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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

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

Signal Word

Danger

Hazard Statements

H314

Precautionary Statements

P280 - P305 + P351 + P338 - P310

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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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