2352-39-8Relevant academic research and scientific papers
Selective inhibition of human cathepsin S by 2,4,6-trisubstituted 1,3,5-triazine analogs
Tber, Zahira,Wartenberg, Mylène,Jacques, Jean-Eddy,Roy, Vincent,Lecaille, Fabien,Warszycki, Dawid,Bojarski, Andrzej J.,Lalmanach, Gilles,Agrofoglio, Luigi A.
, p. 4310 - 4319 (2018)
We report herein the synthesis and biological evaluation of a new series of 2,4,6-trisubstituted 1,3,5-triazines as reversible inhibitors of human cysteine cathepsins. The desired products bearing morpholine and N-Boc piperidine, respectively, were obtained in three to four steps from commercially available trichlorotriazine. Seventeen hitherto unknown compounds were evaluated in vitro against various cathepsins for their inhibitory properties. Among them, compound 7c (4-(morpholin-4-yl)-6-[4-(trifluoromethoxy)anilino]-1,3,5-triazine-2-carbonitrile) was identified as the most potent and selective inhibitor of cathepsin S (Ki = 2 ± 0.3 nM). Also 7c impaired the autocatalytic maturation of procathepsin S. Molecular docking studies support that 7c bound within the active site of cathepsin S, by interacting with Gly23, Cys25 and Trp26 (S1 subsite), with Asn67, Gly69 and Phe70 (S2 subsite) and with Gln19 (S1′ pocket).
Design, facile synthesis, antibacterial activity and structure-activity relationship of novel di- and tri-substituted 1,3,5-triazines
Ghosh, Surajit Kumar,Saha, Ashmita,Hazarika, Bornali,Singh, Udaya Pratap,Bhat, Hans Raj,Gahtori, Prashant
experimental part, p. 329 - 335 (2012/05/20)
Due to overwhelming generation of drug resistant microorganisms, there is an urgent need to develop novel chemotherapeutic agents. In continuation of our research on discovery of novel heterocyclic scaffolds from 1,3,5-triazine, present study deals with design and development of some novel di- and tri-substituted 1,3,5-triazine derivatives. The synthesis of title analogues were accomplished by SNAr reaction and subsequently underwent rigorous antibacterial screening against a panel of representative Gram-negative and Gram-positive bacteria. Screening results revealed that minor structural variation may induce drastic changes in activity. Whereas, amine bridge and piprazine was termed as pivotal structural fragments necessary for generation and escalation of bio-activity. The structures of newly synthesized compounds were ascertained on the basis of their analytical and spectral profiles.
Triazine compounds and their analogs, compositions, and methods
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Page/Page column 86, (2010/02/14)
The present invention relates to triazine compounds and their analogs and derivatives, and methods and compositions comprising these compounds. The compounds and compositions of this invention are useful for, among other things, treating pathophysiological conditions arising from inflammatory responses, inhibiting or blocking glycated protein produced induction of the signaling-associated inflammatory response in endothelial cells, inhibiting smooth muscle proliferation, treating vascular occlusive conditions characterized by smooth muscle proliferation such as restenosis and atherosclerosis, and the like.
Nucleophilic Aromatic Substitution in Heterocycles: Alcoholysis and Hydrolysis of 2-Anilino-4,6-dichloro-1,3,5-triazines
Renfrew, A. Hunter M.,Taylor, John A.,Whitmore, James M. J.,Williams, Andrew
, p. 2389 - 2394 (2007/10/02)
Kinetics are reported for the alkaline hydrolysis of 2-anilino-4,6-dichloro-1,3,5-triazines to yield the corresponding mono-hydroxy species.The pseudo-first-order rate constants are independent of general-base concentration and obey the rate law eqn. (i),
