Nanocrystal preparation: Low-energy precipitation method revisited

Crystal Growth and Design

Volumn 13, Issue 7, 2013, Pages 2766-2777

  Khan, Shahzeb ^a   Matas, Marcel De ^b   Zhang, Jiwen ^c   Anwar, Jamshed ^d  

^a UNIVERSITY OF BRADFORD   (United Kingdom)

^b ASTRAZENECA   (United Kingdom)

^c INSTITUTE OF GEOLOGY AND GEOPHYSICS   (China)

^d LANCASTER UNIVERSITY   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ANTI-SOLVENT PRECIPITATIONS; AQUEOUS SOLUBILITY; CRYSTAL GROWTH INHIBITORS; NANOCRYSTAL PREPARATION; PHYSIOLOGICAL CONDITION; PRECIPITATION METHODS; PROCESS VARIABLES; TABLET FORMULATIONS;

CRYSTAL GROWTH; MOLECULAR STRUCTURE; PHYSIOLOGICAL MODELS; PRECIPITATION (CHEMICAL); SUSPENSIONS (FLUIDS);

NANOCRYSTALS;

EID: 84879851435     PISSN: 15287483     EISSN: 15287505     Source Type: Journal    
DOI: 10.1021/cg4000473     Document Type: Article

References (63)

