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IDRA 21

  • Product Name: IDRA 21
  • CasNo: 22503-72-6
  • Purity:
  • Appearance:

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CasNo: 22503-72-6

Molecular Formula: C8H9 Cl N2 O2 S

Quality Factory Supply IDRA21 22503-72-6 Safe Shipping and Reasonable Price

  • Molecular Formula:C8H9 Cl N2 O2 S
  • Molecular Weight:232.691
  • Vapor Pressure:8.98E-07mmHg at 25°C 
  • Melting Point:209 °C(Solv: acetic acid (64-19-7)) 
  • Boiling Point:405.1°Cat760mmHg 
  • PKA:9.78±0.40(Predicted) 
  • Flash Point:198.8°C 
  • PSA:66.58000 
  • Density:1.394g/cm3 
  • LogP:2.93740 

IDRA 21(Cas 22503-72-6) Usage

Chemical Properties

white to off-white crystalline powder

IDRA-21 is a benzothiadiazine derivative and a chiral molecule.

Description IDRA-21 is a synthetic compound recognized as a positive allosteric modulator of the AMPA receptor, a crucial component in excitatory synaptic transmission. By inhibiting AMPA receptor desensitization, IDRA-21 enhances excitatory synaptic strength, potentially leading to improved cognitive function.

Uses

In animal studies, IDRA-21 has demonstrated notable nootropic effects, significantly enhancing learning and memory abilities. It exhibits potent activity, being approximately 10–30 times more effective than aniracetam in reversing cognitive deficits induced by certain compounds. Moreover, its effects can last up to 48 hours after a single dose. These cognitive benefits are attributed to the compound's ability to promote the induction of long-term potentiation between synapses in the brain. While IDRA-21 generally appears safe in normal conditions without causing neurotoxicity, caution is warranted in situations of neuronal damage such as stroke or seizures, where it may exacerbate existing injuries.

Biological Activity

Inhibits AMPA receptor desensitization and enhances cognition by a related mechanism. More able to cross the blood-brain barrier than cyclothiazide (6-Chloro-3,4-dihydro-3-(5-norbornen-2-yl)-2H-1,2,4-benzothiazidiazine-7-sulfonamide-1,1-dioxide ).

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

22503-72-6 Relevant articles

The effects of IDRA 21, a positive modulator of the AMPA receptor, on delayed matching performance by young and aged rhesus monkeys

Jerry J. Buccafusco a, b, Thomas Weiser c, Karin Winter d, Klaus Klinder e, Alvin V. Terry Jr. a, f

, Neuropharmacology Volume 46, Issue 1, January 2004, Pages 10-22

IDRA 21 doubled the charge transfer at a concentration of 70 μM, suggesting that this compound can facilitate excitatory neurotransmission via GluR 1/2 receptors. We next sought to exploit this mechanism of action by examining the drug as a potential cognition-enhancing agent in non-human primates.

7-Chloro-3-methyl-3-4-dihydro-2H-1,2,4 benzothiadiazine S,S-dioxide (IDRA 21): a benzothiadiazine derivative that enhances cognition by attenuating DL-alpha-amino-2,3-dihydro-5-methyl-3-oxo-4-isoxazolepropanoic acid (AMPA) receptor desensitization.

I Zivkovic, D M Thompson, M Bertolino, D Uzunov, M DiBella, E Costa and A Guidotti

, Journal of Pharmacology and Experimental Therapeutics January 1995, 272 (1) 300-309;

In this retention trial, the IDRA 21-treated rats performed considerably better than those that received the vehicle. Moreover, oral IDRA 21 (ED50 = 7.6 microM) attenuated the performance impairment induced by the AMPA receptor antagonist 2,3-dihydroxy-6-nitro-7-sulfamoylbenzo (F) quinoxaline in the water maze test.

22503-72-6 Process route

2-amino-5-chlorobenzenesulfonamide
5790-69-2

2-amino-5-chlorobenzenesulfonamide

acetaldehyde
75-07-0,9002-91-9

acetaldehyde

IDRA 21
22503-72-6,163936-78-5

IDRA 21

Conditions
Conditions Yield
In acetonitrile;
 
With camphorsulfonic acid; In acetonitrile; at 20 ℃; Sealed tube;
 
2-amino-5-chlorobenzenesulfonamide
5790-69-2

2-amino-5-chlorobenzenesulfonamide

ethanol
64-17-5

ethanol

IDRA 21
22503-72-6,163936-78-5

IDRA 21

Conditions
Conditions Yield
With tert.-butylhydroperoxide; at 110 ℃; for 12h;
80%

22503-72-6 Upstream products

  • 5790-69-2
    5790-69-2

    2-amino-5-chlorobenzenesulfonamide

  • 75-07-0
    75-07-0

    acetaldehyde

  • 90794-87-9
    90794-87-9

    4-Chlor-2-acetylsulfamoyl-acetanilid

  • 17800-60-1
    17800-60-1

    2-acetylamino-benzenesulfonic acid acetylamide

22503-72-6 Downstream products

  • 5790-62-5
    5790-62-5

    2-amino-5-chloro-N-ethylbenzenesulfonamide

  • 38443-06-0
    38443-06-0

    5-chloro-2-(ethylamino)benzenesulfonamide

  • 19900-92-6
    19900-92-6

    N-acetyl-5-chloro-2-nitrobenzenesulfonamide

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