75601-10-4Relevant academic research and scientific papers
Identification and Structure-Activity Relationships of Diarylhydrazides as Novel Potent and Selective Human Enterovirus Inhibitors
Han, Xin,Sun, Ningyuan,Wu, Haoming,Guo, Deyin,Tien, Po,Dong, Chune,Wu, Shuwen,Zhou, Hai-Bing
supporting information, p. 2139 - 2150 (2016/03/25)
Enterovirus 71 (EV71) plays an important role in hand-foot-and-mouth disease. In this study, a series of diarylhydrazide analogues was synthesized, and the systematic exploration of SAR led to potent enterovirus inhibitors, of which compound 15 exhibits significant improvements in inhibition potency with an EC50 value of 0.02 μM against EV71. It is very interesting that this class of diarylhydrazides exhibits activities against a series of human enteroviruses at the picomolar level, including EV71 and Coxsackieviruses B1 (CVB1), CVB2, CVB3, CVB4, CVB5, and CVB6 (EC50 as low as 0.5 nM). Compared with the reference antienterovirus drug 1 (enviroxime) and known inhibitor 5 (WIN 51711), the four highly selective compounds 15, 27, 41 and 47 inhibited EV71 replication with EC50 values of 0.17-0.02 μM and SI values in a range of 978.4-12338. A preliminary mechanistic study indicated that VP1 might be the target site for this type of compound.
Rearrangement of arylhydrazones of aromatic and arylaliphatic carbonyl compounds to biphenyl derivatives. 3
Fusco, R.,Sannicolo, F.
, p. 83 - 89 (2007/10/02)
The behavior toward polyphosphoric acid of arylhydrazones of aromatic carbonyl compounds (anisaldehyde, substituted benzophenones, (4-methoxyphenyl)glyoxylic acid esters) and arylaliphatic ketones (4-methoxy- and 4-aminoacetophenone) is described.Biphenyl derivatives are formed through a sigmatropic rearrangement, which often occurs in competition with the expected Fischer indole synthesis and, in the case of the 4-amino-acetophenone 2,6-dimethylphenylhydrazone, with a completely new sigmatropic rearrangement.
