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Related Experiment Videos

Gabapentin and gabapentin monohydrate.

J A Ibers1

  • 1Department of Chemistry, Northwestern University, Evanston, IL 60208-3113, USA. ibers@chem.northwestern.edu

Acta Crystallographica. Section C, Crystal Structure Communications
|May 16, 2001
PubMed
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Gabapentin, an anticonvulsant, forms extensive hydrogen bonds in its solid state. Gabapentin monohydrate also exhibits hydrogen bonding, incorporating water molecules into its crystal structure.

Area of Science:

  • Crystallography
  • Solid-state chemistry

Background:

  • Gabapentin (1-(aminomethyl)cyclohexaneacetic acid) is an anticonvulsant medication.
  • Understanding the solid-state structure of pharmaceuticals is crucial for formulation and stability.

Purpose of the Study:

  • To elucidate the crystal structure of gabapentin.
  • To characterize the hydrogen bonding network in gabapentin monohydrate.

Main Methods:

  • X-ray crystallography was employed to determine the crystal structures.
  • Analysis of intermolecular interactions, particularly hydrogen bonding, was performed.

Main Results:

  • Gabapentin exists as a zwitterion in the solid state.
  • Extensive intermolecular hydrogen bonding between NH3(+) and COO(-) groups defines the gabapentin crystal structure.

Related Experiment Videos

  • Gabapentin monohydrate features a similar hydrogen bonding network, further involving water molecules.

    • Conclusions:

    • The solid-state structure of gabapentin is characterized by significant hydrogen bonding.
    • The presence of water in gabapentin monohydrate creates a more complex hydrogen bonding network.