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Details

Stereochemistry ACHIRAL
Molecular Formula C22H25ClN2OS
Molecular Weight 400.9665
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of CLOPENTHIXOL, TRANS

SMILES

c1ccc2c(c1)/C(=C(/[H])\CCN3CCN(CC3)CCO)/c4cc(ccc4S2)Cl

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 bucco-linguo-masticatory syndrome as a side-effect of neuroleptics therapy.
1967
Differential inhibition by dopamine D-1 and D-2 antagonists of circling behaviour induced by dopamine agonists in rats with unilateral 6-hydroxydopamine lesions.
1984 Jul 13
The antibacterial effect of selected phenothiazines and thioxanthenes on slow-growing mycobacteria.
1986 Dec
Zuclopenthixol and perphenazine in patients with acute psychotic states. A double-blind multicentre study.
1987 Jul
Zuclopenthixol and haloperidol/levomepromazine in the treatment of elderly patients with symptoms of aggressiveness and agitation: a double-blind, multi-centre study.
1989
Reversible lithium neurotoxicity at normal serum level may refer to intracranial pathology.
1989 May
Zuclopenthixol, a combined dopamine D1/D2 antagonist, versus haloperidol, a dopamine D2 antagonist, in tardive dyskinesia.
1991 Dec
[acute dystonias in combined abuse of cocaine and neuroleptics].
1994 Nov 26
Central D2 receptor occupancy and effects of zuclopenthixol acetate in humans.
1995 Nov
Effect of some psychotropic drugs and a barbiturate on mycoplasmas.
2000 Apr
Antipsychotic-induced extrapyramidal syndromes. Risperidone compared with low- and high-potency conventional antipsychotic drugs.
2001 Jul
Clozapine and weight gain.
2001 May
Zuclopenthixol facilitates memory retrieval in rats: possible involvement of noradrenergic and serotonergic mechanisms.
2003 Jul
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
Severe laryngeal dystonia in a patient receiving zuclopenthixol "Acuphase" and fluoxetine.
2010 Apr
Simultaneous determination of 25 common pharmaceuticals in whole blood using ultra-performance liquid chromatography-tandem mass spectrometry.
2012 Sep
Paradoxical severe agitation induced by add-on high-doses quetiapine in schizo-affective disorder.
2014 May 15
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 Sat Jun 26 00:58:53 UTC 2021 , Edited by admin on Sat Jun 26 00:58:53 UTC 2021
Code System Code Type Description
EPA CompTox
53772-84-2
Created by admin on Sat Jun 26 00:58:53 UTC 2021 , Edited by admin on Sat Jun 26 00:58:53 UTC 2021
PRIMARY
PUBCHEM
5372683
Created by admin on Sat Jun 26 00:58:53 UTC 2021 , Edited by admin on Sat Jun 26 00:58:53 UTC 2021
PRIMARY
NCI_THESAURUS
C81091
Created by admin on Sat Jun 26 00:58:53 UTC 2021 , Edited by admin on Sat Jun 26 00:58:53 UTC 2021
PRIMARY
CAS
53772-84-2
Created by admin on Sat Jun 26 00:58:53 UTC 2021 , Edited by admin on Sat Jun 26 00:58:53 UTC 2021
PRIMARY
FDA UNII
FLE878A8ZI
Created by admin on Sat Jun 26 00:58:53 UTC 2021 , Edited by admin on Sat Jun 26 00:58:53 UTC 2021
PRIMARY