1245932-46-0Relevant academic research and scientific papers
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).
Unusual Cu(I)-catalyzed 1,3-dipolar cycloaddition of acetylenic amides: Formation of bistriazoles
Kwon, Mihyun,Jang, Yujin,Yoon, Sunyoung,Yang, Dongsik,Jeon, Heung Bae
experimental part, p. 1606 - 1609 (2012/04/17)
C-carbamoyl-1,2,3-triazoles have recently attracted much interest due to their potent biological activity. While synthesizing C-carbamoyl-1,2,3-triazoles by the copper(I)-catalyzed 1,3-dipolar cycloaddition of organic azides 1 and acetylenic amides 2, we
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
scheme or table, 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
