Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

S7936

Sigma-Aldrich

SB 205384

solid

Synonym(s):

4-Amino-7-hydroxy-2-methyl-5,6,7,8-tetrahydrobenzo[b]thieno[2,3-b]pyridine-3-carboxylic acid but-2-ynyl ester

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C17H18N2O3S
CAS Number:
160296-13-9
Molecular Weight:
330.40
MDL number:
MFCD00918851
UNSPSC Code:
12352200
PubChem Substance ID:
24278711
NACRES:
NA.77

form

solid

color

off-white

solubility

DMSO: 18 mg/mL
H2O: insoluble

SMILES string

CC#CCOC(=O)c1c(C)nc2sc3CC(O)CCc3c2c1N

InChI

1S/C17H18N2O3S/c1-3-4-7-22-17(21)13-9(2)19-16-14(15(13)18)11-6-5-10(20)8-12(11)23-16/h10,20H,5-8H2,1-2H3,(H2,18,19)

InChI key

JDTZAGLGBRRCJT-UHFFFAOYSA-N

Application

SB 205384 was used to study GABA-gated currents in rat locus coeruleus neurons.6

Biochem/physiol Actions

SB 205384 is a selective and positive allosteric modulator of non-benzodiazepine site of the GABAA receptor.3 It affects the extrasynaptic GABAA receptors in rat cortical neurons4 and enhances the GABAergic transmission onto pro-opiomelanocortin neurons in mice.5
GABAA receptor modulator selective for the α3β2γ2 subunit combination.

Legal Information

Manufactured and sold under license from GlaxoSmithKline Pharmaceuticals

Storage Class Code

11 - Combustible Solids

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

H J Meadows et al.
British journal of pharmacology, 123(6), 1253-1259 (1998-04-29)
1. SB-205384, and its (+) enantiomer (+)-SB-205384 were tested for their modulatory effects on human GABA(A) receptor subunit combinations expressed in Xenopus oocytes by electrophysiological methods. 2. The slowing of the decay rate induced by SB-205384 on native GABA-activated currents
José Francisco Navarro et al.
Psicothema, 20(1), 144-147 (2008-01-22)
GABA-A receptors are involved in the control of aggressive behaviour. Various studies suggest a role for a1-containing GABA-A receptors in modulating aggression. However, the possible involvement of a3 subunit of GABA-A receptors has not been examined. In this study, we
Sung Kun Chun et al.
Journal of neurophysiology, 104(5), 2321-2328 (2010-09-17)
Adaptive changes in hypothalamic neural circuitry occur in response to alterations in nutritional status. This plasticity at hypothalamic synapses contributes to the control of food intake and body weight. Here we show that genetic ablation of leptin receptor gene expression
Timothy Ing et al.
The European journal of neuroscience, 25(3), 723-734 (2007-02-23)
Miniature GABA(A) receptor-mediated inhibitory postsynaptic currents (mIPSCs) in cortical pyramidal neurons have previously been categorized into two types: small amplitude mIPSCs with a mono-exponential deactivation (mono-mIPSCs) and relatively larger mIPSCs with bi-exponential deactivation (bi-mIPSCs). The aim of this study was
B Hutcheon et al.
The Journal of physiology, 522 Pt 1, 3-17 (2000-01-05)
We examined the maturation of GABAA receptor synapses in cortical pyramidal neurons cultured from embryonic rats. The decay kinetics of GABAA receptor-mediated miniature postsynaptic currents (mPSCs) were compared with those of responses evoked by GABA in excised membrane patches. Fast
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service