84102-68-1Relevant academic research and scientific papers
Synthesis and antiprotozoal activity of cationic 2-phenylbenzofurans
Bakunov, Stanislav A.,Bakunova, Svetlana M.,Wenzler, Tanja,Barszcz, Todd,Werbovetz, Karl A.,Brun, Reto,Tidwell, Richard R.
experimental part, p. 6927 - 6944 (2009/11/30)
A series of cationically substituted 2-phenylbenzofurans 1-49 have been synthesized, and their in vitro antiprotozoal properties against Trypanosoma brucei rhodesiense, Plasmodium falciparum, and Leishmania donovani, as well as cytotoxicity against mammalian cells, have been evaluated. Eight dications exhibited antitrypanosomal activities comparable to that of pentamidine and melarsoprol. Twenty-six compounds were more active than pentamidine, and seven dications demonstrated increased activities against P. falciparum than artemisinin. Five congeners were more active against L. donovani than pentamidine. Introduction of methoxy or hydroxy groups in the 7- and/or 2′-position afforded derivatives that were highly selective against T. b. rhodesiense, P. falciparum, and L. donovani. Fourteen 2-phenylbenzofurans displayed excellent in vivo efficacies in the acute mouse model of trypanosomiasis, curing 3/4 or 4/4 animals at 4 x 5 mg/kg. Diamidine 1 and di(N-isopropyl)amidine 45, administered at 4 x 1 mg/kg, exhibited potency comparable to that of melarsoprol, providing 3/4 and 2/4 cures, respectively.
Syntheses of Biscationic, Trypanocidal 1-Benzofuran Compounds
Dann, Otto,Char, Helmut,Griessmeier, Helmut
, p. 1836 - 1869 (2007/10/02)
2-Phenyl-1-benzofurans with the substituents Br, NO2, CN, and -NH2, -NH-C(=NH)-NH2, -C(=NH)-NH2, in 4',5-position were synthesized. - For arylated formamidine derivatives a simple new preparation was found by reacting amine hydrochlorides with dimethylformamide in the presence of cyanamide. - Based on 5- or 6-cyano-1-benzofuran-2-carboxylates a series of α,ω-bis(1-benzofuran-2-yl) derivatives with cyano-, amidino-, or imidazolinyl groups in 5- or 6-position was prepared.
