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
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
Assay
≥98%
SMILES string
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
InChI key
VZRNTCHTJRLTMU-UHFFFAOYSA-N
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 Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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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
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
A Arai et al.
Neuroreport, 7(13), 2211-2215 (1996-09-02)
IDRA 21 (7-chloro-3-methyl-3,4-dihydro-2H-1,2,4-benzothiadiazine S,S-dioxide) has been reported to modulate AMPA receptor kinetics and to improve memory in certain animal models. In the present study, its effects on synaptic transmission and long-term potentiation (LTP) were tested in hippocampal slices. IDRA 21
G Puia et al.
Progress in neuro-psychopharmacology & biological psychiatry, 24(6), 1007-1015 (2000-10-21)
1. Patch-clamp technique was used in primary cultures of cerebellar granule neurons to study the modulation of the cyclothiazide analogue (IDRA21) and of the diazoxide derivative (IDRA 5) on KA-evoked currents. 2. The dose-response of kainic acid (KA) reveals an
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
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