Didanosine Polymorphism in a Supercritical Antisolvent Process

Bettini, Ruggero; Menabeni, Roberta; Tozzi, R.; Pranzo, Marco B.; Pasquali, Irene; Chierotti, Michele R.; Gobetto, Roberto; Pellegrino, Luca

doi:10.1002/jps.21962

Cited by 40 publications

(37 citation statements)

References 56 publications

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“…1-3 While 13 C crosspolarisation (CP) MAS is an established workhouse technique, the power of high-resolution 1 H solidstate NMR experiments is starting to be recognised: 1 H chemical shifts have been determined from onedimensional fast-MAS spectra and two-dimensional 1 H- 13 C correlation spectra, [4][5][6][7][8][9][10][11][12][13] with H-H proximities being identified in two-dimensional 1 H-1 H DQ (double-quantum) MAS and DQ CRAMPS (combined rotation and multiple-pulse spectroscopy) spectra. [10][11][12]14,15 The emerging field of NMR crystallography of organic solids employs experimental solid-state NMR usually in combination with calculation to probe solid-state structures.…”

Section: Introductionmentioning

confidence: 99%

“…[10][11][12]14,15 The emerging field of NMR crystallography of organic solids employs experimental solid-state NMR usually in combination with calculation to probe solid-state structures. [16][17][18][19][20] In the context of organic molecules, a particular focus is upon the interactions that govern the adopted intermolecular packing, notably hydrogen bonding and aromatic - effects.…”

Section: Introductionmentioning

confidence: 99%

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Probing Intermolecular Crystal Packing in γ-Indomethacin by High-Resolution ¹H Solid-State NMR Spectroscopy

Bradley

Velaga

Antzutkin

et al. 2011

Crystal Growth & Design

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An NMR crystallography approach that combines experimental solid-state magic-angle-spinning (MAS) NMR with calculation is applied to the  polymorph of the pharmaceutical molecule, indomethacin. First-principles calculations (GIPAW) for the full crystal structure and an isolated molecule show changes in the 1 H chemical shift for specific aliphatic and aromatic protons of over 1 ppm that are due to intermolecular CH- interactions. For the OH proton, 1 H double-quantum (DQ) CRAMPS (combined rotation and multiple-pulse spectroscopy) spectra reveal intermolecular H-H proximities to the OH proton of the carboxylic acid dimer as well as to specific aromatic CH protons.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Probing Intermolecular Crystal Packing in γ-Indomethacin by High-Resolution ¹H Solid-State NMR Spectroscopy

Bradley

Velaga

Antzutkin

et al. 2011

Crystal Growth & Design

View full text Add to dashboard Cite

show abstract

“…In general, supercritical CO 2 is used to reduce the solubility of the solute in the dissolved solvent so that the solute particles precipitate. Crystallization experiments aided by supercritical CO 2 have been proved to be successful in the identification of a novel polymorph of anti-HIV agent, didanosine by Bettini and coworkers [30]. Moneghini and coworkers used supercritical CO 2 as an anti-solvent for investigating the polymorphism of carbamazepine (CBZ) [31].…”

Section: Polymorph Control By Supercritical Fluidsmentioning

confidence: 98%

Polymorphism in Molecular Crystals and Cocrystals

Aitipamula

2015

Advances in Organic Crystal Chemistry

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Polymorphism refers to a compound's ability to exist in more than one crystalline modification through variations in the solid-state structures. Over the years, polymorphism has received extensive academic and industrial attention because of its impact on physical and chemical properties of active pharmaceutical ingredients and materials. It is preferable to develop the most stable polymorph to avoid unwanted phase transformation during processing and manufacturing. Therefore, a thorough polymorph screening and complete characterization of all the polymorphs are vital for understanding stability and phase transformations among different polymorphs. Recent advances in screening methodologies and analytical techniques paved ways for successful identification of potential polymorphs. While polymorphism in active pharmaceutical ingredients and single-component crystals is widely studied, such studies in multicomponent crystals such as cocrystals have received significant attention only in recent years. This chapter highlights some recent polymorphic systems of molecular crystals and cocrystals and emphasizes the potential implications of polymorphism in pharmaceutical and materials science. A brief history of polymorphism, factors that control the crystallization of polymorphs, thermodynamic aspects, and recent advances in screening methodologies and analytical techniques are also covered.

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“…This process is well known and has been applied to several types of compounds, including explosives [38], polymers [39], [40], pharmaceuticals [41], [42], and pigments [43]. The SAS method has been thoroughly reviewed by [36].…”

Section: Supercritical Co 2 As An Antisolventmentioning

confidence: 99%

Trends in Particle Formation of Bioactive Compounds Using Supercritical Fluids and Nanoemulsions

Gomes¹,

Santos²,

Meireles³

2012

fph

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This review discusses the recent developments in the application of supercritical fluid technologies for the production of composites or encapsulates of bioactive compounds. Various supercritical particle formation technologies are briefly described, including processes in which the supercritical fluid acts as a solute, solvent, and antisolvent. The main features and mechanisms of antisolvent techniques that contribute to the understanding of the fundamentals of the Supercritical Fluid Extraction of Emulsions (SFEE) process are described. The published literature on SFEE, including the results and perspectives of its application in various industrial fields, are discussed. This article is the first comprehensive review specifically focused on the formation of particles using the SFEE technique.

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Didanosine Polymorphism in a Supercritical Antisolvent Process

Cited by 40 publications

References 56 publications

Probing Intermolecular Crystal Packing in γ-Indomethacin by High-Resolution ¹H Solid-State NMR Spectroscopy

Probing Intermolecular Crystal Packing in γ-Indomethacin by High-Resolution ¹H Solid-State NMR Spectroscopy

Polymorphism in Molecular Crystals and Cocrystals

Trends in Particle Formation of Bioactive Compounds Using Supercritical Fluids and Nanoemulsions

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Didanosine Polymorphism in a Supercritical Antisolvent Process

Cited by 40 publications

References 56 publications

Probing Intermolecular Crystal Packing in γ-Indomethacin by High-Resolution 1H Solid-State NMR Spectroscopy

Probing Intermolecular Crystal Packing in γ-Indomethacin by High-Resolution 1H Solid-State NMR Spectroscopy

Polymorphism in Molecular Crystals and Cocrystals

Trends in Particle Formation of Bioactive Compounds Using Supercritical Fluids and Nanoemulsions

Contact Info

Product

Resources

About

Probing Intermolecular Crystal Packing in γ-Indomethacin by High-Resolution ¹H Solid-State NMR Spectroscopy

Probing Intermolecular Crystal Packing in γ-Indomethacin by High-Resolution ¹H Solid-State NMR Spectroscopy