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Details

Stereochemistry ACHIRAL
Molecular Formula C23H24FN3O2S
Molecular Weight 425.519
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FANANSERIN

SMILES

FC1=CC=C(C=C1)N2CCN(CCCN3C4=CC=CC5=C4C(=CC=C5)S3(=O)=O)CC2

InChI

InChIKey=VGIGHGMPMUCLIQ-UHFFFAOYSA-N
InChI=1S/C23H24FN3O2S/c24-19-8-10-20(11-9-19)26-16-14-25(15-17-26)12-3-13-27-21-6-1-4-18-5-2-7-22(23(18)21)30(27,28)29/h1-2,4-11H,3,12-17H2

HIDE SMILES / InChI

Molecular Formula C23H24FN3O2S
Molecular Weight 425.519
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Fananserin is a potential antipsychotic compound with a high affinity for both D4 and 5-HT2A receptors, and negligible affinity for D2 receptors. Fananserin has been researched for the treatment of schizophrenia. Fananserin was the first selective D4/5-HT2A antagonist to undergo clinical trials for schizophrenia. It has a high affinity for D4 (Ki 2.9 nM) and 5-HT2A (Ki 0.37 nM) receptors and is over 100-fold selective versus H1, a1 adrenergic, 5-HT1A and D2 dopamine receptors. Development of this compound was halted following phase II clinical trials due to lack of efficacy.

Approval Year

PubMed

PubMed

TitleDatePubMed
[Thermodynamics of drug polymorphism: domains and stability hierarchy by pressure temperature diagram. Application to the tetramorphism of fananserine].
2002 May
Molecular mobility in glass forming fananserine: a dielectric, NMR, and TMDSC investigation.
2006 Apr
Patents

Patents

Sample Use Guides

Treatment of schizophrenia: doses of fananserin reached 250 mg b.i.d. over 28 days, starting with an 8-day escalation.
Route of Administration: Oral
In Vitro Use Guide
In in vitro experiments, RP 62203 (Fananserin) displaced [125I]AMIK from 5-HT2 receptors with an IC50 of 0.21 nM in rat frontal cortex.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:55:29 UTC 2023
Edited
by admin
on Fri Dec 15 15:55:29 UTC 2023
Record UNII
38QJ762ET6
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FANANSERIN
INN   USAN  
INN   USAN  
Official Name English
FANANSERIN [USAN]
Common Name English
RP-62203
Code English
fananserin [INN]
Common Name English
2H-NAPHTH(1,8-CD)ISOTHIAZOLE, 2-(3-(4-(4-FLUOROPHENYL)-1-PIPERAZINYL)PROPYL)-, 1,1-DIOXIDE
Systematic Name English
RP 62203
Code English
2-(3-(4-(P-FLUOROPHENYL)-1-PIPERAZINYL)PROPYL)-2H-NAPHTH(1,8-CD)ISOTHIAZOLE 1,1-DIOXIDE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C66885
Created by admin on Fri Dec 15 15:55:29 UTC 2023 , Edited by admin on Fri Dec 15 15:55:29 UTC 2023
Code System Code Type Description
CAS
127625-29-0
Created by admin on Fri Dec 15 15:55:29 UTC 2023 , Edited by admin on Fri Dec 15 15:55:29 UTC 2023
PRIMARY
WIKIPEDIA
Fananserin
Created by admin on Fri Dec 15 15:55:29 UTC 2023 , Edited by admin on Fri Dec 15 15:55:29 UTC 2023
PRIMARY
NCI_THESAURUS
C80768
Created by admin on Fri Dec 15 15:55:29 UTC 2023 , Edited by admin on Fri Dec 15 15:55:29 UTC 2023
PRIMARY
EVMPD
SUB07507MIG
Created by admin on Fri Dec 15 15:55:29 UTC 2023 , Edited by admin on Fri Dec 15 15:55:29 UTC 2023
PRIMARY
FDA UNII
38QJ762ET6
Created by admin on Fri Dec 15 15:55:29 UTC 2023 , Edited by admin on Fri Dec 15 15:55:29 UTC 2023
PRIMARY
SMS_ID
100000081780
Created by admin on Fri Dec 15 15:55:29 UTC 2023 , Edited by admin on Fri Dec 15 15:55:29 UTC 2023
PRIMARY
PUBCHEM
60785
Created by admin on Fri Dec 15 15:55:29 UTC 2023 , Edited by admin on Fri Dec 15 15:55:29 UTC 2023
PRIMARY
EPA CompTox
DTXSID8046743
Created by admin on Fri Dec 15 15:55:29 UTC 2023 , Edited by admin on Fri Dec 15 15:55:29 UTC 2023
PRIMARY
USAN
II-41
Created by admin on Fri Dec 15 15:55:29 UTC 2023 , Edited by admin on Fri Dec 15 15:55:29 UTC 2023
PRIMARY
INN
7077
Created by admin on Fri Dec 15 15:55:29 UTC 2023 , Edited by admin on Fri Dec 15 15:55:29 UTC 2023
PRIMARY
ChEMBL
CHEMBL83894
Created by admin on Fri Dec 15 15:55:29 UTC 2023 , Edited by admin on Fri Dec 15 15:55:29 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
IC50
TARGET -> INHIBITOR
Ki
Related Record Type Details
ACTIVE MOIETY