Effect of ultrasonic irradiation on the selective polymorph control in sulfamerazine

Kurotani, Masahiro; Hirasawa, Izumi

doi:10.1016/j.cherd.2010.02.014

Cited by 20 publications

(16 citation statements)

References 15 publications

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“…The main emphasis has been on the thermodynamics of the polymorph transformations and on mechanical properties such as millability, etc. (7,(10)(11)(12)(13)(14)(15)(16)(17)(18)(19)(20)(21)(22) Zhang et al reported that the thermodynamic transformation of Form II to Form I happens between 50-54 o C, (22) while in our previous work, we discovered that Form I goes to Form II on ball milling for an hour at room temperature. (8) Milling at low temperatures leads to the amorphization of both forms.…”

Section: Introductionmentioning

confidence: 86%

Sulfamerazine: Understanding the Influence of Slip Planes in the Polymorphic Phase Transformation through X-Ray Crystallographic Studies and ab Initio Lattice Dynamics

Pallipurath

Skelton

Warren³

et al. 2015

Mol. Pharmaceutics

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Understanding the polymorphism exhibited by organic active-pharmaceutical ingredients (APIs), in particular the relationships between crystal structure and the thermodynamics of polymorph stability, is vital for the production of more stable drugs and better therapeutics, and for the economics of the pharmaceutical industry in general. In this article, we report a detailed study of the structure-property relationships among the polymorphs of the model API, Sulfamerazine. Detailed experimental characterization using synchrotron radiation is complemented by computational modeling of the lattice dynamics and mechanical properties, in order to study the origin of differences in millability and to investigate the thermodynamics of the phase equilibria. Good agreement is observed between the simulated phonon spectra and mid-infrared and Raman spectra. The presence of slip planes, which are found to give rise to low-frequency lattice vibrations, explains the higher millability of Form I compared to Form II. Energy/volume curves for the three polymorphs, together with the temperature dependence of the thermodynamic free energy computed from the phonon frequencies, explains why Form II converts to Form I at high temperature, whereas Form III is a rare polymorph that is difficult to isolate. The combined experimental and theoretical approach employed here should be generally applicable to the study of other systems that exhibit polymorphism.

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Section: Introductionmentioning

confidence: 86%

Sulfamerazine: Understanding the Influence of Slip Planes in the Polymorphic Phase Transformation through X-Ray Crystallographic Studies and ab Initio Lattice Dynamics

Pallipurath

Skelton

Warren³

et al. 2015

Mol. Pharmaceutics

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“…FIII was discovered only recently in 2006 . Solvent‐mediated transformations of SMZ polymorphs in solution have been extensively studied . The effect of compression and milling on powder samples has also been reported .…”

Section: Introductionmentioning

confidence: 99%

“…29 Solvent-mediated transformations of SMZ polymorphs in solution have been extensively studied. [32][33][34][35][36][37][38] The effect of compression and milling on powder samples has also been reported. 30,[39][40][41] Chattoraj et al 39 observed partial amorphization of FI during cryomilling.…”

Section: Introductionmentioning

confidence: 99%

Effects of Ball-Milling and Cryomilling on Sulfamerazine Polymorphs: A Quantitative Study

MacFhionnghaile

Gniado

et al. 2014

Journal of Pharmaceutical Sciences

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The effects of ball-milling and cryomilling on sulfamerazine forms I and II (SMZ FI, FII) were investigated using X-ray powder diffraction, IR and NIR spectroscopy. Cryomilling resulted in the complete amorphization of both polymorphs. Milling at room temperature gave mixtures of amorphous SMZ (FA) and FII. Calibration models were developed for the quantitative analysis of binary (FI/FII, FI/FA and FII/FA) and ternary (FI/FII/FA) mixtures using NIR spectroscopy combined with partial least-squares (PLS) regression. The PLS models for binary (0 -100 %), ternary (0 -100 %) and low level (0 -10 %) binary mixtures had root-mean-square errors of prediction of 1.8, 5.1 and 0.80 %, respectively. The calibration models were used to obtain a detailed quantitative picture of solid-state transformations during milling and any subsequent recrystallizations. FA prepared by cryomilling FI for less than 60 min. recrystallized to mixtures of FI and FII, while samples milled for more than 60 min. crystallized to pure FII. The effect of co-milling SMZ with stoichiometric amounts of additives was investigated. SMZ formed amorphous materials with oxalic, DL-tartaric and citric acids that were more stable towards recrystallization than FA.Amorphous SMZ/oxalic acid was found to recrystallize to a 2:1 co-crystal during storage.

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“…Many studies on the effect of ultrasonic irradiation on crystal size have been studied (Kurotani et al, 2009;Kurotani and Hirasawa, 2010;Guo et al, 2005;Hatkar and Gogate, 2012;Stelzer et al, 2013). Kurotani et al (2009) investigated the relation between the ultrasonic irradiation and the generation of the primary nucleation of amino acids in supersaturated solutions.…”

Section: Synthesis Of Organic-organic Composite Particles In a Spray mentioning

confidence: 99%

Particle Preparation and Morphology Control with Mutual Diffusion Across Liquid-Liquid Interfaces

Kadota

Shirakawa

2021

KONA

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Advanced functional materials require sophisticated control of particle characteristics. The bottom-up process has been extensively used to produce functional materials for controlling the particle properties of composite particles. We propose crystallization at liquid-liquid interfaces as an advanced particle formation method. This review introduces crystallization at a liquid-liquid interface based on several case studies used in various applications. Conventional crystallization has been generally used to produce crystals and particles with homogeneous particle properties. Liquid-liquid interfacial crystallization makes it possible to create composite particles with hetero-phase structures and interfaces. Liquid-liquid interfacial crystallization with an inkjet technique can control the droplet size accurately, and the shape and particle size distribution are successfully controlled in inorganic-organic composite particles. In addition, we succeed in creating organic-organic composite particles using the interfacial crystallization by an ultrasonic spray nozzle. The coating efficiency of organic particles on the particles is enhanced using the ultrasonic spray nozzle in comparison with anti-solvent crystallization. In this study, the fabrication of inorganic-organic composite particles using a coaxial tube reactor on the liquid-liquid interfacial crystallization is proven successful. These findings suggest that liquid-liquid interfacial crystallization is a promising means of efficiently producing composite particles because of their applicability to infusion in various processes.

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Effect of ultrasonic irradiation on the selective polymorph control in sulfamerazine

Cited by 20 publications

References 15 publications

Sulfamerazine: Understanding the Influence of Slip Planes in the Polymorphic Phase Transformation through X-Ray Crystallographic Studies and ab Initio Lattice Dynamics

Sulfamerazine: Understanding the Influence of Slip Planes in the Polymorphic Phase Transformation through X-Ray Crystallographic Studies and ab Initio Lattice Dynamics

Effects of Ball-Milling and Cryomilling on Sulfamerazine Polymorphs: A Quantitative Study

Particle Preparation and Morphology Control with Mutual Diffusion Across Liquid-Liquid Interfaces

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