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(±)-Baclofen

Name: (±)-Baclofen
Brand: SIGMA

≥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

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Properties

Product Name

(±)-Baclofen, ≥98% (HPLC), solid

Quality Segment

100

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.

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This Item	G013	A6566	S166
Sigma-Aldrich B5399 (±)-Baclofen	Sigma-Aldrich G013 R(+)-Baclofen hydrochloride	Sigma-Aldrich A6566 2-Hydroxysaclofen	Sigma-Aldrich S166 Saclofen
form solid	form solid	form solid	form solid
assay ≥98% (HPLC)	assay -	assay ≥98% (TLC)	assay -
Quality Level 100	Quality Level 100	Quality Level 200	Quality Level 200
storage temp. 2-8°C	storage temp. -	storage temp. -	storage temp. -
solubility 1 M HCl: 50 mg/mL	solubility DMSO: >20 mg/mL, H₂O: 26 mg/mL (Solutions may be stored for several weeks at 4 °C.)	solubility H₂O: 1 mg/mL, 0.1 M HCl: 1.2 mg/mL, methanol: 1.4 mg/mL, DMSO: 28 mg/mL, 0.1 M NaOH: 9.5 mg/mL	solubility 0.1 M NaOH: 20 mg/mL
color white to very faintly yellow	color white	color white	color white

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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