1520-98-5Relevant academic research and scientific papers
Antiureolytic Activity of Substituted 2,5-Diaminobenzoquinones
Nain-Perez, Amalyn,Barbosa, Luiz C. A.,Rodríguez-Hernández, Diego,Mota, Yane C. C.,Silva, Thamara F.,Ramalho, Teodorico C.,Modolo, Luzia V.
, (2019/12/24)
A series of 2,5-bis(alkyl/arylamino)-1,4-benzoquinones (1–12) were investigated in vitro for their potential to inhibit the activity of jack bean urease. Compounds 1–6, 8, 9, 11 and 12 effectively inhibited the jack bean urease activity by 90.8 % when tes
Amino-substituted para-Benzoquinones as Potential Herbicides
Nain-Perez, Amalyn,Barbosa, Luiz C. A.,Pican?o, Marcelo C.,Giberti, Samuele,Forlani, Giuseppe
, p. 1008 - 1017 (2016/09/09)
Although quinones present a large array of biological activities, a few studies on the herbicidal potential of 2,5-bis(alkyl/arylamino)-1,4-benzoquinones have been reported to date. In this work, starting from benzoquinone, 13 2,5-bis(alkyl/arylamino)-1,4
Development of quinone analogues as dynamin GTPase inhibitors
Macgregor, Kylie A.,Abdel-Hamid, Mohammed K.,Odell, Luke R.,Chau, Ngoc,Whiting, Ainslie,Robinson, Phillip J.,McCluskey, Adam
, p. 191 - 206 (2014/08/18)
Virtual screening of the ChemDiversity and ChemBridge compound databases against dynamin I (dynI) GTPase activity identified 2,5-bis-(benzylamino)-1,4- benzoquinone 1 as a 273 ± 106 μM inhibitor. In silico lead optimization and focused library-led synthesis resulted in the development of four discrete benzoquinone/naphthoquinone based compound libraries comprising 54 compounds in total. Sixteen analogues were more potent than lead 1, with 2,5-bis-(4-hydroxyanilino)-1,4-benzoquinone (45) and 2,5-bis(4-carboxyanilino)- 1,4-benzoquinone (49) the most active with IC50 values of 11.1 ± 3.6 and 10.6 ± 1.6 μM respectively. Molecular modelling suggested a number of hydrogen bonding and hydrophobic interactions were involved in stabilization of 49 within the dynI GTP binding site. Six of the most active inhibitors were evaluated for potential inhibition of clathrin-mediated endocytosis (CME). Quinone 45 was the most effective CME inhibitor with an IC50(CME) of 36 ± 16 μM.
2-(N-Alkyl-p-hydroxyanilino)-1,4-benzoquinones from p-Benzoquinones and Primary Aliphatic Amines. Studies on Quinones VI
Ott, Robert,Pinter, Erfried,Kajtna, Peter
, p. 813 - 820 (2007/10/02)
In acetic (aqueous or chloroform) solution p-benzoquinones yield with primary aliphatic amines mainly 2-(N-alkyl-p-hydroxy-anilino)-1,4-benzoquinones besides the 2-alkylamino- and 2,5-bis(alkylamino)-quinones.The methyl-, ethyl-, n-propyl-, n-butylhomologues of p-benzoquinone and the isomer methylderivatives of toluquinone are described.Their structure were established by spectroscopic (UV/VIS, IR, NMR) methods and by synthesis of the methylderivative 3a from p-benzoquinone and p-hydroxy-N-methyl-aniline.The influence of other acids on the reaction was studied. - Keywords: N-Alkyl-p-hydroxyanilino-1,4-quinones; Quinones; Solvent influence
