S7936
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
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About This Item
Empirical Formula (Hill Notation):
C17H18N2O3S
CAS Number:
Molecular Weight:
330.40
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
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
GABAA receptor modulator selective for the α3β2γ2 subunit combination.
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
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
Regulatory Information
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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
Laura S Heidelberg et al.
The Journal of pharmacology and experimental therapeutics, 347(1), 235-241 (2013-08-02)
Many drugs used to treat anxiety are positive modulators of GABAA receptors, which mediate fast inhibitory neurotransmission. The GABAA receptors can be assembled from a combination of at least 16 different subunits. The receptor's subunit composition determines its pharmacologic and
H J Meadows et al.
British journal of pharmacology, 121(7), 1334-1338 (1997-08-01)
1. 4-Amino-7-hydroxy-2-methyl-5,6,7,8,-tetrahydrobenzo[b]thieno[2,3-b]pyrid ine-3-carboxylic acid, but-2-ynyl ester (SB-205384) and other gamma-aminobutyric acid(A) (GABA(A)) receptor modulators were tested for their effects on GABA-activated chloride currents in rat cerebellar granule cells by use of the whole-cell patch clamp technique. 2. The major effect
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
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