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Merck
모든 사진(1)

주요 문서

SML3300

Sigma-Aldrich

TB21007

≥98% (HPLC)

동의어(들):

3-(2-Hydroxyethylthio)-6,6-dimethyl-1-(thiazol-2-yl)-6,7-dihydrobenzo[c]thiophen-4(5H)-one, 6,6-Dimethyl-3-(2-hydroxyethyl)thio-1-(thiazol-2-yl)-6,7-dihydro-2-benzothiophen-4(5H)-one, 6,7-Dihydro-3-[(2-hydroxyethyl)thio]-6,6-dimethyl-1-(2-thiazolyl)benzo[c]thiophen-4(5H)-one, TB 21007, TB-21007

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About This Item

실험식(Hill 표기법):
C15H17NO2S3
CAS Number:
Molecular Weight:
339.50
UNSPSC 코드:
51111800
NACRES:
NA.77

Quality Level

분석

≥98% (HPLC)

양식

powder

색상

white to beige

solubility

DMSO: 2 mg/mL, clear

저장 온도

2-8°C

SMILES string

O=C1C2=C(SCCO)SC(C3=NC=CS3)=C2CC(C1)(C)C

InChI

1S/C15H17NO2S3/c1-15(2)7-9-11(10(18)8-15)14(20-6-4-17)21-12(9)13-16-3-5-19-13/h3,5,17H,4,6-8H2,1-2H3

InChI key

QILRYFCEXLFIDS-UHFFFAOYSA-N

생화학적/생리학적 작용

Gamma-aminobutyric acid type A receptor GABA(A) alpha 5 (α5) subtype-selective inverse agonist/negative allosteric modulator (NAM) in vitro and in vivo.
TB21007 is a gamma-aminobutyric acid type A receptor (GABAA) alpha 5 (α5) subtype-selective (αβ3γ2 Ki in nM = 1.6/α5, 20/α1, 16/α2, 20/α3) negative allosteric modulator (NAM)/inverse agonist (% inhibition at 100 nM = 51/α5, 21/α1, 1/α2, 3/α3, using L(tk-) fibroblast expressing β3γ2 with respective α subunit). TB21007 enhances cognitive performance in a hippocampal-dependent memory task in vivo (0.3 mg/kg i.p. in rats; delayed ‘matching-to-place′ Morris water maze test) without the convulsant or proconvulsant activity (3 mg/kg i.p. in mice) observed with nonselective inverse agonists.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


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문서 라이브러리 방문

Mark S Chambers et al.
Journal of medicinal chemistry, 46(11), 2227-2240 (2003-05-16)
In pursuit of a GABA(A) alpha5-subtype-selective inverse agonist to enhance cognition, a series of 6,7-dihydro-2-benzothiophen-4(5H)-ones has been identified as a novel class of GABA(A) receptor ligands. These thiophenes have higher binding affinity for the GABA(A) alpha5 receptor subtype compared to
K McEown et al.
Neuroscience, 252, 169-177 (2013-08-22)
Temporary neuronal inactivation of the ventral hippocampus with the GABAA agonist muscimol suppresses unconditioned fear behavior (anxiety) but inactivation of the dorsal hippocampus does not. On the other hand, inactivating the dorsal hippocampus disrupts fear memory, while inactivating the ventral
Ming Teng Koh et al.
Neurobiology of aging, 91, 1-4 (2020-04-03)
Numerous aging studies have identified a shift in the excitatory/inhibitory (E/I) balance with heightened hippocampal neural activity associated with age-related memory impairment across species, including rats, monkeys, and humans. Neurobiological investigations directed at the hippocampal formation have demonstrated that unimpaired
Yarim E De la Luz-Cuellar et al.
European journal of pharmacology, 858, 172443-172443 (2019-06-11)
The role of spinal α5 subunit-containing GABAA (α5-GABAA) receptors in chronic pain is controversial. The purpose of this study was to investigate the participation of spinal α5-GABAA receptors in the reserpine-induced pain model. Reserpine administration induced tactile allodynia and muscle
Ming Teng Koh et al.
Neuropharmacology, 64, 145-152 (2012-06-27)
A condition of excess activity in the hippocampal formation is observed in the aging brain and in conditions that confer additional risk during aging for Alzheimer's disease. Compounds that act as positive allosteric modulators at GABA(A) α5 receptors might be

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