(14) N nuclear quadrupole resonance study of piroxicam: confirmation of new polymorphic form V

J Pharm Sci. 2015 Jun;104(6):1909-1918. doi: 10.1002/jps.24421. Epub 2015 Mar 16.

Abstract

A new polymorphic crystal form of piroxicam was discovered while preparing crystalline samples of piroxicam for (14) N nuclear quadrupole resonance (NQR) analysis. The new crystal form, designated as V, was prepared by evaporative recrystallization from dichloromethane. Three known polymorphic forms (I, II, and III) were also prepared. Our aim was to apply (14) N NQR to characterize the new polymorphic form of piroxicam and compare the results with those of the other known polymorphic forms. Additional analytical methods used for characterization were X-ray powder diffraction (XRPD), thermal analysis, and vibrational spectroscopy. For the first time, a complete set of nine characteristic (14) N NQR frequencies was found for each prepared polymorph of piroxicam. The consistent set of measured frequencies and calculated characteristic quadrupole parameters found for the new polymorphic form V is a convincing evidence that we are dealing with a new form. The already known piroxicam polymorphic forms were characterized similarly. The XRPD results were in accordance with the conclusions of (14) N NQR analysis. The performed study clearly demonstrates a strong potential of (14) N NQR method to be applied as a highly discriminative spectroscopic analytical tool to characterize polymorphic forms.

Keywords: 14N nuclear quadrupole resonance (NQR); FTIR; H-bonds; Raman spectroscopy; X-ray powder diffractometry; calorimetry (DSC); physical characterization; piroxicam; polymorphism; spectroscopy.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Inflammatory Agents, Non-Steroidal / chemistry*
  • Calorimetry, Differential Scanning
  • Crystallization
  • Hydrogen Bonding
  • Magnetic Resonance Spectroscopy
  • Piroxicam / chemistry*
  • Powder Diffraction
  • Spectroscopy, Fourier Transform Infrared
  • Spectrum Analysis, Raman
  • X-Ray Diffraction

Substances

  • Anti-Inflammatory Agents, Non-Steroidal
  • Piroxicam