126930-21-0Relevant articles and documents
Structure-based linker optimization of 6-(2-cyclohexyl-1-alkyl)-2-(2-oxo-2-phenylethylsulfanyl)pyrimidin-4(3H)-ones as potent non-nucleoside HIV-1 reverse transcriptase inhibitors
Li, Daxiong,Zhang, Chunsheng,Ding, Wei,Huang, Siming,Yu, Le,Lu, Nan,Pan, Wenkai,Li, Yiming,De Clercq, Erik,Pannecouque, Christophe,Zhang, Hongbing,Wang, Yueping,He, Yanping,Chen, Fener
, p. 1020 - 1024 (2020/10/12)
In continuation of our efforts toward the discovery of potent HIV-1 NNRTIs with diverse structures, a series of novel S-DACO analogues of 6-(2-cyclohexyl-1-alkyl)-2-(2-oxo-2-phenyl-ethylsulfanyl)pyrimidin-4(3H)-ones were designed, synthesized and evaluated for their antiviral activities in MT-4 cells. Most of these new compounds showed moderate to good activities against wild type HIV-1 with IC50 values ranging from 7.55 μmol/L to 0.018 μmol/L. Among them, compound 5c was identified as the most promising inhibitor against HIV-1 replication with an IC50 = 0.018 μmol/L, CC50 = 194 μmol/L, and SI = 12791, which was much more potent than the reference drugs NVP and DLV and comparable to AZT and EFV. In addition, 5c also exhibited improved activity against double mutant HIV-1 strain RES056 compared to that of the reference drugs NVP/DLV and DB02. The preliminary structure-activity relationship (SAR) and molecular modeling studies were also discussed, which provides some useful indications for guiding the further rational design of new S-DACO analogues.
Cyclization Reactions of Ethoxymethylenemalononitrile with 4-Substituted Acetoacetates
Schmidt, Hans-Werner
, p. 891 - 898 (2007/10/02)
Base-catalyzed cyclization of ethoxymethylenemalononitrile 2 with substituted acetoacetates 1 a-c leads to the ethyl benzoates 3 a-c.Depending on the reaction conditions either ethyl 4-aminobenzoates 3 d-i or ethyl 4-(2,2-dicyanethylene)aminobenzoates 4 d-h are available from 2 and the 4-oxyacetoacetates 1 d-i.The preparation of the acetoacetates 1 a-c and 1 g-i is also described. - Keywords: Ethoxymethylenemalononitrile; Cyclization; Ethyl benzoates
