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SML3316

Sigma-Aldrich

TQS

≥98% (HPLC)

Synonym(s):

3a,4,5,9b-Tetrahydro-4-(1-naphthalenyl)-3H-cyclopenta[c]quinoline-8-sulfonamide

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About This Item

Empirical Formula (Hill Notation):
C22H20N2O2S
CAS Number:
353483-92-8
Molecular Weight:
376.47
MDL number:
MFCD01080566
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

NS(C1=CC2=C(NC(C3=CC=CC4=C3C=CC=C4)C5C2C=CC5)C=C1)(=O)=O

InChI

1S/C22H20N2O2S/c23-27(25,26)15-11-12-21-20(13-15)17-8-4-10-19(17)22(24-21)18-9-3-6-14-5-1-2-7-16(14)18/h1-9,11-13,17,19,22,24H,10H2,(H2,23,25,26)

InChI key

SIZWDJIHABLBSP-UHFFFAOYSA-N

Biochem/physiol Actions

TQS is a type-II positive allosteric modulator of α7 nAChR. TQS potentiates agonist-invoked responses, and dramatically reduces the rate of desensitization of α7 nAChR. The compound has no agonist activity alone. The EC50 for potentiation of submaximal doses of acetylcholine is 6.2µM.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Jaskiran K Gill et al.
Proceedings of the National Academy of Sciences of the United States of America, 108(14), 5867-5872 (2011-03-26)
Conventional nicotinic acetylcholine receptor (nAChR) agonists, such as acetylcholine, act at an extracellular "orthosteric" binding site located at the interface between two adjacent subunits. Here, we present evidence of potent activation of α7 nAChRs via an allosteric transmembrane site. Previous

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