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B5399

Sigma-Aldrich

(±)-Baclofen

≥98% (HPLC), 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
EC Number:
214-486-9
MDL number:
MFCD00055143
UNSPSC Code:
12352200
PubChem Substance ID:
24278146
NACRES:
NA.32

assay

≥98% (HPLC)

form

solid

color

white to very faintly yellow

solubility

1 M HCl: 50 mg/mL

storage temp.

2-8°C

SMILES string

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

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)

InChI key

KPYSYYIEGFHWSV-UHFFFAOYSA-N

Gene Information

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

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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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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 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)
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)
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
Andrés P Varani et al.
Psychopharmacology, 231(15), 3031-3040 (2014-02-21)
Nicotine is a major active ingredient in tobacco and plays a major role in tobacco addiction. In rodents, repeated nicotine administration produces behavioral responses related to its addictive properties, such as reinforcing effects and physical dependence. The aim of the
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