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7-Chloro-3,4-dihydro-3-methyl-2H-1,2,4-benzothiadiazine 1,1-dioxide
Synonyms IDRA 21
Solubility: Sparingly Soluble (0.93 g/L) (25 ºC), Calc.*
Molecular Formula C8H9ClN2O2S
Molecular Weight 232.69
CAS Registry Number 22503-72-6
Storage Store at room temperature
Properties
Melting point 209 ºC (acetic acid )**
Introduction
IDRA-21 is an ampakine drug and a benzothiadiazine derivative. IDRA-21 is a chiral molecule, with (+)-IDRA-21 being the active form.
IDRA-21 shows nootropic effects in animal studies, significantly improving learning and memory. It is around 10-30 times more potent than aniracetam in reversing cognitive deficits, and produces sustained effects lasting for up to 48 hours after a single dose. The mechanism for this action is thought to be through promoting the induction of long-term potentiation between synapses in the brain.
IDRA-21 does not produce neurotoxicity under normal conditions, although it may worsen neuronal damage following global ischemia after stroke or seizures.
In comparison to the benzoylpiperidine derived ampakine drugs, IDRA-21 was more potent than CX-516, but less potent than CX-546.[8] Newer benzothiadiazide derivatives with greatly increased potency compared to IDRA-21 have been developed,but these have not been researched to the same extent, with the benzoylpiperidine and benzoylpyrrolidine CX-series of drugs being favoured for clinical development, most likely due to more favourable toxicity profiles at high doses.
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