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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:
Molecular Weight:
331.86
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Assay

>98% (HPLC)

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

Signal Word

Warning

Hazard Statements

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.
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
Michael Riedel et al.
Expert opinion on drug safety, 9(4), 659-666 (2010-05-22)
Atypical antipsychotics have become the first-line treatment for patients suffering from schizophrenia in the industrialized world. Given the frequent necessity of a life-long enduring antipsychotic treatment, the compounds' safety profile is of great importance for patients and caregivers. Zotepine is
Hitesh Dalvadi et al.
Journal of microencapsulation, 34(3), 308-318 (2017-04-30)
The aim of present investigation is to improve dissolution rate of poor soluble drug Zotepine by a self-microemulsifying drug delivery system (SMEDDS). Ternary phase diagram with oil (Oleic acid), surfactant (Tween 80) and co-surfactant (PEG 400) at apex were used
Britta Haenisch et al.
Naunyn-Schmiedeberg's archives of pharmacology, 385(10), 1017-1023 (2012-07-19)
Besides the three antidepressant-sensitive, Na(+)- and Cl(-)-dependent monoamine transporters, Na(+)-independent organic cation transporters (OCTs) are known to transport monoamines. However, little is known about the interactions of psychotropic drugs with human (h) OCTs. In the present study, a series of

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