960250-75-3Relevant academic research and scientific papers
Bis-14-membered ring diketal diamines: Synthesis and evaluation of their anti-HIV and anti-tumoral activities
Affani, Radouane,Pelissier, Franck,Aubertin, Anne-Marie,Dugat, Denise
experimental part, p. 3138 - 3146 (2009/12/01)
Chiral and achiral macrocyclic bis-diketal diamines, analogs of bicyclam AMD 3100, were synthesized in three steps from the previously obtained 14-membered ring diketal dilactams. Their monoreduction with lithium aluminium hydride gave the corresponding d
Macrocyclic 14-membered ring diketal diamines: Synthesis, conformational analysis and 99mTc radiolabeling evaluation
Affani, Radouane,Auzeloux, Philippe,Madelmont, Jean-Claude,Dugat, Denise
experimental part, p. 2039 - 2048 (2009/04/04)
Chiral and achiral macrocyclic diketal diamines, analogs of cyclams, were synthesized from the previously obtained corresponding diketal dilactams by reduction with lithium aluminum hydride in the presence of a trace amount of triethylamine. In the (15-30)×10-3 M concentration range, the reaction led mainly to the expected doubly reduced compounds except in the trans-OMe substituted series (R = Ph, Me), in which it partially stopped at the single reduction stage. A conformational study conducted by liquid NMR spectroscopy and molecular mechanics calculations showed that the most stable conformations were either set in a rectangular [3434]-type structure for trans-OMe compounds 7b (R = Me) and 10b (R = H) or stabilized by two intramolecular NH...O hydrogen bonds for all the other macrocyclic diamines. Tc-99m radiolabeling with the nitrido-technetium core [TcN] 2+ gave ≈10-20% exchange yields. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
