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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

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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