3310-68-7Relevant articles and documents
Inhibition of Copper Corrosion with N-Arylaminotriazoles in Aqueous Chloride Solutions and in Air
Kipriyanova, G. O.,Komarova, E. S.,Kozaderov, O. A.,Kruzhilin, A. A.,Potapov, A. Yu.,Prabhakar, Ch.,Shevtsov, D. S.,Shikhaliev, Kh. S.,Tripathi, A.,Zartsyn, I. D.
, p. 1152 - 1159 (2020/10/02)
Abstract: A series of 3-(N-arylamino)-5-amino-1Н-1,2,4-triazoles were prepared by the reaction of S,S-dimethyl cyanodithioimidocarbamate with appropriate anilines. The inhibiting effect of the products on the corrosion of copper of M1 grade in acidic and neutral chloride-containing media was studied using electrochemical and accelerated electroless methods. The maximal degree of protection ensured by commercially available 3,5-diamino-1H-1,2,4-triazole and the synthesized 3-phenylamino, 3-(4-methylphenylamino), 3-(4-chlorophenylamino), and 3-(3-chlorophenylamino) derivatives of 5-amino-1Н-1,2,4-triazole reaches 70–87%. In acid solutions, the synthesized compounds show higher performance than the 3,5-diamino derivative, ensuring up to 92–96% protection. Similar results were obtained in experiments in a salt fog chamber.
Synthesis, antimitotic and antivascular activity of 1-(3′,4′, 5′-trimethoxybenzoyl)-3-arylamino-5-amino-1,2,4-triazoles
Romagnoli, Romeo,Baraldi, Pier Giovanni,Salvador, Maria Kimatrai,Prencipe, Filippo,Bertolasi, Valerio,Cancellieri, Michela,Brancale, Andrea,Hamel, Ernest,Castagliuolo, Ignazio,Consolaro, Francesca,Porcù, Elena,Basso, Giuseppe,Viola, Giampietro
, p. 6795 - 6808 (2014/10/16)
A new class of compounds that incorporated the structural motif of the 1-(3′,4′,5′-trimethoxtbenzoyl)-3-arylamino-5-amino-1,2, 4-triazole molecular skeleton was synthesized and evaluated for their antiproliferative activity in vitro, interactions with tubulin, and cell cycle effects. The most active agent, 3c, was evaluated for antitumor activity in vivo. Structure-activity relationships were elucidated with various substituents on the phenyl ring of the anilino moiety at the C-3 position of the 1,2,4-triazole ring. The best results for inhibition of cancer cell growth were obtained with the p-Me, m,p-diMe, and p-Et phenyl derivatives 3c, 3e, and 3f, respectively, and overall, these compounds were more or less as active as CA-4. Their vascular disrupting activity was evaluated in HUVEC cells, with compound 3c showing activity comparable with that of CA-4. Compound 3c almost eliminated the growth of syngeneic hepatocellular carcinoma in Balb/c mice, suggesting that 3c could be a new antimitotic agent with clinical potential.
A comparative study of fragment screening methods on the p38α kinase: New methods, new insights
Pollack, Scott J.,Beyer, Kim S.,Lock, Christopher,Mueller, Ilka,Sheppard, David,Lipkin, Mike,Hardick, David,Blurton, Peter,Leonard, Philip M.,Hubbard, Paul A.,Todd, Daniel,Richardson, Christine M.,Ahrens, Thomas,Baader, Manuel,Hafenbradl, Doris O.,Hilyard, Kate,Buerli, Roland W.
scheme or table, p. 677 - 687 (2012/07/16)
The stress-activated kinase p38α was used to evaluate a fragment-based drug discovery approach using the BioFocus fragment library. Compounds were screened by surface plasmon resonance (SPR) on a Biacore T100 against p38α and two selectivity targets. A sub-set of our library was the focus of detailed follow-up analyses that included hit confirmation, affinity determination on 24 confirmed, selective hits and competition assays of these hits with respect to a known ATP binding site inhibitor. In addition, functional activity against p38α was assessed in a biochemical assay using a mobility shift platform (LC3000, Caliper LifeSciences). A selection of fragments was also evaluated using fluorescence lifetime (FLEXYTE) and microscale thermophoresis (Nanotemper) technologies. A good correlation between the data for the different assays was found. Crystal structures were solved for four of the small molecules complexed to p38α. Interestingly, as determined both by X-ray analysis and SPR competition experiments, three of the complexes involved the fragment at the ATP binding site, while the fourth compound bound in a distal site that may offer potential as a novel drug target site. A first round of optimization around the remotely bound fragment has led to the identification of a series of triazole-containing compounds. This approach could form the basis for developing novel and active p38α inhibitors. More broadly, it illustrates the power of combining a range of biophysical and biochemical techniques to the discovery of fragments that facilitate the development of novel modulators of kinase and other drug targets.
