913530-53-7Relevant articles and documents
Synthesis and structural characterization of three phenylsulfonyl derivatives: Influence of halogen substituents on the intermolecular interactions
Castera,Crozet,Giorgi,Vanelle
, p. 831 - 836 (2007)
Synthesis and X-ray structural determination of three halogenated nitroimidazo[1,2-a]pyridine phenylsulfonyl derivatives are reported. (2) is monoclinic P21/c with a = 9.6679(1), b = 11.3642(2), c = 15.2189(2)A, β = 105.9053(7)°; (3) is triclin
Targeting the human parasite Leishmania donovani: Discovery of a new promising anti-infectious pharmacophore in 3-nitroimidazo[1,2-a]pyridine series
Castera-Ducros, Caroline,Paloque, Lucie,Verhaeghe, Pierre,Casanova, Magali,Cantelli, Christophe,Hutter, Sébastien,Tanguy, Floriane,Laget, Michèle,Remusat, Vincent,Cohen, Anita,Crozet, Maxime D.,Rathelot, Pascal,Azas, Nadine,Vanelle, Patrice
, p. 7155 - 7164 (2013/11/06)
We report herein the discovery of antileishmanial molecules based on the imidazo[1,2-a]pyridine ring. In vitro screenings of imidazopyridines belonging to our chemical library, toward the promastigotes stage of Leishmania donovani, J774A.1 murine and HepG2 human cells, permitted to identify three selective hit-compounds (12, 20 and 28). New derivatives were then synthesized to allow structure-activity and -toxicity relationships analyses, enabling to characterize a lead-compound (44) displaying both a high potency (IC 50 = 1.8 μM) and a good selectivity index, in comparison with three antileishmanial reference drug-compounds (amphotericin B, miltefosine and pentamidine). Moreover, lead-compound 44 also exhibits good in vitro activity against the intracellular amastigote stage of L. donovani. Thus, the 6-halo-3-nitro-2-(phenylsulfonylmethyl)imidazo[1,2-a]pyridine scaffold appears as a new promising selective antileishmanial pharmacophore, especially when substituted at position 8 by a bromine atom.
Efficient synthesis of new 8-aryl tricyclic pyridinones
Castera-Ducros, Caroline,Crozet, Maxime D.,Vanelle, Patrice
, p. 2777 - 2783 (2008/02/05)
New tricyclic pyridinones were synthesized from 6-bromo-2-chloromethyl-3- nitroimidazo[1,2-a]pyridine in four steps involving a Suzuki-Miyaura cross-coupling reaction and a direct olefination with diethyl ketomalonate as key steps. Subsequent one-pot redu