Synthesis, Characterization, and Binding Property of Isoelectronic Analogues of Nucleobases, B(6)-Substituted 5-Aza-6-borauracils and -thymines

Abstract

As isoelectronic BN-containing analogues of 6-substituted uracil and thymine, a series of B(6)-substituted 5-aza-6-borauracils (U(BN)s) and -thymines (T(BN)s) were synthesized and fully characterized. The crystallographic and spectroscopic analyses of the analogues revealed that the framework and hydrogen-bonding pattern of T(BN)s were similar to those of the original nucleobase, thymine.

Hydrogen Bonding of 1,2-Azaborines in the Binding Cavity of T4 Lysozyme Mutants: Structures and Thermodynamics

“…4,5 When applied to a “privileged” structural motif in medicinal chemistry, this approach can produce a new versatile pharmacophore. Aromatic rings are ubiquitous in medicinal chemistry, 6 and arene-containing compounds prevail among top-selling small-molecule drugs.…”

A new polymorph of 2,6-diaminopyridine

“…We refer to this as Form I. The structure search also identified 26-DAP as a component in 69 cocrystals and/or solvates, where it exists as a protonated pyridinium(1+) or pyridinediammonium(2+) ion in all but three cases [refcodes IRUGIM (Pilati & Cozzi, 2011), PEJQEC (Tran et al, 2011), and UMIWET (Ito et al, 2010)]. This correlates well with its strong basicity, viz.…”

An efficient synthesis of imidodicarbonic diamides from 1,3-thiazetidin-2-ones with NH2OH·HCl via ring-opening reaction

“…1) exhibit a wide range of biological activities, such as anti-tumor and antioxidation [1][2][3][4]. Furthermore, they play a key role in the synthesis of macrocyclic nitrogen-containing compounds such as mononitrobiuret (MNB) and 1,5-dinitrobiuret (DNB) [5][6][7][8]. In general, they can be obtained from a certain purines by oxidation or decomposition [9][10].…”