7189-66-4Relevant academic research and scientific papers
Superelectrophilic chemistry of imidazoles
Sheets, Matthew R.,Li, Ang,Bower, Edward A.,Weigel, Andrew R.,Abbott, Matthew P.,Gallo, Robert M.,Mitton, Adam A.,Klumpp, Douglas A.
experimental part, p. 2502 - 2507 (2009/07/25)
The mechanistic and synthetic chemistry of imidazole-based superelectrophiles has been studied. The protonated imidazole ring, or imidazolium group, is shown to enhance the electrophilic reactivity of an adjacent carboxonium group (compared to a related m
Novel nonprostanoid prostacyclin (PGI2) mimetics with heterocyclic moiety
Nagao, Yuuki,Takahashi, Kanji,Torisu, Kazuhiko,Kondo, Kigen,Hamanaka, Nobuyuki
, p. 517 - 523 (2007/10/03)
Structural modification of [2-(2-benzhydryloxyiminopentyl)-1,2,3,4-tetrahydro-5-naphthyloxy]acetic acid (4), previously identified as a PGI2 agonist without a PG skeleton, was examined. Conversion of the oxime moiety in 4 to the pyrazole led to [2-(4-benzhydrylpylazoyl)methyl-1,2,3,4-tetrahydro-5-naphthyloxy]acetic acid (34) which strongly inhibited ADP-induced aggregation of human platelets in vitro.
Synthesis and structure-activity of 4(5)-(2,2-diphenylethyl)imidazoles as new α2-adrenoreceptor antagonists
Cordi,Snyers,Giraud-Mangin,Van der Maesen,Van Hoeck,Beuze,Ellens,Napora,Gillet,Gorissen,Calderon,Remacle,Janssens de Varebeke,Van Dorsser,Roba
, p. 557 - 568 (2007/10/02)
4(5)-(2,2-diphenylethyl)imidazole 6a is described as being a potent (pK(i) = 8.16 for displacement of [3H] p-aminoclonidine) and selective (selectivity = -log (pK(i) α2 - pK(i) α1) = 81) α2-adrenoreceptor antagonist (pA2 = 8.73 versus clonidine in the electrically stimulated guinea pig ileum) with additional activity as a norepinephrine uptake inhibitor (IC50 = 0.3 μM). An investigation of the structure-activity relationships of compounds closely related to 6a has been carried out. This included substitution of the phenyl and imidazole rings and modification of the link between these two ring systems. The various synthetic routes used are described. The affinity and the selectivity of the compounds for the α2 site were determined by studying the displacement of [3H] p-aminoclonidine and [3H] WB-4101 from rat forebrain membranes. The efficacy of the compounds was defined by measuring the antagonism of the clonidine effect on the electrically stimulated guinea pig ileum.
