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=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
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 2778

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 8429	ENTUMIN Approved Use For the treatment of severe mental and emotional disorders. Launch Date 2014

PubMed

Title	Date	PubMed
Catatonia: harbinger of the neuroleptic malignant syndrome.	1991 Mar	1674666
Choreiform syndrome associated with fluoxetine treatment in a patient with deficient CYP2D6 activity.	1996 Mar	8618711
Quantitative opioid withdrawal signs in rats: effects exerted by clothiapine administration.	1997	9263765
Clotiapine for acute psychotic illnesses.	2001	11279762
Psychosis in children: diagnosis and treatment.	2001 Jun	22033588
[State of lucid delirium after orthotopic liver transplantation. Clinical case].	2002 Nov-Dec	12613341
TREC-Rio trial: a randomised controlled trial for rapid tranquillisation for agitated patients in emergency psychiatric rooms [ISRCTN44153243].	2002 Oct 16	12383353
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
Optimization and validation of a capillary zone electrophoretic method for the simultaneous analysis of four atypical antipsychotics.	2004 Apr 16	15088758
A simple high-performance liquid chromatographic method for detection of hydroxyzine in human plasma after overdose.	2004 Jul-Aug	15233966
Clotiapine for acute psychotic illnesses.	2004 Oct 18	15495032
Unusual compulsive motor activity during treatment with clothiapine in a mentally retarded adolescent.	2004 Sep	15275706
Clotiapine compared with chlorpromazine in chronic schizophrenia.	2005 Dec 15	16126373
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	16226158
Risk of extrapyramidal syndrome in schizophrenic patients treated with antipsychotics: a population-based study.	2007 Apr	17235331
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	17614226
Simultaneous analysis of classical neuroleptics, atypical antipsychotics and their metabolites in human plasma.	2007 May	17340084
Relationship between obesity and antipsychotic drug use in the adult population: a longitudinal, retrospective claim database study in Primary Care settings.	2008 Feb	18728769
Radiopaque stomach contents in postmortem CT in suicidal oral medication intoxication: report of three cases.	2010 Apr	20211459
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	20849577
Baseline characteristics and initial treatment decisions for patients with schizophrenia at risk of treatment nonadherence.	2010 Sep 7	20859457

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

Name

Type

Language

CLOTHIAPINE

Official Name

English

CLOTIAPINE [MART.]

Common Name

English

HF-2159

Code

English

Clotiapine [WHO-DD]

Common Name

English

CLOTIAPINE

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