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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

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

Certificates of Analysis (COA)

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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
E N Backes et al.
Neurochemical research, 33(3), 459-467 (2007-10-19)
Recent evidence has suggested that compounds affecting GABAergic transmission may provide useful pharmacological tools for the treatment of cocaine addiction. Using a rat model of self-administration, the present study examined the effects of GABA agonists and antagonists injected directly into
Satoshi Ikemoto
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 30(6), 1088-1095 (2005-02-04)
The supramammillary nucleus (SUM), a dorsal layer of the mammillary body, has recently been implicated in positive reinforcement. The present study examined whether GABA(A) receptors in the SUM or adjacent regions are involved in primary reinforcement using intracranial self-administration procedures.
Graciela N Balerio et al.
Pharmacological research, 46(3), 281-286 (2002-09-11)
The effect of baclofen, a GABA(B) agonist, has been studied in the hot plate test in mice, to analyze the possible involvement of the GABAergic system in baclofen analgesia. Baclofen (1-3 mg kg(-1) intraperitoneal (i.p.)) was found to elicit a
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
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