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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.[H][C@]1(CCCCN1)[C@@H](NC(=O)C2=C(Cl)C(=CC=C2)C(F)(F)F)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
Interactions between the glycine transporter 1(GlyT1) inhibitor SSR504734 and psychoactive drugs in mouse motor behaviour.
2009 Aug
SSR504734, a glycine transporter-1 inhibitor, attenuates acquisition and expression of contextual conditioned fear in rats.
2010 Sep
Pharmacological characterization of [³H]CHIBA-3007 binding to glycine transporter 1 in the rat brain.
2011
Amino-terminal isoforms of the human glycine transporter GlyT1 exhibit similar pharmacology.
2011 Feb 16
Blockade of glycine transporter 1 by SSR-504734 promotes cognitive flexibility in glycine/NMDA receptor-dependent manner.
2011 Jul-Aug
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 Jun
In vivo evaluation of carbon-11-labelled non-sarcosine-based glycine transporter 1 inhibitors in mice and conscious monkeys.
2011 May
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 Jul 9
Brain-specific disruption of the eIF2α kinase PERK decreases ATF4 expression and impairs behavioral flexibility.
2012 Jun 28
SSR504734 enhances basal expression of prepulse inhibition but exacerbates the disruption of prepulse inhibition by apomorphine.
2013 Nov
Inhibition of glycine transporter-1 reduces cue-induced nicotine-seeking, but does not promote extinction of conditioned nicotine cue responding in the rat.
2013 Sep
Involvement of the strychnine-sensitive glycine receptor in the anxiolytic effects of GlyT1 inhibitors on maternal separation-induced ultrasonic vocalization in rat pups.
2015 Jan 5
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
Targeting Glycine Reuptake in Alcohol Seeking and Relapse.
2018 Apr
Patents

Patents

Name Type Language
SSR-504734
Common 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
SSR504734
Code English
SSR 504734 HYDROCHLORIDE
Common Name English
Code System Code Type Description
CAS
615571-23-8
Created by admin on Sat Dec 16 11:40:34 GMT 2023 , Edited by admin on Sat Dec 16 11:40:34 GMT 2023
PRIMARY
PUBCHEM
9954539
Created by admin on Sat Dec 16 11:40:35 GMT 2023 , Edited by admin on Sat Dec 16 11:40:35 GMT 2023
PRIMARY
FDA UNII
L297UZF32G
Created by admin on Sat Dec 16 11:40:35 GMT 2023 , Edited by admin on Sat Dec 16 11:40:35 GMT 2023
PRIMARY
SMS_ID
300000042454
Created by admin on Sat Dec 16 11:40:35 GMT 2023 , Edited by admin on Sat Dec 16 11:40:35 GMT 2023
PRIMARY