U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C18H18ClN3S
Molecular Weight 343.874
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CLOTHIAPINE

SMILES

CN1CCN(CC1)C2=NC3=C(SC4=C2C=C(Cl)C=C4)C=CC=C3

InChI

InChIKey=KAAZGXDPUNNEFN-UHFFFAOYSA-N
InChI=1S/C18H18ClN3S/c1-21-8-10-22(11-9-21)18-14-12-13(19)6-7-16(14)23-17-5-3-2-4-15(17)20-18/h2-7,12H,8-11H2,1H3

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including, http://www.ncbi.nlm.nih.gov/pubmed/9804284

Clothiapine is a neuroleptic of dibenzoepine class that ise used for the treatment of mental disorders. It is supposed that clothiapine acts by blocking GABA (A) receptors. The drug is marketed in some European countries under the name Entumin.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
ENTUMIN

Approved Use

For the treatment of severe mental and emotional disorders.

Launch Date

2014
PubMed

PubMed

TitleDatePubMed
Catatonia: harbinger of the neuroleptic malignant syndrome.
1991 Mar
Choreiform syndrome associated with fluoxetine treatment in a patient with deficient CYP2D6 activity.
1996 Mar
Quantitative opioid withdrawal signs in rats: effects exerted by clothiapine administration.
1997
Clotiapine for acute psychotic illnesses.
2001
Psychosis in children: diagnosis and treatment.
2001 Jun
[State of lucid delirium after orthotopic liver transplantation. Clinical case].
2002 Nov-Dec
TREC-Rio trial: a randomised controlled trial for rapid tranquillisation for agitated patients in emergency psychiatric rooms [ISRCTN44153243].
2002 Oct 16
Neuroleptic malignant syndrome in a child treated with an atypical antipsychotic.
2004
Zuclopenthixol acetate for acute schizophrenia and similar serious mental illnesses.
2004
Optimization and validation of a capillary zone electrophoretic method for the simultaneous analysis of four atypical antipsychotics.
2004 Apr 16
A simple high-performance liquid chromatographic method for detection of hydroxyzine in human plasma after overdose.
2004 Jul-Aug
Clotiapine for acute psychotic illnesses.
2004 Oct 18
Unusual compulsive motor activity during treatment with clothiapine in a mentally retarded adolescent.
2004 Sep
Clotiapine compared with chlorpromazine in chronic schizophrenia.
2005 Dec 15
Determination of several psychiatric drugs in whole blood using capillary gas-liquid chromatography with nitrogen phosphorus detection: comparison of two solid phase extraction procedures.
2005 Dec 20
Risk of extrapyramidal syndrome in schizophrenic patients treated with antipsychotics: a population-based study.
2007 Apr
Determination and distribution of clotiapine (Entumine) in human plasma, post-mortem blood and tissue samples from clotiapine-treated patients and from autopsy cases.
2007 Aug 6
Simultaneous analysis of classical neuroleptics, atypical antipsychotics and their metabolites in human plasma.
2007 May
Relationship between obesity and antipsychotic drug use in the adult population: a longitudinal, retrospective claim database study in Primary Care settings.
2008 Feb
Radiopaque stomach contents in postmortem CT in suicidal oral medication intoxication: report of three cases.
2010 Apr
A 64-week, multicenter, open-label study of aripiprazole effectiveness in the management of patients with schizophrenia or schizoaffective disorder in a general psychiatric outpatient setting.
2010 Sep 17
Baseline characteristics and initial treatment decisions for patients with schizophrenia at risk of treatment nonadherence.
2010 Sep 7

Sample Use Guides

3 to 5 tablets daily (120-200 mg) in 2 or 3 divided doses and then 20 to 160 mg daily per os in 2 to 3 divided doses for maintenance and long-term treatment.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Name Type Language
CLOTHIAPINE
MI   USAN  
USAN  
Official Name English
CLOTIAPINE [MART.]
Common Name English
HF-2159
Code English
Clotiapine [WHO-DD]
Common Name English
CLOTIAPINE
INN   JAN   MART.   WHO-DD  
INN  
Official Name English
DIBENZO(B,F)(1,4)THIAZEPINE, 2-CHLORO-11-(4-METHYL-1-PIPERAZINYL)-
Systematic Name English
CLOTHIAPINE [USAN]
Common Name English
CLOTHIAPINE [MI]
Common Name English
2-CHLORO-11-(4-METHYL-1-PIPERAZINYL)DIBENZO(B,F)(1,4)THIAZEPINE
Systematic Name English
CLOTIAPINE [JAN]
Common Name English
ENTUMIN
Brand Name English
clotiapine [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C66885
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NCI_THESAURUS C66883
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WHO-VATC QN05AH06
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WHO-ATC N05AH06
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Code System Code Type Description
DAILYMED
Z05HCY0X1T
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PRIMARY
FDA UNII
Z05HCY0X1T
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PRIMARY
MESH
C084602
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PUBCHEM
16351
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SMS_ID
100000092073
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WIKIPEDIA
CLOTIAPINE
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EPA CompTox
DTXSID5022851
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MERCK INDEX
m3669
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PRIMARY Merck Index
INN
2136
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DRUG CENTRAL
717
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ChEMBL
CHEMBL304902
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CAS
2058-52-8
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NCI_THESAURUS
C80776
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ECHA (EC/EINECS)
218-162-8
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RXCUI
2620
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PRIMARY RxNorm
DRUG BANK
DB13256
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PRIMARY
EVMPD
SUB06772MIG
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PRIMARY