4-[3-(4-fluorobenzylideneamino)-2-oxo-1,3-oxazolidin-5-ylmethyl]morpholin-4-ium chloride monohydrate

Citation
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
Citations number
14
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE
ISSN journal
16005368 → ACNP
Volume
57
Year of publication
2001
Part
5
Pages
O469 - O471
Database
ISI
SICI code
1600-5368(200105)57:<O469:4>2.0.ZU;2-2
Abstract
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.