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MilliporeSigma

A6566

Sigma-Aldrich

2-Hydroxysaclofen

≥98% (TLC), solid

Synonym(s):

3-Amino-2-(4-chlorophenyl)-2-hydroxypropanesulfonic acid

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About This Item

Empirical Formula (Hill Notation):
C9H12ClNO4S
CAS Number:
117354-64-0
Molecular Weight:
265.71
MDL number:
MFCD00069282
UNSPSC Code:
12352200
PubChem Substance ID:
24278170
NACRES:
NA.32

Key Documents

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Quality Level

200

assay

≥98% (TLC)

form

solid

color

white

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

SMILES string

NCC(O)(CS(O)(=O)=O)c1ccc(Cl)cc1

InChI

1S/C9H12ClNO4S/c10-8-3-1-7(2-4-8)9(12,5-11)6-16(13,14)15/h1-4,12H,5-6,11H2,(H,13,14,15)

InChI key

WBSMZVIMANOCNX-UHFFFAOYSA-N

Gene Information

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

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Biochem/physiol Actions

Potent and selective antagonist at GABAB receptors.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

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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Certificates of Analysis (COA)

Lot/Batch Number
071M1618V
037K3786
113H3912
054K3789

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K Obrietan et al.
Journal of neurophysiology, 82(1), 94-102 (1999-07-13)
In the mature nervous system excitatory neurotransmission mediated by glutamate is balanced by the inhibitory actions of GABA. However, during early development, GABA acting at the ligand-gated GABAA Cl- channel also exerts excitatory actions. This raises a question as to
D R Curtis et al.
Neuroscience letters, 92(1), 97-101 (1988-09-23)
When administered microelectrophoretically, a sulphonic acid derivative of baclofen, 3-amino-2-(4-chlorophenyl)-2-hydroxy-propylsulphonic acid, reversibly reduced the presynaptic reduction by (-)-baclofen of the monosynaptic excitation of spinal interneurones by impulses in low threshold primary afferent fibres of the cat as well as the
Matthew S Stratton et al.
PloS one, 9(8), e106015-e106015 (2014-08-28)
Neurons of the paraventricular nucleus of the hypothalamus (PVN) regulate the hypothalamic- pituitary-adrenal (HPA) axis and the autonomic nervous system. Females lacking functional GABA(B) receptors because of a genetic disruption of the R1 subunit have altered cellular characteristics in and
Tina Gjoni et al.
European journal of pharmacology, 603(1-3), 37-41 (2008-12-27)
It has been estimated that only 15% of the compounds classified as silent G protein-coupled receptor antagonists are indeed devoid of either positive or negative intrinsic efficacy. Considering that 40% of all drugs on the market target G protein-coupled receptors
Pei-Lu Yi et al.
Journal of biomedical science, 14(2), 285-297 (2006-12-08)
The sedative-hypnotic medications, including benzodiazepines and non-benzodiazepines, are the most common treatments for insomnia. However, concerns regarding patterns of inappropriate use, dependence and adverse effects have led to caution in prescribing those sedative-hypnotic medications. On the other hand, a traditional
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