MechanoAPI‐ILs: Pharmaceutical Ionic Liquids Obtained through Mechanochemical Synthesis

Martins, Inês C. B.; Oliveira, M. Conceição; Diogo, Hermı́nio P.; Branco, Luı́s C.; Duarte, M. Teresa

doi:10.1002/cssc.201700153

Cited by 20 publications

(18 citation statements)

References 53 publications

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“…10 This technique eliminates the need for large volumes of solvents and lengthy conventional solution syntheses and it has been demonstrated that the products prepared via mechanochemistry are obtained in higher yields, without solvent residues and in a shorter time span. 11 Over the years, ILs became renown as sustainable and green materials. 12,13 Reactivity in crystals depends on a balance between steric packing factors and electronic properties and the fundamental problem is how the two processes are interrelated.…”

Section: Introductionmentioning

confidence: 99%

Green Synthesis of Lidocaine Ionic Liquids and Salts: Mechanisms of Formation and Interactions in the Crystalline and Supercooled States

Zotova

Wojnarowska

Twamley

et al. 2020

ACS Sustainable Chem. Eng.

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Mechanochemistry has been recognised as an optimal route for the synthesis of ionic liquids incorporating active pharmaceutical ingredients (API-ILs) as it eliminates the need for large volumes of solvents and purification steps, thus making it a sustainable alternative to conventional solution synthesis. In this work a range of API-ILs incorporating lidocaine and medium-chain dicarboxylic acids as the counterions were synthesised by neat grinding and the effect of an alkyl chain length on the phase formation was investigated.The evaluation of thermal and dynamic behaviours as well as crystallographic analysis of API-ILs was performed in an attempt to devise a prediction tool for structure-property relationship. Alternating trends in morphology, melting points, glass transition temperatures and crystallographic properties of the new phases were observed across the dicarboxylic acid series. This study enhanced our understanding of the mechanisms of API-ILs formation and contributed to the current aim of the ILs community to devise a systematic approach for API-IL discovery and development for pharmaceutical applications.

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Section: Introductionmentioning

confidence: 99%

Green Synthesis of Lidocaine Ionic Liquids and Salts: Mechanisms of Formation and Interactions in the Crystalline and Supercooled States

Zotova

Wojnarowska

Twamley

et al. 2020

ACS Sustainable Chem. Eng.

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“…We synthesized four new ionic liquids containing gabapentin, both as an anion and as a cation, which we called mechanoAPI-ILs (Active Pharmaceutical Ingredient-Ionic Pursuing our studies with gabapentin and our work with polymorphism, again using mechanochemistry, we decided to check if we could avoid gabapentin polymorphism by using it as a liquid instead of a solid. We synthesized four new ionic liquids containing gabapentin, both as an anion and as a cation, which we called mechanoAPI-ILs (Active Pharmaceutical Ingredient-Ionic Liquids obtained mechanochemically) [46].…”

Section: Novel Multicomponent Crystal Forms and Ionic Liquidsmentioning

confidence: 99%

“…Table 2. Physical state, yield, thermal properties (T g ), and reaction time obtained for all compounds in each synthetic method [46].…”

Section: Novel Multicomponent Crystal Forms and Ionic Liquidsmentioning

confidence: 99%

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The Lisbon Supramolecular Green Story: Mechanochemistry towards New Forms of Pharmaceuticals

et al. 2020

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This short review presents and highlights the work performed by the Lisbon Group on the mechanochemical synthesis of active pharmaceutical ingredients (APIs) multicomponent compounds. Here, we show some of our most relevant contributions on the synthesis of supramolecular derivatives of well-known commercial used drugs and the corresponding improvement on their physicochemical properties. The study reflects, not only our pursuit of using crystal engineering principles for the search of supramolecular entities, but also our aim to correlate them with the desired properties. The work also covers our results on polymorphic screening and describes our proposed alternatives to induce and maintain specific polymorphic forms, and our approach to avoid polymorphism using APIs as ionic liquids. We want to stress that all the work was performed using mechanochemistry, a green advantageous synthetic technique.

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“…This has been an area of growing interest in Portugal, with several research groups devoting their efforts towards the design and synthesis of solvates, salts, and cocrystals. More recently, the synthesis of pharmaceutical ionic liquids via these methods has also been reported as possible [ 35 ].…”

Section: Introductionmentioning

confidence: 99%

Mechanochemistry in Portugal—A Step towards Sustainable Chemical Synthesis

et al. 2021

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In Portugal, publications with mechanochemical methods date back to 2009, with the report on mechanochemical strategies for the synthesis of metallopharmaceuticals. Since then, mechanochemical applications have grown in Portugal, spanning several fields, mainly crystal engineering and supramolecular chemistry, catalysis, and organic and inorganic chemistry. The area with the most increased development is the synthesis of multicomponent crystal forms, with several groups synthesizing solvates, salts, and cocrystals in which the main objective was to improve physical properties of the active pharmaceutical ingredients. Recently, non-crystalline materials, such as ionic liquids and amorphous solid dispersions, have also been studied using mechanochemical methods. An area that is in expansion is the use of mechanochemical synthesis of bioinspired metal-organic frameworks with an emphasis in antibiotic coordination frameworks. The use of mechanochemistry for catalysis and organic and inorganic synthesis has also grown due to the synthetic advantages, ease of synthesis, scalability, sustainability, and, in the majority of cases, the superior properties of the synthesized materials. It can be easily concluded that mechanochemistry is expanding in Portugal in diverse research areas.

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MechanoAPI‐ILs: Pharmaceutical Ionic Liquids Obtained through Mechanochemical Synthesis

Cited by 20 publications

References 53 publications

Green Synthesis of Lidocaine Ionic Liquids and Salts: Mechanisms of Formation and Interactions in the Crystalline and Supercooled States

Green Synthesis of Lidocaine Ionic Liquids and Salts: Mechanisms of Formation and Interactions in the Crystalline and Supercooled States

The Lisbon Supramolecular Green Story: Mechanochemistry towards New Forms of Pharmaceuticals

Mechanochemistry in Portugal—A Step towards Sustainable Chemical Synthesis

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