165279-82-3Relevant academic research and scientific papers
Structure-activity relationship studies on benzofuran analogs of propafenone-type modulators of tumor cell multidrug resistance
Ecker,Chiba,Hitzler,Schmid,Visser,Cordes,Csollei,Seydel,Schaper
, p. 4767 - 4774 (2007/10/03)
A series of benzofurylethanolamine analogs of propafenone (1a) have been prepared and evaluated for multidrug resistance-reversing activity in two in vitro assay systems. As for propafenones, an excellent correlation of biological data with calculated lipophilicity values was found for benzofurans, whereby the latter generally had lower activity/lipophilicity ratios. Almost identical slopes of the regression lines were obtained for both propafenones and benzofurans. Multiple linear regression analysis of the complete data set yielded an equation with excellent predictive power (r2(cross-valid) = 0.968). Interaction measurements with artificial membranes indicated that the differences in activity between these two series of compounds are not due to differences in the interaction pattern with biological membranes.
Synthesis and pharmacodynamic activity of 2-(3-(2-phenylethyl)benzofuran-2-yl)-N-propyl-ethanamine
Ecker,Helml,Fleischhacker,Noe,Studenik,Schade,Heistracher
, p. 343 - 348 (2007/10/02)
The benzofuranethanamines 3a and 3b were synthesized and pharmacologically tested to investigate structure-activity relationships with antiarrhythmic compounds. The key-step in the synthesis was the chemoselective reduction of the chloroacetyl-dihydrobenzofurane 5 to chloroethylbenzofurane 9 using triethylsilane/BF3.Et2O. Results of a series of further attempts to reduce 5 are also described. Pharmacological investigations on isolated guinea pig heart muscle preparations showed that 3a exhibits similar negative inotropic and negative chronotropic action in comparison to propafenone and the conformationally restricted benzofurane 1a. In contrast to these substances, however, 3a shows no beta 1-adrenoreceptor blocking activity.
