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Synthesis and Analgesic and Anti-Inflammatory Activities of (3,3-Dipropyl-6,7-Dimethoxy-3,4-Dihydroisoquinolin-1(2H)-Ylidene)-Acetamide Hydrochlorides

  • A. S. YusovEmail author
  • S. V. Chashchina
  • A. G. Mikhailovskii
  • I. P. Rudakova
Article
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Cyclocondensation of 4-(3,4-dimethoxybenzyl)heptan-4-ol with N-substituted cyanoacetamide was used to synthesize (3,3-dipropyl-6,7-dimethoxy-3,4-dihydroisoquinolin-2(2H)-ylidene)acetamides. The hydrochlorides of the resulting enaminoamides exist in the imino form. All hydrochlorides displayed analgesic effects in the hotplate test at the level of sodium metamizole, and the most active were the amide with the N-substituted 2-(3,4-dimethyoxyphenyl)ethyl radical, which had greater levels of analgesic activity than metamizole and nimesulide. Many of the resulting amides displayed anti-inflammatory effects in a carragheenan model which were comparable in magnitude to those of sodium metamizole.

Keywords

cyclocondensation 4-(3,4-dimethoxybenzyl)heptan-4-ol N-substituted cyanoacetamides (3,3-dipropyl-6,7-dimethoxy-3,4-dihydroisoquinolin-1(2H)-yliden)acetamides hydrochlorides analgesic effects hotplate test anti-inflammatory effect carragheenan model sodium metamizole 

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Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2019

Authors and Affiliations

  • A. S. Yusov
    • 1
    Email author
  • S. V. Chashchina
    • 1
  • A. G. Mikhailovskii
    • 1
  • I. P. Rudakova
    • 1
  1. 1.Perm State Pharmaceutical AcademyPermRussia

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