Quantitative analysis of low content polymorphic impurities in canagliflozin tablets by PXRD, NIR, ATR-FITR and Raman solid-state analysis techniques combined with stoichiometry

Mingdi Liu; Jichao Liu; Qiuhong Wang; Ping Song; Haichao Li; Songgu Wu; Junbo Gong

doi:10.1016/j.saa.2023.122458

Quantitative analysis of low content polymorphic impurities in canagliflozin tablets by PXRD, NIR, ATR-FITR and Raman solid-state analysis techniques combined with stoichiometry

Spectrochim Acta A Mol Biomol Spectrosc. 2023 May 15:293:122458. doi: 10.1016/j.saa.2023.122458. Epub 2023 Feb 16.

Authors

Mingdi Liu¹, Jichao Liu², Qiuhong Wang², Ping Song², Haichao Li², Songgu Wu³, Junbo Gong⁴

Affiliations

¹ State Key Laboratory of Chemical Engineering, School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, PR China; College of Chemistry and Chemical Engineering, Qinghai Minzu University, Xining 810007, PR China; Key Laboratory of Resource Chemistry and Eco-environmental Protection in Tibetan Plateau, State Ethnic Affairs Commission, Xining 810007, PR China.
² College of Chemistry and Chemical Engineering, Qinghai Minzu University, Xining 810007, PR China; Key Laboratory of Resource Chemistry and Eco-environmental Protection in Tibetan Plateau, State Ethnic Affairs Commission, Xining 810007, PR China.
³ State Key Laboratory of Chemical Engineering, School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, PR China; College of Chemistry and Chemical Engineering, Qinghai Minzu University, Xining 810007, PR China. Electronic address: wusonggu@tju.edu.cn.
⁴ State Key Laboratory of Chemical Engineering, School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, PR China; College of Chemistry and Chemical Engineering, Qinghai Minzu University, Xining 810007, PR China.

PMID: 36801728
DOI: 10.1016/j.saa.2023.122458

Abstract

Canagliflozin (CFZ) was a commercially new class of anti-diabetic drug, which had various anhydrate crystal forms and two hydrate crystal forms (Canagliflozin hemihydrate (Hemi-CFZ) and Canagliflozin monohydrate (Mono-CFZ) crystal form). Commercially available CFZ tablets' active pharmaceutical ingredient (API) was Hemi-CFZ, which was easy conversion to CFZ or Mono-CFZ under the influence of temperature, pressure, humidity and other factors in tablets processing, storage, and transportation, thus affected bioavailability and efficacy of tablets. Therefore, quantitative analysis low content of CFZ and Mono-CFZ in tablets was essential to control tablets' quality. The main objective of this study was to examine the feasibility of Powder X-ray Diffraction (PXRD), Near Infrared Spectroscopy (NIR), Attenuated Total Reflectance Fourier Transform Infrared Spectroscopy (ATR-FTIR) and Raman for quantitative analysis the low content of CFZ or Mono-CFZ in ternary mixtures. PLSR calibration models for low content of CFZ and Mono-CFZ were established by the solid analysis techniques of PXRD, NIR, ATR-FTIR and Raman combined with various pretreatments (such as Multiplicative Scatter Correction (MSC), Standard Normal Variate (SNV), Savitzky-Golay First Derivative (SG^1st), Savitzky-Golay Second Derivative (SG^2nd) and Wavelet Transform (WT)), and the correction models were verified. However, compared with PXRD, ATR-FTIR and Raman, NIR due to its water sensitivity was the most suitable for the quantitative analysis low content of CFZ or Mono-CFZ in tablets. Partial Least Squares Regression (PLSR) model for quantitative analysis low content of CFZ in tablets was as follow: Y = 0.0480 + 0.9928 X, R² = 0.9986, LOD = 0.1596 %, LOQ = 0.4838 %, SG^1st + WT pretreated. And that of Mono-CFZ were Y = 0.0050 + 0.9996 X, R² = 0.9996, LOD = 0.0164 %, LOQ = 0.0498 %, MSC + WT pretreated and Y = 0.0051 + 0.9996 X, R² = 0.9996, LOD = 0.0167 %, LOQ = 0.0505 %, SNV + WT pretreated, respectively. That can be used for quantitative analysis of impurity crystal content in drug production to ensure drug quality.

Keywords: ATR-FTIR; Canagliflozin; NIR; PXRD; Polymorphism; Quantitative; Raman.

MeSH terms

Calibration
Canagliflozin*
Least-Squares Analysis
Powders
Spectrum Analysis, Raman* / methods
Tablets
X-Ray Diffraction

Substances

Canagliflozin
Powders
Tablets