Multicomponent solid forms of felodipine: preparation, characterisation, physicochemical and in-vivo studies

J Pharm Pharmacol. 2017 Mar;69(3):254-264. doi: 10.1111/jphp.12685. Epub 2017 Jan 30.

Abstract

Objectives: This study aimed to improve biopharmaceutical parameters of the poorly soluble antihypertensive drug, felodipine, by preparing multicomponent solid forms using three coformers, viz. imidazole, nicotinamide and malonic acid.

Methods: The multicomponent solid forms were prepared by mechanochemical synthesis and characterised by various analytical techniques. These solid forms were further assessed for their physicochemical parameters. Pharmacokinetic and in-vivo antihypertensive activity was performed in rats.

Key findings: Felodipine (FEL) was found to be cocrystallised with imidazole (FEL-IM) while it formed eutectic with nicotinamide (FEL-NCT) and malonic acid (FEL-MA). Cocrystal was sustained by NH…N and NH….O hydrogen-bonded network. Solubility and intrinsic dissolution studies in 0.1 N HCl (pH 1.2) revealed that eutectics exhibited higher solubility and release rate than cocrystal vis-a-vis pure drug and were found to be stable under accelerated storage condition. Significant enhancement of bioavailability was observed in eutectics (3.5- to twofold) and cocrystal (1.3-fold) compared with the pure drug. Antihypertensive activity of new solid forms in an animal model showed a marked decrease in systolic blood pressure.

Conclusions: Mechanochemical approach was successful to prepare multicomponent solid forms that have the potential to improve biopharmaceutical parameters of the poorly soluble drug, FEL.

Keywords: bioavailability; cocrystal; eutectics; mechanochemical synthesis; multicomponent solid forms.

MeSH terms

  • Animals
  • Antihypertensive Agents / chemistry*
  • Antihypertensive Agents / metabolism
  • Antihypertensive Agents / pharmacology*
  • Biological Availability
  • Chemistry, Pharmaceutical / methods
  • Crystallization / methods
  • Drug Compounding / methods
  • Drug Stability
  • Felodipine / chemistry*
  • Felodipine / metabolism
  • Felodipine / pharmacology*
  • Male
  • Malonates / chemistry
  • Rats
  • Rats, Wistar
  • Solubility
  • X-Ray Diffraction

Substances

  • Antihypertensive Agents
  • Malonates
  • malonic acid
  • Felodipine