Polymorphism and stability of ibuprofen/nicotinamide cocrystal: The effect of the crystalline synthesis method.

Abstract:

:The development over the past decade of design strategies for cocrystal preparation have led to numerous methods for the synthesis of cocrystal without take care of their influence on the precise structure and stability of cocrystalline states. On the other hand the mechanism of cocrystal formation remains widely unclear, especially the identification of the type of interactions mostly responsible for the cocrystalline stability. The present study focuses on the influence of the crystalline synthesis method on the polymorphism of cocrystals was analyzed from the preparation of S-ibuprofen/nicotinamide and RS-ibuprofen/nicotinamide cocrystals by co-milling, slow solvent evaporation and crystallization from the melt. X-ray diffraction and Raman spectroscopy experiments have shown that the polymorphic form of the cocrystals obtained by recrystallization from the melt (Form A) is different from that prepared by milling and by slow evaporation in solution (Form B). It was shown that both isothermal and non-isothermal recrystallizations from the melt blending are observed via a transient metastable micro/nano structure of form A. Additionally, it was observed that form A transforms into Form B upon heating via very weak changes in the hydrogen bond network. The crystallization in form A from the melt, instead of form B by other methods, was explained by the difficulty to form a supramolecular organization too far energetically from that existing in the melt. This study shows the crucial role of supramolecular H-bonding on the formation mechanism of cocrystals and how does the synthesis method of cocrystals change the supramolecular organization and the related structure of cocrystals.

journal_name

Int J Pharm

authors

Guerain M,Guinet Y,Correia NT,Paccou L,Danède F,Hédoux A

doi

10.1016/j.ijpharm.2020.119454

subject

Has Abstract

pub_date

2020-06-30 00:00:00

pages

119454

eissn

0378-5173

issn

1873-3476

pii

S0378-5173(20)30438-5

journal_volume

584

pub_type

杂志文章
  • Characterization of the developed antimicrobial urological catheters.

    abstract::Antimicrobial urological catheters were developed by the mixed, covalent and non-covalent binding of sparfloxacin (SPA) to heparin (HP) film which was first deposited on the latex surface of biomaterial. The SPA-HP modified surface was characterized by SEM analysis and ATR-Fourier transform infrared spectroscopy. For ...

    journal_title:International journal of pharmaceutics

    pub_type: 杂志文章

    doi:10.1016/j.ijpharm.2010.10.014

    authors: Kowalczuk D,Ginalska G,Golus J

    更新日期:2010-12-15 00:00:00

  • Phase behavior of itraconazole-phenol mixtures and its pharmaceutical applications.

    abstract::The aims of this study were to examine the phase behavior of itraconazole-phenol mixtures and assess the feasibility of topical formulations of itraconazole using eutectic mixture systems. Itraconazole-phenol eutectic mixtures were characterized using differential scanning calorimetry, Fourier transform infrared spect...

    journal_title:International journal of pharmaceutics

    pub_type: 杂志文章

    doi:10.1016/j.ijpharm.2012.07.054

    authors: Park CW,Mansour HM,Oh TO,Kim JY,Ha JM,Lee BJ,Chi SC,Rhee YS,Park ES

    更新日期:2012-10-15 00:00:00

  • NMR imaging of chitosan and carboxymethyl starch tablets: swelling and hydration of the polyelectrolyte complex.

    abstract::The hydration and swelling properties of the tablets made of chitosan, carboxymethyl starch, and a polyelectrolyte complex of these two polysaccharides have been studied by NMR imaging. We studied the effect of pH and ionic strength on the swelling of the tablets and on the diffusion of fluid into the tablets in water...

    journal_title:International journal of pharmaceutics

    pub_type: 杂志文章

    doi:10.1016/j.ijpharm.2011.08.008

    authors: Wang YJ,Assaad E,Ispas-Szabo P,Mateescu MA,Zhu XX

    更新日期:2011-10-31 00:00:00

  • In vitro and in vivo evaluation of Pluronic F127-based ocular delivery system for timolol maleate.

    abstract::The purpose of this study was to develop Pluronic F127 (PF127) based formulations of timolol maleate (TM) aimed at enhancing its ocular bioavailability. The effect of isotonicity agents and PF127 concentrations on the rheological properties of the prepared formulations was examined. In an attempt to reduce the concent...

    journal_title:International journal of pharmaceutics

    pub_type: 杂志文章

    doi:10.1016/s0378-5173(02)00234-x

    authors: El-Kamel AH

    更新日期:2002-07-08 00:00:00

  • Enhanced brain accumulation of pazopanib by modulating P-gp and Bcrp1 mediated efflux with canertinib or erlotinib.

