Abstract
A series of 1-substituted pyrrolidin-2-one and pyrrolidine derivatives were synthesised and tested for electrocardiographic, antiarrhythmic, and antihypertensive activity as well as for alpha(1)- and alpha(2)-adrenoceptors binding affinities. Among the newly synthesised derivatives several compounds with 3-(4-arylpiperazin-1-yl)propyl moiety displayed strong antiarrhythmic (7a-12a) and antihypertensive (7a-11a) activities. Compound 11a, 1-[2-acetoxy-3-[4-(2-methoxyphenyl)piperazin-1-yl]propyl]pyrrolidin-2-one, was the most potent in this series. The pharmacological results and binding studies suggest that their antiarrhythmic and hypotensive effects may be related to their alpha-adrenolytic properties, and that those properties depend on the presence of the 1-phenylpiperazine moiety with a methoxy- or chloro- substituent in the ortho position in the phenyl ring.
References
Jul 23, 1993·Journal of Medicinal Chemistry·J W ChernC H Chan
Jul 1, 1997·Archiv der Pharmazie·B FilipekL Antkiewicz-Michaluk
Aug 14, 1998·Journal of Medicinal Chemistry·J W ChernJ K Rong
Jul 14, 2000·Journal of Medicinal Chemistry·J C BarrowC Forray
Citations
Feb 7, 2012·Medicinal Chemistry Research : an International Journal for Rapid Communications on Design and Mechanisms of Action of Biologically Active Agents·Alicja Nowaczyk, Katarzyna Kulig
Oct 16, 2010·Naunyn-Schmiedeberg's Archives of Pharmacology·Jacek SapaKatarzyna Kulig
Jul 29, 2003·Biomedical Chromatography : BMC·Katarzyna Kulig, Barbara Malawska
May 19, 2006·Biomedical Chromatography : BMC·Katarzyna Kulig, Barbara Malawska
Jul 25, 2008·Biomedical Chromatography : BMC·Katarzyna KuligBarbara Malawska
Nov 29, 2011·Chirality·Bakhtiyor RasulevJerzy Leszczynski
Apr 26, 2016·European Journal of Medicinal Chemistry· Shagufta, Irshad Ahmad
Sep 27, 2005·Il Farmaco·Barbara MalawskaDorota Maciag
Mar 4, 2014·European Journal of Medicinal Chemistry·Imtiaz KhanAamer Saeed
Dec 2, 2004·European Journal of Medicinal Chemistry·Tomasz DylagKatarzyna Kieć-Kononowicz
May 21, 2008·Bioorganic & Medicinal Chemistry·Jadwiga HandzlikKatarzyna Kieć-Kononowicz
May 24, 2011·Pharmacological Reports : PR·Jacek SapaLeszek Nowiński
Sep 7, 2007·Archiv der Pharmazie·Katarzyna KuligBarbara Malawska
Feb 2, 2008·Archiv der Pharmazie·Henryk MaronaEdward Szneler
Apr 3, 2010·Pharmacological Reports : PR·Katarzyna KuligBarbara Malawska
Apr 12, 2010·Molecular Informatics·Alicja NowaczykBarbara Malawska
Nov 3, 2015·Archiv der Pharmazie·Paula ZarębaKatarzyna Kulig
May 25, 2011·European Journal of Pharmacology·Jacek Sapa, Monika Kubacka