247220-69-5Relevant academic research and scientific papers
Syntheses and pKa determination of 1-(o-hydroxyphenyl)imidazole carboxylic esters
Collman, James P.,Wang, Zhong,Zhong, Min,Zeng, Li
, p. 1217 - 1221 (2000)
All three isomers of 1-(o-hydroxyphenyl)imidazole carboxylic esters (1-3) have been synthesized regioselectively via their methyl ether precursors. Methyl 1-(o-methoxyphenyl)imidazole-2-carboxylate (6) and the corresponding 1,4-isomer (11) were synthesized via Cu-catalyzed coupling of 2-iodoanisole with imidazole followed by methoxy-carbonylation, and by direct coupling of 2-iodoanisole with methyl imidazole-4-carboxylate (7), respectively. The 1,5-isomer (15) was prepared by annulation of an N-aryl glycine ester derivative (13). The boron tribromide mediated cleavage of methyl ethers gave the hydroxyphenyl compounds (1-3) in good to excellent yields. These compounds can serve as building blocks for synthesizing a new generation of active-site model compounds of cytochrome c oxidase (CcO). The pKa values have been determined by spectrophotometric measurements in order to provide a basis for the understanding of the proton transfer processes in CcO.
Design, Synthesis and Evaluation of a Series of 1,5-Diaryl-1,2,3-triazole-4-carbohydrazones as Inhibitors of the YAP-TAZ/TEAD Complex
Gibault, Floriane,Sturbaut, Manon,Coevoet, Mathilde,Pugnière, Martine,Burtscher, Ashley,Allemand, Frédéric,Melnyk, Patricia,Hong, Wanjin,Rubin, Brian P.,Pobbati, Ajaybabu V.,Guichou, Jean-Fran?ois,Cotelle, Philippe,Bailly, Fabrice
, p. 2823 - 2844 (2021/07/10)
Starting from our previously reported hit, a series of 1,5-diaryl-1,2,3-triazole-4-carbohydrazones were synthesized and evaluated as inhibitors of the YAP/TAZ-TEAD complex. Their binding to hTEAD2 was confirmed by nanodifferential scanning fluorimetry, an
