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This study explores zinc-(II) coordination chemistry with furosemide, revealing a new complex [Zn-(fur)2(NH3)2] and an unexpected furosemide derivative formed via solvent interactions.

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Area of Science:

  • Coordination Chemistry
  • Medicinal Chemistry
  • Organic Synthesis

Background:

  • Furosemide, a widely used diuretic, possesses structural features suggesting potential as a metal ion ligand.
  • Understanding furosemide's coordination behavior with metal ions can uncover novel chemical properties and applications.
  • Zinc-(II) coordination chemistry offers a platform to investigate metal-ligand interactions with pharmaceutical compounds.

Purpose of the Study:

  • To investigate the coordination chemistry of furosemide with zinc-(II) ions in organic solvents.
  • To characterize the resulting zinc-(II)-furosemide complex and explore its structural features.
  • To identify any novel furosemide derivatives formed during the reaction process.

Main Methods:

  • Synthesis of zinc-(II)-furosemide complex in organic solvents.
  • X-ray diffraction analysis for structural determination of the complex and derivative.
  • Infrared spectroscopy, NMR spectroscopy, and thermal analysis for complementary characterization.

Main Results:

  • A four-coordinate zinc-(II) complex, [Zn-(fur)2(NH3)2]·(CH3CH2)2O, was synthesized and characterized, featuring monodentate furosemide ligands and ammonia.
  • Ammonia was identified as originating from the *in situ* hydrolysis of acetonitrile solvent.
  • A novel furosemide derivative with ester and amidine functionalities was serendipitously discovered and structurally elucidated.

Conclusions:

  • Furosemide can act as a ligand in zinc-(II) coordination complexes, forming a defined structure with ammonia.
  • Acetonitrile can undergo hydrolysis in the presence of zinc-(II) and furosemide, generating ammonia.
  • Furosemide exhibits unprecedented reactivity and transformation capabilities within zinc-(II)-mediated systems, leading to new derivatives.