171048-67-2Relevant academic research and scientific papers
Synthesis of novel fluoro analogues of MKC442 as microbicides
Loksha, Yasser M.,Pedersen, Erik B.,Loddo, Roberta,Sanna, Giuseppina,Collu, Gabriella,Giliberti, Gabriele,Colla, Paolo La
, p. 5169 - 5178 (2014/07/08)
Novel analogues of MKC442 (6-benzyl-1-(ethoxymethyl)-5-isopropylpyrimidine- 2,4(1H,3H)-dione) were synthesized by reaction of 6-[(3,5-dimethylphenyl) fluoromethyl]-5-ethyluracil (5) with ethoxymethyl chloride and formaldehyde acetals. The Sonogashira reaction was carried out on the N1-(p-iodobenzyl)oxy] methyl derivative of compound 5 using propagyl alcohol to afford compound 12 (YML220). The latter compound was selected for further studies since it showed the most potent and selective activity in vitro against wild-type HIV-1 and non-nucleoside reverse transcriptase inhibitor-, nucleoside reverse transcriptase inhibitor-, and protease inhibitor-resistant mutants and a wide range of HIV-1 clinical isolates. 12 also showed microbicidal activity in long-term assays with heavily infected MT-4 cells.
6-Benzoyl-3-hydroxypyrimidine-2,4-diones as dual inhibitors of HIV reverse transcriptase and integrase
Tang, Jing,Maddali, Kasthuraiah,Dreis, Christine D.,Sham, Yuk Y.,Vince, Robert,Pommier, Yves,Wang, Zhengqiang
, p. 2400 - 2402 (2011/05/15)
N-3-Hydroxylation of pyrimidine-2,4-diones was recently found to yield inhibitors of both HIV-1 reverse transcriptase (RT) and integrase (IN). An extended series of analogues featuring a benzoyl group at the C-6 position of the pyrimidine ring was synthesized. Through biochemical studies it was found that these new analogues are dually active against both RT and IN in low micromolar range. Antiviral assays confirmed that these new inhibitors are active against HIV-1 in cell culture at nanomolar to low micromolar range, further validating 3-hydroxypyrimidine-2,4-diones as a viable scaffold for antiviral development.
Antiviral 2,4-pyrimidinedione derivatives and process for the preparation thereof
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Page/Page column 20-22, (2010/02/06)
2,4-pyrimidinedione derivatives of formula (I) having high antiviral activity against wild-type and mutant HIV-1 and low toxicity are useful for treating AIDS (I) wherein: R1is a C6-10aryl or C3-10heteroaryl group optional
Antiviral 2, 4-pyrimidinedione derivatives
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, (2008/06/13)
Novel 2,4-pyrimidinedione compounds, and pharmaceutically acceptable salts thereof which possess good antiviral activities, and specifically represented by the following formula(I): STR1 wherein: R 1 represents an unsubstituted or substituted allyl group represented by CH 2 CH CR 5 R 6 or an unsubstituted or substituted propargyl group represented by CH 2 C CR 7 wherein R 5, R 6 and R 7 are each independently a hydrogen atom; a methyl group optionally substituted with a halogen atom, or a C 1-10 carbonyloxy, hydroxy, azido, cyano, optionally substituted amino, optionally substituted phosphonyl, optionally substituted phenyl, C 3-10 heteroaryl, C 1-3 alkoxy or benzyloxy radical; a C 2-10 alkyl or alkenyl group; a cyclopropyl group; an optionally substituted phenyl group; a C 3-10 heteroaryl group; a C 1-10 ester group; or an optionally substituted C 1-10 alkylamide group;R 2 represents a halogen atom, an optionally substituted C 1-5 alkyl, C 3-6 cycloalkyl, C 2-8 alkenyl, C 2-8 alkynyl group or a benzyl group;R 3 and R 4 represent independently a hydrogen or halogen atom, or a hydroxy, C 1-3 alkyl, fluoromethyl, C 1-3 alkoxy, amino, C 2-6 alkylester or C 2-7 alkylamide group;A represents an oxygen or sulfur atom;Z represents an oxygen or sulfur atom; a carbonyl group; an amino group; or a methylene group optionally substituted with at least one selected from the group consisting of a halogen atom, and a cyano, hydroxy, azido, amino, C 1-3 alkylamide, C 1-4 ester, and nitro groups.
