Literature DB >> 20143257

Crystalline vs. ionic liquid salt forms of active pharmaceutical ingredients: a position paper.

Jelena Stoimenovski1, Douglas R MacFarlane, Katharina Bica, Robin D Rogers.   

Abstract

Why not consider liquid salt forms of active pharmaceutical ingredients (APIs) as an alternative versatile tool in the pharmaceutical industry? Recent developments have shown that known APIs can be readily converted into ionic liquids and that these novel phases often possess different properties (e.g., improved solubilities and dissolution rates), which may have a direct impact on the pharmacokinetics and pharmacodynamics of the drug. They may also offer the potential of novel and more efficient delivery modes, as well as patent protection for each of the new forms of the drug. Since these pharmaceutically active ionic liquids represent a thermodynamically stable phase, they avoid the troublesome issues surrounding polymorphism and "polymorphic transformation." In some cases, an active cation and an active anion can be combined to produce a liquid possessing dual functionality. Here we examine and challenge the current industry reliance on crystalline APIs by discussing the breadth and potential impact of liquid salts as a possible approach to phase control.

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Year:  2010        PMID: 20143257     DOI: 10.1007/s11095-009-0030-0

Source DB:  PubMed          Journal:  Pharm Res        ISSN: 0724-8741            Impact factor:   4.200


  33 in total

Review 1.  Amorphous pharmaceutical solids: preparation, characterization and stabilization.

Authors:  L Yu
Journal:  Adv Drug Deliv Rev       Date:  2001-05-16       Impact factor: 15.470

Review 2.  Drug polymorphism and dosage form design: a practical perspective.

Authors:  Dharmendra Singhal; William Curatolo
Journal:  Adv Drug Deliv Rev       Date:  2004-02-23       Impact factor: 15.470

Review 3.  General principles of pharmaceutical solid polymorphism: a supramolecular perspective.

Authors:  Barbara Rodríguez-Spong; Christopher P Price; Adivaraha Jayasankar; Adam J Matzger; Naír Rodríguez-Hornedo
Journal:  Adv Drug Deliv Rev       Date:  2004-02-23       Impact factor: 15.470

Review 4.  Expanding the scope of crystal form evaluation in pharmaceutical science.

Authors:  Matthew L Peterson; Magali B Hickey; Michael J Zaworotko; Orn Almarsson
Journal:  J Pharm Pharm Sci       Date:  2006       Impact factor: 2.327

5.  Liquids intermediate between "molecular" and "ionic" liquids: liquid ion pairs?

Authors:  Kevin J Fraser; Ekaterina I Izgorodina; Maria Forsyth; Janet L Scott; Douglas R MacFarlane
Journal:  Chem Commun (Camb)       Date:  2007-10-07       Impact factor: 6.222

Review 6.  Ionic-liquid materials for the electrochemical challenges of the future.

Authors:  Michel Armand; Frank Endres; Douglas R MacFarlane; Hiroyuki Ohno; Bruno Scrosati
Journal:  Nat Mater       Date:  2009-07-24       Impact factor: 43.841

7.  Phase diagram and aqueous solubility of the lidocaine-prilocaine binary system.

Authors:  A Brodin; A Nyqvist-Mayer; T Wadsten; B Forslund; F Broberg
Journal:  J Pharm Sci       Date:  1984-04       Impact factor: 3.534

8.  Ionic liquids with symmetrical dialkoxymethyl-substituted imidazolium cations.

Authors:  Juliusz Pernak; Kinga Sobaszkiewicz; Joanna Foksowicz-Flaczyk
Journal:  Chemistry       Date:  2004-07-19       Impact factor: 5.236

9.  Initial stages of aggregation in aqueous solutions of ionic liquids: molecular dynamics studies.

Authors:  B L Bhargava; Michael L Klein
Journal:  J Phys Chem B       Date:  2009-07-16       Impact factor: 2.991

Review 10.  Salt formation to improve drug solubility.

