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Z0877

Sigma-Aldrich

Zotepine

Synonym(s):

2-[(8-chlorodibenzo[b,f]-thiepin-10-yl)oxy]-N,N-dimethylethanamine

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About This Item

Empirical Formula (Hill Notation):
C18H18ClNOS
CAS Number:
26615-21-4
Molecular Weight:
331.86
MDL number:
MFCD00868143
UNSPSC Code:
12352200
PubChem Substance ID:
329831602
NACRES:
NA.77

Assay

>98% (HPLC)

Quality Level

100

form

powder

color

white to off-white

solubility

DMSO: ≥20 mg/mL

originator

Astellas

storage temp.

room temp

SMILES string

CN(C)CCOC1=Cc2ccccc2Sc3ccc(Cl)cc13

InChI

1S/C18H18ClNOS/c1-20(2)9-10-21-16-11-13-5-3-4-6-17(13)22-18-8-7-14(19)12-15(16)18/h3-8,11-12H,9-10H2,1-2H3

InChI key

HDOZVRUNCMBHFH-UHFFFAOYSA-N

Application

Zotepine has been used as an anti-psychotic agent:
  • in biophysical studies with serotonin 2A receptor (5-HT2AR)
  • to study its effects on the inhibition of human organic cation transporter 1 (hOCT1)
  • to study its protective effects on the human embryonic kidney (HEK cells)

Biochem/physiol Actions

Zotepine acts as an antagonist of dopamine D1, D2, and serotonin (5-HT2A/2C) receptors, and noradrenaline transporters. It shows therapeutic effects against schizophrenia and acute mania.
Zotepine is an atypical antipsychotic.

Features and Benefits

This compound is featured on the Dopamine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Astellas. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302,H410

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Hung-Yu Chan et al.
Psychiatry and clinical neurosciences, 64(2), 162-169 (2010-05-08)
Atypical antipsychotics are increasingly used in the management of acute mania. This study was conducted to investigate the efficacy and tolerability of zotepine compared to haloperidol in combination with a mood stabilizer (lithium or valproate) for treatment of acute mania.
Selvizhi Subramanian et al.
The Cochrane database of systematic reviews, (10)(10), CD006628-CD006628 (2010-10-12)
In many parts of the world, particularly in industrialised countries, second generation (atypical) antipsychotic drugs have become first line treatment for people suffering from schizophrenia. The question as to whether the effects of various second generation antipsychotic drugs differ is
Ben Green
Expert opinion on drug metabolism & toxicology, 5(2), 181-186 (2009-02-10)
Zotepine is a second generation antipsychotic drug, a substituted dibenzothiepine tricyclic molecule, with effects on dopamine, serotonin and noradrenaline receptors. This article reviews the relevant research studies on the drug based on a search of numerous medical databases for research
Ching-Hua Lin et al.
The Journal of clinical psychiatry, 68(10), 1522-1527 (2007-10-27)
Prior early prediction models for antipsychotic treatment response demonstrate good specificity but poor sensitivity (i.e., high false-negative rates). The purpose of this study was to refine the early prediction model in schizophrenia patients taking an atypical antipsychotic agent, zotepine. 135
Claudia Asenjo Lobos et al.
The Cochrane database of systematic reviews, (11)(11), CD006633-CD006633 (2010-11-12)
Clozapine is an atypical antipsychotic demonstrated to be superior in the treatment of refractory schizophrenia which causes fewer movement disorders. Clozapine, however, entails a significant risk of serious blood disorders such as agranulocytosis which could be potentially fatal. Currently there
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