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Details

Stereochemistry ACHIRAL
Molecular Formula C22H25ClN2OS
Molecular Weight 400.965
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of CLOPENTHIXOL, TRANS

SMILES

OCCN1CCN(CC\C=C2/C3=C(SC4=C2C=C(Cl)C=C4)C=CC=C3)CC1

InChI

InChIKey=WFPIAZLQTJBIFN-BLLMUTORSA-N
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+

HIDE SMILES / InChI
trans-Clopenthixol is a typical antipsychotic drug of the thioxanthene class. Clopenthixol is composed of a mixture of cis-clopenthixol and trans-clopenthixol. The two isomers do not differ in several pharmacological properties, for instance, anti-noradrenergic effect. However, cis-clopenthixol possesses anti-dopaminergic effects, while trans-Clopenthixol not. Cis-Clopenthixol indicated for the management of the manifestations of schizophrenia and other mental illnesses with disturbances in thinking, emotional reactions and behavior.

Approval Year

PubMed

PubMed

TitleDatePubMed
The antibacterial effect of selected phenothiazines and thioxanthenes on slow-growing mycobacteria.
1986 Dec
Zuclopenthixol, a combined dopamine D1/D2 antagonist, versus haloperidol, a dopamine D2 antagonist, in tardive dyskinesia.
1991 Dec
Pro-oxidant activity of zuclopenthixol in vivo: differential effect of the drug on brain oxidative status of scopolamine-treated rats.
2004 Aug
Long term results of unilateral posteroventral pallidotomy for antipsychotic drug induced tardive dyskinesia.
2005 Jul
[Trazodone for the treatment of behavioral and psychological symptoms of dementia (BPSD) in Alzheimer's disease: a retrospective study focused on the aggression and negativism in caregiving situations].
2006 Jun
Fatal exertional heat stroke in a patient receiving zuclopenthixol, quetiapine and benztropine.
2007 Fall
Remission of schizophrenia psychosis and strong reduction of obsessive-compulsive disorder after adding clozapine to aripiprazole.
2009 Nov 13
Severe laryngeal dystonia in a patient receiving zuclopenthixol "Acuphase" and fluoxetine.
2010 Apr
Zuclopenthixol acetate for acute schizophrenia and similar serious mental illnesses.
2012 Apr 18
Patents
Name Type Language
CLOPENTHIXOL, TRANS
Common Name English
1-PIPERAZINEETHANOL, 4-((3E)-3-(2-CHLORO-9H-THIOXANTHEN-9-YLIDENE)PROPYL)-
Systematic Name English
TRANS-CLOPENTHIXOL
Common Name English
(E)-CLOPENTHIXOL
Common Name English
.BETA.-CLOPENTHIXOL
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C66883
Created by admin on Fri Dec 15 16:14:51 UTC 2023 , Edited by admin on Fri Dec 15 16:14:51 UTC 2023
Code System Code Type Description
EPA CompTox
DTXSID90110026
Created by admin on Fri Dec 15 16:14:51 UTC 2023 , Edited by admin on Fri Dec 15 16:14:51 UTC 2023
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PUBCHEM
5372683
Created by admin on Fri Dec 15 16:14:51 UTC 2023 , Edited by admin on Fri Dec 15 16:14:51 UTC 2023
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NCI_THESAURUS
C81091
Created by admin on Fri Dec 15 16:14:51 UTC 2023 , Edited by admin on Fri Dec 15 16:14:51 UTC 2023
PRIMARY
CAS
53772-84-2
Created by admin on Fri Dec 15 16:14:51 UTC 2023 , Edited by admin on Fri Dec 15 16:14:51 UTC 2023
PRIMARY
FDA UNII
FLE878A8ZI
Created by admin on Fri Dec 15 16:14:51 UTC 2023 , Edited by admin on Fri Dec 15 16:14:51 UTC 2023
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