1. Moriarty, P. Nanostructured materials Rep. Prog. Phys. 2001, 64, 297-381
2. Parak, W. J.; Gerion, D.; Pellegrino, T.; Zanchet, D.; Micheel, C.; Williams, S. C.; Boudreau, R.; Gros, M. A. L.; Larabell, C. A.; Alivisatos, A. P. Biological applications of colloidal nanocrystals Nanotechnology 2003, 14, R15-R27
3. Horn, D.; Rieger, J. Organic nanoparticles in the aqueous phase-theory, experiment, and use Angew. Chem., Int. Ed. 2001, 40 (23) 4330-4361
4. Paul, D. R.; Robeson, L. M. Polymer nanotechnology: Nanocomposites Polymer 2008, 49 (15) 3187-3204
5. Choi, S. M.; Awaji, H. Nanocomposites-a new material design concept Sci. Technol. Adv. Mater. 2005, 6 (1) 2-10
6. Rabinow, B. E. Nanosuspensions in drug delivery Nat. Rev. Drug Discovery 2004, 3 (9) 785-796
7. Müller, R.; Keck, C. Twenty years of drug nanocrystals: Where are we, and where do we go? Eur. J. Pharm. Biopharm. 2012, 80 (1) 1-3
8. Müller, R. H.; Gohla, S.; Keck, C. M. State of the art of nanocrystals-Special features, production, nanotoxicology aspects and intracellular delivery Eur. J. Pharm. Biopharm. 2011, 78 (1) 1-9
9. Jinno, J.; Kamada, N.; Miyake, M.; Yamada, K.; Mukai, T.; Odomi, M.; Toguchi, H.; Liversidge, G. G.; Higaki, K.; Kimura, T. Effect of particle size reduction on dissolution and oral absorption of a poorly water-soluble drug, cilostazol, in beagle dogs J. Controlled Release 2006, 111 (1-2) 56-64
10. Merisko-Liversidge, E.; Sarpotdar, P.; Bruno, J.; Hajj, S.; Wei, L.; Peltier, N.; Rake, J.; Shaw, J.; Pugh, S.; Polin, L. Formulation and antitumor activity evaluation of nanocrystalline suspensions of poorly soluble anticancer drugs Pharm. Res. 1996, 13 (2) 272-278
11. Gao, L.; Liu, G.; Ma, J.; Wang, X.; Zhou, L.; Li, X. Drug nanocrystals: In vivo performances J. Controlled Release 2012, 160 (3) 418-430
12. Buckton, G.; Beezer, A. E. The relationship between particle size and solubility Int. J. Pharm. 1992, 82 (3) R7-R10
13. Wu, W. J.; Nancollas, G. H. A new understanding of the relationship between solubility and particle size J. Solution Chem. 1998, 27 (6) 521-531
14. Moeschwitzer, J.; Mueller, R. H. New method for the effective production of ultrafine drug nanocrystals J. Nanosci. Nanotechnol. 2006, 6 (9-10) 3145-3153
15. Keck, C. M.; R., H. M. SmartCrystals-Review of the Second Generation of Drug Nanocrystal. In Handbook of Materials for Nanomedicine (Pan Stanford Series on Biomedical Nanotechnology); Torchilin, V.P.; Amiji, M. M., Eds.; Pan Stanford Publishing: Singapore, 2010; pp 555-580.
16. Merisko-Liversidge, E.; Liversidge, G. G.; Cooper, E. R. Nanosizing: a formulation approach for poorly-water-soluble compounds Eur. J. Pharm. Sci. 2003, 18 (2) 113-120
17. Peltonen, L.; Hirvonen, J. Pharmaceutical nanocrystals by nanomilling: Critical process parameters, particle fracturing and stabilization methods J. Pharm. Pharmacol. 2010, 62 (11) 1569-1579
18. Plakkot, S.; de Matas, M.; York, P.; Saunders, M.; Sulaiman, B. Comminution of ibuprofen to produce nano-particles for rapid dissolution Int. J. Pharm. 2011, 415 (1-2) 307-314
19. Majuru, S.; Oyewumi, M. O. Nanotechnology in Drug Development and Life Cycle Management. Nanotechnology in Drug Delivery; M. M. de Villiers; Aramvit, P., Kwon, G.S., Eds.; Springer, American Association of Pharmaceutical Scientists: New York, 2009; Vol. 10, pp 597-619.
20. Zhang, D.; Tan, T.; Gao, L.; Zhao, W.; Wang, P. Preparation of azithromycin nanosuspensions by high pressure homogenization and its physicochemical characteristics studies Drug Dev. Ind. Pharm. 2007, 33 (5) 569-575
21. Keck, C. M.; Müller, R. H. Drug nanocrystals of poorly soluble drugs produced by high pressure homogenisation Eur. J. Pharm. Biopharm. 2006, 62 (1) 3-16
22. Chan, H.-K.; Kwok, P. C. L. Production methods for nanodrug particles using the bottom-up approach Adv. Drug Delivery Rev. 2011, 63 (6) 406-416
