27806-84-4Relevant academic research and scientific papers
Synthesis and biological evaluation of 3-amino-1,2,4-triazole derivatives as potential anticancer compounds
Benhida, Rachid,Demange, Luc,Dufies, Maeva,Grytsai, Oleksandr,Hagege, Anais,Martial, Sonia,Pagès, Gilles,Penco-Campillo, Manon,Ronco, Cyril,Valiashko, Oksana
, (2020/10/02)
Two series of compounds carrying 3-amino-1,2,4-triazole scaffold were synthesized and evaluated for their anticancer activity against a panel of cancer cell lines using XTT assay. The 1,2,4-triazole synthesis was revisited for the first series of pyridyl derivatives. The biological results revealed the efficiency of the 3-amino-1,2,4-triazole core that could not be replaced and a clear beneficial effect of a 3-bromophenylamino moiety in position 3 of the triazole for both series (compounds 2.6 and 4.6) on several cell lines tested. Moreover, our results point out an antiangiogenic activity of these compounds. Overall, the 5-aryl-3-phenylamino-1,2,4-triazole structure has promising dual anticancer activity.
New imidazoline/α2-adrenoceptors affecting compounds-4(5)-(2-aminoethyl)imidazoline (dihydrohistamine) derivatives. Synthesis and receptor affinity studies
Treder, Adam P.,Andruszkiewicz, Ryszard,Zgoda, W?odzimierz,Walkowiak, Aleksandra,Ford, Celeste,Hudson, Alan L.
scheme or table, p. 156 - 167 (2011/03/18)
Compilation of agmatine structure and imidazoline moiety leads to a new group of imidazoline/α2-adrenoceptor ligands, 4(5)-(2-aminoethyl)imidazoline derivatives. In this study the exploration of previously unknown 4(5)-(2-aminoethyl)imidazolines including the analogues of reported imidazoline and α2-aderenoceptors ligands: clonidine, rilmenidine, idazoxan, efaroxan, antazoline, tracizoline is described. The synthesis of a variety of novel 4(5)-(2-aminoethyl)imidazolines and their I 1, I2, α2-adrenoceptors affinities are reported.
Novel compounds containing multiple guanide groups that bind the HIV coreceptor CXCR4
Wilkinson, Royce A.,Pincus, Seth H.,Shepard, Joyce B.,Walton, Sarah K.,Bergin, Edward P.,Labib, Mohamed,Teintze, Martin
experimental part, p. 255 - 263 (2011/12/15)
The G-protein-coupled receptor CXCR4 acts as a coreceptor for human immunodeficiency virus type 1 (HIV-1) infection, as well as being involved in signaling cell migration and proliferation. Compounds that block CXCR4 interactions have potential uses as HI
Synthesis and properties of 3,6-diamino-substituted 1,2,4-Triazin-5(2H)- ones
Geffken, Detlef,K?llner, Maria Anna
experimental part, p. 571 - 577 (2010/10/01)
The ultrasound-promoted cyclocondensation of N1-amino-N 2-arylmethyl-(or aryl-) guanidines 2 with ethyl 2-amino-2- thioxoacetate furnished novel 3,6-diamino-substituted 1,2,4-triazin-5(2H)- ones 4 in moderate to high yields. The acyl
Synthesis and structure-activity relationships of 1,2,4-triazoles as a novel class of potent tubulin polymerization inhibitors
Ouyang, Xiaohu,Chen, Xiaoling,Piatnitski, Evgueni L.,Kiselyov, Alexander S.,He, Hai-Ying,Mao, Yunyu,Pattaropong, Vatee,Yu, Yang,Kim, Ki H.,Kincaid, John,Smith II, Leon,Wong, Wai C.,Lee, Sui Ping,Milligan, Daniel L.,Malikzay, Asra,Fleming, James,Gerlak, Jason,Deevi, Dhanvanthri,Doody, Jacqueline F.,Chiang, Hui-Hsien,Patel, Sheetal N.,Wang, Ying,Rolser, Robin L.,Kussie, Paul,Labelle, Marc,Tuma, M. Carolina
, p. 5154 - 5159 (2007/10/03)
A novel triazole-containing chemical series was shown to inhibit tubulin polymerization and cause cell cycle arrest in A431 cancer cells with EC 50 values in the single digit nanomolar range. Binding experiments demonstrated that representative
1,3-Disubstituted benzazepines as neuropeptide Y Y1 receptor antagonists
Murakami, Yasushi,Hagishita, Sanji,Okada, Tetsuo,Kii, Makoto,Hashizume, Hiroshi,Yagami, Tatsuroh,Fujimoto, Masafumi
, p. 1703 - 1714 (2007/10/03)
A novel class of potent and selective non-peptide neuropeptide Y (NPY) Y1 receptor antagonists, having benzazepine nuclei, have been designed, synthesized, and evaluated for activity. Through a blind screening we found the compound 1-N-(3-(N' -(tert-butoxycarbonyl)amino)benzyl)-7-methoxy-3-(3)-methylureido)-2,3,4,5-tetrahydro-1H-1-benzazepin-2-one (9: IC50 =1.6 μM). Chemical modifications of 9 gave a potent NPY Y1 antagonist 3-(N-(4-hydroxyphenyl)-N0 -methylguanidino)-1-N-(3-(N'-(tert- butoxycarbonyl)amino)benzyl)-2,3,4,5-tetrahydro-1H-1-benzazepin-2-one (14c: IC50 =43 nM), which had no affnity for NPY Y2 and Y5 receptors. (C) 1999 Elsevier Science Ltd. All rights reserved.
Tetrazole-substituted urea acat inhibitors
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, (2008/06/13)
Novel ACAT inhibitors useful in the treatment of atherosclerosis which are tetrazole-substituted ureas,
A Versatile Synthesis of Novel N,N,N''-Trisubstituted Guanidines
Rasmussen, C. R.,Villani, F. J.,Reynolds, B. E.,Plampin, J. N.,Hood, A. R.,et al.
, p. 460 - 466 (2007/10/02)
N,N,N''-Trisubstituted guanidines (most of them N''-aryl-N-azacycloalkanecarboximidamides) are prepared in generally good yields by S-methylation of monosubstituted thioureas with methyl iodide in methanol or acetone and reaction of the resultant methyl c
Zur Kinetik der Oxydation 3-substituierter 1-Aminoguanidine durch Cerium(IV) in perchlorsaurer Loesung. 1. Teil
Kramer, C.-R.,Schelenz, Th.,Stein, J.
, p. 849 - 864 (2007/10/02)
By known manners synthesized 1-amino-3-aryl-guanidines are oxidatively cyclized to corresponding 3,6-diarylamino-1,2,4,5-tetrazines in perchloric acid solution.The kinetics of this passing with second order model reaction was studied on a selected series of 17 1-amino-3-aryl-guanidine hydronitrates at 4 temperatures in 4 differently concentrated perchloric acid solutions of constant ionic strength by photometric concentration determination of oxidant cerium(IV).From experimental data rate constants, activation parameters and catalytic constants are evaluated by conventional methods, tabulated and discussed with regard to their substituent dependence.
