Triazinyl architecture on bifunctional carboranyl templates for the production of potential neutron capture therapy agents: Synthesis and characterization of 1,3,5-triazinylcarborane derivatives

Abstract

A method for preparing triazinyl-substituted carboranyl systems using 1,2-, 1,7-, and 1,12-C2B10H12 as cores and [di(alkyl)amino]triazine as substituents is described. A sulfur-containing o-carboranyl cage compound was also incorporated into the 1,3,5-triazine network to generate new types of hybrid compounds having a thio-ether linkage. Within the series of synthesized compounds, one showed increased water solubility arising from the effective camouflaging of the central p-carboranyl unit by the polar functional groups at the periphery. Furthermore, the same compound exhibited high boron uptake in B-16 melanoma cells with low toxicity, showing promise as a BNCT agent.