ChemicalBook--->CAS DataBase List--->53772-83-1

53772-83-1

53772-83-1 Structure

53772-83-1 Structure
IdentificationBack Directory
[Name]

Zuclopenthixol
[CAS]

53772-83-1
[Synonyms]

Clopixol
cis(Z)-Form
Zuclopenthixol
Unii-47isu063sg
Zuclopenthixolum
cis-Clopenthixol
Einecs 258-758-5
Clopentixol cis-(Z)-
Zuclopenthixolum [latin]
Zuclopenthixol succinate
Zuclopenthixol Succinate Salt
(Z)-4-(3-(2-Chlorothioxanthen-9-ylidene)propyl)-1-piperazineethanol
4-[3-[(Z)-2-Chloro-9H-thioxanthen-9-ylidene]propyl]-1-piperazineethanol
4-[3-[(9Z)-2-Chloro-9H-thioxanthene-9-ylidene]propyl]-1-piperazineethanol
[EINECS(EC#)]

258-758-5
[Molecular Formula]

C22H25ClN2OS
[MDL Number]

MFCD00867744
[MOL File]

53772-83-1.mol
[Molecular Weight]

400.96
Chemical PropertiesBack Directory
[Melting point ]

56-60°C
[Boiling point ]

577.4±50.0 °C(Predicted)
[density ]

1.289±0.06 g/cm3(Predicted)
[storage temp. ]

-20°C Freezer, Under Inert Atmosphere
[solubility ]

Chloroform (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

14.96±0.10(Predicted)
[color ]

White to Off-White
[InChI]

InChI=1S/C22H25ClN2OS/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/b18-5-
[InChIKey]

WFPIAZLQTJBIFN-DVZOWYKESA-N
[SMILES]

S1c2c(cc(cc2)Cl)\C(=C/CCN4CCN(CC4)CCO)\c3c1cccc3
[CAS DataBase Reference]

53772-83-1
Hazard InformationBack Directory
[Chemical Properties]

Pale Yellow Low Melting Solid
[Uses]

The cis(Z)-form of Clopenthixol. Thioxanthene neuroleptic. Antipsychotic.
[Uses]

The labelled cis(Z)-form of Clopenthixol. Thioxanthene neuroleptic. Antipsychotic.
[Definition]

ChEBI: The (Z)-isomer of clopenthixol.
[Clinical Use]

Antipsychotic for schizophrenia and other psychoses
[Drug interactions]

Potentially hazardous interactions with other drugs
Anaesthetics: enhanced hypotensive effects.
Analgesics: increased risk of convulsions with tramadol; enhanced hypotensive and sedative effects with opioids; increased risk of ventricular arrhythmias with methadone.
Anti-arrhythmics: increased risk of ventricular arrhythmias with anti-arrhythmics that prolong the QT interval - avoid with amiodarone and disopyramide.
Antibacterials: increased risk of ventricular arrhythmias with moxifloxacin and parenteral erythromycin - avoid
Antidepressants: increased level of tricyclics; possible increased risk of convulsions with vortioxetine.
Antiepileptics: anticonvulsant effect antagonised.
Antimalarials: avoid concomitant use with artemether/lumefantrine.
Antipsychotics: avoid concomitant use of clozapine with depot preparations in case of neutropenia; possible increased risk of ventricular arrhythmias with risperidone.
Antivirals: concentration possibly increased with ritonavir.
Atomoxetine: increased risk of ventricular arrhythmias.
Anxiolytics and hypnotics: increased sedative effects.
Beta-blockers: increased risk of ventricular arrhythmias with sotalol - avoid.
Cytotoxics: increased risk of ventricular arrhythmias with vandetanib - avoid; increased risk of ventricular arrhythmias with arsenic trioxide.
[Metabolism]

Metabolism of zuclopenthixol is by sulphoxidation, sidechain N-dealkylation and glucuronic acid conjugation.
The sulphoxide metabolites are mainly excreted in the urine while unchanged drug and the dealkylated form tend to be excreted in the faeces.
[storage]

Store at -20°C
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P264-P270-P301+P312-P330-P501
[WGK Germany ]

WGK 3
[REACH Registrations]

Active
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Questions and Answers (Q&A)Back Directory
[Description]

Zuclopenthixol is a kind of antipsychotic agent. It is a thioxanthene-based neuroleptic with in vivo action similar to the phenothiazine antipsychotics through antagonizing D1 and D2 dopamine receptors. It has three major formulations form including zuclopenthixol decanoate, zuclopenthixol acetate, and zuclopenthixol dihydrochloride. It can be used for the treatment of schizophrenia and bipolar mania. Besides antagonizing the D1 and D2 dopamine receptors, Zuclopenthixol can also take effect through antagonizing alpha1-adrenergic and 5-HT2 receptors. It can also weakly block the histamine H1 receptor.
[References]

https://www.drugbank.ca/drugs/DB01624
https://en.wikipedia.org/wiki/Tiabendazole
Spectrum DetailBack Directory
[Spectrum Detail]

Zuclopenthixol(53772-83-1)1HNMR
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