1245932-54-0Relevant articles and documents
Synthesis and in vitro evaluation of potential anticancer activity of mono- and bis-1,2,3-triazole derivatives of bis-alkynes
Elamari, Hichem,Slimi, Riadh,Chabot, Guy G.,Quentin, Lionel,Scherman, Daniel,Girard, Christian
, p. 360 - 364 (2013/03/29)
In order to find new molecules with cytotoxic activity against cancer cells, we prepared bis-akyne amides derived from propiolic acid. The bis-alkynes were then transformed in their mono-1,2,3-triazole analogs onto the amide side, due to its greater reactivity, using a catalyst-free Huisgen's reaction. The mono-triazoles were then subjected to the copper (I)-catalyzed version of the previous reaction (CuAAC), using a supported catalyst, to produce bis-triazoles. All products were obtained pure after simple trituration or filtration procedures. All synthetic compounds were tested in vitro for their cytotoxic activity using B16 melanoma cells. Four compounds (7, 23, 25 and 33) showed activities in the micromolar range (21 μM) whereas three compounds (3, 22 and 38) presented activity at low micromolar concentrations (10 μM), and two analogs (2 and 13) were active at nanomolar levels (1 μM).
Chemoselective preparation of disymmetric bistriazoles from bisalkynes
Elamari, Hichem,Meganem, Faouzi,Herscovici, Jean,Girard, Christian
supporting information; experimental part, p. 658 - 660 (2011/03/21)
Best of both worlds, molecules bearing two alkyne groups, activated and unactivated, can selectively react on the activated one in a copper-free version of Huisgen's reaction to form a first triazole ring, with a good selectivity toward the 1,4-isomer, wh
On the reactivity of activated alkynes in copper and solvent-free Huisgens reaction
Elamari, Hichem,Jlalia, Ibtissem,Louet, Charlotte,Herscovici, Jean,Meganem, Faouzi,Girard, Christian
experimental part, p. 1179 - 1183 (2010/11/02)
Terminal alkynes substituted by a carbonyl-type electron-withdrawing group have been found to undergo Huisgens cycloaddition with azides at room temperature in a solvent-free manner; without a need of either heating or catalysis. Metallic salts, other tha