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T7450

Sigma-Aldrich

T62

≥98% (HPLC), crystalline

Synonym(s):

2-Amino-3-(4-chlorobenzoyl)-5,6,7,8-tetrahydrobenzothiophene

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About This Item

Empirical Formula (Hill Notation):
C15H14ClNOS
CAS Number:
40312-34-3
Molecular Weight:
291.80
MDL number:
MFCD02738687
UNSPSC Code:
12352204
PubChem Substance ID:
24724635

Quality Level

100

assay

≥98% (HPLC)

form

crystalline

color

orange

solubility

DMSO: ~20 mg/mL
H2O: insoluble

storage temp.

2-8°C

SMILES string

Nc1sc2CCCCc2c1C(=O)c3ccc(Cl)cc3

InChI

1S/C15H14ClNOS/c16-10-7-5-9(6-8-10)14(18)13-11-3-1-2-4-12(11)19-15(13)17/h5-8H,1-4,17H2

InChI key

OTZVBZFYMFTYKH-UHFFFAOYSA-N

Gene Information

human ... ADORA1(134)

Biochem/physiol Actions

Studies in carrageenin-inflamed rats have reported that T62 can reverse thermal hypersensitivity. T62 has also been reported to reduce mechanical allodynia and induce drug tolerance over time in rat models of neuropathic pain.
Allosteric enhancer of A1 adenosine receptor.

Preparation Note

T62 is soluble in DMSO at approximately 20 mg/ml and is insoluble in water.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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’.

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Xinhui Li et al.
The Journal of pharmacology and experimental therapeutics, 305(3), 950-955 (2003-02-28)
Activation of adenosine A1 receptors by endogenous adenosine or synthetic agonists produces antinociception in animal models of acute pain and also reduces hypersensitivity in models of inflammatory and nerve-injury pain. Allosteric adenosine modulators facilitate and potentiate the action of adenosine
Hideaki Obata et al.
Anesthesiology, 100(5), 1258-1262 (2004-04-29)
Intrathecal adenosine has antinociceptive effects under conditions of hypersensitivity. T62 (2-amino-3-(4-chlorobenzoyl)-5,6,7,8-tetrahydrobenzothiophen) is an allosteric adenosine receptor modulator that enhances adenosine binding to the A1 receptor. Intrathecal T62 reduces hypersensitivity to mechanical stimuli in a rat model of neuropathic pain by
Xinhui Li et al.
Anesthesiology, 100(4), 956-961 (2004-04-17)
The positive allosteric adenosine receptor modulator, T62 (2-amino-3-(4-chlorobenzoyl)-5,6,7,8-tetrahydrobenzothiophene), has been shown to reduce mechanical allodynia in a rat model of neuropathic pain. However, whether chronic oral T62 retains efficacy in this pain model has not been examined. Therefore, the authors
Willem Soudijn et al.
Drug discovery today, 9(17), 752-758 (2004-09-29)
Allosteric modulation of G protein-coupled receptors has recently been recognized as an alternative approach to gain selectivity in drug action. In this overview, allosteric modulators that enhance or diminish the effects of (endogenous) agonists or antagonists on a variety of
Sarah R Bilskey et al.
SLAS technology, 25(5), 494-504 (2020-03-01)
The quantitation of sugars, including glucose, the primary fermentable sugar; maltose (DP2); and maltotriose (DP3), is a standard procedure during the corn-to-ethanol fermentation process. The quantitation of glucose by the Megazyme Assay utilizing glucose oxidase and peroxidase enzymes (GOPOD) and

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