23. Matteucci, M. E.; Hotze, M. A.; Johnston, K. P.; Williams, R. O., III Drug nanoparticles by antisolvent precipitation: Mixing energy versus surfactant stabilization Langmuir 2006, 22 (21) 8951-8959
24. Hu, J.; Ng, W. K.; Dong, Y.; Shen, S.; Tan, R. B. H. Continuous and scalable process for water-redispersible nanoformulation of poorly aqueous soluble APIs by antisolvent precipitation and spray-drying Int. J. Pharm. 2010, 10.1016/j.ijpharm.2010.10.055
25. Lindfors, L. Aqueous Dispersion Comprising Stable Nanoparticles of a Water-Insoluble Thiazole Derivative and Excipients Like Middle Chain Triglycerides. WO Patent WO/2004/069,226, 2004.
26. Williams, R. O.; Johnston, K. P.; Young, T. J.; Rogers, T. L.; Barron, M. K.; Yu, Z.; Hu, J. Process for Production of Nanoparticles and Microparticles by Spray Freezing into Liquid. U.S. Patent 20030041602, 2002.
27. de Waard, H.; Hinrichs, W. L. J.; Frijlink, H. W. A novel bottom-up process to produce drug nanocrystals: Controlled crystallization during freeze-drying J. Controlled Release 2008, 128 (2) 179-183
28. Tom, J. W.; Debenedetti, P. G. Particle formation with supercritical fluids-A review J. Aerosol Sci. 1991, 22 (5) 555-584
29. Cansell, F.; Aymonier, C.; Loppinet-Serani, A. Review on materials science and supercritical fluids Curr. Opin. Solid State Mater. Sci. 2003, 7 (4-5) 331-340
30. Byrappa, K.; Ohara, S.; Adschiri, T. Nanoparticles synthesis using supercritical fluid technology-towards biomedical applications Adv. Drug Delivery Rev. 2008, 60 (3) 299-327
31. Panagiotou, T.; Mesite, S. V.; Fisher, R. J. Production of norfloxacin nanosuspensions using microfluidics reaction technology through solvent/antisolvent crystallization Ind. Eng. Chem. Res. 2009, 48 (4) 1761-1771
32. Ali, H. S. M.; York, P.; Ali, A.; Blagden, N. Hydrocortisone nanosuspensions for ophthalmic delivery: A comparative study between microfluidic nanoprecipitation and wet milling J. Controlled Release 2011, 149 (2) 175-181
33. Panagiotou, T.; Mesite, S.; Fisher, R.; Gruverman, I. Production of Stable Drug Nanospensions Using Microfluidics Reaction Technology. In Technical Proceedings of the NSTI Nanotechnology Conference and Trade Show; Nano Science and Technology Institute (NSTI): Austin, TX, 2007; Vol. 4, pp 246-249.
34. Kipp, J. E.; Wong, J. C. T.; Doty, M. J.; Rebbeck, C. L. Microprecipitation Method for Preparing Submicron Suspensions. U.S. Patent 6,607,784, 2003.
35. Gao, L.; Zhang, D.; Chen, M. Drug nanocrystals for the formulation of poorly soluble drugs and its application as a potential drug delivery system J. Nanopart. Res. 2008, 10 (5) 845-862
36. Thorat, A. A.; Dalvi, S. V. Liquid antisolvent precipitation and stabilization of nanoparticles of poorly water soluble drugs in aqueous suspensions: Recent developments and future perspective Chem. Eng. J. 2012, 181-182 (0) 1-34
37. Müller, R. H.; Keck, C. M. Second generation of drug nanocrystals for delivery of poorly soluble drugs: SmartCrystal technology Eur. J. Pharm. Sci. 2008, 34 (Supplement 1) S20-S21
38. List, M.; Sucker, H. Hydrosols of pharmacologically active agents and their pharmaceutical compositions comprising them. U.S. Patent 5389382, 1995.
39. Van Eerdenbrugh, B.; Van den Mooter, G.; Augustijns, P. Top-down production of drug nanocrystals: Nanosuspension stabilization, miniaturization and transformation into solid products Int. J. Pharm. 2008, 364 (1) 64-75
40. Verma, S.; Kumar, S.; Gokhale, R.; Burgess, D. J. Physical stability of nanosuspensions: Investigation of the role of stabilizers on Ostwald ripening Int. J. Pharm. 2010, 406 (1-2) 145-152
41. Wu, L.; Zhang, J.; Watanabe, W. Physical and chemical stability of drug nanoparticles Adv. Drug Delivery Rev. 2011, 63 (6) 456-469
42. Lee, J.; Lee, S.-J.; Choi, J.-Y.; Yoo, J. Y.; Ahn, C.-H. Amphiphilic amino acid copolymers as stabilizers for the preparation of nanocrystal dispersion Eur. J. Pharm. Sci. 2005, 24 (5) 441-449
