CLOPENTHIXOL, TRANS

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 Search

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

Molecular Formula	C22H25ClN2OS
Molecular Weight	400.965
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6222099 | https://www.ncbi.nlm.nih.gov/pubmed/1965312

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

Title	Date	PubMed
The bucco-linguo-masticatory syndrome as a side-effect of neuroleptics therapy.	1967	4383787
The antibacterial effect of selected phenothiazines and thioxanthenes on slow-growing mycobacteria.	1986 Dec	3105243
Prolonged oculogyric crisis on addition of nifedipine to neuroleptic medication regime.	1987 Jan	3651662
Zuclopenthixol and perphenazine in patients with acute psychotic states. A double-blind multicentre study.	1987 Jul	3615572
Zuclopenthixol and haloperidol/levomepromazine in the treatment of elderly patients with symptoms of aggressiveness and agitation: a double-blind, multi-centre study.	1989	2568639
Reversible lithium neurotoxicity at normal serum level may refer to intracranial pathology.	1989 May	2732745
Zuclopenthixol, a combined dopamine D1/D2 antagonist, versus haloperidol, a dopamine D2 antagonist, in tardive dyskinesia.	1991 Dec	1822319
[acute dystonias in combined abuse of cocaine and neuroleptics].	1994 Nov 26	7990989
Pro-oxidant activity of zuclopenthixol in vivo: differential effect of the drug on brain oxidative status of scopolamine-treated rats.	2004 Aug	15497819
Remission of schizophrenia psychosis and strong reduction of obsessive-compulsive disorder after adding clozapine to aripiprazole.	2009 Nov 13	19766686
Severe laryngeal dystonia in a patient receiving zuclopenthixol "Acuphase" and fluoxetine.	2010 Apr	20175668
Zuclopenthixol acetate for acute schizophrenia and similar serious mental illnesses.	2012 Apr 18	22513898
Simultaneous determination of 25 common pharmaceuticals in whole blood using ultra-performance liquid chromatography-tandem mass spectrometry.	2012 Sep	22718540
Comparative analysis of anti-toxoplasmic activity of antipsychotic drugs and valproate.	2014 Mar	23771405
Paradoxical severe agitation induced by add-on high-doses quetiapine in schizo-affective disorder.	2014 May 15	24582773

Patents

Substance Class	Chemical Created by `admin` on `Wed Jul 05 23:42:08 UTC 2023` Edited by `admin` on `Wed Jul 05 23:42:08 UTC 2023`
Record UNII	FLE878A8ZI
Record Status	`Validated (UNII)`
Record Version

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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