Polymorphic behavior of isonicotinamide in cooling crystallization from various solvents

Hansen, Thomas Bruun; Taris, Alessandra; Rong, Ben-Guang; Grosso, Massimiliano; Qu, Haiyan

doi:10.1016/j.jcrysgro.2016.06.030

Cited by 28 publications

(43 citation statements)

References 25 publications

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“…), operating temperature, solvent, impurities, agitation etc. 3,[7][8][9][10][11] Therefore, a thorough understanding of crystallization process parameters and their impact on critical quality attributes of APIs is required in order to produce consistent and desired quality APIs. The objective of this work is twofold: firstly, to investigate the interplay between crystallization process parameters and quality attributes of APIs; secondly, to understand the mechanisms involved in the crystallization process.…”

Section: Introductionmentioning

confidence: 99%

Cooling Crystallization of Indomethacin: Effect of Supersaturation, Temperature, and Seeding on Polymorphism and Crystal Size Distribution

Malwade

2018

Org. Process Res. Dev.

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In this work, the effect of crystallization parameters, i.e., supersaturation, seeding, and temperature, on the polymorphism and crystal size of a nonsteroidal anti-inflammatory drug, indomethacin (IMC), was investigated. First, several crystallization solvents (ethanol, methanol, ethyl acetate, acetone, acetonitrile, and dichloromethane) were screened through the measurement of IMC solubility at different temperatures. This was followed by the investigation of IMC nucleation through measurement of induction times in selected solvents at two supersaturations. Finally, seeded cooling crystallization of IMC in ethanol was performed with different process parameters to investigate the influence on the polymorphism and crystal size distribution. Remarkably long induction times were observed for IMC in ethanol and ethyl acetate solutions, while a shorter induction time was observed in acetone. Cooling crystallization of IMC from ethanol confirmed that supersaturation, operating temperature, and seeding do affect the polymorphism as well as crystal size distribution of IMC. Fine needle-shaped crystals of metastable α-IMC were obtained at 5 °C with high supersaturation even in the presence of γ-IMC seeds, while rhombic platelike crystals of thermodynamically stable γ-IMC were obtained in the remaining experiments. The seed loading only marginally influenced the crystal growth rate and median particle diameter. Particle size analysis of the crystals obtained showed a bimodal distribution in all experiments, and a larger median particle diameter was observed at 15 °C with high supersaturation.

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Section: Introductionmentioning

confidence: 99%

Cooling Crystallization of Indomethacin: Effect of Supersaturation, Temperature, and Seeding on Polymorphism and Crystal Size Distribution

Malwade

2018

Org. Process Res. Dev.

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“…The fact that most API molecules are likely to have a multitude of solid forms and the number of forms of a given API is proportional to the investment of time and money in the study of screening . Pharmaceutical scientists should steadily find the most ideal form in the formulation process of an API .…”

Section: Introductionmentioning

confidence: 99%

Crystal characterization and transformation of the forms I and II of anticoagulant drug rivaroxaban

Liu

et al. 2017

Crystal Research and Technology

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The crystal forms I and II of rivaroxaban were characterized by powder X-ray diffraction (PXRD), differential scanning calorimetry (DSC) and Fourier transform infrared (FTIR) spectroscopy. Powder dissolution testing was carried out at 310.15 K in the dissolution media at pH = 1.0 and pH = 6.8, respectively. The solution-mediated phase transformation from form II to form I was investigated under different temperature, slurry density and stirring speed, respectively, by use of the FTIR spectroscopy. The results showed that, the two forms were monotropically-related, and in the both dissolution media the concentration of form II was obviously higher than that of form I at the same time which demonstrated that form II was the metastable form. Among the evaluated solid-state kinetic models the Prout-Tompkins and Avrami-Erofeev (n = 3) equations gave a satisfactory correlation of the phase transformation process from form II to form I. The activation energy of phase transformation was calculated as 19.151 kJ·mol −1 by means of Arrhenius analysis. In addition, the phase transformation rate increased with increasing temperature, slurry density and stirring speed.

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“…This difficulty to separate form III, IV, and V under ambient conditions was mentioned by Hansen et al in a previous study. 27 Polymorphic forms of INA can be monitored via PXRD using Cu-Kα1 X-ray radiation. Peaks at 2 θ = 20.8° and 23.3° represent the presence of form II while peaks at 2 θ = 14.1°, 17.4°, and 18.4° are representative of form III.…”

Section: Resultsmentioning

confidence: 99%

Exploring the role of ionic liquids to tune the polymorphic outcome of organic compounds

et al. 2018

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Polymorphic behavior of isonicotinamide in cooling crystallization from various solvents

Cited by 28 publications

References 25 publications

Cooling Crystallization of Indomethacin: Effect of Supersaturation, Temperature, and Seeding on Polymorphism and Crystal Size Distribution

Cooling Crystallization of Indomethacin: Effect of Supersaturation, Temperature, and Seeding on Polymorphism and Crystal Size Distribution

Crystal characterization and transformation of the forms I and II of anticoagulant drug rivaroxaban

Exploring the role of ionic liquids to tune the polymorphic outcome of organic compounds

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