17982-55-7Relevant articles and documents
Synthesis of a new series of phosphonylated 1,2,3-triazoles as acyclic analogs of ribavirin
Glowacka, Iwona E.,Balzarini, Jan,Wroblewski, Andrzej E.
, p. 677 - 687 (2013)
A novel series of phosphonylated 1,2,3-triazoles as structural acyclic analogs of ribavirin, in which the 1,2,3-triazole ring was substituted at C4′ with COOMe, CONH2, CONHOH, and CH2NHBoc groups, were synthesized from diethyl azidom
New 1,2,3-triazole-based analogues of benznidazole for use against Trypanosoma cruzi infection: In vitro and in vivo evaluations
Leite, Débora Inácio,Fontes, Fábio de Vasconcellos,Bastos, Monica Macedo,Hoelz, Lucas Villas Boas,Bianco, Maria da Concei??o Avelino Dias,de Oliveira, Andressa Paula,da Silva, Patricia Bernardino,da Silva, Cristiane Fran?a,Batista, Denise da Gama Jean,da Gama, Aline Nefertiti Silva,Peres, Raiza Brand?o,Villar, Jose Daniel Figueroa,Soeiro, Maria de Nazaré Correia,Boechat, Nubia
, p. 1670 - 1682 (2018/09/10)
Chagas disease has spread throughout the world mainly because of the migration of infected individuals. In Brazil, only benznidazole (Bnz) is used; however, it is toxic and not active in the chronic phase, and cases of resistance are described. This work aimed at the synthesis and the trypanocidal evaluation in vitro and in vivo of six new Bnz analogues (3–8). They were designed by exploring the bioisosteric substitution between the amide group contained in Bnz and the 1,2,3-triazole ring. All the compounds were synthesized in good yields. With the exception of compound 7, the in vitro biological evaluation shows that all Bnz analogues were active against the amastigote form, whereas only compounds 3, 4, 5, and 8 were active against trypomastigote. Compounds 4 and 5 showed the most promising activities in vitro against the form of trypomastigote, being more active than Bnz. In vivo evaluation of compounds, 3–8 showed lower potency and higher toxicity than Bnz. Although the 1,2,3-triazole ring has been described in the literature as an amide bioisostere, its substitution here has reduced the activity of the compounds and made them more toxic. Thus, further molecular optimization could provide novel therapeutic agents for Chagas’ disease.
Convenient synthesis of dialkyl 1-azidoalkylphosphonates using tetramethylguanidinium azide as azidation agent
Blaszczyk, Roman,Gajda, Tadeusz
, p. 1110 - 1119 (2008/09/18)
A simple and safe method for the preparation of dialkyl 1-azidoalkylphosphonates from dialkyl 1-(4-nitrobenzenesulfonyloxy) alkylphosphonates (dialkyl 1-(nosyloxy)alkylphosphonates) and tetramethylguanidinium azide (TMGA) has been developed. Copyright Tay
