117121-01-4Relevant academic research and scientific papers
Silver-Catalyzed [3+1+1] Annulation of Nitrones with Isocyanoacetates as an Approach to 1,4,5-Trisubstituted Imidazoles
Lv, Lanlan,Chen, Yan,Shatskiy, Andrey,Liu, Jian-Quan,Liu, Xiaoyi,K?rk?s, Markus D.,Wang, Xiang-Shan
, p. 964 - 968 (2021)
A silver-catalyzed protocol for [3+1+1] annulation of nitrones and isocyanoacetates is reported. The reaction is proposed to proceed through sequential [3+2] cycloaddition, ring-opening, cyclization-oxidation, and dealkylation, allowing access to a broad scope of valuable polysubstituted imidazoles in high yields.
Design, Synthesis, Antineoplastic Activity, and Chemical Properties of Bis(carbamate) Derivatives of 4,5-Bis(hydroxymethyl)imidazole
Anderson, Wayne K.,Bhattacharjee, Debkumar,Houston, D. Michael
, p. 119 - 127 (2007/10/02)
A series of bis(carbamate) derivatives of 1,2-substituted 4,5-bis(hydroxymethyl)imidazoles were prepared and evaluated against murine P388 lymphocytic leukemia.Electron-withdrawing substituents at either N-1 or C-2 gave rise to inactive compounds.However, electron-donating substituents gave active compounds and the 2-(methylthio)-1-methyl derivative 2i (carmethizole), as the bis(N-methylcarbamate), was found to be very active.The derivative 2i, referred to by the name carmethizole, was also shown to be active against the MX-1 mammary xenograft, the human amelanotic melanoma cell line (LOX) xenograft, the M5076 sarcoma, and L1210 lymphocytic leukemia.The solution stability, water solubility, pKa, and log P of carmethizole are also reported.
