Jove
Visualize
Contact Us
JoVE
x logofacebook logolinkedin logoyoutube logo
ABOUT JoVE
OverviewLeadershipBlogJoVE Help Center
AUTHORS
Publishing ProcessEditorial BoardScope & PoliciesPeer ReviewFAQSubmit
LIBRARIANS
TestimonialsSubscriptionsAccessResourcesLibrary Advisory BoardFAQ
RESEARCH
JoVE JournalMethods CollectionsJoVE Encyclopedia of ExperimentsArchive
EDUCATION
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab ManualFaculty Resource CenterFaculty Site
Terms & Conditions of Use
Privacy Policy
Policies

Related Experiment Videos

Polymorphs of gabapentin.

Hayley A Reece1, Demetrius C Levendis

  • 1Molecular Sciences Institute, School of Chemistry, University of the Witwatersrand, PO Wits 2050, South Africa.

Acta Crystallographica. Section C, Crystal Structure Communications
|March 7, 2008
PubMed
Summary
This summary is machine-generated.

Related Concept Videos

You might also read

Related Articles

Articles linked to this work by shared authors, journal, and citation graph.

Sort by
Same author

Covalent-assisted supramolecular synthesis: the effect of hydrogen bonding in cocrystals of 4-tert-butylbenzoic acid with isoniazid and its derivatized forms.

Acta crystallographica. Section C, Structural chemistry·2019
Same author

Energetic propane-1,3-diaminium and butane-1,4-diaminium salts of N,N'-dinitroethylenediazanide: syntheses, crystal structures and thermal properties.

Acta crystallographica. Section C, Structural chemistry·2019
Same author

Binary and ternary charge-transfer complexes using 1,3,5-tri-nitro-benzene.

Acta crystallographica. Section E, Crystallographic communications·2018
Same author

Formation of isostructural solid solutions in 2,6-disubstituted N-phenylformamides and N-phenylthioamides.

Acta crystallographica Section B, Structural science, crystal engineering and materials·2014
Same author

Pharmaceutical hydrates under ambient conditions from high-pressure seeds: a case study of GABA monohydrate.

Chemical communications (Cambridge, England)·2014
Same author

N-(2,6-Diisopropyl-phen-yl)thio-amide.

Acta crystallographica. Section E, Structure reports online·2012
Same journal

Intermolecular C-H···O, Cl···Cl and π-π interactions in the 2-dichloromethyl derivative of vitamin K3.

Acta crystallographica. Section C, Crystal structure communications·2013
Same journal

Isolation, pharmacological activity and structure determination of physalin B and 5β,6β-epoxyphysalin B isolated from Congolese Physalis angulata L.

Acta crystallographica. Section C, Crystal structure communications·2013
Same journal

Transannular S···N interactions in 10-ethynyl-10H-phenothiazine 5-oxide and 5,5-dioxide.

Acta crystallographica. Section C, Crystal structure communications·2013
Same journal

Two polymorphs of 2-ethyl-3-hydroxy-6-methylpyridinium hydrogen N-acetyl-L-glutamate from powder diffraction data.

Acta crystallographica. Section C, Crystal structure communications·2013
Same journal

Three-dimensional hydrogen-bonded assembly in 2,2'-disulfanylidene-5,5'-biimidazolidinylidene-4,4'-dione-dimethylformamide-water (3/2/4).

Acta crystallographica. Section C, Crystal structure communications·2013
Same journal

Head-to-tail square-shaped cyclic hydrogen bonds leading to dimeric aggregates: 1,8-dibenzoyl-2,7-dihydroxynaphthalene and a comparison with its analogous benzoylnaphthalene.

Acta crystallographica. Section C, Crystal structure communications·2013
See all related articles

Researchers identified two new crystal structures of gabapentin, a medication used to treat epilepsy and nerve pain. These new polymorphs, beta- and gamma-gabapentin, exhibit distinct hydrogen bonding networks compared to the known alpha-gabapentin form.

Area of Science:

  • Solid-state chemistry
  • Crystallography
  • Pharmaceutical science

Background:

  • Gabapentin, an anticonvulsant and analgesic, exists as a zwitterion in its solid state.
  • Understanding gabapentin's solid-state forms (polymorphs) is crucial for drug formulation and stability.

Purpose of the Study:

  • To characterize and compare the crystal structures of two novel gabapentin polymorphs.
  • To elucidate the hydrogen bonding networks in these new polymorphs and contrast them with a known form.

Main Methods:

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

Main Results:

Related Experiment Videos

  • Two new monoclinic polymorphs of gabapentin, designated beta- and gamma-gabapentin, were successfully synthesized and characterized.
  • All studied polymorphs (alpha, beta, and gamma) feature extensive intermolecular hydrogen bonding networks between zwitterionic groups.
  • Beta-gabapentin exhibits a unique weak intramolecular hydrogen bond in addition to intermolecular interactions.

Conclusions:

  • The discovery of new gabapentin polymorphs expands our understanding of its solid-state behavior.
  • Detailed structural analysis highlights the critical role of hydrogen bonding in stabilizing different gabapentin crystal forms.
  • These findings may inform future pharmaceutical development and manufacturing processes for gabapentin.