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
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	6148252
Prolonged oculogyric crisis on addition of nifedipine to neuroleptic medication regime.	1987 Jan	3651662
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
Central D2 receptor occupancy and effects of zuclopenthixol acetate in humans.	1995 Nov	8748043
Effect of some psychotropic drugs and a barbiturate on mycoplasmas.	2000 Apr	10773494
Clozapine and weight gain.	2001 May	11329412
Long term results of unilateral posteroventral pallidotomy for antipsychotic drug induced tardive dyskinesia.	2005 Jul	15965227
[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	16856516
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 `Fri Dec 15 16:14:51 GMT 2023` Edited by `admin` on `Fri Dec 15 16:14:51 GMT 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