S-14506 HYDROCHLORIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C24H26FN3O2.ClH
Molecular Weight	443.941
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.COC1=CC=C2C=CC=C(N3CCN(CCNC(=O)C4=CC=C(F)C=C4)CC3)C2=C1

InChI

InChIKey=HWLZKPKZVOLFGK-UHFFFAOYSA-N

InChI=1S/C24H26FN3O2.ClH/c1-30-21-10-7-18-3-2-4-23(22(18)17-21)28-15-13-27(14-16-28)12-11-26-24(29)19-5-8-20(25)9-6-19;/h2-10,17H,11-16H2,1H3,(H,26,29);1H

HIDE SMILES / InChI

Molecular Formula	C24H26FN3O2
Molecular Weight	407.4805
Charge	0
Count

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

Molecular Formula	ClH
Molecular Weight	36.461
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/8450471 | https://www.ncbi.nlm.nih.gov/pubmed/8905325 | https://www.ncbi.nlm.nih.gov/pubmed/7705455

S-14506 was originally identified and developed in France by Scientists at the Institut de Recherches Servier. S-14506 showed potent binding and antagonistic activity against the 5HT1-A receptor. It was found to work synergistically with D2 receptor antagonists and was therefore studied in animal models for depression, psychosis, and anxiety. A tritium labeled version was also studied as a potential 5HT1-A receptor PET imaging agent.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
5-hydroxytryptamine receptor 1A 58 Target ID: Q64264 Gene ID: 15550.0 Gene Symbol: Htr1a Target Organism: Mus musculus (Mouse) Sources: https://www.ncbi.nlm.nih.gov/pubmed/9503258 \| https://www.ncbi.nlm.nih.gov/pubmed/11166326	Agonist 2752		0.15 nM [Kd]

Conditions

Condition	Modality	Highest Phase	Product
Anxiety 275 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7667330 http://adisinsight.springer.com/drugs/800001368	Primary	Basic research	Unknown Approved Use Unknown
Depression 240 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7705455 http://adisinsight.springer.com/drugs/800001368	Primary	Preclinical	Unknown Approved Use Unknown
Psychotic disorder 26 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8905325 http://adisinsight.springer.com/drugs/800001368	Primary	Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Mutant 5-hydroxytryptamine 1A receptor D116A is a receptor activated solely by synthetic ligands with a rich pharmacology.	2009-10	19605522
S 14506: novel receptor coupling at 5-HT(1A) receptors.	2001-03	11166326
Agonist and antagonist actions of antipsychotic agents at 5-HT1A receptors: a [35S]GTPgammaS binding study.	1998-08-21	9760039
Labelling of recombinant human and native rat serotonin 5-HT1A receptors by a novel, selective radioligand, [3H]-S 15535: definition of its binding profile using agonists, antagonists and inverse agonists.	1998-03	9550290

Patents

Sample Use Guides

In Vivo Use Guide

In an in vivo radiolabeling study, [3H]-labeled S-14506 was delivered to mice by caudal vein injection (5 seconds) in a solution of 0.9% NaCl supplemented with 0.05% bovine serum albumin (36-40 ~microCi/ml). Mice were later sacrificed to determine tissue accumulations.

Route of Administration: Intravenous

In Vitro Use Guide

Adult Sprague-Dawley rats were killed and their brains dissected and homogenized. Membranes were collected by centrifugation and the resuspended pellet was assayed for 5-HT binding. S-14506 was able to inhibit the specific binding of [3H]WAY-100635 to rat hippocampal membranes at nanomolar concentrations.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:02:25 GMT 2025` Edited by `admin` on `Mon Mar 31 22:02:25 GMT 2025`
Record UNII	098102RI3W
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

4-FLUORO-N-(2-(4-(7-METHOXY-1-NAPHTHALENYL)-1-PIPERAZINYL)ETHYL)BENZAMIDE HYDROCHLORIDE

Preferred Name

English

S-14506 HYDROCHLORIDE

Common Name

English

BENZAMIDE, 4-FLUORO-N-(2-(4-(7-METHOXY-1-NAPHTHALENYL)-1-PIPERAZINYL)ETHYL)-, HYDROCHLORIDE

Systematic Name

English

Code System Code Type Description

EPA CompTox

DTXSID4042628