Spectroscopic characterization of interactions between PVP and indomethacin in amorphous molecular dispersions.

doi:10.1023/A:1012167410376

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Spectroscopic characterization of interactions between PVP and indomethacin in amorphous molecular dispersions.

Journal Article•DOI•

Spectroscopic characterization of interactions between PVP and indomethacin in amorphous molecular dispersions.

Lynne S. Taylor¹, George Zografi¹•Institutions (1)

University of Wisconsin-Madison¹

01 Dec 1997-Pharmaceutical Research (Pharm Res)-Vol. 14, Iss: 12, pp 1691-1698

TL;DR: A comparison of the carbonyl stretching region of γ indomethacin, known to form carboxylic acid dimers, with that of amorphous indometHacin indicated that the amorphously phase exists predominantly as dimers.

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Abstract: Purpose. To study the molecular structure of indomethacin-PVP amorphous solid dispersions and identify any specific interactions between the components using vibrational spectroscopy.

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Journal Article•DOI•

Improving drug solubility for oral delivery using solid dispersions.

[...]

Christian Leuner¹, Jennifer B. Dressman¹•Institutions (1)

Goethe University Frankfurt¹

03 Jul 2000-European Journal of Pharmaceutics and Biopharmaceutics

TL;DR: The historical background and definitions of the various systems including eutectic mixtures, solid dispersions and solid solutions, as well as the production, the different carriers and the methods used for the characterization of solid dispersion are outlined.

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2,695 citations

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Solid dispersion of poorly water‐soluble drugs: Early promises, subsequent problems, and recent breakthroughs

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Abu T.M. Serajuddin¹•Institutions (1)

Bristol-Myers Squibb¹

01 Oct 1999-Journal of Pharmaceutical Sciences

TL;DR: Commercial use of solid dispersion systems during the past four decades has been very limited, primarily because of manufacturing difficulties and stability problems, but this has been changing in recent years because of the availability of surface-active and self-emulsifying carriers and the development of technologies to encapsulate solid dispersions directly into hard gelatin capsules as melts.

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1,730 citations

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Solid dispersions as strategy to improve oral bioavailability of poor water soluble drugs.

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Teófilo Vasconcelos¹, Bruno Sarmento¹, Paulo Costa¹•Institutions (1)

University of Porto¹

01 Dec 2007-Drug Discovery Today

TL;DR: In this review, it is intended to discuss the recent advances related on the area of solid dispersions.

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1,329 citations

Journal Article•DOI•

Crystal engineering of active pharmaceutical ingredients to improve solubility and dissolution rates.

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Nicholas Blagden¹, M. de Matas¹, Pauline T. Gavan¹, Peter York¹•Institutions (1)

University of Bradford¹

30 Jul 2007-Advanced Drug Delivery Reviews

TL;DR: The concept and theory of crystal engineering is covered and the potential benefits, disadvantages and methods of preparation of co-crystals, metastable polymorphs, high-energy amorphous forms and ultrafine particles are discussed.

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1,282 citations

Cites background from "Spectroscopic characterization of i..."

...Whilst co-crystals are defined by a single phase (miscible) multi-component system in the crystalline state, in the amorphous state they have been referred to as molecular dispersions [97,98] with interactions between the components distinguishing them from solid dispersions....
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Journal Article•DOI•

Strategies to Address Low Drug Solubility in Discovery and Development

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Hywel David Williams¹, Natalie L. Trevaskis, Susan A. Charman, Ravi Mysore Shanker², William N. Charman, Colin W. Pouton, Christopher J.H. Porter - Show less +3 more•Institutions (2)

Monash University¹, Pfizer²

01 Jan 2013-Pharmacological Reviews

TL;DR: The article provides an integrated and contemporary discussion of current approaches to solubility and dissolution enhancement but has been deliberately structured as a series of stand-alone sections to allow also directed access to a specific technology where required.

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Abstract: Drugs with low water solubility are predisposed to low and variable oral bioavailability and, therefore, to variability in clinical response. Despite significant efforts to "design in" acceptable developability properties (including aqueous solubility) during lead optimization, approximately 40% of currently marketed compounds and most current drug development candidates remain poorly water-soluble. The fact that so many drug candidates of this type are advanced into development and clinical assessment is testament to an increasingly sophisticated understanding of the approaches that can be taken to promote apparent solubility in the gastrointestinal tract and to support drug exposure after oral administration. Here we provide a detailed commentary on the major challenges to the progression of a poorly water-soluble lead or development candidate and review the approaches and strategies that can be taken to facilitate compound progression. In particular, we address the fundamental principles that underpin the use of strategies, including pH adjustment and salt-form selection, polymorphs, cocrystals, cosolvents, surfactants, cyclodextrins, particle size reduction, amorphous solid dispersions, and lipid-based formulations. In each case, the theoretical basis for utility is described along with a detailed review of recent advances in the field. The article provides an integrated and contemporary discussion of current approaches to solubility and dissolution enhancement but has been deliberately structured as a series of stand-alone sections to allow also directed access to a specific technology (e.g., solid dispersions, lipid-based formulations, or salt forms) where required.

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1,201 citations

Cites background or methods from "Spectroscopic characterization of i..."

...Mobility is also reduced by intermolecular interactions between drug and excipient (polymer) (Taylor and Zografi, 1997; Matsumoto and Zografi, 1999; Khougaz and Clas, 2000; Gupta et al., 2004; Rawlinson et al., 2007)....
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...Similarly, the amorphous state should not, in theory, be described as a different polymorphic form as this state lacks longrange order (Datta and Grant, 2004) and can demonstrate only a certain degree of local order, for example, symmetrical carboxylic dimerization in the case of indomethacin molecules (Taylor and Zografi, 1997; Rodriguez-Spong et al., 2004)....
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...…of a drug product (Hancock and Zografi, 1997; Weuts et al., 2011), and coformulation with (usually polymeric) materials that are capable of stabilizing drug in a high-energy form over long periods is becoming routine (Taylor and Zografi, 1997; Friesen et al., 2008; Curatolo et al., 2009)....
[...]
...…techniques, including infrared, Raman, and NMR spectroscopy, have been used to probe the presence of drug-polymer interactions in solid dispersions (Taylor and Zografi, 1997; Van den Mooter et al., 1998; Tantishaiyakul et al., 1999; Khougaz and Clas, 2000; Konno and Taylor, 2006; Marsac et al.,…...
[...]
...…et al., 2001; Six et al., 2004), the generation of intermolecular interactions between polymer and drug that also restrict molecular movement (Taylor and Zografi, 1997; Khougaz and Clas, 2000; Vasanthavada et al., 2005), and the inhibition of crystal nucleation (Konno and Taylor, 2006;…...
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References

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Book•

Introduction to Infrared and Raman Spectroscopy

[...]

Norman B. Colthup, Lawrence H. Daly, Stephen E. Wiberley

01 Jan 1964

TL;DR: Theoretical analysis of molecular vibrational and rotational spectra has been studied in this paper, with a focus on the Vibrational Origin of Group Frequencies (VIB).

...read moreread less

Abstract: Vibrational and Rotational Spectra. IR Experimental Considerations. Molecular Symmetry. The Vibrational Origin of Group Frequencies. Methyl and Methylene Groups. Triple Bonds and Cumulated Double Bonds. Olefin Groups. Aromatic and Heteroaromatic Rings. Carbonyl Compounds. Ethers, Alcohols, and Phenols. Amines, C=N, and N=O Compounds. Compounds Conking Boron, Silicon, Phosphorus, Sulfur, or Halogen. Major Spectra-Structure Correlations by Spectral Regions. The Theoretical Analysis of Molecular Vibrations.

...read moreread less

5,173 citations

Journal Article•DOI•

Formation of glasses from liquids and biopolymers.

[...]

Charles Angell¹•Institutions (1)

Arizona State University¹

31 Mar 1995-Science

TL;DR: The onset of a sharp change in ddT( is the Debye-Waller factor and T is temperature) in proteins, which is controversially indentified with the glass transition in liquids, is shown to be general for glass formers and observable in computer simulations of strong and fragile ionic liquids, where it proves to be close to the experimental glass transition temperature.

...read moreread less

Abstract: Glasses can be formed by many routes. In some cases, distinct polyamorphic forms are found. The normal mode of glass formation is cooling of a viscous liquid. Liquid behavior during cooling is classified between "strong" and "fragile," and the three canonical characteristics of relaxing liquids are correlated through the fragility. Strong liquids become fragile liquids on compression. In some cases, such conversions occur during cooling by a weak first-order transition. This behavior can be related to the polymorphism in a glass state through a recent simple modification of the van der Waals model for tetrahedrally bonded liquids. The sudden loss of some liquid degrees of freedom through such first-order transitions is suggestive of the polyamorphic transition between native and denatured hydrated proteins, which can be interpreted as single-chain glass-forming polymers plasticized by water and cross-linked by hydrogen bonds. The onset of a sharp change in d dT( is the Debye-Waller factor and T is temperature) in proteins, which is controversially indentified with the glass transition in liquids, is shown to be general for glass formers and observable in computer simulations of strong and fragile ionic liquids, where it proves to be close to the experimental glass transition temperature. The latter may originate in strong anharmonicity in modes ("bosons"), which permits the system to access multiple minima of its configuration space. These modes, the Kauzmann temperature T(K), and the fragility of the liquid, may thus be connected.

...read moreread less

4,016 citations

Book•

The hydrogen bond

[...]

George C. Pimentel, A. L. McClellan, Roger Hayward

01 Jan 1960

3,368 citations

Journal Article•DOI•

Pharmaceutical Applications of Solid Dispersion Systems

[...]

Win Loung Chiou¹, Sidney Riegelman²•Institutions (2)