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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

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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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
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
Nonna A Otmakhova et al.
Journal of neurophysiology, 92(4), 2027-2039 (2004-05-28)
CA1 pyramidal cells receive two major excitatory inputs: the perforant path (PP) terminates in the most distal dendrites, whereas the Schaffer collaterals (SC) terminate more proximally. We have examined the mechanism of the afterhyperpolarization (AHP) that follows single subthreshold excitatory
María M Bonaventura et al.
European journal of pharmacology, 677(1-3), 188-196 (2012-01-03)
γ-Aminobutyric acid (GABA) inhibits insulin secretion through GABA(B) receptors in pancreatic β-cells. We investigated whether GABA(B) receptors participated in the regulation of glucose homeostasis in vivo. BALB/c mice acutely pre-injected with the GABA(B) receptor agonist baclofen (7.5mg/kg, i.p.) presented glucose
Fu-Sun Lo et al.
Journal of neurophysiology, 87(3), 1175-1185 (2002-03-06)
Using intracellular recordings in an isolated (in vitro) rat brain stem preparation, we examined the synaptic responses of developing relay neurons in the dorsal lateral geniculate nucleus (LGN). In newborn rats, strong stimulation of the optic tract (OT) evoked excitatory
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