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Ranitidine hydrochloride, a polymorphic crystal form.

A Hempel1, N Camerman, D Mastropaolo

  • 1Department of Biochemistry, University of Toronto, Medical Sciences Building, Toronto, Canada M5S 1A8. andrew.hempel@utoronto.ca

Acta Crystallographica. Section C, Crystal Structure Communications
|August 16, 2000
PubMed
Summary
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This study details the molecular structure of ranitidine hydrochloride, revealing protonation at the dimethylamino nitrogen and an eclipsed conformation. Extensive electron delocalization was observed within the nitroethenediamine system.

Area of Science:

  • Medicinal Chemistry
  • Structural Chemistry
  • Pharmacology

Background:

  • Ranitidine is a widely used medication for treating peptic ulcers and gastroesophageal reflux disease.
  • Understanding its molecular structure is crucial for drug design and predicting its interactions.

Purpose of the Study:

  • To elucidate the detailed crystal structure and conformation of ranitidine hydrochloride.
  • To investigate the electronic properties and intermolecular interactions within the ranitidine molecule.

Main Methods:

  • X-ray crystallography was employed to determine the three-dimensional structure.
  • Analysis of bond lengths and atomic positions to understand electron distribution and molecular geometry.

Main Results:

Related Experiment Videos

  • Protonation occurs at the dimethylamino nitrogen atom.
  • The ranitidine molecule adopts an eclipsed conformation.
  • Extensive electron delocalization is present in the N,N'-dimethyl-2-nitro-1,1-ethenediamine moiety.
  • Specific cis/trans isomerism observed in the side chain.
  • Chloride ions mediate intermolecular hydrogen bonding.

Conclusions:

  • The determined structure provides insights into ranitidine's chemical behavior and stability.
  • The findings contribute to a deeper understanding of ranitidine's mechanism of action at a molecular level.
  • This structural information can aid in the development of related compounds.