30357-85-8Relevant academic research and scientific papers
NMR studies of the dynamic behavior of 2-anilino-6-chloro-4-methoxy-1,3,5-triazine in solution
Belyakov,Shastin,Strelenko
, p. 2473 - 2474 (2001)
2-Anilino-6-chloro-4-methoxy-1,3,5-triazine was synthesized and studied by dynamic NMR. The activation parameters of hindered internal rotation in unsymmetrically substituted arylamino-sym-triazine were determined for the first time. It was found that a sterically more hindered rotational isomer is thermodynamically more stable in this compound (slow-exchange NOE data).
Synthesis and structure-activity relationship study of triazine-based inhibitors of the DNA binding of NF-κB
Fujii, Shinya,Kobayashi, Takanobu,Nakatsu, Aki,Miyazawa, Hiroshi,Kagechika, Hiroyuki
, p. 700 - 708 (2014/08/05)
Nuclear transcription factor nuclear factor-kappa B (NF-κB) has diverse pathophysiological functions, and NF-κ B inhibitors are considered to be candidates for multiple therapeutic applications. We previously reported a novel triazine-based NF-κB inhibitor, 2-anilino-4,6-dichloro-1,3,5- triazine (NI241), that directly inhibits DNA binding of NF-κB. Here, we report synthesis of a series of triazine derivatives and evaluation of their structure-activity relationships for NF-κB inhibition. We found that 2-amino-4,6-dichloro-1,3,5-triazine substructure is essential for the inhibitory activity of the lead compound NI241, and modification of NI241 by introduction of an m-methoxy substituent on the phenyl ring afforded the more potent derivative 28. The structure-activity relationships identified in this study suggested a possible mechanism of irreversible NF-κB inhibition by NI241, and should be helpful in the design of other NF-κB inhibitors.
Synthesis, structure, and dynamic behavior in solution of arylamino-1,3,5-triazines. 1. Unsymmetrically substituted arylamino-1,3,5- triazines
Belyakov,Shatin,Strelenko
, p. 2441 - 2451 (2007/10/03)
Ten unsymmetrically substituted arylamino-1,3,5-triazines were synthesized and studied by dynamic NMR spectroscopy. The free energies of the hindered rotation ΔG≠ are in 59-77 kJ mol-1 range. Using difference-mode NOE NMR experiments
