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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)

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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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
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
Kazuyoshi Nozaki et al.
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry, 25(10), 1197-1201 (2009-10-14)
A simple, rapid, and sensitive on-line liquid chromatographic electrochemistry/electrospray/tandem mass spectrometry (LC-EC/ESI-MS/MS) method for the determination of zotepine in human serum was developed using a new generated-electrochemically fragment ion, and was validated. A recent novel technique of LC-EC/ESI-MS/MS that combines
S Yamamura et al.
British journal of pharmacology, 157(4), 656-665 (2009-04-18)
The atypical antipsychotic drug, zotepine, is effective in treatment of schizophrenia and acute mania, but the incidence of seizures during treatment is higher than with other antipsychotics. In addition, the mechanisms underlying the clinical actions of zotepine remain uncharacterized. The
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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