Crystal forms of LY334370 HCl: Isolation, Solid‐State Characterization, and Physicochemical Properties

Reutzel‐Edens, Susan M.; Kleemann, Rita L.; Lewellen, Peggy L.; Borghese, A.; Antoine, Luc

doi:10.1002/jps.10373

Cited by 34 publications

(51 citation statements)

References 14 publications

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“…Magic angle spinning does not completely average out the dipolar coupling between 14 N and 13 C. This can be seen as splitting or broadening of signals from those sites that have 14 N attached directly to them, as often reported in the literature (Opella et al, 1979;Reutzel-Edens et al, 2003;Hughes et al, 2002;Mooibroek and Wasylishen, 1987). The presence of this residual coupling can be seen in the case of API-X in the signals C13 and C14, both giving the typical 2:1 doublet for this kind of interaction.…”

Section: Characteristics Of the Spectramentioning

confidence: 79%

Quantitation of a polymorphic mixture of an active pharmaceutical ingredient with solid state 13C CPMAS NMR spectroscopy

Virtanen¹,

Maunu²

2010

International Journal of Pharmaceutics

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Section: Characteristics Of the Spectramentioning

confidence: 79%

Quantitation of a polymorphic mixture of an active pharmaceutical ingredient with solid state 13C CPMAS NMR spectroscopy

Virtanen¹,

Maunu²

2010

International Journal of Pharmaceutics

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“…The rates of solution of the anhydrate and dihydrate were determined in water at 35-C by an intrinsic dissolution method, which measures the rate of solution from a constant surface area compact, minimizing effects of particle size and porosity frequently encountered in traditional dissolution experiments (16). It was found that aqueous 1% Tween-80 retarded the conversion of anhydrate to dihydrate for up to 2 h at 35-C.…”

Section: Intrinsic Dissolutionmentioning

confidence: 99%

“…Since hydrate formation can alter the thermodynamic activity of a solid, potentially impacting physicochemical properties, such as solubility, dissolution rate, and ultimately, bioavailability (7,16), intrinsic dissolution rate and aqueous solubility measurements were conducted for the anhydrate and dihydrate forms.…”

Section: Solid-state Characterization Of Anhydrate and Dihydrate Formsmentioning

confidence: 99%

Effect of Polymer Additives on the Transformation of BMS-566394 Anhydrate to the Dihydrate Form

et al. 2007

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“…Olanzapine, e.g., has three polymorphs of dihydrate, namely dihydrate D, B, and E. Dihydrate D is the most thermodynamically stable form and has the most efficient crystal packing and hence highest density. The thermal stabilities of both metastable dihydrates B and E are relatively low compared to dihydrate D [16]. Another example is niclosamide, the second model compound used in this study.…”

Section: Introductionmentioning

confidence: 98%

Insight into Crystallization Mechanisms of Polymorphic Hydrate Systems

Tian

Louhi-Kultanen

et al. 2010

Chem Eng & Technol

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Polymorphic anhydrate systems have been well studied but until now little attention has been paid to polymorphic hydrate systems. The incorporation of water molecules can complicate the whole polymorphic system and thus impede the control of the crystallization process. In this work, nitrofurantoin monohydrate polymorphs which have the same chemical composition and molar ratio of water but different crystal packing arrangements, have been investigated. The metastable nitrofurantoin monohydrate was found to be difficult to crystallize, where both evaporative and cooling crystallization failed in its production. The possible phase conversion of the nitrofurantoin hydrate polymorphic system was also investigated in a liquid-assisted ball milling process. High-energy solids, e.g., amorphous and cocrystals, have often been created during high-energy ball milling. Metastable nitrofurantoin monohydrate, however, was again not observed during the whole milling process, in contrast to another polymorphic hydrate system, namely niclosamide. During milling of niclosamide anhydrate in ethyl acetatewater mixture the metastable niclosamide monohydrate was formed immediately upon milling (2 min). Under further milling, the metastable niclosamide hydrate started converting to the stable niclosamide hydrate (from 30 min onwards). IntroductionHydrates are the most common solvates encountered in pharmaceutical compounds, since water and mixtures of water and an organic solvent are frequently used in pharmaceutical processing, e.g., in crystallization and granulation. It has been estimated that approximately one-third of active pharmaceutical ingredients (APIs) are capable of forming a hydrate [1]. Among them, some compounds can form different hydrates by incorporating different amounts of water. Hydrates can also form polymorphs in which hydrates with the same chemical composition and molar ratio of water have different crystal packing arrangements [2][3][4][5]. Different hydrates of a particular compound or polymorphs of a hydrate have different physical properties. In aqueous environment it is unlikely that the most thermodynamically stable hydrate can be overlooked but the formation of stable hydrates may mask the existence of other less stable hydrate forms. Therefore, discovery of a less stable hydrate can be coincidently and sometimes difficult. Several metastable hydrates were only recently discovered [6,7]. This applies similarly to the metastable nitrofurantoin hydrate polymorph. The two nitrofurantoin hydrate polymorphs (monohydrate I and II) have been reported by Pienaar et al. in 1993 [5]. These two hydrates have the same chemical composition and same molar ratio of water in crystalline lattice, differing only in the crystal packing arrangements. Since 1993, a number of studies have investigated nitrofurantoin hydrate [5,[8][9][10][11][12][13][14][15], but only two of them have observed the formation of metastable nitrofurantoin hydrate polymorph (monohydrate I) [14,15]. Crystallization of this metastable nitrofuranto...

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Crystal forms of LY334370 HCl: Isolation, Solid‐State Characterization, and Physicochemical Properties

Cited by 34 publications

References 14 publications

Quantitation of a polymorphic mixture of an active pharmaceutical ingredient with solid state 13C CPMAS NMR spectroscopy

Quantitation of a polymorphic mixture of an active pharmaceutical ingredient with solid state 13C CPMAS NMR spectroscopy

Effect of Polymer Additives on the Transformation of BMS-566394 Anhydrate to the Dihydrate Form

Insight into Crystallization Mechanisms of Polymorphic Hydrate Systems

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