115368-12-2Relevant academic research and scientific papers
Design and synthesis of pyrrolo[2,1-c][1,4]benzodiazepine (PBD)- polyaminoalkyl conjugates by the use of SNAr reaction of 2-nitro-5-fluorobenzoate precursor as key reaction
Iida, Hirokazu,Hayashi, Naoto,Lown, J. William,Matsumoto, Kiyoshi
, p. 693 - 711 (2007/10/03)
The design and synthesis of a series of pyrrolo[2,1-c][1,4]benzodiazepine (PBD)- polyaminoalkyl conjugates as DNA minor groove binders are described. To introduce polyaminoalkyl groups to the pyrrolo[2,1-c][1,4]benzodiazepine pharmacophore, SNA
An efficient route to symmetrically and unsymmetrically substituted azamacrocyclic ligands
Pulacchini, Sonia,Watkinson, Michael
, p. 4233 - 4238 (2007/10/03)
An extremely efficient cyclisation protocol has been developed for the synthesis of symmetrically (6) and unsymmetrically substituted (7) derivatives of 1,4,7-triazacyclononane (2). The optimised conditions can be successfully applied to the synthesis of larger macrocycles 15a and 18a. In contrast, the protocol is not generally applicable with benzylamine, and the cyclic carbamates 16 and 19, rather than larger azamacrocycles, are formed, indicating that cyclisation in CH3CN using K2CO3 is highly specific to the formation of 7.
Multi-layer macromonocyclic polyamines. I. Molecular design and synthesis of component monocyclic precursors
Iwata, Masaaki
, p. 693 - 704 (2007/10/03)
We designed 'multi-layer macromonocyclic polyamines' which might be appropriate polymorphismic molecular scaffolds as host-molecules in ionic or molecular interaction with small or large guest ions or molecules. In polymorphismic molecules, several macromonocyclic polyamines with the same and/or different ring sizes and nitrogen contents are connected to each other by alkylene spacers with various length of the chain. Actual target molecules are characterized by possessing methylene chain arrays of natural polyamines, and we have synthesized from simple starting materials fourteen component macromonocycles with various sizes, 12- to 34-membered rings containing three to eight nitrogen atoms, as essential building blocks required for construction of multi-layer molecules. Our method of synthesis was shown to be very efficient. In a final step, the N-protecting benzyl group was successfully removed by hydrogenation on 10%-Pd/C under 4 kg cm-2 H2 to give the cyclic amine precursors, which could be internal and terminal components in the architecture of the multi-layer molecules. The structures of synthesized compounds were characterized and confirmed by EA, 1H NMR, SIMS, and FAB(+) mass spectrometry.
Synthesis of polyaminoalkyl substituted conjugates of pyrrolo[2,1- c][1,4]benzodiazepine involving S(N)Ar reaction of 2-nitro-5-fluorobenzoate precursors
Matsumoto, Kiyoshi,Iida, Hirokazu,Lown, J. William
, p. 1015 - 1020 (2007/10/03)
A synthetic procedure is described for conjugating polyaminoalkyl groups to the pyrrolo[2,1-c][1,4]benzodiazepine pharmacophore in order to alter its characteristic DNA sequence binding preference. To this end S(N)Ar reactions of 2-nitro-5-fluorobenzoate
A convenient synthesis of macrocyclic lactams
Qian, Ligang,Sun, Zhong,Deffo, Tamboue,Mertes, Kristin Bowman
, p. 6469 - 6472 (2007/10/02)
A facile method is described for the synthesis of macrocyclic lactams using dicarboxylic acids and diamines directly in the presence of diphenylphosphoryl azide.
