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G013

Sigma-Aldrich

R(+)-Baclofen hydrochloride

solid

Synonyme(s) :

Arbaclofen hydrochloride, R(+)-β-(Aminomethyl)-4-chlorobenzenepropanoic acid hydrochloride, STX209

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About This Item

Formule empirique (notation de Hill):
C10H12ClNO2 · HCl
Numéro CAS:
63701-55-3
Poids moléculaire :
250.12
Numéro MDL:
MFCD00078579
Code UNSPSC :
12352200
ID de substance PubChem :
24895006
Nomenclature NACRES :
NA.32

Forme

solid

Niveau de qualité

100

Activité optique

[α]28/D +3.8°, c = 0.9 in methanol(lit.)

Conditions de stockage

desiccated

Couleur

white

Solubilité

DMSO: >20 mg/mL
H2O: 26 mg/mL (Solutions may be stored for several weeks at 4 °C.)

Chaîne SMILES 

Cl[H].NC[C@H](CC(O)=O)c1ccc(Cl)cc1

InChI

1S/C10H12ClNO2.ClH/c11-9-3-1-7(2-4-9)8(6-12)5-10(13)14;/h1-4,8H,5-6,12H2,(H,13,14);1H/t8-;/m0./s1

Clé InChI

WMNUVYYLMCMHLU-QRPNPIFTSA-N

Informations sur le gène

human ... GABBR1(2550)
mouse ... GABBR1(54393)
rat ... GABBR1(81657)

Application

R(+)-Baclofen hydrochloride has been used as a GABAB receptor agonist to study its effects on M43068-induced antinociception in rat models. It has also been used as a GABAB receptor agonist to study its effects on amphetamine-induced behavior and neurochemical responses in rat striatum.

Actions biochimiques/physiologiques

Baclofen is a derivative of γ-aminobutyric acid (GABA) and acts as a 4-aminobutanoic acid receptor (GABAB) agonist. It interacts stereospecifically with the GABA receptor and exhibits antispastic effects.Baclofen shows therapeutic effects against paroxysmal pain of trigeminal neuralgia and spinal spasticity. R(+)-Baclofen is a more active enantiomer.

Autres remarques

Same enantiomer as R(−)-baclofen free base.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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European journal of pharmacology, 837, 88-95 (2018-08-08)
The nucleus accumbens contains delta-opioid receptors that may decrease inhibitory neurotransmission. As GABAB receptors inhibit dopamine release, decrease in activation of GABAB receptors may be a mediator of delta-opioid receptor-induced accumbal dopamine efflux. If so, accumbal dopamine efflux induced by
Synthesis of both enantiomers of baclofen using (R)-and (S)-N-phenylpantolactam as chiral auxiliaries
Camps P, et al.
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The journal of pain, 18(8), 933-946 (2017-03-23)
Cancer-induced bone pain (CIBP) remains a major challenge in advanced cancer patients because of our lack of understanding of its mechanisms. Previous studies have shown the vital role of γ-aminobutyric acid B receptors (GABABRs) in regulating nociception and various neuropathic
Xia Li et al.
Neuropharmacology, 97, 357-364 (2015-05-24)
GABAB (γ-aminobutyric acid B) receptors may be a therapeutic target for anxiety disorders. Here we characterized the effects of the GABAB receptor positive allosteric modulator (PAM) BHF177 on conditioned and unconditioned physiological responses to threat in the light-enhanced startle (LES)
Yasushige Akada et al.
European journal of pharmacology, 523(1-3), 46-53 (2005-10-18)
We investigated the effects of 2-(4-hydroxybenzoyl)amino-2-methylpropionic acid (M43068), a novel analgesic agent, in rat models of acute and neuropathic pain. Oral M43068 (10-100 mg/kg) suppressed only the late phase of formalin-induced nociceptive behaviors. In the neuropathic pain model, oral M43068
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