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Details

Stereochemistry ABSOLUTE
Molecular Formula C20H20ClF3N2O.ClH
Molecular Weight 433.295
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SSR-504734

SMILES

Cl.FC(F)(F)C1=C(Cl)C(=CC=C1)C(=O)N[C@H]([C@@H]2CCCCN2)C3=CC=CC=C3

InChI

InChIKey=YGCZZYKACZXKHK-AKXYIILFSA-N
InChI=1S/C20H20ClF3N2O.ClH/c21-17-14(9-6-10-15(17)20(22,23)24)19(27)26-18(13-7-2-1-3-8-13)16-11-4-5-12-25-16;/h1-3,6-10,16,18,25H,4-5,11-12H2,(H,26,27);1H/t16-,18-;/m0./s1

HIDE SMILES / InChI

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
80.1 nM [IC50]
18.0 nM [IC50]
PubMed

PubMed

TitleDatePubMed
Targeting Glycine Reuptake in Alcohol Seeking and Relapse.
2018-04
Discovery of 3-Chloro-N-{(S)-[3-(1-ethyl-1H-pyrazol-4-yl)phenyl][(2S)-piperidine-2-yl]methyl}-4-(trifluoromethyl)pyridine-2-carboxamide as a Potent Glycine Transporter 1 Inhibitor.
2016
Involvement of the strychnine-sensitive glycine receptor in the anxiolytic effects of GlyT1 inhibitors on maternal separation-induced ultrasonic vocalization in rat pups.
2015-01-05
SSR504734 enhances basal expression of prepulse inhibition but exacerbates the disruption of prepulse inhibition by apomorphine.
2013-11
Inhibition of glycine transporter-1 reduces cue-induced nicotine-seeking, but does not promote extinction of conditioned nicotine cue responding in the rat.
2013-09
Synthesis and evaluation of 2-chloro N-[(S)-{(S)-1-[11 C]methylpiperidin-2-yl} (phenyl)methyl]3-trifluoromethyl-benzamide ([11 C]N-methyl-SSR504734) as a PET radioligand for glycine transporter 1.
2012-07-09
Brain-specific disruption of the eIF2α kinase PERK decreases ATF4 expression and impairs behavioral flexibility.
2012-06-28
Prepulse inhibition of the startle reflex and response to antipsychotic treatments in two outbred mouse strains in comparison to the inbred DBA/2 mouse.
2011-06
In vivo evaluation of carbon-11-labelled non-sarcosine-based glycine transporter 1 inhibitors in mice and conscious monkeys.
2011-05
Amino-terminal isoforms of the human glycine transporter GlyT1 exhibit similar pharmacology.
2011-02-16
Pharmacological characterization of [³H]CHIBA-3007 binding to glycine transporter 1 in the rat brain.
2011
Blockade of glycine transporter 1 by SSR-504734 promotes cognitive flexibility in glycine/NMDA receptor-dependent manner.
2010-11-23
SSR504734, a glycine transporter-1 inhibitor, attenuates acquisition and expression of contextual conditioned fear in rats.
2010-09
Interactions between the glycine transporter 1(GlyT1) inhibitor SSR504734 and psychoactive drugs in mouse motor behaviour.
2009-08
Patents

Patents

Name Type Language
SSR-504734
Common Name English
SSR504734
Preferred Name English
2-CHLORO-N-((S)-PHENYL-((2S)-2-PIPERIDYL)METHYL)-3-(TRIFLUOROMETHYL)BENZAMIDE HYDROCHLORIDE
Systematic Name English
BENZAMIDE, 2-CHLORO-N-((S)-PHENYL(2S)-2-PIPERIDINYLMETHYL)-3-(TRIFLUOROMETHYL)-, HYDROCHLORIDE (1:1)
Systematic Name English
SSR 504734 HYDROCHLORIDE
Common Name English
Code System Code Type Description
CAS
615571-23-8
Created by admin on Tue Apr 01 16:46:53 GMT 2025 , Edited by admin on Tue Apr 01 16:46:53 GMT 2025
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PUBCHEM
9954539
Created by admin on Tue Apr 01 16:46:53 GMT 2025 , Edited by admin on Tue Apr 01 16:46:53 GMT 2025
PRIMARY
FDA UNII
L297UZF32G
Created by admin on Tue Apr 01 16:46:53 GMT 2025 , Edited by admin on Tue Apr 01 16:46:53 GMT 2025
PRIMARY
SMS_ID
300000042454
Created by admin on Tue Apr 01 16:46:53 GMT 2025 , Edited by admin on Tue Apr 01 16:46:53 GMT 2025
PRIMARY