    abstract::Primary objective of this investigation was to delineate the differential impact of efflux transporters P-glycoprotein (P-gp/Abcb1) and breast cancer resistance protein (Bcrp1/Abcg2) on brain disposition and plasma pharmacokinetics of pazopanib. In addition, this research investigated whether inhibition of these efflu...

    journal_title:International journal of pharmaceutics

    pub_type: 杂志文章

    doi:10.1016/j.ijpharm.2012.05.038

    authors: Minocha M,Khurana V,Qin B,Pal D,Mitra AK

    更新日期:2012-10-15 00:00:00

  • Synthesis and evaluation of styrene-maleic acid copolymer conjugated amphotericin B.

    abstract::Amphotericin B (AmB), which plays a central role in the treatment of systemic fungal infections, is difficult to formulate because it's sparingly soluble in water and organic solvents. We previously prepared AmB-loaded micelles using styrene-maleic acid copolymer (SMA). Although solubilization was achieved by this for...

    journal_title:International journal of pharmaceutics

    pub_type: 杂志文章

    doi:10.1016/j.ijpharm.2019.118719

    authors: Banshoya K,Kaneo Y,Tanaka T,Yamamoto S,Maeda H

    更新日期:2019-12-15 00:00:00

  • Design, biometric simulation and optimization of a nano-enabled scaffold device for enhanced delivery of dopamine to the brain.

    abstract::This study focused on the design, biometric simulation and optimization of an intracranial nano-enabled scaffold device (NESD) for the site-specific delivery of dopamine (DA) as a strategy to minimize the peripheral side-effects of conventional forms of Parkinson's disease therapy. The NESD was modulated through biome...

    journal_title:International journal of pharmaceutics

    pub_type: 杂志文章

    doi:10.1016/j.ijpharm.2009.08.021

    authors: Pillay S,Pillay V,Choonara YE,Naidoo D,Khan RA,du Toit LC,Ndesendo VM,Modi G,Danckwerts MP,Iyuke SE

    更新日期:2009-12-01 00:00:00

  • Development of low dose micro-tablets by high shear wet granulation process.

    abstract::Low dose micro-tablets with acceptable quality attributes, specifically content uniformity (CU), would not only enhance the dose flexibility in the clinic, but also decrease excipient burden in pediatric population. Considering the CU challenges associated with directly compressed low dose micro-tablets, in this study...

    journal_title:International journal of pharmaceutics

    pub_type: 杂志文章

    doi:10.1016/j.ijpharm.2020.119571

    authors: Gupta S,Thool P,Meruva S,Li J,Patel J,Agrawal A,Karki S,Bowen W,Mitra B

    更新日期:2020-09-25 00:00:00

  • Nanohybrid biodegradable scaffolds for TGF-β3 release for the chondrogenic differentiation of human mesenchymal stem cells.

    abstract::An ideal scaffold for bone tissue engineering should have chondroinductive, biodegradable, and biocompatible properties, as well as the ability to absorb and slowly release the biological molecules. In order to develop such a system to support bone tissue regeneration, in the present study, we developed a three-dimens...

    journal_title:International journal of pharmaceutics

    pub_type: 杂志文章

    doi:10.1016/j.ijpharm.2020.119248

    authors: Qasim M,Le NXT,Nguyen TPT,Chae DS,Park SJ,Lee NY

    更新日期:2020-05-15 00:00:00

  • Effects of drying technique on extrusion-spheronisation granules and tablet properties.

    abstract::Extrusion-spheronisation was used to generate smooth, highly spherical granules of a microcrystalline cellulose/propyl gallate/water paste. Freeze-drying retained the shape and size of the granules, whereas oven-drying produced roughened granules due to the uneven shrinkage of the wet powders. Compaction of one size f...

    journal_title:International journal of pharmaceutics

    pub_type: 杂志文章

    doi:10.1016/j.ijpharm.2006.09.050

    authors: Song B,Rough SL,Wilson DI

    更新日期:2007-03-06 00:00:00

  • Evaluation of ISCOM matrices clearance from rabbit nasal cavity by γ scintigraphy.

    abstract::Immune stimulating complexes and/or ISCOM matrices (adjuvant nanoparticles without antigen as a structural component) found potential applications as nasal vaccine adjuvant/delivery system owing to virus like particulate structure and saponin as potent Th1 adjuvant. One of important limiting factor for nasal vaccine d...

