ChemicalBook > CAS DataBase List > 6,7-DIHYDRO-3-[(2-HYDROXYETHYL)THIO]-6,6-DIMETHYL-1-(2-THIAZOLYL)-BENZO[C]THIOPHEN-4(5H)-ONE

6,7-DIHYDRO-3-[(2-HYDROXYETHYL)THIO]-6,6-DIMETHYL-1-(2-THIAZOLYL)-BENZO[C]THIOPHEN-4(5H)-ONE

Product Name
6,7-DIHYDRO-3-[(2-HYDROXYETHYL)THIO]-6,6-DIMETHYL-1-(2-THIAZOLYL)-BENZO[C]THIOPHEN-4(5H)-ONE
CAS No.
207306-50-1
Chemical Name
6,7-DIHYDRO-3-[(2-HYDROXYETHYL)THIO]-6,6-DIMETHYL-1-(2-THIAZOLYL)-BENZO[C]THIOPHEN-4(5H)-ONE
Synonyms
TB 21007;6,7-DIHYDRO-3-[(2-HYDROXYETHYL)THIO]-6,6-DIMETHYL-1-(2-THIAZOLYL)-BENZO[C]THIOPHEN-4(5H)-ONE;Benzo[c]thiophen-4(5H)-one, 6,7-dihydro-3-[(2-hydroxyethyl)thio]-6,6-dimethyl-1-(2-thiazolyl)-;3-(2-hydroxyethylsulfanyl)-6,6-dimethyl-1-(1,3-thiazol-2-yl)-5,7-dihydro-2-benzothiophen-4-one
CBNumber
CB52454332
Molecular Formula
C15H17NO2S3
Formula Weight
339.5
MOL File
207306-50-1.mol
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6,7-DIHYDRO-3-[(2-HYDROXYETHYL)THIO]-6,6-DIMETHYL-1-(2-THIAZOLYL)-BENZO[C]THIOPHEN-4(5H)-ONE Property

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
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML3300
Product name
TB21007
Purity
≥98% (HPLC)
Packaging
5MG
Price
$78.52
Updated
2025/07/31
Sigma-Aldrich
Product number
SML3300
Product name
TB21007
Purity
≥98% (HPLC)
Packaging
25MG
Price
$386
Updated
2025/07/31
Cayman Chemical
Product number
27674
Product name
TB 21007
Packaging
5mg
Price
$110
Updated
2024/03/01
Cayman Chemical
Product number
27674
Product name
TB 21007
Packaging
25mg
Price
$459
Updated
2024/03/01
Cayman Chemical
Product number
27674
Product name
TB 21007
Packaging
10mg
Price
$195
Updated
2024/03/01
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6,7-DIHYDRO-3-[(2-HYDROXYETHYL)THIO]-6,6-DIMETHYL-1-(2-THIAZOLYL)-BENZO[C]THIOPHEN-4(5H)-ONE Chemical Properties,Usage,Production

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

6,7-DIHYDRO-3-[(2-HYDROXYETHYL)THIO]-6,6-DIMETHYL-1-(2-THIAZOLYL)-BENZO[C]THIOPHEN-4(5H)-ONE Preparation Products And Raw materials

Raw materials

Preparation Products

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6,7-DIHYDRO-3-[(2-HYDROXYETHYL)THIO]-6,6-DIMETHYL-1-(2-THIAZOLYL)-BENZO[C]THIOPHEN-4(5H)-ONE Suppliers

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207306-50-1, 6,7-DIHYDRO-3-[(2-HYDROXYETHYL)THIO]-6,6-DIMETHYL-1-(2-THIAZOLYL)-BENZO[C]THIOPHEN-4(5H)-ONERelated Search:

6,7-DIHYDRO-3-[(2-HYDROXYETHYL)THIO]-6,6-DIMETHYL-1-(2-THIAZOLYL)-BENZO[C]THIOPHEN-4(5H)-ONE

  • 6,7-DIHYDRO-3-[(2-HYDROXYETHYL)THIO]-6,6-DIMETHYL-1-(2-THIAZOLYL)-BENZO[C]THIOPHEN-4(5H)-ONE
  • TB 21007
  • 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)-
  • 207306-50-1
  • C15H17NO2S3