SETOPERONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C21H24FN3O2S
Molecular Weight	401.498
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=C(CCN2CCC(CC2)C(=O)C3=CC=C(F)C=C3)C(=O)N4CCSC4=N1

InChI

InChIKey=RBGAHDDQSRBDOG-UHFFFAOYSA-N

InChI=1S/C21H24FN3O2S/c1-14-18(20(27)25-12-13-28-21(25)23-14)8-11-24-9-6-16(7-10-24)19(26)15-2-4-17(22)5-3-15/h2-5,16H,6-13H2,1H3

HIDE SMILES / InChI

Molecular Formula	C21H24FN3O2S
Molecular Weight	401.498
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1573409 | https://www.ncbi.nlm.nih.gov/pubmed/9935052 | https://www.ncbi.nlm.nih.gov/pubmed/9892300

Setoperone is and antagonist of the brain serotonin 5-HT2 receptor and particular the 5-HT2A isoform. Setoperone is radiolabeled with the radioisotope fluorine-18 and is used in positron emission tomography (PET) in neuroimaging for the study neuropsychiatric disorders, such as schizophrenia and depression.

CNS Activity

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Serotonin 2a (5-HT2a) receptor 231 Target ID: CHEMBL224 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9935052 \| https://www.ncbi.nlm.nih.gov/pubmed/2524857	Antagonist 2778

Conditions

Condition	Modality	Targets	Highest Phase	Product
Schizophrenia 298 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9892300	Diagnostic		Not Provided 504	Unknown Approved Use Unknown
Depression 235 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10401447	Diagnostic		Not Provided 504	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
The effect of paroxetine on 5-HT(2A) receptors in depression: an [(18)F]setoperone PET imaging study.	2001 Jan	11136637
A PET study of dopamine D2 and serotonin 5-HT2 receptor occupancy in patients with schizophrenia treated with therapeutic doses of ziprasidone.	2004 May	15121646

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Other

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:12:15 UTC 2023` Edited by `admin` on `Fri Dec 15 16:12:15 UTC 2023`
Record UNII	BQ67CS3Q3E
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

SETOPERONE

Official Name

English

R 52,245

Code

English

SETOPERONE [USAN]

Common Name

English

5H-THIAZOLO(3,2-A)PYRIMIDIN-5-ONE, 6-(2-(4-(4-FLUOROBENZOYL)-1-PIPERIDINYL)ETHYL)-2,3-DIHYDRO-7-METHYL-

Systematic Name

English

Setoperone [WHO-DD]

Common Name

English

R-52245

Code

English

6-(2-(4-(P-FLUOROBENZOYL)PIPERIDINO)ETHYL)-2,3-DIHYDRO-7-METHYL-5H-THIAZOLO(3,2-.ALPHA.)PYRIMIDIN-5-ONE

Systematic Name

English

setoperone [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C28197