B5399

(±)-Baclofen

≥98% (HPLC), solid

• Synonym(s): (±)-β-(Aminomethyl)-4-chlorobenzenepropanoic acid, Lioresal
• 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

Properties

• 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)

Description

Application

(±)-Baclofen has been used as γ-aminobutyric acid receptor B GABA_B 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[1]
• to test its effects on in vivo motor function tests and performance of mutant mice[2]
• to test its excitability effect on dopaminergic (DA) neurons of the ventral tegmental area (VTA)[3]
• to test its effect in reducing dendritic excitability in Purkinje neurons[4]

Biochem/physiol Actions

Baclofen, a γ-aminobutyric acid (GABA) analog, possesses myorelaxant properties [1] Being a γ-aminobutyric acid receptor B (GABA_B) agonist, baclofen may be involved in the potentiation of dendritic potassium K⁺ channels.[4] It may be useful in blocking transient lower esophageal sphincter relaxation (TLESR) in gastroesophageal reflux disease (GERD).[5] Baclofen may also have scope for treating addictive especially, in alcohol use disorder (AUD).[6]

GABA_B receptor agonist; skeletal muscle relaxant; antispastic agent.

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H301
• pcodes: P264 - P270 - P301 + P310 - P405 - P501
• 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