Spray drying of naproxen and naproxen sodium for improved tableting and dissolution – physicochemical characterization and compression performance

References

• Al-Zoubi N, Al-Obaidi G, Tashtoush B, Malamataris S. 2016. Sustained release of diltiazem HCl tableted after co-spray drying and physical mixing with PVAc and PVP. Drug Dev Ind Pharm. 42:270–279.
   PubMed Web of Science ®Google Scholar
• Al-Zoubi N, Odeh F, Nikolakakis I. 2017. Co-spray drying of metformin hydrochloride with polymers to improve compaction behavior. Powder Technol. 307:163–174.
   Web of Science ®Google Scholar
• Al-Zoubi N, Al-Rusasi A, Sallam AS. 2019. Ethanol effect on acid resistance of selected enteric polymers. Pharm Dev Technol. 24:24–34.
   PubMed Web of Science ®Google Scholar
• Angiolillo DJ, Weisman SM. 2017. Clinical pharmacology and cardiovascular safety of naproxen. Am J Cardiovasc Drugs. 17:97–107.
   PubMed Web of Science ®Google Scholar
• Archer WL. 1992. Hansen solubility parameters for selected cellulose ether derivatives and their use in the pharmaceutical industry. Drug Dev Ind Pharm. 18:599–616.
   Web of Science ®Google Scholar
• Arici M, Topbas O, Karavana SY, Ertan G, Sariisik M, Ozturk C. 2014. Preparation of naproxen-ethyl cellulose microparticles by spray-drying technique and their application to textile materials. J Microencapsul. 31:654–666.
   PubMed Web of Science ®Google Scholar
• Avgoustakis K, Nixon JR. 1993. Biodegradable controlled release tablets: II. preparation and properties of poly(lactide-co-glycolide) powders. Int J Pharm. 99:239–246.
   Google Scholar
• Barot B, Parejiya P, Patel T, Parikh R, Gohel M. 2010. Development of directly compressible metformin hydrochloride by the spray-drying technique. Acta Pharm. 60:165–175.
   PubMed Web of Science ®Google Scholar
• Berggren J, Frenning G, Alderborn G. 2004. Compression behaviour and tablet-forming ability of spray-dried amorphous composite particles. Eur J Pharm Sci. 22:191–200.
   PubMed Web of Science ®Google Scholar
• Bhise KS, Dhumal RS, Paradkar AR, Kadam SS. 2008. Effect of drying methods on swelling, erosion and drug release from chitosan–naproxen sodium complexes. AAPS Pharm Sci Tech. 9:1–12.
   PubMed Web of Science ®Google Scholar
• British Pharmacopoeia Commission. 2020. British Pharmacopoeia Edition.
   Google Scholar
• Bühler V. 2008. Kollidon: polyvinylpyrrolidone excipients for the pharmaceutical industry. 9th ed. Ludwigshafen (Germany): BASF SE.
   Google Scholar
• Censi R, Rascioni R, Di Martino P. 2015. Changes in the solid state of anhydrous and hydrated forms of sodium naproxen under different grinding and environmental conditions: evidence of the formation of new hydrated forms. Eur J Pharm Biopharm. 92:192–203.
   PubMed Web of Science ®Google Scholar
• Di Martino P, Barthélémy C, Palmieri GF, Martelli S. 2001. Physical characterization of naproxen sodium hydrate and anhydrate forms. Eur J Pharm Sci. 14:293–300.
   PubMed Web of Science ®Google Scholar
• Di Martino P, Malaj L, Censi R, Martelli S. 2008. Physico-chemical and technological properties of sodium naproxen granules prepared in a high-shear mixer-granulator. J Pharm Sci. 97:5263–5273.
   PubMed Web of Science ®Google Scholar
• Di Martino P, Scoppa M, Joiris E, Palmieri GF, Andres C, Pourcelot Y, Martelli S. 2001. The spray drying of acetazolamide as method to modify crystal properties and to improve compression behaviour. Int J Pharm. 213:209–221.
   PubMed Web of Science ®Google Scholar
• El-Said Y. 1995. Effect of co-solvents on water content and physical properties of acetaminophen crystallized from aqueous solutions. STP Pharma Sci. 5:232–237.
   Google Scholar
• FDA. 1997. Guidance for industry: dissolution testing of immediate release solid oral dosage forms. Rockville (MD): Center for drug evaluation and research.
   Google Scholar
• Garekani HA, Ford JL, Rubinstein MH, Rajabi-Siahboomi AR. 2001. Effect of compression force, compression speed, and particle size on the compression properties of paracetamol. Drug Dev Ind Pharm. 27:935–942.
   PubMed Web of Science ®Google Scholar
• Garekani HA, Ford JL, Rubinstein MH, Rajabi-Siahboomi AR. 1999. Formation and compression characteristics of prismatic polyhedral and thin plate-like crystals of paracetamol. Int J Pharm. 187:77–89.
   PubMed Web of Science ®Google Scholar
• Garr J, Rubinstein M. 1991. An investigation into the capping of paracetamol at increasing speeds of compression. Int J Pharm. 72:117–122.
