Ethyl [(2-hydroxy­phen­yl)(pyridinium-2-ylamino)meth­yl]phospho­nate methanol solvate

In the title compound, C14H17N2O4P·CH3OH, the planes of the pyridinium-2-ylamino and 2-hydroxy­phenyl groups form a dihedral angle of 75.6 (1)°, with the pyridinium NH group and the 2-hydroxy­phenyl OH group pointing in opposite directions. Three intra­molecular hydrogen bonds are observed. Two phospho­nate and two methanol mol­ecules are connected by O—H⋯O hydrogen bonds as a centrosymmetric dimeric cluster, and inter­act further with other dimeric clusters via N—H⋯O, O—H⋯O and C—H⋯O hydrogen bonds and C—H⋯π inter­actions, resulting in a sheet structure

Diethyl [2,2,2-trifluoro-1-phenyl­sulfonyl­amino-1-(trifluoro­meth­yl)eth­yl]phospho­nate

The title compound, C13H16F6NO5PS, is of inter­est with respect to inhibition of serine hydro­lases. Its structure contains a 1.8797 (13) Å P—C bond and two inter­molecular N—H⋯O=P hydrogen bonds, resulting in centrosymmetric dimers. An intra­molecular N—H⋯O=P hydrogen bond is also present

Visible Light-Mediated Decarboxylation Rearrangement Cascade of ω-Aryl-N-(acyloxy)phthalimides

A Smiles-type radical rearrangement induced by visible-light-mediated decarboxylation of omega-aryl-N-(acyloxy)phthalimides was developed, giving rise to pharmacologically important substance classes: phenylethylamine derivatives, dihydroisoquinolinones, and benzoazepinones were synthesized on the basis of readily available benzoic acids or benzaldehydes and beta- or gamma-amino acids. This methodology facilitates the synthesis of enantiopure D-amphetamine and of precursors of capsazepinoid bronchodilators

Synthesis, in silico and in vitro Evaluation of Novel Oxazolopyrimidines as Promising Anticancer Agents

New potential bioactive oxazolopyrimidines have been synthesized using two main approaches: the pyrimidine ring annulation on a functionalized oxazole and the benzoyl bromide trimerization followed by rearrangement and formation of the oxazolo[5,4-d]pyrimidine scaffold. The docking analyzes have shown that 7-piperazine substituted oxazolo[4,5-d]pyrimidines 8a–8c could be potential VEGFR2 inhibitors with high free energy of ligand–protein complex formation (ΔG: −10.1, −9.6, −9.8 kcal/mol, respectively). In vitro antitumor assays confirmed theoretical predictions that oxazolo[4,5-d]pyrimidines 8a–8c containing positively charged piperazine moiety should demonstrate significantly higher cytotoxic effects. 4-[5-(4-Chlorophenyl)-2-phenyl[1,3]oxazolo[4,5-d]pyrimidin-7-yl]piperazin-1-ium trifluoroacetate (8c) exhibited a slightly higher antiproliferative effect (IC50=0.21 μm) than doxorubicin (IC50=0.36 μm) on MDA-MB-231 cell line and has relatively good results on OVCAR-3 (IC50=1.7 μm) and HCT-116 (IC50=0.24 μm) cells