603-51-0Relevant academic research and scientific papers
Facile one-pot synthesis of 4-substituted semicarbazides
Bogolubsky, Andrey V.,Moroz, Yurii S.,Mykhailiuk, Pavel K.,Dmytriv, Yurii V.,Pipko, Sergey E.,Babichenko, Liudmyla N.,Konovets, Anzhelika I.,Tolmachev, Andrey
, p. 1063 - 1069 (2015/02/18)
A diverse library of twenty-five 4-mono- and disubstituted semicarbazides was prepared in a one-pot two-step approach. The method includes formation of a carbamate from bis(2,2,2-trifluoroethyl)carbonate or 2,2,2-trifluoroethylchloroformate and a primary or secondary amine and subsequent interaction of the carbamate with hydrazine to result in a semicarbazide. The approach allowed to obtain 4-substituted semicarbazides on a large scale in good yield and high purity. This journal is
Rhenium(I) tricarbonyl complexes of salicylaldehyde semicarbazones: Synthesis, crystal structures and cytotoxicity
Ho, Junming,Lee, Wan Yen,Koh, Kelvin Jin Tai,Lee, Peter Peng Foo,Yan, Yaw-Kai
, p. 10 - 20 (2013/03/14)
A series of N,N-disubstituted salicylaldehyde semicarbazones (SSCs), HOC6H4CHN-NHCONR2, and their rhenium(I) tricarbonyl complexes, [ReBr(CO)3(SSC)], have been synthesised and characterised by IR and 1H NMR spectroscopy. Crystallographic analysis of the complex [ReBr(CO)3(H2Bu2)] (H2Bu2 = SSC where R = Bun) showed that the SSC acts as a bidentate ligand via its imino nitrogen and carbonyl oxygen atoms. The [ReBr(CO)3(SSC)] complexes exhibit moderate to high cytotoxicities towards MOLT-4 cells (IC50 = 1-24 μM, cf. 18 μM for cisplatin), and the majority of them are virtually non-toxic against non-cancerous human fibroblasts. Apoptotic assays of [ReBr(CO) 3(H2Bnz2)] (Bnz = benzyl) revealed that it mediates cytotoxicity in MOLT-4 cells via apoptosis. The complex [ReBr(CO) 3(H2Bnz2)] reacts with guanosine by proton transfer from the phenolic OH group to N(7) of guanosine. In (CD 3)2SO, [ReBr(CO)3(H2Bnz 2)] undergoes facile conversion to the dimeric complex, [Re(CO) 3(HBnz2)]2, via bromide dissociation.
