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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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Gabriele Losi et al.
Neuropharmacology, 46(8), 1105-1113 (2004-04-28)
IDRA-21 (7-chloro-3-methyl-3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide) reduces alpha-amino-3-hydroxy-5-methylisoxazolepropionic acid (AMPA) receptors desensitisation in vitro and restores learning and cognitive impairment in vivo. In this study, we show that in cerebellar granule cells (CGCs) in culture IDRA-21 reduces N-methyl-d-aspartate receptor (NMDAR) whole-cell currents. The
D P Uzunov et al.
Journal of pharmaceutical sciences, 84(8), 937-942 (1995-08-01)
The direct analytical and semipreparative high-performance liquid chromatographic (HPLC) resolution of the enantiomers of IDRA 21 [1,7-chloro-3-methyl-3,4-dihydro-2H-1,2,4-benzothiadiazine S,S-dioxide] is reported. (+/-)-IDRA 21 administered orally to rats subjected to a water maze cognition test elicited a performance enhancing effect. Between the
Mark D Black
Psychopharmacology, 179(1), 154-163 (2005-01-27)
Positive alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) modulators enhance glutamate transmission via the AMPA receptor by altering the rate of desensitization; alone they have no intrinsic activity. They are the only class of compounds known that may pharmacologically separate AMPA subtypes. This manuscript
K A Yamada et al.
Neurobiology of disease, 5(3), 196-205 (1998-12-16)
The diazoxide derivative 7-chloro-3-methyl-3,4-dihydro-2H-1,2,4-benzothiadiazine-S,S-dioxide (IDRA21) enhances memory and learning in rodents, most likely by potentiating AMPAergic synaptic activity. We examined IDRA21's effect upon AMPAergic synaptic currents and whole-cell glutamate currents in cultured rat hippocampal neurons to determine whether IDRA21 was
G Cannazza et al.
Journal of pharmaceutical and biomedical analysis, 23(1), 117-125 (2000-07-18)
Analytical high-performance liquid chromatography (HPLC) methods using derivatized cellulose chiral stationary phases (CSPs) were developed for the separation of the enantiomers of 7-chloro-3-methyl-3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide ((+/-) IDRA21). In previous studies, (+/-) IDRA21 has been found to have an interesting inhibitory effect
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