SML3316
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:
Molecular Weight:
376.47
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
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)
SMILES string
NS(C1=CC2=C(NC(C3=CC=CC4=C3C=CC=C4)C5C2C=CC5)C=C1)(=O)=O
InChI key
SIZWDJIHABLBSP-UHFFFAOYSA-N
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 2 mg/mL, clear
storage temp.
2-8°C
Quality Level
Related Categories
Biochem/physiol Actions
α7nAChR positive allosteric modulator
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
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Marta Quadri et al.
The Journal of pharmacology and experimental therapeutics, 367(2), 203-214 (2018-08-17)
Chronic pain and inflammatory diseases can be regulated by complex mechanisms involving α7 nicotinic acetylcholine receptors (nAChRs), making this subtype a promising drug target for anti-inflammatory therapies. Recent evidence suggests that suchtreatment of inflammatory pain may rely on metabotropic-like rather
Agonist activation of alpha7 nicotinic acetylcholine receptors via an allosteric transmembrane site.
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
Jens Halvard Grønlien et al.
Molecular pharmacology, 72(3), 715-724 (2007-06-15)
Selective modulation of alpha7 nicotinic acetylcholine receptors (nAChRs) is thought to regulate processes impaired in schizophrenia, Alzheimer's disease, and other dementias. One approach to target alpha7 nAChRs is by positive allosteric modulation. Structurally diverse compounds, including PNU-120596, 4-naphthalene-1-yl-3a,4,5,9b-tetrahydro-3-H-cyclopenta[c]quinoline-8-sulfonic acid amide
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