pharmaceutics
Article
Continuous Manufacture and Scale-Up of Theophylline-
Nicotinamide Cocrystals
Steven A. Ross
1
, Andrew P. Hurt
1
, Milan Antonijevic
1
, Nicolaos Bouropoulos
2,3
, Adam Ward
4
, Pat Basford
5
,
Mark McAllister
5
and Dennis Douroumis
1,
*
Citation: Ross, S.A.; Hurt, A.P.;
Antonijevic, M.; Bouropoulos, N.;
Ward, A.; Basford, P.; McAllister, M.;
Douroumis, D. Continuous
Manufacture and Scale-Up of
Theophylline-Nicotinamide
Cocrystals. Pharmaceutics 2021, 13,
419. https://doi.org/10.3390/
pharmaceutics13030419
Academic Editor: Saeed Shirazian
and Rahamatullah Shaikh
Received: 25 February 2021
Accepted: 14 March 2021
Published: 20 March 2021
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1
Faculty of Engineering and Science, University of Greenwich, Medway Campus, Chatham Maritime,
Kent ME4 4TB, UK; S.A.Ross@greenwich.ac.uk (S.A.R.); A.Hurt@greenwich.ac.uk (A.P.H.);
M.Antonijevic@greenwich.ac.uk (M.A.)
2
Department of Materials Science, University of Patras, Rio, 26504 Patras, Greece; nbouro@upatras.gr
3
Foundation for Research and Technology Hellas, Institute of Chemical Engineering and High Temperature,
Chemical Processes, 26504 Patras, Greece
4
Department of Pharmacy, School of Applied Sciences, University of Huddersfield, Huddersfield,
West Yorkshire HD1 3DH, UK; Adam.Ward@pfizer.com
5
Pfizer Global Research & Development, Ramsgate Road, Sandwich CT13 9NJ, UK;
pat.basford@pfizer.com (P.B.); Mark.McAllister@pfizer.com (M.M.)
* Correspondence: D.Douroumis@gre.ac.uk; Tel.: +44-(0)-208-331-8440; Fax: +44-(0)-208-331-9805
Abstract: The aim of the study was the manufacturing and scale-up of theophylline-nicotinamide
(THL-NIC) pharmaceutical cocrystals processed by hot-melt extrusion (HME). The barrel temperature
profile, feed rate and screw speed were found to be the critical processing parameters with a residence
time of approximately 47 s for the scaled-up batches. Physicochemical characterization using scanning
electron microscopy (SEM), differential scanning calorimetry (DSC), and X-ray diffraction of bulk and
extruded materials revealed the formation of high purity cocrystals (98.6%). The quality of THL-NIC
remained unchanged under accelerated stability conditions.
Keywords: cocrystals; hot-melt extrusion; scale-up; continuous manufacturing; X-ray; Rietveld
refinement; solubility; surface dissolution imaging; stability
1. Introduction
Oral drug administration has proven to be the most preferred delivery option in
modern medicine with studies showing it to have high patient compliance rates, as well
as being more convenient and relatively inexpensive [1]. However, over the past two
decades, there has been a substantial increase in the complexity and specificity of drugs.
The increased complexity has been accompanied by a decrease in the solubility of the active
pharmaceutical ingredient (API) [2]. Approximately 60% of drugs screened in industrial
research have poor water solubility, and the traditional formulation of these drugs can
lead to poor bioavailability. For a drug to be effective it must be readily available at the
target site after administration, bioavailability describes the degree to which a drug can
achieve this. After oral delivery, the drug must dissolve in the gastro-intestinal fluid
before being absorbed into systemic circulation. Poor solubility can limit drug absorption,
thus decreasing its effectiveness. As a result, there has been increased importance in
industry and research placed on formulation strategies to enhance the solubility of poorly
water-soluble drugs [3].
One such strategy to improve the solubility of poorly soluble APIs is through cocrystal-
lization. Although the exact definition of what constitutes a cocrystal is still being debated
this day, a recent perspective authored by 46 specialists defined cocrystals as "solids that
are crystalline single-phase materials composed of two or more different molecular and/or
ionic compounds generally in a stoichiometric ratio which are neither solvates nor simple
salts” [4]. Cocrystallization allows for the modification of components and the chemical
Pharmaceutics 2021, 13, 419. https://doi.org/10.3390/pharmaceutics13030419 https://www.mdpi.com/journal/pharmaceutics