Synthesis of new aryl(hetaryl)-substituted tandospirone analogues with potential anxiolytic activity via reductive Heck type hydroarylations

GÜNKARA Ö. T., Sucu B. O., Ocal N., Kaufmann D. E.

CHEMICAL PAPERS, cilt.67, sa.6, ss.643-649, 2013 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 67 Sayı: 6
  • Basım Tarihi: 2013
  • Doi Numarası: 10.2478/s11696-013-0338-4
  • Dergi Adı: CHEMICAL PAPERS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.643-649
  • Anahtar Kelimeler: tandospirone, arylpiperazines, C-C coupling, hydroarylation, heterocycles, SUBSTITUTED TRICYCLIC IMIDES, DOPAMINE D3 RECEPTOR, UNSATURATED DICARBOXIMIDES, PHARMACOLOGICAL AGENTS, EPIBATIDINE, DERIVATIVES, CHEMISTRY, AFFINITY, NUCLEUS, AGONIST
  • Yıldız Teknik Üniversitesi Adresli: Evet

Özet

Tandospirone (I), developed as an anxiolytic drug, is an aryl-piperazine compound that binds to both 5-HT1A and dopamine D4 receptors. Palladium-catalysed hydroarylation reactions of tandospirone analogues containing an oxygen bridge and 3-(trifluoromethyl)phenyl or 2,3-dichlorophenyl groups were studied in order to find a new stereoselective access to a series of new exo-aryl(hetaryl)-substituted derivatives with potential biological activity.