Crystal polymorphism in chemical process development

AY Lee, D Erdemir, AS Myerson - Annual review of chemical …, 2011 - annualreviews.org
Polymorphism in molecular crystals is a prevalent phenomenon and is of great interest to the
pharmaceutical community. The solid-state form is a key quality attribute of a crystalline …

Ionic liquids in drug delivery

JL Shamshina, PS Barber… - Expert opinion on drug …, 2013 - Taylor & Francis
Introduction: To overcome potential problems with solid-state APIs, such as polymorphism,
solubility and bioavailability, pure liquid salt (ionic liquid) forms of active pharmaceutical …

Acid–base crystalline complexes and the p K a rule

AJ Cruz-Cabeza - CrystEngComm, 2012 - pubs.rsc.org
Differences in the predicted aqueous pKa values (ΔpKa) have been calculated for 6465
crystalline complexes containing ionised and non-ionised acid–base pairs in the Cambridge …

Trends in active pharmaceutical ingredient salt selection based on analysis of the orange book database

GS Paulekuhn, JB Dressman… - Journal of medicinal …, 2007 - ACS Publications
The Orange Book database published by the US Drug and Food Administration (FDA) was
analyzed for the frequency of occurrence of different counterions used for the formation of …

The role of solvation in proton transfer reactions: implications for predicting salt/co-crystal formation using the Δp K a rule

AJ Cruz-Cabeza, M Lusi, HP Wheatcroft… - Faraday Discussions, 2022 - pubs.rsc.org
The ΔpKa rule is commonly applied by chemists and crystal engineers as a guideline for the
rational design of molecular salts and co-crystals. For multi-component crystals containing …

'Pro et contra'ionic liquid drugs–Challenges and opportunities for pharmaceutical translation

A Balk, U Holzgrabe, L Meinel - European Journal of Pharmaceutics and …, 2015 - Elsevier
Ionic liquids (ILs) are organic salts with a melting point below 100° C. Active pharmaceutical
ingredients (APIs) are transformed into ILs by combining them with typically large yet …

Engineering of pharmaceutical materials: an industrial perspective

K Chow, HHY Tong, S Lum, AHL Chow - Journal of pharmaceutical …, 2008 - Elsevier
Crystal engineering provides a rational approach to solving formulation, processing and
product performance problems. This review discusses how the concept of crystal …

'Click'to functionalise: synthesis, characterisation and enhancement of the physical properties of a series of exo-and endo-functionalised Pd 2 L 4 nanocages

JEM Lewis, ABS Elliott, CJ McAdam, KC Gordon… - Chemical …, 2014 - pubs.rsc.org
The synthesis of self-assembled metallosupramolecular architectures has been of steadily
growing interest in recent years due to their diverse applications. Appending additional …

Polymorphs and solvates of a cocrystal involving an analgesic drug, ethenzamide, and 3, 5-dinitrobenzoic acid

S Aitipamula, PS Chow, RBH Tan - Crystal growth & design, 2010 - ACS Publications
A 1: 1 cocrystal involving an analgesic drug, ethenzamide (EA), and 3, 5-dinitrobenzoic acid
exists in two polymorphs and forms a series of solvates. All the crystalline materials have …

Cocrystals of caffeine and hydroxybenzoic acids composed of multiple supramolecular heterosynthons: Screening via solution-mediated phase transformation and …

DK Bucar, RF Henry, X Lou, RW Duerst… - Crystal Growth and …, 2009 - ACS Publications
Caffeine, a pharmaceutical model compound, generally forms cocrystals with carboxylic
acids that involve an O− H··· N hydrogen bond between the carboxylic acid group of the acid …