U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS
This repository is under review for potential modification in compliance with Administration directives.

Details

Stereochemistry ACHIRAL
Molecular Formula C18H18ClNOS
Molecular Weight 331.86
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ZOTEPINE

SMILES

CN(C)CCOC1=CC2=C(SC3=CC=C(Cl)C=C13)C=CC=C2

InChI

InChIKey=HDOZVRUNCMBHFH-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula C18H18ClNOS
Molecular Weight 331.86
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Zotepine is a potent antipsychotic and antidepressive drug, which was developed in Japan and used in many countries for the treatment of schizophrenia. Zotepine has high affinity to D2, 5-HT2A, 5-HT2C, 5-HT6, 5-HT7, alpha1A, H1, and D1 receptors at therapeutically relevant concentrations and has similar affinities to 5-HT1A, alpha2A, and M1 receptors at high concentrations. In human zotepine is metabolized to a major metabolite, norzotepine, which has profile similar to that of zotepine for important neurotransmitter receptors known to be responsible for zotepine antipsychotic activity.The drug is still available in Asia.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
0.69 nM [Ki]
1.29 nM [Ki]
2.3 nM [Ki]
2.9 nM [Ki]
1.2 nM [Ki]
4.6 nM [Ki]
0.47 nM [Ki]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
LODOPIN

Cmax

ValueDoseCo-administeredAnalytePopulation
7.8 ng/mL
25 mg single, oral
ZOTEPINE plasma
Homo sapiens
13.2 ng/mL
50 mg single, oral
ZOTEPINE plasma
Homo sapiens
30.9 ng/mL
100 mg single, oral
ZOTEPINE plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
123 ng × h/mL
25 mg single, oral
ZOTEPINE plasma
Homo sapiens
159 ng × h/mL
50 mg single, oral
ZOTEPINE plasma
Homo sapiens
316.3 ng × h/mL
100 mg single, oral
ZOTEPINE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
14.1 h
25 mg single, oral
ZOTEPINE plasma
Homo sapiens
12.8 h
50 mg single, oral
ZOTEPINE plasma
Homo sapiens
13 h
100 mg single, oral
ZOTEPINE plasma
Homo sapiens

Funbound

ValueDoseCo-administeredAnalytePopulation
3%
ZOTEPINE serum
Homo sapiens
3%
ZOTEPINE plasma
Homo sapiens

Doses

AEs

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
The usual adult dosage for oral use is 75 mg to 150 mg of zotepine daily in divided doses.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
U29O83JAZW
Record Status Validated (UNII)
Record Version