    journal_title:International journal of pharmaceutics

    pub_type: 杂志文章

    doi:10.1016/j.ijpharm.2010.07.051

    authors: Pandey RS,Babbar AK,Kaul A,Mishra AK,Dixit VK

    更新日期:2010-10-15 00:00:00

  • A new biodegradable crosslinked polyethylene oxide sulfide (PEOS) hydrogel for controlled drug release.

    abstract::We developed a polyethylene glycol (PEG)-based biodegradable hydrogel through disulfide crosslinking of polyethylene oxide sulfide (PEOS). The crosslinking rate was highly dependent on temperature, and incubation at about 40-50 degrees C was required for efficient crosslinking. The crosslinked PEOS hydrogel showed glu...

    journal_title:International journal of pharmaceutics

    pub_type: 杂志文章

    doi:10.1016/j.ijpharm.2009.03.010

    authors: Koo H,Jin GW,Kang H,Lee Y,Nam HY,Jang HS,Park JS

    更新日期:2009-06-05 00:00:00

  • Design and physicochemical stability studies of paediatric oral formulations of sildenafil.

    abstract::Personalized medicine is a challenging research area in paediatric treatments. Elaborating new paediatric formulations when no commercial forms are available is a common practice in pharmacy laboratories; among these, oral liquid formulations are the most common. But due to the lack of specialized equipment, frequentl...

    journal_title:International journal of pharmaceutics

    pub_type: 杂志文章

    doi:10.1016/j.ijpharm.2013.11.006

    authors: Provenza N,Calpena AC,Mallandrich M,Halbaut L,Clares B

    更新日期:2014-01-02 00:00:00

  • Characterisation of solid dispersions of paracetamol and EUDRAGIT E prepared by hot-melt extrusion using thermal, microthermal and spectroscopic analysis.

    abstract::Hot-melt extrusion has attracted considerable interest within the pharmaceutical industry. However, there remains some uncertainty as to how to characterise the physical structure of the extruded systems, particularly in terms of identifying the nature of the drug dispersion within the polymer. The aim of the study wa...

    journal_title:International journal of pharmaceutics

    pub_type: 杂志文章

    doi:10.1016/j.ijpharm.2007.11.048

    authors: Qi S,Gryczke A,Belton P,Craig DQ

    更新日期:2008-04-16 00:00:00

  • Preparation and evaluation of anti-neuroexcitation peptide (ANEP) loaded N-trimethyl chitosan chloride nanoparticles for brain-targeting.

    abstract::Anti-neuroexcitation peptide (ANEP) is a promising candidate for the treatment of neuroexcitation-associated diseases. N-Trimethyl chitosan (TMC) with different degrees of quaternization was synthesized, characterized and evaluated as a brain-targeting delivery vehicle for ANEP. ANEP-loaded TMC nanoparticles were prep...

    journal_title:International journal of pharmaceutics

    pub_type: 杂志文章

    doi:10.1016/j.ijpharm.2009.11.002

    authors: Wang S,Jiang T,Ma M,Hu Y,Zhang J

    更新日期:2010-02-15 00:00:00

  • Formulation design and evaluation of amorphous ABT-102 nanoparticles.

    abstract::Amorphous nanoparticles are able to enhance the kinetic solubility and concomitant dissolution rates of BCS class II and BCS class II/IV molecules due to their characteristic increased supersaturation levels, smaller particle size and greater surface area. A DoE approach was applied to investigate formulation and spra...

    journal_title:International journal of pharmaceutics

    pub_type: 杂志文章

    doi:10.1016/j.ijpharm.2015.12.033

    authors: Jog R,Kumar S,Shen J,Jugade N,Tan DC,Gokhale R,Burgess DJ

    更新日期:2016-02-10 00:00:00

  • Kinetic analysis of in vitro and in vivo release of prednisolone from the conjugate of glycol-chitosan and succinyl-prednisolone.

    abstract::Recently, many people have developed rheumatoid arthritis (RA), and prednisolone (PD) is often used for treatment; however, long use and a large dose of PD can cause toxic side effects. In this study, in order to enhance the therapeutic effects and to suppress the toxic side effects, the conjugate (GC-SP) was prepared...

    journal_title:International journal of pharmaceutics

    pub_type: 杂志文章

    doi:10.1016/j.ijpharm.2011.03.004

    authors: Onishi H,Saito Y,Sasatsu M,Machida Y

    更新日期:2011-05-30 00:00:00

  • Distribution, transition, adhesion and release of insulin loaded nanoparticles in the gut of rats.

