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Details

Stereochemistry ACHIRAL
Molecular Formula C15H13FN2
Molecular Weight 240.2761
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RASEGLURANT

SMILES

Cc1cc(C)nc(C#Cc2cccc(c2)F)c1N

InChI

InChIKey=MEDCLNYIYBERKO-UHFFFAOYSA-N
InChI=1S/C15H13FN2/c1-10-8-11(2)18-14(15(10)17)7-6-12-4-3-5-13(16)9-12/h3-5,8-9H,17H2,1-2H3

HIDE SMILES / InChI

Molecular Formula C15H13FN2
Molecular Weight 240.2761
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

ADX 10059 is a first-in-class reflux inhibitor that works by reducing activation of the metabotropic glutamate receptor 5 (mGluR5) through negative allosteric modulation (NAM). This approach may lead to a new class of drugs that addresses the causes of GERD rather than just the symptoms. ADX 10059 is a potent selective NAM of the mGluR5, with an IC50 of 17.1 nM on hmGluR5 showing good selectivity compared with > 65 other receptors, transporters, ion channels and enzymes. ADX 10059 completed Phase IIb testing in gastroesophageal reflux disease (GERD) and migraine prevention, demonstrated significant potential in a non-human primate model of Parkinson's disease levodopa induced dyskinesia (PD-LID). However, Addex Pharmaceuticals announced the discontinuation of development of ADX 10059 in December 2009 due to liver enzyme changes.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
17.1 nM [IC50]
17.1 nM [IC50]
PubMed

PubMed

TitleDatePubMed
Gateways to clinical trials.
2009 Dec
Glutamatergic fine tuning with ADX-10059: a novel therapeutic approach for migraine?
2010 Apr
Patents

Sample Use Guides

ADX 10059 120 mg twice-daily given for two weeks was well tolerated and the tolerability profile seen is compatible with use in the treatment of GERD.
Route of Administration: Oral
ADX 10059 is a potent selective NAM of the mGluR5, with an IC50 of 17.1 nM on hmGluR5 showing good selectivity compared with > 65 other receptors, transporters, ion channels and enzymes
Substance Class Chemical
Created
by admin
on Sat Jun 26 08:20:54 UTC 2021
Edited
by admin
on Sat Jun 26 08:20:54 UTC 2021
Record UNII
66UCJ8Z8L1
Record Status Validated (UNII)
Record Version
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Name Type Language
RASEGLURANT
INN   WHO-DD  
INN  
Official Name English
ADX-10059
Code English
ADX10059
Code English
RASEGLURANT [WHO-DD]
Common Name English
3-PYRIDINAMINE, 2-(2-(3-FLUOROPHENYL)ETHYNYL)-4,6-DIMETHYL-
Systematic Name English
RASEGLURANT [INN]
Common Name English
2-(2-(3-FLUOROPHENYL)ETHYNYL)-4,6-DIMETHYLPYRIDIN-3-AMINE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C241
Created by admin on Sat Jun 26 08:20:54 UTC 2021 , Edited by admin on Sat Jun 26 08:20:54 UTC 2021
Code System Code Type Description
NCI_THESAURUS
C152157
Created by admin on Sat Jun 26 08:20:54 UTC 2021 , Edited by admin on Sat Jun 26 08:20:54 UTC 2021
PRIMARY
EPA CompTox
757950-09-7
Created by admin on Sat Jun 26 08:20:54 UTC 2021 , Edited by admin on Sat Jun 26 08:20:54 UTC 2021
PRIMARY
PUBCHEM
10331863
Created by admin on Sat Jun 26 08:20:54 UTC 2021 , Edited by admin on Sat Jun 26 08:20:54 UTC 2021
PRIMARY
DRUG BANK
DB05070
Created by admin on Sat Jun 26 08:20:54 UTC 2021 , Edited by admin on Sat Jun 26 08:20:54 UTC 2021
PRIMARY
CAS
757950-09-7
Created by admin on Sat Jun 26 08:20:54 UTC 2021 , Edited by admin on Sat Jun 26 08:20:54 UTC 2021
PRIMARY
INN
9179
Created by admin on Sat Jun 26 08:20:54 UTC 2021 , Edited by admin on Sat Jun 26 08:20:54 UTC 2021
PRIMARY
FDA UNII
66UCJ8Z8L1
Created by admin on Sat Jun 26 08:20:54 UTC 2021 , Edited by admin on Sat Jun 26 08:20:54 UTC 2021
PRIMARY
ChEMBL
CHEMBL3545036
Created by admin on Sat Jun 26 08:20:54 UTC 2021 , Edited by admin on Sat Jun 26 08:20:54 UTC 2021
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
Raseglurant (ADX10059) has a selective, noncompetitive inhibitory activity mediated by mGlu5 receptor modulation via binding to an allosteric site (IC50 of 17.1 nM on human mGlu receptors)
IC50
Related Record Type Details
ACTIVE MOIETY