CLOTHIAPINE

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 Search

SMILES

CN1CCN(CC1)C2=NC3=CC=CC=C3SC4=CC=C(Cl)C=C24

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

Molecular Formula	C18H18ClN3S
Molecular Weight	343.874
Charge	0
Count

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

Description
Sources: http://medic.co.il/wp-content/uploads/2013/11/Entumin_dr_minor_changes_1402654028847.pdf
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.

CNS Activity

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
GABA-A receptor; benzodiazepine site 38 Target ID: CHEMBL2109243 Sources: http://www.ncbi.nlm.nih.gov/pubmed/9804284	Antagonist 2849

Conditions

Condition	Modality	Targets	Highest Phase	Product
Mental and emotional disorders 1 Sources: http://medic.co.il/wp-content/uploads/2013/11/Entumin_dr_minor_changes_1402654028847.pdf	Primary		Approved 8583	ENTUMIN Approved Use For the treatment of severe mental and emotional disorders. Launch Date 2014

Doses

Dose	Population	Adverse events
40 mg 1 times / day multiple, oral Recommended Dose: 40 mg, 1 times / day Route: oral Route: multiple Dose: 40 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/30439816/	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/30439816/	Other AEs: Neuroleptic malignant syndrom... Other AEs: Neuroleptic malignant syndrom Sources: https://pubmed.ncbi.nlm.nih.gov/30439816/
200 mg single, oral Accidental dose Dose: 200 mg Route: oral Route: single Dose: 200 mg Sources: https://pubmed.ncbi.nlm.nih.gov/27567425/	healthy, CHILD Health Status: healthy Age Group: CHILD Sex: M Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/27567425/	Other AEs: Stupor, Miosis... Other AEs: Stupor Miosis Hypertension Sources: https://pubmed.ncbi.nlm.nih.gov/27567425/

AEs

AE	Dose	Population
Neuroleptic malignant syndrom	40 mg 1 times / day multiple, oral Recommended Dose: 40 mg, 1 times / day Route: oral Route: multiple Dose: 40 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/30439816/	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/30439816/
Hypertension	200 mg single, oral Accidental dose Dose: 200 mg Route: oral Route: single Dose: 200 mg Sources: https://pubmed.ncbi.nlm.nih.gov/27567425/	healthy, CHILD Health Status: healthy Age Group: CHILD Sex: M Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/27567425/
Miosis	200 mg single, oral Accidental dose Dose: 200 mg Route: oral Route: single Dose: 200 mg Sources: https://pubmed.ncbi.nlm.nih.gov/27567425/	healthy, CHILD Health Status: healthy Age Group: CHILD Sex: M Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/27567425/
Stupor	200 mg single, oral Accidental dose Dose: 200 mg Route: oral Route: single Dose: 200 mg Sources: https://pubmed.ncbi.nlm.nih.gov/27567425/	healthy, CHILD Health Status: healthy Age Group: CHILD Sex: M Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/27567425/

PubMed

Title	Date	PubMed
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.	2010-09-17	20849577
Baseline characteristics and initial treatment decisions for patients with schizophrenia at risk of treatment nonadherence.	2010-09-07	20859457
Radiopaque stomach contents in postmortem CT in suicidal oral medication intoxication: report of three cases.	2010-04	20211459
Relationship between obesity and antipsychotic drug use in the adult population: a longitudinal, retrospective claim database study in Primary Care settings.	2008-02	18728769
Determination and distribution of clotiapine (Entumine) in human plasma, post-mortem blood and tissue samples from clotiapine-treated patients and from autopsy cases.	2007-08-06	17614226
Simultaneous analysis of classical neuroleptics, atypical antipsychotics and their metabolites in human plasma.	2007-05	17340084
Risk of extrapyramidal syndrome in schizophrenic patients treated with antipsychotics: a population-based study.	2007-04	17235331
Determination of several psychiatric drugs in whole blood using capillary gas-liquid chromatography with nitrogen phosphorus detection: comparison of two solid phase extraction procedures.	2005-12-20	16226158
Clotiapine compared with chlorpromazine in chronic schizophrenia.	2005-12-15	16126373
Clotiapine for acute psychotic illnesses.	2004-10-18	15495032
Unusual compulsive motor activity during treatment with clothiapine in a mentally retarded adolescent.	2004-09	15275706
Optimization and validation of a capillary zone electrophoretic method for the simultaneous analysis of four atypical antipsychotics.	2004-04-16	15088758
Neuroleptic malignant syndrome in a child treated with an atypical antipsychotic.	2004	15533033
Zuclopenthixol acetate for acute schizophrenia and similar serious mental illnesses.	2004	15266432
A simple high-performance liquid chromatographic method for detection of hydroxyzine in human plasma after overdose.	2003-09-30	15233966
[State of lucid delirium after orthotopic liver transplantation. Clinical case].	2003-03-05	12613341
TREC-Rio trial: a randomised controlled trial for rapid tranquillisation for agitated patients in emergency psychiatric rooms [ISRCTN44153243].	2002-10-16	12383353
Psychosis in children: diagnosis and treatment.	2001-06	22033588
Clotiapine for acute psychotic illnesses.	2001	11279762
Quantitative opioid withdrawal signs in rats: effects exerted by clothiapine administration.	1997	9263765
Choreiform syndrome associated with fluoxetine treatment in a patient with deficient CYP2D6 activity.	1996-03	8618711
Catatonia: harbinger of the neuroleptic malignant syndrome.	1991-03	1674666

Sample Use Guides

In Vivo Use Guide

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

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:35:41 GMT 2025` Edited by `admin` on `Mon Mar 31 17:35:41 GMT 2025`
Record UNII	Z05HCY0X1T
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CLOTIAPINE

Preferred Name

English

CLOTHIAPINE

Official Name

English

CLOTIAPINE [MART.]

Common Name

English

HF-2159

Code

English

Clotiapine [WHO-DD]

Common 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