76014-10-3Relevant articles and documents
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.
Syntheses of 4-(5-oxo-1,2,4-triazol-3-yl)-sydnones and 4(4-arylamino-5-oxo-1,2,4-triazol-3-yl)-sydnones from sydnone derivatives and their fragments
Kuo,Lee,Yeh
, p. 227 - 240 (2007/10/03)
4-(5-oxo-1,2,4-triazol-3-yl)-sydnones 11 and 4-(4-arylamino-5-oxo-1,2,4-triazol-3-yl)-sydnones 13 have been obtained from a-chloroformylarylhydrazine hydrochloride 2. Moreover, the intermediates, including 3, 4, 9 and 10, in this study are synthetically informative and valuable. It is also noteworthy that three reactants, 1, 2 and sydnonecarbaldehydes, were prepared from sydnone derivatives and their fragments. The oxidative cyclizations of sydnonecarbaldehyde semicarbazones 9 and carbazpnes 10 with two different oxidizing agents (Cu(ClO4)2 and Fe(ClO4)3) have been extensively examined. The reaction time and the yields of cyclizations were affected by the substituents of semicarbazones 9 and carbazones 10.