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Merck

B5399

(±)-Baclofen

≥98% (HPLC), GABAB receptor agonist, solid

Synonym(s):

(±)-β-(Aminomethyl)-4-chlorobenzenepropanoic acid, Lioresal

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About This Item

Empirical Formula (Hill Notation):
C10H12ClNO2
CAS Number:
1134-47-0
Molecular Weight:
213.66
NACRES:
NA.32
PubChem Substance ID:
24278146
UNSPSC Code:
12352200
EC Number:
214-486-9
MDL number:
MFCD00055143
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100

Key Documents

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Product Name

(±)-Baclofen, ≥98% (HPLC), solid

InChI key

KPYSYYIEGFHWSV-UHFFFAOYSA-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)

SMILES string

ClC1=CC=C(C(CN)CC(O)=O)C=C1

assay

≥98% (HPLC)

form

solid

color

white to very faintly yellow

solubility

1 M HCl: 50 mg/mL

storage temp.

2-8°C

Quality Level

100

Gene Information

human ... GABBR1(2550), GABBR2(9568)
rat ... Gabbr1(81657), Gabra2(29706)

Related Categories

Application

(±)-Baclofen has been used as γ-aminobutyric acid receptor B GABAB receptor agonist:
  • as well as control GABAergic drug to test its protective effects on 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP)-induced dopaminergic toxicity
  • to test its effects on in vivo motor function tests and performance of mutant mice
  • to test its excitability effect on dopaminergic (DA) neurons of the ventral tegmental area (VTA)
  • to test its effect in reducing dendritic excitability in Purkinje neurons

Biochem/physiol Actions

Baclofen, a γ-aminobutyric acid (GABA) analog, possesses myorelaxant properties Being a γ-aminobutyric acid receptor B (GABAB) agonist, baclofen may be involved in the potentiation of dendritic potassium K+ channels. It may be useful in blocking transient lower esophageal sphincter relaxation (TLESR) in gastroesophageal reflux disease (GERD). Baclofen may also have scope for treating addictive especially, in alcohol use disorder (AUD).
GABAB receptor agonist; skeletal muscle relaxant; antispastic agent.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

B5399-500MG: + B5399-5G: + B5399-10G: + B5399-VAR: + B5399-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF9709
BCCD7786
BCBZ2936
BCBW8230
BCBV2900

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Abhiram Pushparaj et al.
Behavioural brain research, 290, 77-83 (2015-05-03)
Our prior work demonstrated the involvement of the caudal granular subregion of the insular cortex in a rat model of nicotine self-administration. Recent studies in various animal models of addiction for nicotine and other drugs have identified a role for
The effects of baclofen for the treatment of gastroesophageal reflux disease: a meta-analysis of randomized controlled trials.
Li, et al.
Gastroenterology Research and Practice, 2014, 307805-307805 (2020)
Amanda McIntyre et al.
The journal of spinal cord medicine, 37(1), 11-18 (2013-10-05)
To review the available evidence on the effectiveness of intrathecal baclofen in the treatment of spasticity in individuals with spinal cord injuries (SCIs) at least 6 months post-injury or diagnosis. A literature search of multiple databases (Pub Med, CINAHL, EMBASE)
Mohamed-Ali Gorsane et al.
Substance abuse, 33(4), 336-349 (2012-09-20)
Baclofen, a γ-aminobutyric acid (GABA)-B receptor agonist, represents a promising drug in alcohol addiction management. Animal models have shown its action at various stages of the process of alcohol addiction. Moreover, initial open and randomized controlled trials have shown the
The Use of Baclofen as a Treatment for Alcohol Use Disorder: A Clinical Practice Perspective.
de Beaurepaire, et al.
Frontiers in Psychiatry, 9, 708-708 (2021)
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