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Details

Stereochemistry ACHIRAL
Molecular Formula C15H13FN2
Molecular Weight 240.2755
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RASEGLURANT

SMILES

CC1=CC(C)=C(N)C(=N1)C#CC2=CC(F)=CC=C2

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 240.2755
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
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 Fri Dec 15 16:47:02 UTC 2023
Edited
by admin
on Fri Dec 15 16:47:02 UTC 2023
Record UNII
66UCJ8Z8L1
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
RASEGLURANT
INN   WHO-DD  
INN  
Official Name English
ADX-10059
Code English
Raseglurant [WHO-DD]
Common Name English
ADX10059
Code 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 Fri Dec 15 16:47:02 UTC 2023 , Edited by admin on Fri Dec 15 16:47:02 UTC 2023
Code System Code Type Description
NCI_THESAURUS
C152157
Created by admin on Fri Dec 15 16:47:02 UTC 2023 , Edited by admin on Fri Dec 15 16:47:02 UTC 2023
PRIMARY
EPA CompTox
DTXSID40226707
Created by admin on Fri Dec 15 16:47:02 UTC 2023 , Edited by admin on Fri Dec 15 16:47:02 UTC 2023
PRIMARY
PUBCHEM
10331863
Created by admin on Fri Dec 15 16:47:02 UTC 2023 , Edited by admin on Fri Dec 15 16:47:02 UTC 2023
PRIMARY
DRUG BANK
DB05070
Created by admin on Fri Dec 15 16:47:02 UTC 2023 , Edited by admin on Fri Dec 15 16:47:02 UTC 2023
PRIMARY
WIKIPEDIA
Raseglurant
Created by admin on Fri Dec 15 16:47:02 UTC 2023 , Edited by admin on Fri Dec 15 16:47:02 UTC 2023
PRIMARY
SMS_ID
300000034427
Created by admin on Fri Dec 15 16:47:02 UTC 2023 , Edited by admin on Fri Dec 15 16:47:02 UTC 2023
PRIMARY
CAS
757950-09-7
Created by admin on Fri Dec 15 16:47:02 UTC 2023 , Edited by admin on Fri Dec 15 16:47:02 UTC 2023
PRIMARY
INN
9179
Created by admin on Fri Dec 15 16:47:02 UTC 2023 , Edited by admin on Fri Dec 15 16:47:02 UTC 2023
PRIMARY
FDA UNII
66UCJ8Z8L1
Created by admin on Fri Dec 15 16:47:02 UTC 2023 , Edited by admin on Fri Dec 15 16:47:02 UTC 2023
PRIMARY
ChEMBL
CHEMBL3545036
Created by admin on Fri Dec 15 16:47:02 UTC 2023 , Edited by admin on Fri Dec 15 16:47:02 UTC 2023
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