Zuclopenthixol dihydrochlorideProduct ingredient for Zuclopenthixol
- Name
- Zuclopenthixol dihydrochloride
- Drug Entry
- Zuclopenthixol
Zuclopenthixol, also known as Zuclopentixol or Zuclopenthixolum, is an antipsychotic agent. Zuclopenthixol is a thioxanthene-based neuroleptic with therapeutic actions similar to the phenothiazine antipsychotics. It is an antagonist at D1 and D2 dopamine receptors. Major brands of zuclopenthixol are Cisordinol, Acuphase, and Clopixol. This drug is a liquid. This compound belongs to the thioxanthenes. These are organic polycyclic compounds containing a thioxanthene moiety, which is an aromatic tricycle derived from xanthene by replacing the oxygen atom with a sulfur atom. Known drug targets of zuclopenthixol include 5-hydroxytryptamine receptor 2A, D(1B) dopamine receptor, D(2) dopamine receptor, D(1A) dopamine receptor, and alpha-1A adrenergic receptor. It is known that zuclopenthixol is metabolized by Cytochrome P450 2D6. Zuclopenthixol was approved for use in Canada in 2011, but is not approved for use in the United States.
- Accession Number
- DBSALT000546
- Structure
Structure for Zuclopenthixol dihydrochloride (DBSALT000546)
- Synonyms
- Zuclopenthixol diHCl / Zuclopenthixol dihydrochloride / Zuclopenthixol hydrochloride
- UNII
- 7042692VYN
- CAS Number
- 58045-23-1
- Weight
- Average: 473.887
Monoisotopic: 472.090967307 - Chemical Formula
- C22H27Cl3N2OS
- InChI Key
- LPWNZMIBFHMYMX-MHKBYHAFSA-N
- InChI
- InChI=1S/C22H25ClN2OS.2ClH/c23-17-7-8-22-20(16-17)18(19-4-1-2-6-21(19)27-22)5-3-9-24-10-12-25(13-11-24)14-15-26;;/h1-2,4-8,16,26H,3,9-15H2;2*1H/b18-5-;;
- IUPAC Name
- 2-(4-{3-[(9Z)-2-chloro-9H-thioxanthen-9-ylidene]propyl}piperazin-1-yl)ethan-1-ol dihydrochloride
- SMILES
- Cl.Cl.OCCN1CCN(CC\C=C2\C3=C(SC4=C2C=C(Cl)C=C4)C=CC=C3)CC1
- External Links
- PubChem Compound
- 6433208
- ChemSpider
- 4938391
- ChEMBL
- CHEMBL2360084
- Predicted Properties
Property Value Source Water Solubility 0.0026 mg/mL ALOGPS logP 4.46 ALOGPS logP 4.22 Chemaxon logS -5.2 ALOGPS pKa (Strongest Acidic) 15.59 Chemaxon pKa (Strongest Basic) 8.03 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 26.71 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 127 m3·mol-1 Chemaxon Polarizability 45.29 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon