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G013

R(+)-Baclofen hydrochloride

solid

Sinónimos:

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

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Acerca de este artículo

Fórmula empírica (notación de Hill):
C10H12ClNO2 · HCl
Número CAS:
Peso molecular:
250.12
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
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form

solid

Quality Level

optical activity

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

storage condition

desiccated

color

white

solubility

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

SMILES string

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

InChI key

WMNUVYYLMCMHLU-QRPNPIFTSA-N

Gene Information

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.[1] It has also been used as a GABAB receptor agonist to study its effects on amphetamine-induced behavior and neurochemical responses in rat striatum.

Biochem/physiol Actions

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.

Other Notes

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


Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Protocolos

Qualitative Thin Layer Chromatography Analysis of Flavonoids and Quantification of Terpene Lactones in Ginkgo Biloba Extracts and Tablets


Synthesis of both enantiomers of baclofen using (R)-and (S)-N-phenylpantolactam as chiral auxiliaries
Camps P, et al.
Tetrahedron Asymmetry, 15(13) (2004)
Yuriko Watanabe et al.
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
Ya-Qun Zhou et al.
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



Número de artículo de comercio global

SKUGTIN
G013-25MG04061833623220
G013-100MG04061833623213

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