R. Kruszynski et al., 4-[3-(4-fluorobenzylideneamino)-2-oxo-1,3-oxazolidin-5-ylmethyl]morpholin-4-ium chloride monohydrate, ACT CRYST E, 57, 2001, pp. O469-O471
A series of derivatives of 3-amino-2-oxazolidinone have been prepared. The
5-morpholinomethyl-3-(4-chlorobenzylideneamino)-2-oxazolidinone derivative
is a potential psychotropic drug. Preliminary clinical data showed that the
compound exhibits antidepressive activity in humans. The molecular geometr
y of the title compound, C15H19FN3O3+. Cl-.H2O, is similar to that of 5-mor
pholinomethyl-3-(4-chlorobenzylideneamino)-2-oxazolidinone. The oxazolidino
ne ring exists in an almost ideal half-chair conformation. The primary loca
tion of molecular interaction with an acid residue within a putative recept
or site is at the morpholine N atom. The structure of the title compound is
built up from strong and weak intermolecular hydrogen bonds forming a two
dimensional infinite hydrogen-bond network.