Control of polymorphism in the anti-solvent crystallization with a particular temperature profile

Minamisono, Takuma; Takiyama, Hiroshi

doi:10.1016/j.jcrysgro.2011.11.091

Cited by 31 publications

(26 citation statements)

References 6 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…[4][5][6][7][8][9][10] As examples, the meta-stable crystalline form of carbamazepine is transformed into a stable form during granulation and drying, 11) and anhydrous caffeine and chlorproamide are transformed during grinding and compressing.…”

Section: )mentioning

confidence: 99%

“…2,3) The crystallization process of metastable bulk drug powder is important for the quality assurance of drugs, depending on the bioavailability of the pharmaceutical formulation. [4][5][6][7][8][9][10] As examples, the meta-stable crystalline form of carbamazepine is transformed into a stable form during granulation and drying, 11) and anhydrous caffeine and chlorproamide are transformed during grinding and compressing. 12,13) The crystallinity of SX3288 decreases by grinding and compressing, leading to reduced chemical stability.…”

Section: )mentioning

confidence: 99%

See 1 more Smart Citation

The Effect of Compaction Force on the Transition to Hydrate of Anhydrous Aripiprazole

T¹,

Taniguchi²,

Nakata³

2018

Chem. Pharm. Bull.

View full text Add to dashboard Cite

Aripiprazole (APZ) is used to treat schizophrenia and is administered as a tablet containing the anhydrous form of APZ. In this study, the effect of compaction force on the crystal form transition was investigated. The crystalline state was observed by X-ray diffraction (XRD). APZ Anhydrous Form II was compacted into tablets. The XRD intensity of anhydrous APZ became lower with higher compressive force. The degree of crystallinity decreased with the compaction force. The powder and the compacted tablets of anhydrous APZ were stored for one week under 60°C and 75% relative humidity. The powder showed no crystal form transition after storage. For the tablets, however, XRD peaks of APZ hydrate were observed after storage. The tablets compacted with higher force showed the higher XRD diffraction intensity of hydrate form. We concluded that the crystallinity reduction of APZ Anhydrous Form II by compaction caused and accelerated the transition to hydrate under high temperature and humidity conditions. In order to manufacture crystallographically stable tablets containing anhydrous APZ, it is important to prevent this crystallinity reduction during compaction.Key words aripiprazole; crystal transition; hydration; compaction; tablet Many active pharmaceutical ingredient (API) bulk powders have various solid states, such as polymorphic forms, solvates, and amorphous forms. 1)The physicochemical properties, chemical stability and dissolution behaviors of the meta-stable crystalline forms and amorphous forms of poorly water-soluble APIs in pharmaceutical preparations are significantly affected by storage conditions including temperature and humidity. Therefore, changes in the crystalline and amorphous forms during the manufacturing process may affect the bioavailability of the pharmaceutical products as a result of changes to their physical properties (melting point, solubility, etc.), chemical stability and absorbability in the gastrointestinal tract.2,3) The crystallization process of metastable bulk drug powder is important for the quality assurance of drugs, depending on the bioavailability of the pharmaceutical formulation. [4][5][6][7][8][9][10] As examples, the meta-stable crystalline form of carbamazepine is transformed into a stable form during granulation and drying, 11) and anhydrous caffeine and chlorproamide are transformed during grinding and compressing.12,13) The crystallinity of SX3288 decreases by grinding and compressing, leading to reduced chemical stability.14)The amorphous state is a state lacking regularity with a wide range of orders and orientations of the molecule. Since an amorphous solid with high chemical potential is more easily soluble in water than the crystalline solid, some poorly water-soluble pharmaceuticals have been used in an amorphous state, with the expectation of improving the dissolution rate in water. 15,16) However, the amorphous state has the potential to change to a more stable crystalline state by adsorbing various solvent vapors during the storage of pharmaceuticals. 17)Ari...

show abstract

Section: )mentioning

confidence: 99%

Section: )mentioning

confidence: 99%

The Effect of Compaction Force on the Transition to Hydrate of Anhydrous Aripiprazole

T¹,

Taniguchi²,

Nakata³

2018

Chem. Pharm. Bull.

View full text Add to dashboard Cite

show abstract

“…A c c e p t e d M a n u s c r i p t 3 Dilution crystallization, an important purification technology, can be accomplished at room temperature [5]. By choosing the appropriate solvent and anti-solvent, dilution crystallization quickly produces crystal products with high purity and high yield.…”

Section: Separation Science and Technologymentioning

confidence: 99%

Effect of ultrasonication on the dilution crystallization of naproxen

Zhang

Wang

Huang

et al. 2016

Separation Science and Technology

View full text Add to dashboard Cite

This work investigates the use of ultrasonication for the dilution crystallization of naproxen.Naproxen solution was prepared in acetone, while water was used as the anti-solvent. The main objective of this study was to determine the effect of sonication on the thermodynamic properties (solubility, metastable zone width, and induction time) and particle size of naproxen crystals.The use of sonication was compared to conventional stirred crystallization methods. When the solvent ratio (V acetone /V water ) is low, no significant difference exists between the naproxen solubility in either the sonicated or stirred solutions. However, at higher solvent ratios(V a /V w =9) and at low temperatures(0 ℃), ultrasonication increases the solubility of naproxen from 0.171 g/mL to 0.193 g/mL. Compared to conventional stirred crystallization techniques(the metastable zone width is 0.024 g/mL), ultrasonic crystallization is characterized by a narrower metastable zone(the width is 0.010 g/mL), and with ultrasonic crystallization the induction time decreases by about 50 seconds. During ultrasonic crystallization, the average naproxen particle size is Separation Science and TechnologyA c c e p t e d M a n u s c r i p t 2 reduced from 22.6 µm to 10.5 µm by increasing the power and time of ultrasonication. Particle sizes and crystal morphologies obtained using ultrasonication were significantly improved compared to those produced with stirring.

show abstract

“…The rate of the generation of supersaturation is highly dependent on the addition rate of the antisolvent. Antisolvents also have an impact on the kinetics of crystallization , and polymorphic crystallization and SMPT , , .…”

Section: Introductionmentioning

confidence: 99%

Influence of Solvents on Solution‐Mediated Polymorphic Transformation of the Polymorphs of L‐Histidine

2019

View full text Add to dashboard Cite

Solution-mediated polymorphic transformation (SMPT) of the metastable polymorph B of L-histidine (L-his) into the stable polymorph A in water-antisolvent solutions was performed. Methanol, acetone, and acetonitrile served as antisolvents. The SMPT was studied via nucleated batch antisolvent crystallization process by determining the change of the fraction of the stable polymorph A of L-his in the crystal phase with time during the crystallization process. The fraction of the stable polymorph A of L-his was assessed offline by Raman spectroscopy. The transformation time depended on the fractions of form A obtained at the initial stage of crystallization. The transformation rate of the metastable polymorph B into the stable polymorph A at lower antisolvent volume fraction was faster than at higher antisolvent volume fraction. The transformation time of polymorph B into polymorph A in water-acetonitrile solution was the shortest compared to the other solutions.

show abstract

Control of polymorphism in the anti-solvent crystallization with a particular temperature profile

Cited by 31 publications

References 6 publications

The Effect of Compaction Force on the Transition to Hydrate of Anhydrous Aripiprazole

The Effect of Compaction Force on the Transition to Hydrate of Anhydrous Aripiprazole

Effect of ultrasonication on the dilution crystallization of naproxen

Influence of Solvents on Solution‐Mediated Polymorphic Transformation of the Polymorphs of L‐Histidine

Contact Info

Product

Resources

About