773836-70-7Relevant articles and documents
Synthesis and biological assays of new H3-antagonists with imidazole and imidazoline polar groups
Mor, Marco,Bordi, Fabrizio,Silva, Claudia,Rivara, Silvia,Zuliani, Valentina,Vacondio, Federica,Morini, Giovanni,Barocelli, Elisabetta,Ballabeni, Vigilio,Impicciatore, Mariannina,Plazzi, Pier Vincenzo
, p. 27 - 34 (2007/10/03)
New histamine H3-receptor antagonists were synthesised and tested on rat brain membranes and on electrically stimulated guinea-pig ileum. The new compounds have a central polar group represented by a 2-alkylimidazole or a 2-thioimidazoline nucleus. The effect of the polar group basicity on the optimal length of the alkyl chain, connecting this group to a 4(5)-imidazolyl ring, was investigated. The best affinity values, obtained by displacement of [3H]-RAMHA from rat brain, were obtained for the 2-alkylimidazole derivatives (2a-f) with tetramethylene chain (pK(i) 8.03-8.97), having an intermediate basicity between that of the previously reported 2- thioimidazoles (1a-i) and that of 2-alkylthioimidazolines (3a-h). In contrast, a general lowering of affinity (pK(i) 5.90-7.63) was observed for compounds of the last series (3a-h), with a complex dependence on the terminal lipophilic group and chain length. (C) 2000 Elsevier Science S.A.