I5773
IDRA 21
≥98%
Synonym(s):
7-Chloro-3-methyl-3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide
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About This Item
Empirical Formula (Hill Notation):
C8H9ClN2O2S
CAS Number:
Molecular Weight:
232.69
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
InChI
1S/C8H9ClN2O2S/c1-5-10-7-3-2-6(9)4-8(7)14(12,13)11-5/h2-5,10-11H,1H3
SMILES string
CC1Nc2ccc(Cl)cc2S(=O)(=O)N1
InChI key
VZRNTCHTJRLTMU-UHFFFAOYSA-N
assay
≥98%
Quality Level
Biochem/physiol Actions
Blocks the rapid desensitization of the AMPA receptors and markedly prolongs the decay time of the evoked excitatory post-synaptic current.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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Dean Phillips et al.
Bioorganic & medicinal chemistry, 10(5), 1229-1248 (2002-03-12)
AMPA receptors form a major subdivision of the glutamate receptor family that mediates excitatory synaptic transmission in the brain. Currents through AMPA receptors can be up- or down-regulated by compounds that allosterically modulate receptor kinetics through binding sites distinct from
Ludise Malkova et al.
Neuropharmacology, 60(7-8), 1262-1268 (2010-12-28)
Nootropic agents or cognitive enhancers are purported to improve mental functions such as cognition, memory, or attention. The aim of our study was to determine the effects of two possible cognitive enhancers, huperzine A and IDRA 21, in normal young
I Zivkovic et al.
The Journal of pharmacology and experimental therapeutics, 272(1), 300-309 (1995-01-01)
7-Chloro-3-Methyl-3-4-Dihydro-2H-1,2,4 Benzothiadiazine S,S Dioxide (IDRA 21), which attenuates the rapid autodesensitization of DL-alpha-amino-2,3-dihydro-5-methyl-3-oxo-4-isoxazolepropanoic acid (AMPA)-selective glutamate receptors and increases excitatory synaptic strength, improves cognition (learning and memory), as revealed by its ability to improve performance in water maze and passive
Amy C Arai et al.
Molecular pharmacology, 62(3), 566-577 (2002-08-16)
Alkyl-substituted benzothiadiazides (BTDs) were tested for their effects on (R,S)-alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA)-type glutamate receptors. In excised patches, the 5'-ethyl derivative "D1" blocked the desensitization of AMPA receptor currents during prolonged application of glutamate (EC(50), 36 microM), and it slowed deactivation
D M Thompson et al.
Proceedings of the National Academy of Sciences of the United States of America, 92(17), 7667-7671 (1995-08-15)
We report here on the ability of IDRA 21 and aniracetam, two negative allosteric modulators of glutamate-induced DL-alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) receptor desensitization, to attenuate alprazolam-induced learning deficit in patas monkeys working in a complex behavioral task. In one component of
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