Zuclopenthixol acetateProduct ingredient for Zuclopenthixol

Name
Zuclopenthixol acetate
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
DBSALT000545
Structure
Thumb
Synonyms
Not Available
UNII
349S2ZHF05
CAS Number
85721-05-7
Weight
Average: 443.001
Monoisotopic: 442.148176515
Chemical Formula
C24H27ClN2O2S
InChI Key
OXAUOBQMCDIVPQ-IOXNKQMXSA-N
InChI
InChI=1S/C24H27ClN2O2S/c1-18(28)29-16-15-27-13-11-26(12-14-27)10-4-6-20-21-5-2-3-7-23(21)30-24-9-8-19(25)17-22(20)24/h2-3,5-9,17H,4,10-16H2,1H3/b20-6-
IUPAC Name
2-(4-{3-[(9Z)-2-chloro-9H-thioxanthen-9-ylidene]propyl}piperazin-1-yl)ethyl acetate
SMILES
[H]\C(CCN1CCN(CCOC(C)=O)CC1)=C1/C2=CC=CC=C2SC2=C1C=C(Cl)C=C2
PubChem Compound
6436640
ChemSpider
4941264
ChEBI
135722
ZINC
ZINC000030691716
Wikipedia
Zuclopenthixol
Predicted Properties
PropertyValueSource
Water Solubility0.000556 mg/mLALOGPS
logP4.79ALOGPS
logP4.66ChemAxon
logS-5.9ALOGPS
pKa (Strongest Basic)8.25ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area32.78 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity136.15 m3·mol-1ChemAxon
Polarizability48.75 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon