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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

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

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
Prolonged oculogyric crisis on addition of nifedipine to neuroleptic medication regime.
1987 Jan
Zuclopenthixol and perphenazine in patients with acute psychotic states. A double-blind multicentre study.
1987 Jul
Antipsychotic-induced extrapyramidal syndromes. Risperidone compared with low- and high-potency conventional antipsychotic drugs.
2001 Jul
Fatal exertional heat stroke in a patient receiving zuclopenthixol, quetiapine and benztropine.
2007 Fall
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:14:51 UTC 2023
Edited
by admin
on Fri Dec 15 16:14:51 UTC 2023
Record UNII
FLE878A8ZI
Record Status Validated (UNII)
Record Version
  • Download
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
PRIMARY
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
PRIMARY
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
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY