A Study of Fasoracetam's Solid State Forms: A Potential Anti-Alzheimer Pharmaceutical

J Pharm Sci. 2017 May;106(5):1317-1321. doi: 10.1016/j.xphs.2017.01.016. Epub 2017 Jan 19.

Abstract

Different solid state forms of the research chemical fasoracetam, which counters the effects of Alzheimer's disease, have been subjected to a thermal and structural analysis. Single crystals were obtained from solution evaporation and from the melt. Single-crystal X-ray analyses of the crystals show the existence of 2 hydrated and 1 non-hydrated crystalline form of fasoracetam. Under ambient conditions, the hydrate form I is found to be the most stable form, showing a melting point of 57C. This low melting point, combined with possible water losses could cause problems when formulating the hydrated form and impact the storage conditions of the compound.

Keywords: Alzheimer’s disease; calorimetry (DSC); crystal structure; hydrate; polymorphism; solvent evaporation; thermogravimetric analysis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alzheimer Disease* / drug therapy
  • Alzheimer Disease* / metabolism
  • Crystallization
  • Nootropic Agents / chemistry*
  • Nootropic Agents / metabolism
  • Nootropic Agents / therapeutic use
  • Pharmaceutical Preparations / chemistry
  • Pharmaceutical Preparations / metabolism
  • Piperidines / chemistry*
  • Piperidines / metabolism
  • Piperidines / therapeutic use
  • Proline / analogs & derivatives*
  • Proline / chemistry
  • Proline / metabolism
  • Proline / therapeutic use
  • X-Ray Diffraction / methods*

Substances

  • 5-oxo-D-prolinepiperidinamide monohydrate
  • Nootropic Agents
  • Pharmaceutical Preparations
  • Piperidines
  • Proline