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I5773

Sigma-Aldrich

IDRA 21

≥98%

Synonyme(s) :

7-Chloro-3-methyl-3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide

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About This Item

Formule empirique (notation de Hill):
C8H9ClN2O2S
Numéro CAS:
22503-72-6
Poids moléculaire :
232.69
Numéro MDL:
MFCD00270874
Code UNSPSC :
12352200
ID de substance PubChem :
24896078
Nomenclature NACRES :
NA.77

Pureté

≥98%

Chaîne SMILES 

CC1Nc2ccc(Cl)cc2S(=O)(=O)N1

InChI

1S/C8H9ClN2O2S/c1-5-10-7-3-2-6(9)4-8(7)14(12,13)11-5/h2-5,10-11H,1H3

Clé InChI

VZRNTCHTJRLTMU-UHFFFAOYSA-N

Actions biochimiques/physiologiques

Blocks the rapid desensitization of the AMPA receptors and markedly prolongs the decay time of the evoked excitatory post-synaptic current.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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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
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
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
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
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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