   Web of Science ®Google Scholar
• Gharaibeh SF, Aburub A. 2013. Use of first derivative of displacement vs. force profiles to determine deformation behavior of compressed powders. AAPS PharmSciTech. 14:398–401.
   PubMed Web of Science ®Google Scholar
• Gonnissen Y, Remon JP, Vervaet C. 2007. Development of directly compressible powders via co-spray drying. Eur J Pharm Biopharm. 67:220–226.
   PubMed Web of Science ®Google Scholar
• Gonnissen Y, Verhoeven E, Peeters E, Remon JP, Vervaet C. 2008. Coprocessing via spray drying as a formulation platform to improve the compactability of various drugs. Eur J Pharm Biopharm. 69:320–334.
   PubMed Web of Science ®Google Scholar
• Jbilou M, Ettabia A, Guyot-Hermann AM, Guyot JC. 1999. Ibuprofen agglomerates preparation by phase separation. Drug Dev Ind Pharm. 25:297–305.
   PubMed Web of Science ®Google Scholar
• Joiris E, Di Martino P, Malaj L, Censi R, Barthélémy C, Odou P. 2008. Influence of crystal hydration on the mechanical properties of sodium naproxen. Eur J Pharm Biopharm. 70:345–356.
   PubMed Web of Science ®Google Scholar
• Joshi AB, Patel S, Kaushal AM, Bansal AK. 2010. Compaction studies of alternate solid forms of celecoxib. Adv Powder Technol. 21:452–460.
   Web of Science ®Google Scholar
• Jubert A, Legarto ML, Massa NE, Tévez LL, Okulik NB. 2006. Vibrational and theoretical studies of non-steroidal anti-inflammatory drugs ibuprofen [2-(4-isobutylphenyl)propionic acid]; naproxen [6-methoxy-α-methyl-2-naphthalene acetic acid] and tolmetin acids [1-methyl-5-(4-methylbenzoyl)-1H-pyrrole-2-acetic acid]. J Mol Struct. 783:34–51.
   Web of Science ®Google Scholar
• Kim YS, Paskow HC, Rousseau RW. 2005. Propagation of solid-state transformations by dehydration and stabilization of pseudopolymorphic crystals of sodium naproxen. Cryst Growth Des. 5:1623–1632.
   Web of Science ®Google Scholar
• Kim YS, Rousseau RW. 2004. Characterization and solid-state transformations of the pseudopolymorphic forms of sodium naproxen. Cryst Growth Des. 4:1211–1216.
   Web of Science ®Google Scholar
• Lamešić D, Planinšek O, Lavrič Z, Ilić I. 2017. Spherical agglomerates of lactose with enhanced mechanical properties. Int J Pharm. 516:247–257.
   PubMedGoogle Scholar
• Li Y, Han J, Zhang GGZ, Grant DJW, Suryanarayanan R. 2000. In situ dehydration of carbamazepine dihydrate: a novel technique to prepare amorphous anhydrous carbamazepine. Pharm Dev Technol. 5:257–266.
   PubMed Web of Science ®Google Scholar
• Lin-Vien D, Colthup NB, Fateley WG, Grasselli JG. 1991. The handbook of infrared and Raman characteristic frequencies of organic molecules. San Diego (CA): Academic Press.
   Google Scholar
• Löbmann K, Laitinen R, Grohganz H, Gordon KC, Strachan C, Rades T. 2011. Coamorphous drug systems: enhanced physical stability and dissolution rate of indomethacin and naproxen. Mol Pharm. 8:1919–1928.
   PubMed Web of Science ®Google Scholar
• Maghsoodi M, Hassan-Zadeh D, Barzegar-Jalali M, Nokhodchi A, Martin G. 2007. Improved compaction and packing properties of naproxen agglomerated crystals obtained by spherical crystallization technique. Drug Dev Ind Pharm. 33:1216–1224.
   PubMed Web of Science ®Google Scholar
• Maghsoodi M, Taghizadeh O, Martin GP, Nokhodchi A. 2008. Particle design of naproxen-disintegrant agglomerates for direct compression by a crystallo-co-agglomeration technique. Int J Pharm. 351:45–54.
   PubMed Web of Science ®Google Scholar
• Maheri-Esfanjani H, Adibkia K, Barzegar-Jalali M, Javadzadeh Y, Mohammadi G. 2012. Preparation and evaluation of naproxen solid dispersions using spray drying method. Res Pharm Sci. 7:367.
   Google Scholar
• Malaj L, Censi R, Di Martino P. 2009. Mechanisms for dehydration of three sodium naproxen hydrates. Cryst Growth Des. 9:2128–2136.
   Web of Science ®Google Scholar
• Malaj L, Censi R, Gashi Z, Di Martino P. 2010. Compression behaviour of anhydrous and hydrate forms of sodium naproxen. Int J Pharm. 390:142–149.
   PubMedGoogle Scholar
• Malamataris S, Karidas T, Goidas P. 1994. Effect of particle size and sorbed moisture on the compression behaviour of some hydroxypropyl methylcellulose (HPMC) polymers. Int J Pharm. 103:205–215.
