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G014

Sigma-Aldrich

S(−)-Baclofen hydrochloride

≥98% (HPLC), solid

Synonym(s):

S(–)-β-(Aminomethyl)-4-chlorobenzenepropanoic acid hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C10H12ClNO2 · HCl
CAS Number:
63701-56-4
Molecular Weight:
250.12
MDL number:
MFCD00078580
UNSPSC Code:
12352200
PubChem Substance ID:
24895007
NACRES:
NA.32

Quality Level

100

assay

≥98% (HPLC)

form

solid

optical activity

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

color

white

solubility

DMSO: >20 mg/mL

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-;/m1./s1

InChI key

WMNUVYYLMCMHLU-DDWIOCJRSA-N

Biochem/physiol Actions

S(−)-Baclofen hydrochloride is a less active enantiomer of baclofen.

Other Notes

Same enantiomer as S(+)-baclofen free base.

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, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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R Paredes et al.
Psychopharmacology, 97(3), 358-364 (1989-01-01)
The behavior effects of racemic baclofen and the R and S enantiomers were studied in order to determine whether the stereospecificity found in receptor binding studies also applies to the behavioral actions of the drug. Racemic and R-baclofen inhibited sexual
E Falch et al.
Journal of neurochemistry, 47(3), 898-903 (1986-09-01)
The affinities of a number of analogues of gamma-aminobutyric acid (GABA) for GABAA and GABAB receptor sites and GABA uptake were studied using rat brain membrane preparations. Studies on the (S)-(+)- and (R)-(-)-isomers of baclofen, 3-hydroxy-4-aminobutyric acid (3-OH-GABA), and 4,5-dihydromuscimol
B Witczuk et al.
Polish journal of pharmacology and pharmacy, 32(2), 187-196 (1980-03-01)
Racemic 3-(p-chlorophenyl)-4-aminobutanoic acid was resolved into enantiomers and their absolute configuration determined. Pharmacological activity of hydrochlorides of the racemic acid and its enantiomers has been determined. The R(+) enantiomer was found to be 4.2-9.2-fold as effective as the S(-) one
Y G Hong et al.
European journal of pharmacology, 196(3), 267-275 (1991-04-24)
In a previous study it was found that i.t. administration of L-baclofen decreased arterial pressure and heart rate while D-baclofen differentially increased arterial pressure. The objective of the present study was to determine which of these effects was blocked by

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