U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C10H12ClNO2
Molecular Weight 213.661
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ARBACLOFEN

SMILES

NC[C@H](CC(O)=O)C1=CC=C(Cl)C=C1

InChI

InChIKey=KPYSYYIEGFHWSV-QMMMGPOBSA-N
InChI=1S/C10H12ClNO2/c11-9-3-1-7(2-4-9)8(6-12)5-10(13)14/h1-4,8H,5-6,12H2,(H,13,14)/t8-/m0/s1

HIDE SMILES / InChI
Arbaclofen (STX209, R-baclofen), a selective agonist of GABA-B receptors, has been investigated in clinical trials for the treatment of autism spectrum disorder ASD, phase II and for the treatment of patients with fragile X syndrome in phase III. As a result, the drug did not meet the primary outcome of improved social avoidance in FXS in either study. In spite of positive results in some children with ASD, further study will be needed to replicate and extend these initial findings. Arbaclofen has also been investigated in phase III clinical trials as a treatment for spasticity due to multiple sclerosis.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
PubMed

PubMed

TitleDatePubMed
Expression cloning of GABA(B) receptors uncovers similarity to metabotropic glutamate receptors.
1997 Mar 20
Reversal of disease-related pathologies in the fragile X mouse model by selective activation of GABAB receptors with arbaclofen.
2012 Sep 19
Clinical potential, safety, and tolerability of arbaclofen in the treatment of autism spectrum disorder.
2014
Patents

Sample Use Guides

5 mg BID to 15 mg TID
Route of Administration: Oral
Name Type Language
ARBACLOFEN
INN   USAN   WHO-DD  
INN   USAN  
Official Name English
R-(-)-BACLOFEN
Common Name English
D-BACLOFEN
Common Name English
BENZENEPROPANOIC ACID, .BETA.-(AMINOMETHYL)-4-CHLORO-, (.BETA.R)-
Common Name English
arbaclofen [INN]
Common Name English
(-)-(3R)-4-AMINO-3-(4-CHLOROPHENYL)BUTANOIC ACID
Systematic Name English
BACLOFEN, (R)-
Common Name English
BACLOFEN (R)-FORM [MI]
Common Name English
Arbaclofen [WHO-DD]
Common Name English
BACLOFEN, R-
Common Name English
STX209
Code English
BACLOFEN, R(-)-
Common Name English
BENZENEPROPANOIC ACID, .BETA.-(AMINOMETHYL)-4-CHLORO-, (R)-
Common Name English
(R)-4-AMINO-3-(4-CHLOROPHENYL)BUTANOIC ACID
Systematic Name English
(3R)-4-Amino-3-(4-chlorophenyl)butanoic acid
Systematic Name English
(R)-BACLOFEN
Common Name English
STX-209
Code English
ARBACLOFEN [USAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29696
Created by admin on Fri Dec 15 16:05:23 GMT 2023 , Edited by admin on Fri Dec 15 16:05:23 GMT 2023
FDA ORPHAN DRUG 271808
Created by admin on Fri Dec 15 16:05:23 GMT 2023 , Edited by admin on Fri Dec 15 16:05:23 GMT 2023
EU-Orphan Drug EU/3/11/858
Created by admin on Fri Dec 15 16:05:23 GMT 2023 , Edited by admin on Fri Dec 15 16:05:23 GMT 2023
Code System Code Type Description
MERCK INDEX
m2200
Created by admin on Fri Dec 15 16:05:23 GMT 2023 , Edited by admin on Fri Dec 15 16:05:23 GMT 2023
PRIMARY Merck Index
DRUG BANK
DB08891
Created by admin on Fri Dec 15 16:05:23 GMT 2023 , Edited by admin on Fri Dec 15 16:05:23 GMT 2023
PRIMARY
USAN
XX-44
Created by admin on Fri Dec 15 16:05:23 GMT 2023 , Edited by admin on Fri Dec 15 16:05:23 GMT 2023
PRIMARY
EPA CompTox
DTXSID90219366
Created by admin on Fri Dec 15 16:05:23 GMT 2023 , Edited by admin on Fri Dec 15 16:05:23 GMT 2023
PRIMARY
CAS
69308-37-8
Created by admin on Fri Dec 15 16:05:23 GMT 2023 , Edited by admin on Fri Dec 15 16:05:23 GMT 2023
PRIMARY
ChEMBL
CHEMBL301742
Created by admin on Fri Dec 15 16:05:23 GMT 2023 , Edited by admin on Fri Dec 15 16:05:23 GMT 2023
PRIMARY
INN
9360
Created by admin on Fri Dec 15 16:05:23 GMT 2023 , Edited by admin on Fri Dec 15 16:05:23 GMT 2023
PRIMARY
SMS_ID
100000177226
Created by admin on Fri Dec 15 16:05:23 GMT 2023 , Edited by admin on Fri Dec 15 16:05:23 GMT 2023
PRIMARY
PUBCHEM
44602
Created by admin on Fri Dec 15 16:05:23 GMT 2023 , Edited by admin on Fri Dec 15 16:05:23 GMT 2023
PRIMARY
FDA UNII
NYU6UTW25B
Created by admin on Fri Dec 15 16:05:23 GMT 2023 , Edited by admin on Fri Dec 15 16:05:23 GMT 2023
PRIMARY
NCI_THESAURUS
C90890
Created by admin on Fri Dec 15 16:05:23 GMT 2023 , Edited by admin on Fri Dec 15 16:05:23 GMT 2023
PRIMARY