human Neurotoxin Depixol Fluanxol Flupenthixole Flupentixol Flupentixolo Flupentixolum Jexit C23H27F3N2OS 436.54 436.17961916 2-(4-{3-[(9E)-2-(trifluoromethyl)-9,9a-dihydro-4aH-thioxanthen-9-ylidene]propyl}piperazin-1-yl)ethan-1-ol 2-(4-{3-[(9E)-2-(trifluoromethyl)-4a,9a-dihydrothioxanthen-9-ylidene]propyl}piperazin-1-yl)ethanol 2709-56-0 [H]\C(CCN1CCN(CCO)CC1)=C1\C2C=C(C=CC2SC2=CC=CC=C12)C(F)(F)F InChI=1S/C23H27F3N2OS/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/h1-2,4-8,16,20,22,29H,3,9-15H2/b18-5- DTTVNHWDONBIKE-DVZOWYKESA-N Organic compounds Organoheterocyclic compounds Benzothiopyrans 1-benzothiopyrans Thioxanthenes 1,2-aminoalcohols Alkyl fluorides Alkylarylthioethers Azacyclic compounds Benzenoids Hydrocarbon derivatives N-alkylpiperazines Organofluorides Organopnictogen compounds Primary alcohols Thiochromanes Thiopyrans Trialkylamines 1,2-aminoalcohol 1,4-diazinane Alcohol Alkanolamine Alkyl fluoride Alkyl halide Alkylarylthioether Amine Aromatic heteropolycyclic compound Aryl thioether Azacycle Benzenoid Hydrocarbon derivative N-alkylpiperazine Organic nitrogen compound Organic oxygen compound Organofluoride Organohalogen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Piperazine Primary alcohol Tertiary aliphatic amine Tertiary amine Thiochromane Thioether Thiopyran Thioxanthene Aromatic heteropolycyclic compounds Detected and Not Quantified Exogenous Membrane Flupentixol Dopamine Antagonist Action Pathway SMP0126515 Flupentixol Serotonin Antagonist Action Pathway SMP0126516 Flupentixol Drug Metabolism Action Pathway SMP0143310 Solid White powder. solubility 0.000346 mg/ml logp 4.51 logp 4.12 ALOGPS logs -5.16 ALOGPS solubility 3.00e-03 g/l ALOGPS logp 3.54 ChemAxon pka_strongest_acidic 15.59 ChemAxon pka_strongest_basic 8.51 ChemAxon iupac 2-(4-{3-[(9E)-2-(trifluoromethyl)-9,9a-dihydro-4aH-thioxanthen-9-ylidene]propyl}piperazin-1-yl)ethan-1-ol ChemAxon average_mass 436.54 ChemAxon mono_mass 436.17961916 ChemAxon smiles [H]\C(CCN1CCN(CCO)CC1)=C1\C2C=C(C=CC2SC2=CC=CC=C12)C(F)(F)F ChemAxon formula C23H27F3N2OS ChemAxon inchi InChI=1S/C23H27F3N2OS/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/h1-2,4-8,16,20,22,29H,3,9-15H2/b18-5- ChemAxon inchikey DTTVNHWDONBIKE-DVZOWYKESA-N ChemAxon polar_surface_area 26.71 ChemAxon refractivity 120.93 ChemAxon polarizability 45.23 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Fairly slow and incomplete after oral administration Flupenthixol is a thioxanthene antipsychotic. The mechanism of action of Flupenthixol is not completely understood. Flupenthixol is a powerful antagonist of both D1 and D2 dopamine receptors, and an alpha-adrenergic receptor antagonist. It's antipsychotic activity is thought to be related to blocks postsynaptic dopamine receptors in the CNS. Mainly hepatic Half Life: 19 to 39 hours LD50: 300 mk/kg (Oral,Mouse) (A308) LD50: 791 mg/kg (Oral, Rat) (A308) LD50: 87 mk/kg (Intravenous, Mouse) (A308) LD50: 37 mg/kg (Intravenous, Rat) (A308) No indication of carcinogenicity to humans (not listed by IARC). For use in the treatment of schizophrenia and depression #<HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f72261c60e8> DB00875 HMDB15013 25137855 CHEMBL54661 16115 C11191 5121 Flupenthixol Flupenthixol 18048412 Drugs.com: http://www.drugs.com/cons/Flupenthixol.html BE0000756 Flupenthixol is a thioxanthene antipsychotic. The mechanism of action of Flupenthixol is not completely understood. Flupenthixol is a powerful antagonist of both D1 and D2 dopamine receptors, and an alpha-adrenergic receptor antagonist. It's antipsychotic activity is thought to be related to blocks postsynaptic dopamine receptors in the CNS. BE0001032 Flupenthixol is a thioxanthene antipsychotic. The mechanism of action of Flupenthixol is not completely understood. Flupenthixol is a powerful antagonist of both D1 and D2 dopamine receptors, and an alpha-adrenergic receptor antagonist. It's antipsychotic activity is thought to be related to blocks postsynaptic dopamine receptors in the CNS. BE0000020 Flupenthixol is a thioxanthene antipsychotic. The mechanism of action of Flupenthixol is not completely understood. Flupenthixol is a powerful antagonist of both D1 and D2 dopamine receptors, and an alpha-adrenergic receptor antagonist. It's antipsychotic activity is thought to be related to blocks postsynaptic dopamine receptors in the CNS. BE0000501 Flupenthixol is a thioxanthene antipsychotic. The mechanism of action of Flupenthixol is not completely understood. Flupenthixol is a powerful antagonist of both D1 and D2 dopamine receptors, and an alpha-adrenergic receptor antagonist. It's antipsychotic activity is thought to be related to blocks postsynaptic dopamine receptors in the CNS. BE0000451 BE0000092 BE0000666 Flupenthixol is a thioxanthene antipsychotic. The mechanism of action of Flupenthixol is not completely understood. Flupenthixol is a powerful antagonist of both D1 and D2 dopamine receptors, and an alpha-adrenergic receptor antagonist. It's antipsychotic activity is thought to be related to blocks postsynaptic dopamine receptors in the CNS. BE0000156 IC50 0.0022 uM BindingDB 85327 BE0000581 BE0000389 BE0000533