825-52-5Relevant articles and documents
New acyl derivatives of 3-aminofurazanes and their antiplasmodial activities
Dolensky, Johanna,Hermann, Theresa,Hochegger, Patrick,Kaiser, Marcel,M?ser, Pascal,Saf, Robert,Seebacher, Werner,Weis, Robert
, (2021/05/24)
An N-acylated furazan-3-amine of a Medicines for Malaria Venture (MMV) project has shown activity against different strains of Plasmodium falciparum. Seventeen new derivatives were prepared and tested in vitro for their activities against blood stages of two strains of Plasmodium falciparum. Several structure–activity relationships were revealed. The activity strongly depended on the nature of the acyl moiety. Only benzamides showed promising activity. The substitution pattern of their phenyl ring affected the activity and the cytotoxicity of compounds. In addition, physicochemical parameters were calculated (log P, log D, ligand efficiency) or determined experimentally (permeability) via a PAMPA. The N-(4-(3,4-diethoxyphenyl)-1,2,5-oxadiazol-3-yl)-3(trifluoromethyl)benzamide possessed good physicochemical properties and showed high antiplasmodial activity against a chloroquine-sensitive strain (IC50 (NF54) = 0.019 μM) and even higher antiplasmodial activity against a multiresistant strain (IC50 (K1 ) = 0.007 μM). Compared to the MMV compound, the permeability and the activity against the multiresistant strain were improved.
Search for the shortest intermetallic Tl—Tl contacts: Synthesis and characterization of Thallium(I) coordination polymers with several mono- and bis-cyanoximes
Curtis, Scott,Lottes, Brett,Robertson, Daniel,Lindeman, Sergey V.,Gerasimchuk, Nikolay
, (2020/04/08)
Five new Tl(I) coordination compounds based on aryl monocyanoximes, such as phenylcyanoxime – HPhCO, 1, 2-fluorophenylcyanoxime – H(2F-PhCO, 2, 3-fluorophenylcyanoxime – H(3F-PhCO), 3, of TlL composition, and aryl biscyanoximes, such as 1,3-cyanoxime (benzene) – H2(1,3-BCO, 4 and 1,4-cyanoxime (benzene) – H2(1,4-BCO), 5 of Tl2L stoichiometry were synthesized and characterized using spectroscopic methods, thermal stability studies, and X-ray analysis. All obtained complexes represent coordination polymers of different complexity, ranging in dimensionality from 1D in Tl(2F-PhCO) to 3D in Tl2(1,3-BCO). The most interesting feature of all synthesized complexes is the formation of Tl2O2 rhombs: non planar and non-centrosymmetric in Tl(PhCO), and planar and centrosymmetric in the other three compounds. These rhombi are interconnected, forming zigzag and ladder-type polymers in which very short thallophilic Tl—Tl distances were observed. Thus, in the structure of Tl2(1,3-BCO) the closest distance between metal centers was found to be 3.670 ?. This is the second shortest on-record intermetallic contact in non-organometallic and non-cluster, but Werner type complexes, and is close to that in metallic thallium: 3.456 ?. In all five new coordination polymers the central atom has a stereo-active 6 s2 lone pair that significantly distorts the shape of the coordination polyhedron of Tl(I). The first time, Tl–O vibrations in Tl2O2 rhombs were observed in Raman spectra of the obtained complexes. Thermal analysis studies evidenced stability of all complexes, but Tl(PhCO), to ～200 °C. The Tl2(1,3-BCO) compound demonstrates properties of the high energy compound, and violently exothermically decomposes at ～255 °C with the release of a significant amount of kinetic energy. The final product of anaerobic decomposition of all studied Tl-cyanoximates is metallic thallium sponge.
Synthesis, crystallographic characterization, DFT and TD-DFT studies of Oxyma-sulfonate esters
Soliman, Saied M.,Ghabbour, Hazem A.,Khattab, Sherine N.,Siddiqui, Mohammed R.H.,El-Faham, Ayman
, p. 1469 - 1481 (2017/09/27)
Abstract: Three oxyma sulfonate esters were prepared using dichloromethane-water (two-phase method) in the presence of sodium carbonate for scavenging HCl. The products were characterized by FT-IR, NMR (1H and 13C), UV-Vis spectra and elemental analysis. X-ray single crystal diffraction experiments proved the molecular structures of three esters. Their molecular structures were also calculated using DFT/B3LYP method. The optimized structures agreed well with the X-ray structures. Time-dependent density functional theory (TD-DFT) was used to assign the electronic absorption bands observed experimentally. Pyridine derivative showed two bands at shorter λ max compared to the others, both experimentally and theoretically. The NMR chemical shifts were computed for protons and carbons using GIAO method, which correlated well with the experimental data. Natural charges, dipole moments and chemical reactivity of these molecules, as well as their non-linear optical activity, were computed and compared. Graphical Abstract:: SYNOPSIS An eco-friendly method was used to synthesise three oxyma-sulfonate esters using two-phase (dichloromethane-water) method in presence of sodium carbonate for scavenging HCl. The oxyma sulfonate esters were characterized using different spectroscopic techniques (FT-IR, NMR, UV-Vis) as well as X-ray single crystal diffraction analysis. The electronic and spectroscopic properties of these esters were computed using DFT/B3LYP method[Figure not available: see fulltext.].