    abstract::The purpose of this work was to investigate distribution, transition, bioadhesion and release behaviors of insulin loaded pH-sensitive nanoparticles in the gut of rats, as well as the effects of viscosity agent on them. Insulin was labeled with fluorescein isothiocyanate (FITC). The FITC-insulin solution and FITC-insu...

    journal_title:International journal of pharmaceutics

    pub_type: 杂志文章

    doi:10.1016/j.ijpharm.2006.08.040

    authors: Li MG,Lu WL,Wang JC,Zhang X,Wang XQ,Zheng AP,Zhang Q

    更新日期:2007-02-01 00:00:00

  • Behaviour of silver nanoparticles in simulated saliva and gastrointestinal fluids.

    abstract::Continuously increasing application of silver nanoparticles (AgNPs) requires information on their safety and performance under biological conditions. Assessment of AgNPs in biological systems is also related to availability of robust toxicological methods for evaluation of toxic potential of AgNPs and information on t...

    journal_title:International journal of pharmaceutics

    pub_type: 杂志文章

    doi:10.1016/j.ijpharm.2017.05.026

    authors: Pinďáková L,Kašpárková V,Kejlová K,Dvořáková M,Krsek D,Jírová D,Kašparová L

    更新日期:2017-07-15 00:00:00

  • Powder, capsule and device: An imperative ménage à trois for respirable dry powders.

    abstract:OBJECTIVES:The development of inhaled products to treat or to prevent lung infection is a very active research field in drug delivery. The pulmonary route is extremely attractive but very challenging. This paper reports the study of excipient, capsule brand and device influence on the aerodynamic behavior of dry powder...

    journal_title:International journal of pharmaceutics

    pub_type: 杂志文章

    doi:10.1016/j.ijpharm.2015.08.012

    authors: Schoubben A,Blasi P,Giontella A,Giovagnoli S,Ricci M

    更新日期:2015-10-15 00:00:00

  • Evaluation of childhood exposure to di(2-ethylhexyl) phthalate from perfusion kits during long-term parenteral nutrition.

    abstract::Leachability of the plasticizer di(2-ethylhexyl) phthalate (DEHP) from administration sets into intravenous parenteral emulsions containing fat was investigated. DEHP is added to polyvinyl chloride (PVC) to impart flexibility. However, DEHP is a lipid-soluble suspected carcinogen that is hepatotoxic and teratogenic in...

    journal_title:International journal of pharmaceutics

    pub_type: 杂志文章

    doi:10.1016/s0378-5173(03)00335-1

    authors: Kambia K,Dine T,Gressier B,Bah S,Germe AF,Luyckx M,Brunet C,Michaud L,Gottrand F

    更新日期:2003-08-27 00:00:00

  • The influence of carrier roughness on adhesion, content uniformity and the in vitro deposition of terbutaline sulphate from dry powder inhalers.

    abstract::The aim of this study was to establish a correlation between carrier characteristics and the dispersibility of drug from the blend. The influence of the roughness of a commonly used carrier material, lactose monohydrate, on the adhesion, dose uniformity, and aerodynamic properties of a model drug, terbutaline sulphate...

    journal_title:International journal of pharmaceutics

    pub_type: 杂志文章

    doi:10.1016/j.ijpharm.2004.02.002

    authors: Flament MP,Leterme P,Gayot A

    更新日期:2004-05-04 00:00:00

  • Dynamic behavior of a spring-powered micronozzle needle-free injector.

    abstract::Conventional injection is still the leading method to deliver macromolecular therapeutics. Needle injection is considered a low compliance administration strategy, principally due to pain and needle phobia. This has fostered the research on the development of alternative strategies to circumvent the skin barrier. Amon...

    journal_title:International journal of pharmaceutics

    pub_type: 杂志文章

    doi:10.1016/j.ijpharm.2015.05.067

    authors: Schoubben A,Cavicchi A,Barberini L,Faraon A,Berti M,Ricci M,Blasi P,Postrioti L

    更新日期:2015-08-01 00:00:00

  • Kinetics and mechanism of polymorphic transformation of sorbitol under mechanical milling.

    abstract::In this paper, we present a kinetic investigation of the polymorphic transformation γ → α of sorbitol under milling in the objective to identify the microscopic mechanisms that govern this type of solid-state transformation. The milling was performed with a high energy planetary mill and the milled material was analys...

