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Details

Stereochemistry ACHIRAL
Molecular Formula C22H22FN3O2S
Molecular Weight 411.492
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ALTANSERIN

SMILES

FC1=CC=C(C=C1)C(=O)C2CCN(CCN3C(=S)NC4=C(C=CC=C4)C3=O)CC2

InChI

InChIKey=SMYALUSCZJXWHG-UHFFFAOYSA-N
InChI=1S/C22H22FN3O2S/c23-17-7-5-15(6-8-17)20(27)16-9-11-25(12-10-16)13-14-26-21(28)18-3-1-2-4-19(18)24-22(26)29/h1-8,16H,9-14H2,(H,24,29)

HIDE SMILES / InChI

Molecular Formula C22H22FN3O2S
Molecular Weight 411.492
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Altanserin is a potent and selective 5-HT2A receptor antagonist. Serotonin (5-HT) system functioning have been proposed for a variety of psychiatric disorders, but a direct method quantitatively assessing 5-HT release capacity in the living human brain is still lacking. It was suggested that the combination of a dexfenfluramine-induced 5-HT release and subsequent assessment of 5-HT(2A) receptor availability with [(18)F]altanserin by positron emission tomography (PET) was suitable to measure cortical 5-HT release capacity in the human brain. Besides human neuroimaging studies altanserin has also been used in the study of rats.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P28223
Gene ID: 3356.0
Gene Symbol: HTR2A
Target Organism: Homo sapiens (Human)
0.3 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Disturbance of serotonin 5HT2 receptors in remitted patients suffering from hereditary depressive disorder.
2001 Aug
Altered serotonin 2A receptor activity in women who have recovered from bulimia nervosa.
2001 Jul
Analyses of [(18)F]altanserin bolus injection PET data. II: consideration of radiolabeled metabolites in humans.
2001 Jul
Distribution of 5HT2A receptors in the human brain: comparison of data in vivo and post mortem.
2002
[18F]altanserin binding to human 5HT2A receptors is unaltered after citalopram and pindolol challenge.
2004 Sep
Binding characteristics of the 5-HT2A receptor antagonists altanserin and MDL 100907.
2005 Dec 15
MR-based automatic delineation of volumes of interest in human brain PET images using probability maps.
2005 Feb 15
Frontolimbic serotonin 2A receptor binding in healthy subjects is associated with personality risk factors for affective disorder.
2008 Mar 15
Nigrostriatal upregulation of 5-HT2A receptors correlates with motor dysfunction in progressive supranuclear palsy.
2009 Jun 15
Time-efficient and convenient synthesis of [(18)F]altanserin for human PET imaging by a new work-up procedure.
2009 Nov
Patents

Patents

Sample Use Guides

Thirteen healthy male subjects received placebo and single oral doses of 40 mg (n = 6) or 60 mg (n = 7) of the potent 5-HT releaser dexfenfluramine separated by an interval of 14 days. Three further subjects received placebo on both days. Two hours after placebo/drug administration, 250 MBq of the 5-HT(2A) receptor selective PET-radiotracer [(18)F]altanserin was administered intravenously as a 30s bolus.
Route of Administration: Intravenous
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Wed Apr 02 07:55:24 GMT 2025
Edited
by admin
on Wed Apr 02 07:55:24 GMT 2025
Record UNII
5015H744JQ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
3-(2-(4-(P-FLUOROBENZOYL)PIPERIDINO)ETHYL)-2-THIO-2,4(1H,3H)-QUINAZOLINEDIONE
Preferred Name English
ALTANSERIN
INN   WHO-DD  
INN  
Official Name English
Altanserin [WHO-DD]
Common Name English
4(1H)-QUINAZOLINONE, 3-(2-(4-(4-FLUOROBENZOYL)-1-PIPERIDINYL)ETHYL)-2,3-DIHYDRO-2-THIOXO-
Systematic Name English
altanserin [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C66885
Created by admin on Wed Apr 02 07:55:24 GMT 2025 , Edited by admin on Wed Apr 02 07:55:24 GMT 2025
Code System Code Type Description
NCI_THESAURUS
C77258
Created by admin on Wed Apr 02 07:55:24 GMT 2025 , Edited by admin on Wed Apr 02 07:55:24 GMT 2025
PRIMARY
EVMPD
SUB05375MIG
Created by admin on Wed Apr 02 07:55:24 GMT 2025 , Edited by admin on Wed Apr 02 07:55:24 GMT 2025
PRIMARY
MESH
C071983
Created by admin on Wed Apr 02 07:55:24 GMT 2025 , Edited by admin on Wed Apr 02 07:55:24 GMT 2025
PRIMARY
ChEMBL
CHEMBL62919
Created by admin on Wed Apr 02 07:55:24 GMT 2025 , Edited by admin on Wed Apr 02 07:55:24 GMT 2025
PRIMARY
INN
5395
Created by admin on Wed Apr 02 07:55:24 GMT 2025 , Edited by admin on Wed Apr 02 07:55:24 GMT 2025
PRIMARY
ECHA (EC/EINECS)
278-422-1
Created by admin on Wed Apr 02 07:55:24 GMT 2025 , Edited by admin on Wed Apr 02 07:55:24 GMT 2025
PRIMARY
FDA UNII
5015H744JQ
Created by admin on Wed Apr 02 07:55:24 GMT 2025 , Edited by admin on Wed Apr 02 07:55:24 GMT 2025
PRIMARY
CAS
76330-71-7
Created by admin on Wed Apr 02 07:55:24 GMT 2025 , Edited by admin on Wed Apr 02 07:55:24 GMT 2025
PRIMARY
PUBCHEM
3033677
Created by admin on Wed Apr 02 07:55:24 GMT 2025 , Edited by admin on Wed Apr 02 07:55:24 GMT 2025
PRIMARY
SMS_ID
100000087474
Created by admin on Wed Apr 02 07:55:24 GMT 2025 , Edited by admin on Wed Apr 02 07:55:24 GMT 2025
PRIMARY
EPA CompTox
DTXSID5043891
Created by admin on Wed Apr 02 07:55:24 GMT 2025 , Edited by admin on Wed Apr 02 07:55:24 GMT 2025
PRIMARY
WIKIPEDIA
ALTANSERIN
Created by admin on Wed Apr 02 07:55:24 GMT 2025 , Edited by admin on Wed Apr 02 07:55:24 GMT 2025
PRIMARY
Related Record Type Details
LABELED -> NON-LABELED
LABELED -> NON-LABELED
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY