Delivery of ionizable hydrophilic drugs based on pharmaceutical formulation of ion pairs and ionic liquids

Gamboa, Alexander; Schüßler, Nina; Soto‐Bustamante, Eduardo; Romero-Hasler, Patricio; Meinel, Lorenz; Morales, Javier

doi:10.1016/j.ejpb.2020.09.007

Cited by 30 publications

(14 citation statements)

References 165 publications

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“…Several interesting and useful examples of IL pharmaceuticals were summarized in a recent paper wherein the delivery of ionizable hydrophilic drugs based on pharmaceutical formulation of ion pairs and ionic liquids is discussed.…”

Section: Pharmaceutical Solid-state Formsmentioning

confidence: 99%

Crystal Engineering of Pharmaceutical Cocrystals in the Discovery and Development of Improved Drugs

2022

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The subject of crystal engineering started in the 1970s with the study of topochemical reactions in the solid state. A broad chemical definition of crystal engineering was published in 1989, and the supramolecular synthon concept was proposed in 1995 followed by heterosynthons and their potential applications for the design of pharmaceutical cocrystals in 2004. This review traces the development of supramolecular synthons as robust and recurring hydrogen bond patterns for the design and construction of supramolecular architectures, notably, pharmaceutical cocrystals beginning in the early 2000s to the present time. The ability of a cocrystal between an active pharmaceutical ingredient (API) and a pharmaceutically acceptable coformer to systematically tune the physicochemical properties of a drug (i.e., solubility, permeability, hydration, color, compaction, tableting, bioavailability) without changing its molecular structure is the hallmark of the pharmaceutical cocrystals platform, as a bridge between drug discovery and pharmaceutical development. With the design of cocrystals via heterosynthons and prototype case studies to improve drug solubility in place (2000–2015), the period between 2015 to the present time has witnessed the launch of several salt–cocrystal drugs with improved efficacy and high bioavailability. This review on the design, synthesis, and applications of pharmaceutical cocrystals to afford improved drug products and drug substances will interest researchers in crystal engineering, supramolecular chemistry, medicinal chemistry, process development, and pharmaceutical and materials sciences. The scale-up of drug cocrystals and salts using continuous manufacturing technologies provides high-value pharmaceuticals with economic and environmental benefits.

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Section: Pharmaceutical Solid-state Formsmentioning

confidence: 99%

Crystal Engineering of Pharmaceutical Cocrystals in the Discovery and Development of Improved Drugs

2022

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“…Long-lasting supersaturating systems and/or strategies increasing dissolution rates address pharmaceutical challenges of poorly water-soluble drugs (PWSD) [1], including salt design [2][3][4][5][6][7], nanoparticles [8,9] and, amorphous solid dispersions (ASD) [10,11] among other approaches [12][13][14][15][16][17] to obtain reproducible and adequate pharmacokinetics (PK). Polymer excipients used for drug formulation were traditionally referred to as "inert" [18][19][20] in spite of a role in e.g.…”

Section: Introductionmentioning

confidence: 99%

Leveraging bile solubilization of poorly water-soluble drugs by rational polymer selection

Schlauersbach

Hanio

Lenz

et al. 2021

Journal of Controlled Release

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“…Amidst the chemically diverse CPEs known to date, examples are found that can be categorized as ionic liquids (ILs), where organic cations are paired with organic or inorganic anions [ 120 ]. One emblematic IL that is widely employed as a topical antiseptic with high percutaneous permeation is cetylpyridinium chloride (CPC) [ 11 ], but others have also shown high potential as CPEs for DTD applications, including ILs based on natural building blocks like choline geranate (CAGE) [ 15 , 121 ] or obtained by pairing the [ionizable] drug itself with a proper counterion as in, e.g., dodecyldimethylammonium ibuprofenate [ 13 ]. Undeniably, ILs are rising stars for a broad variety of applications.…”

Section: Overview Of Current Methods For Dermal and Transdermal Drug Deliverymentioning

confidence: 99%

“…Hence, ILs properties such as vapor pressure, thermal stability, chemical and electrochemical stability, polarity, solubility, amphipathicity, and even bioactivity, can be finely tuned [ 14 ]. For instance, ionizable active pharmaceutic ingredients (APIs) have been paired with selected counterions to deliver ILs, including room-temperature ILs (RTILs), that possess intrinsic bioactivity [ 13 , 125 , 126 ]. Also, amphipathic ILs have been developed that are miscible in a wide range of solvents and display surface activity (surface-active ILs, or SAILs), representing a new class of surfactants, some of which possess interesting biological properties, such as antimicrobial action.…”

Section: Ionic Liquid-based Approaches In Dermal and Transdermal Drug Deliverymentioning

confidence: 99%

“…The relevance of ILs is currently consolidated in many areas that explore them as (i) greener alternatives to common organic solvents, (ii) task-specific materials, and (iii) polyvalent players in pharmaceutical sciences. In the latter field, a wide range of ILs have been developed, spanning from ILs with intrinsic bioactivity to those having suitable properties for drug formulation and transport [ 13 , 14 ]. In this regard, ILs have been advanced as high value mediators of dermal and transdermal delivery (DTD) of small and large molecules, whose properties can be tailored through a few simple design principles as recently proposed by Mitragotri and co-workers [ 15 ].…”

Section: Introductionmentioning

confidence: 99%

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The Emerging Role of Ionic Liquid-Based Approaches for Enhanced Skin Permeation of Bioactive Molecules: A Snapshot of the Past Couple of Years

Gomes

Aguiar

Ferraz

et al. 2021

IJMS

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Topical and transdermal delivery systems are of undeniable significance and ubiquity in healthcare, to facilitate the delivery of active pharmaceutical ingredients, respectively, onto or across the skin to enter systemic circulation. From ancient ointments and potions to modern micro/nanotechnological devices, a variety of approaches has been explored over the ages to improve the skin permeation of diverse medicines and cosmetics. Amongst the latest investigational dermal permeation enhancers, ionic liquids have been gaining momentum, and recent years have been prolific in this regard. As such, this review offers an outline of current methods for enhancing percutaneous permeation, highlighting selected reports where ionic liquid-based approaches have been investigated for this purpose. Future perspectives on use of ionic liquids for topical delivery of bioactive peptides are also presented.

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Delivery of ionizable hydrophilic drugs based on pharmaceutical formulation of ion pairs and ionic liquids

Cited by 30 publications

References 165 publications

Crystal Engineering of Pharmaceutical Cocrystals in the Discovery and Development of Improved Drugs

Crystal Engineering of Pharmaceutical Cocrystals in the Discovery and Development of Improved Drugs

Leveraging bile solubilization of poorly water-soluble drugs by rational polymer selection

The Emerging Role of Ionic Liquid-Based Approaches for Enhanced Skin Permeation of Bioactive Molecules: A Snapshot of the Past Couple of Years

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