43. Choi, J.-Y.; Yoo, J. Y.; Kwak, H.-S.; Uk Nam, B.; Lee, J. Role of polymeric stabilizers for drug nanocrystal dispersions Curr. Appl. Phys. 2005, 5 (5) 472-474
44. Van Eerdenbrugh, B.; Vermant, J.; Martens, J. A.; Froyen, L.; Van Humbeeck, J.; Augustijns, P.; Van den Mooter, G. A screening study of surface stabilization during the production of drug nanocrystals J. Pharm. Sci. 2009, 98 (6) 2091-2103
45. Kakran, M.; Sahoo, N. G.; Li, L.; Judeh, Z. Dissolution of artemisinin/polymer composite nanoparticles fabricated by evaporative precipitation of nanosuspension J. Pharm. Pharmacol. 2010, 62 (4) 413-421
46. Sylvestre, J. P.; Tang, M. C.; Furtos, A.; Leclair, G.; Meunier, M.; Leroux, J. C. Nanonization of megestrol acetate by laser fragmentation in aqueous milieu J. Controlled Release 2011, 149 (3) 273-280
47. Shekunov, B. Y.; Chattopadhyay, P.; Seitzinger, J.; Huff, R. Nanoparticles of poorly water-soluble drugs prepared by supercritical fluid extraction of emulsions Pharm. Res. 2006, 23 (1) 196-204
48. Pardeike, J.; Strohmeier, D. M.; Schrödl, N.; Voura, C.; Gruber, M.; Khinast, J. G.; Zimmer, A. Nanosuspensions as advanced printing ink for accurate dosing of poorly soluble drugs in personalized medicines Int. J. Pharm. 2011, 420, 93-100
49. Jünemann, D.; Dressman, J. Analytical methods for dissolution testing of nanosized drugs J. Pharm. Pharmacol. 2012, 10.1111/j.2042-7158.2012. 01520.x
50. Materials Studio software package. Accelrys, Inc., 2006.
51. Maple, J.; Hwang, M. J.; Stockfisch, T. P.; Dinur, U.; Waldman, M.; Ewig, C. S.; Hagler, A. T. Derivation of class II force fields. I. Methodology and quantum force field for the alkyl functional group and alkane molecules J. Comput. Chem. 1994, 15 (2) 162-182
52. Shariare, M. H.; Leusen, F. J. J.; de Matas, M.; York, P.; Anwar, J. Prediction of the mechanical behaviour of crystalline solids Pharm. Res. 2012, 29 (1) 319-331
53. Deng, J.; Huang, L.; Liu, F. Understanding the structure and stability of paclitaxel nanocrystals Int. J. Pharm. 2010, 390 (2) 242-249
54. Bajwa, G. S.; Sammon, C.; Timmins, P.; Melia, C. D. Molecular and mechanical properties of hydroxypropyl methylcellulose solutions during the sol: gel transition Polymer 2009, 50 (19) 4571-4576
55. Ford, J. L. Thermal analysis of hydroxypropylmethylcellulose and methylcellulose: powders, gels and matrix tablets Int. J. Pharm. 1999, 179 (2) 209-228
56. Valleri, M.; Mura, P.; Maestrelli, F.; Cirri, M.; Ballerini, R. Development and evaluation of glyburide fast dissolving tablets using solid dispersion technique Drug Dev. Ind. Pharm. 2004, 30 (5) 525-534
57. Bunjes, H.; Koch, M. H. J.; Westesen, K. Effect of particle size on colloidal solid triglycerides Langmuir 2000, 16 (12) 5234-5241
58. Zhang, Z. B.; Shen, Z. G.; Wang, J. X.; Zhao, H.; Chen, J. F.; Yun, J. Nanonization of megestrol acetate by liquid precipitation Ind. Eng. Chem. Res. 2009, 48 (18) 8493-8499
59. Biomineralization; Dove, P. M.; De Yoreo, J.; Weiner, S. Mineralogical Society of America: Washington, DC, 2003; Vol. 54, pp 57-93.
60. Anwar, J.;; Zahn, D. Uncovering molecular processes in crystal nucleation using molecular simulation. Angewandte Chemie Int. Ed., 2011, 50, 2-20.
61. Zahn, D.;; Anwar, J. Size-dependent phase stability of a molecular nanocrystal: a proxy for investigating the early stages of crystallization. Chemistry a European J. 2011, 17, 11186-11192
62. Davey, R.; Allen, K.; Blagden, N.; Cross, W.; Lieberman, H.; Quayle, M.; Righini, S.; Seton, L.; Tiddy, G. Crystal engineering-nucleation, the key step CrystEngComm 2002, 4 (47) 257-264
63. Davey, R.; Mullin, J. Industrial crystallization. Crystal Growth in Science and Technology; Arend, H.; Hullinger, J., Eds.; NATO ASI Series; Springer: New York, 1976; Vol. 210, 217-224.