Synthesis of 3,4-dihydro-2H-1,2,4-benzo-thiadiazine 1,1-dioxide derivatives as potential allosteric modulators of AMPA/kainate receptors

J Med Chem. 2002 Jun 6;45(12):2355-7. doi: 10.1021/jm025510d.

Abstract

A series of 3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide derivatives were synthesized and evaluated for their activity as allosteric modulators of kainate-activated currents in primary cultures of cerebellar granule neurons. Substitution of different groups at the 3-position of the benzothiadiazine ring distinguished between positive and negative allosteric modulatory properties.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Allosteric Regulation
  • Animals
  • Benzothiadiazines / chemical synthesis*
  • Benzothiadiazines / chemistry
  • Benzothiadiazines / pharmacology
  • Cell Line
  • Cerebellum / cytology
  • Excitatory Amino Acid Agonists / pharmacology
  • Kainic Acid / pharmacology
  • Patch-Clamp Techniques
  • Rats
  • Receptors, AMPA / drug effects*
  • Receptors, AMPA / physiology
  • Receptors, Kainic Acid / drug effects*
  • Receptors, Kainic Acid / physiology
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • 3,4-dihydro-1,2,4-benzothiadiazine-1,1-dioxide
  • Benzothiadiazines
  • Excitatory Amino Acid Agonists
  • Receptors, AMPA
  • Receptors, Kainic Acid
  • Kainic Acid