   Web of Science ®Google Scholar
• Marshall PV, York P. 1989. Crystallisation solvent induced solid-state and particulate modifications of nitrofurantoin. Int J Pharm. 55:257–263.
   Web of Science ®Google Scholar
• Mohammadzade M, Barzegar-Jalali M, Jouyban A. 2015. Solubility of naproxen in 2-propanol + water mixtures at various temperatures. J Mol Liq. 206:110–113.
   Web of Science ®Google Scholar
• Morris KR. 1999. Structural aspects of hydrates and solvates. In: Brittain HG, editor. Polymorphism in pharmaceutical solids. New York (NY): Marcel Dekker; p. 125–181.
   Google Scholar
• Nikolakakis I, Pilpel N. 1985. Effect of particle shape on the tensile strengths of powders. Powder Technol. 42:279–283.
   Web of Science ®Google Scholar
• Nokhodchi A, Bolourtchian N, Dinarvand R. 2003. Crystal modification of phenytoin using different solvents and crystallization conditions. Int J Pharm. 250:85–97.
   PubMed Web of Science ®Google Scholar
• Paluch KJ, Tajber L, Adamczyk B, Corrigan OI, Healy AM. 2012. A novel approach to crystallisation of nanodispersible microparticles by spray drying for improved tabletability. Int J Pharm. 436:873–876.
   PubMedGoogle Scholar
• Paluch KJ, Tajber L, Corrigan OI, Healy AM. 2013. Impact of alternative solid state forms and specific surface area of high-dose, hydrophilic active pharmaceutical ingredients on tabletability. Mol Pharm. 10:3628–3639.
   PubMed Web of Science ®Google Scholar
• Paudel A, Loyson Y, Van den Mooter G. 2013. An investigation into the effect of spray drying temperature and atomizing conditions on miscibility, physical stability, and performance of naproxen-PVP K 25 solid dispersions. J Pharm Sci. 102:1249–1267.
   PubMed Web of Science ®Google Scholar
• Paudel A, Van Den Mooter G. 2012. Influence of solvent composition on the miscibility and physical stability of naproxen/PVP K 25 solid dispersions prepared by cosolvent spray-drying. Pharm Res. 29:251–270.
   PubMed Web of Science ®Google Scholar
• Paudel A, Van Humbeeck J, Van den Mooter G. 2010. Theoretical and experimental investigation on the solid solubility and miscibility of naproxen in poly(vinylpyrrolidone). Mol Pharm. 7:1133–1148.
   PubMed Web of Science ®Google Scholar
• Rathod P, Mori D, Parmar R, Soniwala M, Chavda J. 2019. Co-processing of cefuroxime axetil by spray drying technique for improving compressibility and flow property. Drug Dev Ind Pharm. 45:767–774.
   PubMed Web of Science ®Google Scholar
• Saji RS, Prasana JC, Muthu S, George J, Kuruvilla TK, Raajaraman BR. 2020. Spectroscopic and quantum computational study on naproxen sodium. Spectrochim Acta A Mol Biomol Spectrosc. 226:117614.
   PubMed Web of Science ®Google Scholar
• Sakhnini N, Al-Zoubi N, Al-Obaidi GH, Ardakani A. 2015. Sustained release matrix tablets prepared from cospray dried mixtures with starch hydrophobic esters. Pharmazie. 70:177–182.
   PubMed Web of Science ®Google Scholar
• Sanoufi MR, Aljaberi A, Hamdan I, Al-Zoubi N. 2020. The use of design of experiments to develop hot melt extrudates for extended release of diclofenac sodium. Pharm Dev Technol. 25:187–196.
   PubMed Web of Science ®Google Scholar
• Sheokand S, Modi SR, Bansal AK. 2014. Dynamic vapor sorption as a tool for characterization and quantification of amorphous content in predominantly crystalline materials. J Pharm Sci. 103:3364–3376.
   PubMed Web of Science ®Google Scholar
• Stubberud L. 1995. Water-solid interactions: I. A technique for studying moisture sorption/desorption. Int. J. Pharm. 114:55–64.
   Web of Science ®Google Scholar
• Thakral S, Garcia-Barriocanal J, Thakral NK. 2019. Effect of processing conditions and excipients on dehydration kinetics of sodium naproxen hydrate in formulation. Int J Pharm. 557:221–228.
   PubMedGoogle Scholar
• Tsivintzelis I, Economou IG, Kontogeorgis GM. 2009. Modeling the phase behavior in mixtures of pharmaceuticals with liquid or supercritical solvents. J Phys Chem B. 113:6446–6458.
   PubMed Web of Science ®Google Scholar
• Vueba ML, Batista De Carvalho L, Veiga F, Sousa JJ, Pina ME. 2006. Influence of cellulose ether mixtures on ibuprofen release: MC25, HPC and HPMC K100M. Pharm Dev Technol. 11:213–228.
   PubMed Web of Science ®Google Scholar
• Worku ZA, Aarts J, Singh A, Van Den Mooter G. 2014. Drug-polymer miscibility across a spray dryer: a case study of naproxen and miconazole solid dispersions. Mol Pharm. 11:1094–1101.
   PubMedGoogle Scholar