153865-87-3Relevant academic research and scientific papers
Merging allosteric and active site binding motifs: De novo generation of target selectivity and potency via natural-product-derived fragments
Lanz, Jan,Ried, Rainer
, p. 451 - 454 (2015)
The de novo design of molecules from scratch with tailored biological activity is still the major intellectual challenge in chemical biology and drug discovery. Herein we validate natural-product-derived fragments (NPDFs) as excellent molecular seeds for the targeted de novo discovery of lead structures for the modulation of therapeutically relevant proteins. The application of this de novo approach delivered, in synergy with the combination of allosteric and active site binding motifs, highly selective and ligand-efficient non-zinc-binding (3 : 4-{[5-(2-{[(3-methoxyphenyl)methyl]carbamoyl}eth-1-yn-1-yl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl]methyl}benzoic acid) as well as zinc-binding (4: 4-({5-[2-({[3-(3-carboxypropoxy)phenyl]methyl}-carbamoyl)eth-1-yn-1-yl]-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl}methyl)benzoic acid) uracil-based MMP-13 inhibitors presenting IC50 values of 11 nM (3: LE = 0.35) and 6 nM (4: LE = 0.31).
Halogen and hydrogen bonded complexes of 5-iodouracil
Valkonen, Arto,Chukhlieb, Maryna,Moilanen, Jani,Tuononen, Heikki M.,Rissanen, Kari
, p. 4769 - 4775 (2013)
Three derivatives of 5-iodouracil were prepared, and their complexation properties, supplemented by 5-iodouracil under the same conditions, were studied with and without halogen bond acceptors in N,N-dimethylformamide, N,N-diethylformamide, N-methylformam
Synthesis of N-substituted 5-iodouracils as antimicrobial and anticancer agents
Prachayasittikul, Supaluk,Sornsongkhram, Nirun,Pingaew, Ratchanok,Worachartcheewan, Apilak,Ruchirawat, Somsak,Prachayasittikul, Virapong
experimental part, p. 2768 - 2779 (2009/12/09)
This study reports the synthesis of some substituted 5-iodouracils and their bioactivities. Alkylation of 5-iodouracils gave predominately N1-substituted-(R)-5-iodouracil compounds 7a-d (R = n-C4H 9, s-C4H9, CH
Synthesis of 5-(Acylethynyl)uracils and their Corresponding 2'-Deoxyribonucleosides through Palladium-catalysed Reactions
Kundu, Nitya G.,Dasgupta, Swapan K.
, p. 2657 - 2664 (2007/10/02)
Good yields of the title uracils were obtained by using the palladium-catalysed reaction between 5-iodo-2,4-dimethoxypyrimidine and substituted propargylic alcohols rather than the corresponding ketones.The same strategy works for coupling with the 5-iodo
