<p>The reaction of the angular dihydrofuranocoumarin peucenidin and secondary amines with brief heating in MeCN in the presence of <i>N</i>-dimethylaminopyridine gave the corresponding 9<i>β</i>-amino-substituted 8<i>β</i>-(2-senecioyloxypropan-2-yl)dihydrofuranocoumarins. The reaction of peucenidin (<b>1</b>) and the methyliminium salt generated <i>in situ</i> from bis(dimethylamino)methane synthesized the corresponding 9-dimethylaminomethyl derivative of dihydrofuranocoumarin, for which sedative activity was found using thiopental-induced sleep and open-field tests.</p>

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Synthesis of N-Containing Derivatives of the Furanocoumarin Peucenidin. Sedative Activity of the 9-(Dimethylaminomethyl) Derivative of 8,9-Dihydrofuranocoumarin

  • V. V. Taraskin,
  • E. E. Shults,
  • S. M. Gulyaev,
  • L. D. Radnaeva,
  • T. N. Petrova,
  • Yu. N. Nikolaev

摘要

The reaction of the angular dihydrofuranocoumarin peucenidin and secondary amines with brief heating in MeCN in the presence of N-dimethylaminopyridine gave the corresponding 9β-amino-substituted 8β-(2-senecioyloxypropan-2-yl)dihydrofuranocoumarins. The reaction of peucenidin (1) and the methyliminium salt generated in situ from bis(dimethylamino)methane synthesized the corresponding 9-dimethylaminomethyl derivative of dihydrofuranocoumarin, for which sedative activity was found using thiopental-induced sleep and open-field tests.