Recrystallization of phenacetin and sulfathiazole using the sonocrystallization process

Su, Chie-Shaan; Wu, Pei-Yu; Jheng, Wun-De

doi:10.1016/j.jtice.2015.08.009

Cited by 10 publications

(4 citation statements)

References 28 publications

(29 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The specification of the chemicals used in this study are listed in Table 1. The experimental apparatus of sonocrystallization has been detailed in our previous reports [21][22][23]; a brief description is presented herein. The schematic of the experimental apparatus is presented in Figure 1.…”

Section: Methodsmentioning

confidence: 99%

“…In our previous studies, sonocrystallization was employed for the recrystallization of two pharmaceutical compounds, phenacetin and sulfathiazole [21][22][23]. To further explore the applicability of sonocrystallziation to modify solid-state properties and synthesize pharmaceutical compounds, two case studies involving salicylamide particle size reduction and isoniazid derivative synthesis and crystallization were investigated in this study.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Sonocrystallization—Case Studies of Salicylamide Particle Size Reduction and Isoniazid Derivative Synthesis and Crystallization

Yang

Yen

et al. 2018

Crystals

Self Cite

View full text Add to dashboard Cite

Two case studies of salicylamide particle size reduction and isoniazid derivative synthesis and crystallization realized using sonocrystallization were investigated. The size, habit, structure, thermal behavior, and spectrometric properties of sonocrystallized crystals were analyzed through scanning electron microscopy (SEM), powder X-ray diffractometry (PXRD), differential scanning calorimetry (DSC), and Fourier transform infrared (FTIR) spectroscopy. The effects of the operating parameters, such as sonication intensity, sonication duration, and solution concentration, on sonocrystallization were compared. The crystal size of salicylamide was reduced from 595 µm (the original size) and was efficiently manipulated to be between 40 and 80 µm. Moreover, compared with the crystal habits of unprocessed crystals and recrystallized crystals fabricated through conventional methods, the crystal habit of salicylamide could be modified to present a regular shape. The structure, thermal behavior, and spectrometric properties of sonocrystallized salicylamide were found to be in agreement with those of an unprocessed sample. For producing isoniazid derivative crystals, N-(propan-2-ylidene)-isonicotinohydrazide was synthesized using isoniazid in acetone at 318 K. The resulting solution was then cooled by applying power ultrasound to isolate N-(propan-2-ylidene)-isonicotinohydrazide crystals. The solid-state properties of the synthesized N-(propan-2-ylidene)-isonicotinohydrazide was verified through PXRD, DSC, and FTIR spectroscopy. The feasibility of particle size manipulation was then demonstrated through sonocrystallization.

show abstract

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Sonocrystallization—Case Studies of Salicylamide Particle Size Reduction and Isoniazid Derivative Synthesis and Crystallization

Yang

Yen

et al. 2018

Crystals

Self Cite

View full text Add to dashboard Cite

show abstract

“…The effect of ultrasound on crystal size is observed and reported in many studies involving varied pharmaceutical drugs such as non-steroidal anti-inflammatory drugs: ibuprofen [2], mefenamic acid [3], ketoprofen [4], phenylbutazone [5]; antibiotics or antifungals: itraconazole [6], sulfamethoxazole [6], sulfathiazole [7] and cloxacillin [8]; analgesics: piroxicam [9], salicylic acid [10], phenacetin [7]; antiepileptics: carbamazepine [11]; and antilipemics: gemfibrozil [12]. In all these studies, the particles sizes of active drug obtained are finer than those obtained with conventional crystallization methods and the size distributions become narrower in the presence of ultrasound.…”

Section: Introductionmentioning

confidence: 99%

Crystallization of α-glycine by anti-solvent assisted by ultrasound

Vera

Baillon

Espitalier

et al. 2019

Ultrasonics Sonochemistry

View full text Add to dashboard Cite

Crystallization of α-glycine by addition of an anti-solvent (ethanol) assisted by ultrasound is studied. The experiments of crystallization are conducted at 303.15 K in a solution of 150 ml with continuous agitation by a magnetic rod. Ultrasound is then applied at powers ranging from 8 to 41 W thanks to an ultrasonic horn at 20 kHz. The supersaturation ratio (S) is followed throughout all the experiment. At the end of the experiment, the suspension is filtered, the solid is washed with ethanol and dried at 333.15 K. The resulting crystals are characterized by their final size distributions measured by laser granulometry, their morphologies observed by scanning electronic microscope (SEM) and their crystalline structures by differential scanning calorimetry (DSC). The influence of ultrasonic power (continuous 13, 28 and 40 W or pulsed modes), measured by calorimetry method, is studied for different addition rates (0.05 to 0.36 g of ethanol/min). Ultrasound permits to reduce the metastable zone width and to decrease the size of crystals due to an increase of the nucleation rate. The rate of de-supersaturation is higher in presence of ultrasound, inducing a higher nucleation rate, a higher growth rate or both. At 40 W, the decrease of supersaturation is faster, and the crystallization is finished in 40 min instead of 80 min (at 13 and 28 W) or 120 min without ultrasound. The use of pulsed ultrasound (50 on/50 off) is interesting from an economic point of view because similar results are obtained: comparable size distributions and resembling concentration profiles.

show abstract

“…This compound, a veterinary drug, has a complex drug behavior regarding its ability to crystallize into five known polymorphic forms [10]. For that criterion, it has been widely described in literature either for crystallographic investigations [11][12][13][14][15] or for crystallization behavior into both liquid phases [16,17] or supercritical media [18][19][20]. It is worth noting that different nomenclatures exist for the five polymorphic forms of Sulfathiazole.…”

Section: Introductionmentioning

confidence: 99%

Investigation of crystallization mechanisms for polymorphic and habit control from the Supercritical AntiSolvent process

Clercq

Mouahid

Pèpe

et al. 2018

The Journal of Supercritical Fluids

View full text Add to dashboard Cite

In this work, the Supercritical AntiSolvent (SAS) process has been used to generate micronized crystals of Sulfathiazole (STZ) from different organic solutions, namely acetone, acetonitrile, tetrahydrofuran and acetic acid. The flow rates of CO 2 (2-21 g min −1) and of the organic solution (0.19-6 mL min −1), as well as STZ concentration in the organic solution (20-70% under the saturation), have been varied to identify the conditions leading to powders exhibiting only one polymorphic form. Pressure (10 MPa) and temperature (313 K) have been kept constant. In this paper, thermodynamic and hydrodynamic aspects are discussed so as to rationalize the obtained crystal characteristics and provide a new way to control the SAS process applied to drug preformulation. The influence of the organic solvent nature on both the polymorphic form and the habit of generated crystals, has been particularly discussed.

show abstract

Recrystallization of phenacetin and sulfathiazole using the sonocrystallization process

Cited by 10 publications

References 28 publications

Sonocrystallization—Case Studies of Salicylamide Particle Size Reduction and Isoniazid Derivative Synthesis and Crystallization

Sonocrystallization—Case Studies of Salicylamide Particle Size Reduction and Isoniazid Derivative Synthesis and Crystallization

Crystallization of α-glycine by anti-solvent assisted by ultrasound

Investigation of crystallization mechanisms for polymorphic and habit control from the Supercritical AntiSolvent process

Contact Info

Product

Resources

About