Preformulation study of NSC-726796

Duoli Guo, James P. Cain, Sean O'Connell, Erin R. Gardner, Steven Pisle, William D. Figg, S. Esmail Tabibi, Samuel H. Yalkowsky

Research output: Contribution to journalArticle

1 Scopus citations

Abstract

A stability-indicating high-performance liquid chromatography method to quantify 2-(2,4-difluorophenyl)-4,5,6,7-tetrafluoroisoindoline-1,3-dione (NSC-726796) and its three main degradation products was developed. This method was used to investigate its degradation kinetics and mechanism. The reaction follows first-order kinetics and appears to be base catalyzed with the maximum stability at pH 1. The products were identified as 2-(2,4- difluorophenylcarbamoyl)-3,4,5,6-tetrafluorobenzoic acid (NSC-749820), 2,4-difluoroaniline, and tetrafluorophthalic acid. The parent drug, NSC-726796, was also found to react with methanol and ethanol. NSC-726796 demonstrates antiangiogenic activity, however, when its degradant NSC749820 does not show antiangiogenic activity.

Original languageEnglish (US)
Pages (from-to)661-673
Number of pages13
JournalAAPS PharmSciTech
Volume13
Issue number2
DOIs
StatePublished - Jun 1 2012

Keywords

  • CPS49
  • NSC-726796
  • NSC-749820
  • preformulation
  • stability

ASJC Scopus subject areas

  • Pharmaceutical Science

Fingerprint Dive into the research topics of 'Preformulation study of NSC-726796'. Together they form a unique fingerprint.

  • Cite this

    Guo, D., Cain, J. P., O'Connell, S., Gardner, E. R., Pisle, S., Figg, W. D., Tabibi, S. E., & Yalkowsky, S. H. (2012). Preformulation study of NSC-726796. AAPS PharmSciTech, 13(2), 661-673. https://doi.org/10.1208/s12249-012-9784-5