    journal_title:International journal of pharmaceutics

    pub_type: 杂志文章

    doi:10.1016/j.ijpharm.2020.119902

    authors: Dupont A,Guerain M,Danède F,Paccou L,Guinet Y,Hédoux A,Willart JF

    更新日期:2020-11-30 00:00:00

  • Suppression of agglomeration in fluidized bed coating. II. Measurement of mist size in a fluidized bed chamber and effect of sodium chloride addition on mist size.

    abstract::It has been reported that the degree of particle agglomeration in fluidized bed coating is greatly affected by the spray mist size of coating solution. However, the mist size has generally been measured in open air, and few reports have described the measurement of the mist size in a chamber of the fluidized bed, in w...

    journal_title:International journal of pharmaceutics

    pub_type: 杂志文章

    doi:10.1016/s0378-5173(98)00370-6

    authors: Yuasa H,Nakano T,Kanaya Y

    更新日期:1999-02-01 00:00:00

  • The influence of the physicochemical characteristics and pharmacokinetic properties of selected NSAID's on their transdermal absorption.

    abstract::The purpose of this study was to determine the plasma concentrations of selected NSAIDs after topical gel administration and to determine the influence of the physicochemical characteristics of these drugs on transdermal absorption. Plasma concentrations of the drugs were determined using high performance liquid chrom...

    journal_title:International journal of pharmaceutics

    pub_type: 杂志文章

    doi:10.1016/s0378-5173(99)00340-3

    authors: Beetge E,du Plessis J,Müller DG,Goosen C,van Rensburg FJ

    更新日期:2000-01-05 00:00:00

  • Carbon nanotubes from synthesis to in vivo biomedical applications.

    abstract::Owing to their unique and interesting properties, extensive research round the globe has been carried out on carbon nanotubes and carbon nanotubes based systems to investigate their practical usefulness in biomedical applications. The results from these studies demonstrate a great promise in their use in targeted drug...

    journal_title:International journal of pharmaceutics

    pub_type: 杂志文章,评审

    doi:10.1016/j.ijpharm.2016.01.064

    authors: Sajid MI,Jamshaid U,Jamshaid T,Zafar N,Fessi H,Elaissari A

    更新日期:2016-03-30 00:00:00

  • Preparation of sustained-release nitrendipine microspheres with Eudragit RS and Aerosil using quasi-emulsion solvent diffusion method.

    abstract::Sustained-release nitrendipine microspheres were prepared in liquid system by quasi-emulsion solvent diffusion method, in which the Aerosil was employed as an inert dispersing carrier to improve the dissolution rate of nitrendipine, and Eudragit RS as a retarding agent to control the release rate. The resultant micros...

    journal_title:International journal of pharmaceutics

    pub_type: 杂志文章

    doi:10.1016/s0378-5173(03)00209-6

    authors: Yang Ms,Cui Fd,You Bg,Fan Yl,Wang L,Yue P,Yang H

    更新日期:2003-06-18 00:00:00

  • Control, communication and monitoring of intravaginal drug delivery in dairy cows.

    abstract::We present the design of an electronically controlled drug delivery system. The intravaginally located device is a low-invasive platform that can measure and react inside the cow vagina while providing external control and monitoring ability. The electronics manufactured from off the shelf components occupies 16 mL of...

    journal_title:International journal of pharmaceutics

    pub_type: 杂志文章

    doi:10.1016/j.ijpharm.2004.05.023

    authors: Cross PS,Künnemeyer R,Bunt CR,Carnegie DA,Rathbone MJ

    更新日期:2004-09-10 00:00:00

  • Enhanced anti-glioblastoma efficacy by PTX-loaded PEGylated poly(ɛ-caprolactone) nanoparticles: In vitro and in vivo evaluation.

    abstract::The aim of this work was to investigate the anti-tumor effect of paclitaxel (PTX)-loaded methoxy poly(ethylene glycol)-poly(ɛ-caprolactone) nanoparticles (MPEG-NP/PTX) against glioblastoma multiforme (GBM). MPEG-NP/PTX was prepared by the emulsion and evaporation technique with particle size of 72.5±2.2nm and did not ...

    journal_title:International journal of pharmaceutics

    pub_type: 杂志文章

    doi:10.1016/j.ijpharm.2010.10.005

    authors: Xin H,Chen L,Gu J,Ren X,Wei Z,Luo J,Chen Y,Jiang X,Sha X,Fang X

    更新日期:2010-12-15 00:00:00