Solubility and dissolution rate of progesterone cocrystals using 4-fluorobenzoic acid and 2-hydroxy-6-naphthoic acid as coformers

Yang, Yun-Xia; Niu, Haijun; Xia, Shiying; yingwa, Guo; Wu, Xiangxiang

doi:10.1016/j.jcrysgro.2022.126601

Cited by 7 publications

(2 citation statements)

References 34 publications

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“…Studies have reported improvements in dissolution rate by Rodríguez-Hornedo et al [12], stability by Liu et al [13], and bioavailability by Nangia et al [14]. In the pharmaceutical field, cocrystals are composed of APIs and cocrystal formers (CCFs) via π-π stacking interactions, intermolecular interactions, and hydrogen bonds [15][16][17]. Among these hydrogen bonds are the most significant forces in the formation of pharmaceutical supramolecules due to their stronger bond energies than other interactions [18][19][20].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Structure Characterization of Three Pharmaceutical Compounds Based on Tinidazole

Chen

et al. 2023

Crystals

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Tinidazole (TNZ), a 5-nitroimidazole derivative, has received increasing attention due to its pharmacological activities in treatment for amebic and parasitic infections. In this paper, we synthesized three novel drug supramolecular compounds successfully based on TNZ. The three compounds discussed were formed by TNZ and 2,6-dihydroxybenzoic acid (2,6-DHBA), 4-methylsalicylic acid (4-MAC), and 5-chloro-2-hydroxybenzoic acid (5-C-2-HBA). The N-H···O and O-H···O hydrogen bonds and weak C-H···O hydrogen bonds are the primary intermolecular forces in the construction of the three compounds. Crystal structure analysis revealed that all the compounds exhibit three-dimensional frameworks consisting of non-covalent interactions. Furthermore, six primary synthons, Ⅰ R22 (8), Ⅱ R21(6), Ⅲ R22(12), Ⅳ R33(9), Ⅴ R22(12), Ⅵ R33(9), formed through various hydrogen bonds are found in the three compounds. Moreover, the resulting pharmaceutical supramolecular compounds show improved stability. Single-crystal X-ray diffraction analysis, infrared spectroscopy (IR), element analysis, and thermogravimetric analysis (TGA) are reported.

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Section: Introductionmentioning

confidence: 99%

Synthesis and Structure Characterization of Three Pharmaceutical Compounds Based on Tinidazole

Chen

et al. 2023

Crystals

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“…Both TST and PRG are classified as class II according to the Biopharmaceutics Classification System (BCS) and class IIb as per the Developability Classification System (DCS) [70]. Until now, there have been several studies to improve the dissolution of PRG and TST, including the formation of cocrystals [71], cyclodextrin complexation [72][73][74][75][76], polymeric nanoparticles [77,78], micro-/mesoporous materials [79][80][81], and micronisation via rapid expansion of supercritical solution [82]. The supercritical impregnation process is a simple technique with several advantages over conventional methods, including (i) homogenous distribution of active substance within the solid matrix, (ii) environmentally friendly technique for the reduction of waste and the use of toxic organic solvents, (iii) shorter processing times as there is no requirement for an additional drying step, and (iv) any excess drug active can be recycled by avoiding cross-contamination [83].…”

Section: Introductionmentioning

confidence: 99%

Dissolution Improvement of Progesterone and Testosterone via Impregnation on Mesoporous Silica Using Supercritical Carbon Dioxide

Ajiboye

Jacopin²,

Mattern³

et al. 2022

AAPS PharmSciTech

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Progesterone (PRG) and testosterone (TST) were impregnated on mesoporous silica (ExP) particles via supercritical carbon dioxide (scCO2) processing at various pressures (10–18 MPa), temperatures (308.2–328.2 K), and time (30–360 min). The impact of a co-solvent on the impregnation was also studied at the best determined pressure and temperature. The properties of the drug embedded in silica particles were analysed via gas chromatography (GC), attenuated total reflectance-Fourier transform infrared (ATR-FTIR) spectroscopy, X-ray diffraction (XRD), differential scanning calorimetry (DSC), and nitrogen adsorption. An impregnation of 1 to 82 mg/g for PRG and 0.1 to 16 mg/g for TST was obtained depending on the processing parameters. There was a significant effect of pressure, time, and co-solvent on the impregnation efficiency. Generally, an increase in time and pressure plus the use of co-solvent led to an improvement in drug adsorption. Conversely, a rise in temperature resulted in lower impregnation of both TST and PRG on ExP. There was a substantial increase in the dissolution rate (> 90% drug release within the first 2 min) of both TST and PRG impregnated in silica particles when compared to the unprocessed drugs. This dissolution enhancement was attributed to the amorphisation of both drugs due to their adsorption on mesoporous silica. Graphical Abstract

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Solid-state properties of Nifurtimox. Preparation, analytical characterization, and stability of an amorphous phase

Moroni

Mayoral

Lionello

et al. 2023

European Journal of Pharmaceutics and Biopharmaceutics

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Solubility and dissolution rate of progesterone cocrystals using 4-fluorobenzoic acid and 2-hydroxy-6-naphthoic acid as coformers

Cited by 7 publications

References 34 publications

Synthesis and Structure Characterization of Three Pharmaceutical Compounds Based on Tinidazole

Synthesis and Structure Characterization of Three Pharmaceutical Compounds Based on Tinidazole

Dissolution Improvement of Progesterone and Testosterone via Impregnation on Mesoporous Silica Using Supercritical Carbon Dioxide

Solid-state properties of Nifurtimox. Preparation, analytical characterization, and stability of an amorphous phase

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