| Identification | Back Directory | [Name]
6,7-DIHYDRO-3-[(2-HYDROXYETHYL)THIO]-6,6-DIMETHYL-1-(2-THIAZOLYL)-BENZO[C]THIOPHEN-4(5H)-ONE | [CAS]
207306-50-1 | [Synonyms]
TB 21007
6,7-DIHYDRO-3-[(2-HYDROXYETHYL)THIO]-6,6-DIMETHYL-1-(2-THIAZOLYL)-BENZO[C]THIOPHEN-4(5H)-ONE
3-(2-hydroxyethylsulfanyl)-6,6-dimethyl-1-(1,3-thiazol-2-yl)-5,7-dihydro-2-benzothiophen-4-one
Benzo[c]thiophen-4(5H)-one, 6,7-dihydro-3-[(2-hydroxyethyl)thio]-6,6-dimethyl-1-(2-thiazolyl)- | [Molecular Formula]
C15H17NO2S3 | [MDL Number]
MFCD10687100 | [MOL File]
207306-50-1.mol | [Molecular Weight]
339.5 |
| Chemical Properties | Back Directory | [Melting point ]
175-177 °C | [Boiling point ]
544.9±60.0 °C(Predicted) | [density ]
1.39±0.1 g/cm3(Predicted) | [storage temp. ]
Store at +4°C | [solubility ]
DMSO: 100 mM; Ethanol: 25 mM | [form ]
A solid | [pka]
14.22±0.10(Predicted) | [color ]
white to beige | [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 | [InChIKey]
QILRYFCEXLFIDS-UHFFFAOYSA-N | [SMILES]
O=C1C2=C(SCCO)SC(C3=NC=CS3)=C2CC(C1)(C)C |
| Hazard Information | Back Directory | [Description]
TB 21007 is an inverse agonist of α5β3γ2 subunit-containing GABAA receptors (Ki = 1.6 nM). It selectively inhibits α5β3γ2 subunit-containing GABAA receptors over α1-4 and α6 subunit-containing GABAA receptors that also contain β3 and γ2 subunits (Kis = 20, 16, 20, 106, and 1,800 nM, respectively). TB 21007 reduces the latency to find the hidden platform in a matching-to-place variant of the Morris water maze, indicating enhanced spatial memory, in rats when administered at a dose of 0.3 mg/kg. It reduces paw tactile allodynia induced by reserpine in a rat model of fibromyalgia-like pain when administered intrathecally at doses of 1.5, 15, and 150 nmol. | [Uses]
TB 21007 is a selective GABAA α5 receptor inverse agonist which enhances cognition. | [Biological Activity]
GABA A receptor inverse agonist selective for the α 5 -subtype (K i values are 1.6, 16, 20 and 20 nM for α 5, α 2, α 1 and α 3 subtypes respectively). Brain penetrant; enhances cognitive performance in rats in the delayed matching-to-place morris water maze test following i.p. administration. | [storage]
Store at +4°C | [References]
[1] MARK S. CHAMBERS. Identification of a Novel, Selective GABAA α5 Receptor Inverse Agonist Which Enhances Cognition[J]. Journal of Medicinal Chemistry, 2003, 46 11: 2227-2240. DOI: 10.1021/jm020582q
[2] L. BUCHWALDT H G. Phytotoxicity of destruxin B and its possible role in the pathogenesis of Alternaria brassicae[J]. Plant Pathology, 1992, 41 1: 55-63. DOI: 10.1111/j.1365-3059.1992.tb02316.x |
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BOC Sciences
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https://www.bocsci.com |
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Merck KGaA
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www.sigmaaldrich.cn |
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