Authors:  Abu T M Serajuddin
Journal:  Adv Drug Deliv Rev       Date:  2007-05-29       Impact factor: 15.470

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  31 in total

1.  New ionic derivatives of betulinic acid as highly potent anti-cancer agents.

Authors:  Challa Suresh; Hua Zhao; Angelique Gumbs; Chellu S Chetty; Himangshu S Bose
Journal:  Bioorg Med Chem Lett       Date:  2011-12-28       Impact factor: 2.823

2.  Salt Engineering of Aripiprazole with Polycarboxylic Acids to Improve Physicochemical Properties.

Authors:  Hamideh Afrooz; Eman M Mohamed; Sogra F Barakh Ali; Sathish Dharani; Mohammad T H Nutan; Mansoor A Khan; Ziyaur Rahman
Journal:  AAPS PharmSciTech       Date:  2021-01-06       Impact factor: 3.246

3.  Ionic derivatives of betulinic acid as novel HIV-1 protease inhibitors.

Authors:  Hua Zhao; Shaletha S Holmes; Gary A Baker; Suresh Challa; Himangshu S Bose; Zhiyan Song
Journal:  J Enzyme Inhib Med Chem       Date:  2011-10-10       Impact factor: 5.051

4.  Chemistry: Develop ionic liquid drugs.

Authors:  Julia L Shamshina; Steven P Kelley; Gabriela Gurau; Robin D Rogers
Journal:  Nature       Date:  2015-12-10       Impact factor: 49.962

5.  Efficient biomass pretreatment using ionic liquids derived from lignin and hemicellulose.

Authors:  Aaron M Socha; Ramakrishnan Parthasarathi; Jian Shi; Sivakumar Pattathil; Dorian Whyte; Maxime Bergeron; Anthe George; Kim Tran; Vitalie Stavila; Sivasankari Venkatachalam; Michael G Hahn; Blake A Simmons; Seema Singh
Journal:  Proc Natl Acad Sci U S A       Date:  2014-08-18       Impact factor: 11.205

6.  The effect of N-alkyl substituents on the usability of imidazolium cation-based ionic liquids in microemulsion systems: a technical note.

Authors:  Neeraj Kumar; Shishu Goindi; Sandeep Kumar; Asim Kumar Jana
Journal:  AAPS PharmSciTech       Date:  2013-03-06       Impact factor: 3.246

7.  Development of novel ionic liquid-based microemulsion formulation for dermal delivery of 5-Fluorouracil.

Authors:  Shishu Goindi; Prabhleen Arora; Neeraj Kumar; Ashana Puri
Journal:  AAPS PharmSciTech       Date:  2014-03-26       Impact factor: 3.246

8.  Solubility and Stability of Some Pharmaceuticals in Natural Deep Eutectic Solvents-Based Formulations.

Authors:  Natali Rianika Mustafa; Vincent Simon Spelbos; Geert-Jan Witkamp; Robert Verpoorte; Young Hae Choi
Journal:  Molecules       Date:  2021-04-30       Impact factor: 4.411

9.  Antiproliferative and antibacterial potential of tetrahexylammonium bromide-based ionic liquids.

Authors:  Roxana Popescu; Marioara Nicoleta Filimon; Daliborca Cristina Vlad; Doina Verdes; Aurica Moatar; Georgiana Moise; Kristine Guran; Ion Valeriu Caraba; Liliana Petculescu Ciochina; Iulia Pinzaru; Cristina Adriana Dehelean; Gabi Dumitrescu
Journal:  Exp Ther Med       Date:  2021-04-23       Impact factor: 2.447

10.  Tunable Cytotoxicity and Selectivity of Phosphonium Ionic Liquid with Aniline Blue Dye.

Authors:  Samantha Macchi; Mohd Zubair; Nawab Ali; Grégory Guisbiers; Noureen Siraj
Journal:  J Nanosci Nanotechnol       Date:  2021-12-01
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