ABAPERIDONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C25H25FN2O5
Molecular Weight	452.4748
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OCC1=COC2=CC(OCCCN3CCC(CC3)C4=NOC5=C4C=CC(F)=C5)=CC=C2C1=O

InChI

InChIKey=ICAXEUYZCLRXKY-UHFFFAOYSA-N

InChI=1S/C25H25FN2O5/c26-18-2-4-20-23(12-18)33-27-24(20)16-6-9-28(10-7-16)8-1-11-31-19-3-5-21-22(13-19)32-15-17(14-29)25(21)30/h2-5,12-13,15-16,29H,1,6-11,14H2

HIDE SMILES / InChI

Molecular Formula	C25H25FN2O5
Molecular Weight	452.4748
Charge	0
Count

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

Description
Sources: https://adisinsight.springer.com/drugs/800011596 | https://www.ncbi.nlm.nih.gov/pubmed/9876110

The benzisoxazolyl piperidine derivative and atypical antipsychotic abaperidone [FI 8602] is being developed by Ferrer for the treatment of schizophrenia. Abaperidone is a potent antagonist of 5-HT2A receptor and dopamine D2 receptor with IC50s of 6.2 and 17 nM.

Originator

Approval Year

PubMed

Title	Date	PubMed
Reduced basal and phencyclidine-induced expression of heat shock protein-70 in rat prefrontal cortex by the atypical antipsychotic abaperidone.	2003 Feb	12551723
Synthesis and Pharmacological Evaluation of (6-Substituted 4-Oxo-4H-chromene-3 yl) methyl N-substituted Aminoacetates.	2008 Jan	20390097

Patents

Sample Use Guides

In Vivo Use Guide

A study of serum prolactin levels after oral administration of Abaperidone, haloperidol, and risperidone at 5 mg/kg for either 1 or 3 days in rats.

Route of Administration: Oral

In Vitro Use Guide

Abaperidone possesses good affinity for dopamine D2 receptors, together with a greater affinity for 5-HT2 receptors with IC50 of 17 and 6.2 nM, reaspectively.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:04:42 UTC 2023` Edited by `admin` on `Fri Dec 15 16:04:42 UTC 2023`
Record UNII	40755Z8956
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ABAPERIDONE

Official Name

English

Abaperidone [WHO-DD]

Common Name

English

7-(3-(4-(6-FLUORO-1,2-BENZISOXAZOL-3-YL)PIPERIDINO)PROPOXY)-3-(HYDROXYMETHYL)-4H-1-BENZOPYRAN-4-ONE

Systematic Name

English

abaperidone [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29710