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G013

Sigma-Aldrich

R(+)-Baclofen hydrochloride

solid

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Synonym(s):
Arbaclofen hydrochloride, R(+)-β-(Aminomethyl)-4-chlorobenzenepropanoic acid hydrochloride, STX209
Empirical Formula (Hill Notation):
C10H12ClNO2 · HCl
CAS Number:
Molecular Weight:
250.12
MDL number:
PubChem Substance ID:
NACRES:
NA.32

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)

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This Item
PHR1682G014P118
R(+)-Baclofen hydrochloride solid

G013

R(+)-Baclofen hydrochloride

Baclofen Pharmaceutical Secondary Standard; Certified Reference Material

PHR1682

Baclofen

S(−)-Baclofen hydrochloride ≥98% (HPLC), solid

G014

S(−)-Baclofen hydrochloride

Phaclofen solid

P118

Phaclofen

form

solid

form

-

form

solid

form

solid

storage condition

desiccated

storage condition

-

storage condition

-

storage condition

-

Gene Information

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

Gene Information

human ... GABBR1(2550), GABBR2(9568)

Gene Information

-

Gene Information

human ... GABBR1(2550), GABBR2(9568)

optical activity

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

optical activity

-

optical activity

[α]28/D −2.2°, c = 0.9 in methanol(lit.)

optical activity

-

color

white

color

-

color

white

color

white

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.

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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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