Computational approach for fast screening of small molecular candidates to inhibit crystallization in amorphous drugs

Molecular Pharmaceutics

Volumn 9, Issue 10, 2012, Pages 2844-2855

  Pajula, Katja ^a   Lehto, Vesa Pekka ^a   Ketolainen, Jarkko ^a   Korhonen, Ossi ^a  

^a UNIVERSITY OF EASTERN FINLAND   (Finland)

Author keywords

[No Author keywords available]

Indexed keywords

BENZOCAINE; CHLORPROPAMIDE; DOCKING PROTEIN; DRUG ADDITIVE; FENBUFEN; NAPROXEN; NIMESULIDE; PIROXICAM; SACCHARIN; SALICYLAMIDE; SALICYLIC ACID; SULFANILAMIDE;

ARTICLE; BINDING AFFINITY; COST EFFECTIVENESS ANALYSIS; CRYSTALLIZATION; ENERGY; MICROSCOPY; PRIORITY JOURNAL; VALIDATION STUDY;

EID: 84870221734     PISSN: 15438384     EISSN: 15438392     Source Type: Journal    
DOI: 10.1021/mp300135h     Document Type: Article

References (33)

1. Bhugra, C.; Pikal, M. J. Role of Thermodynamic, Molecular, and Kinetic Factors in Crystallization From the Amorphous State J. Pharm. Sci. 2008, 97 (4) 1329-1349
2. g Pharm. Res. 2010, 27, 1558-1567
3. Korhonen, O.; Bhugra, C.; Pikal, M. J. Correlation Between Molecular Mobility and Crystal Growth of Amorphous Phenobarbital and Phenobarbital with polyvinylpyrrolidone and L-proline J. Pharm. Sci. 2008, 97 (9) 3830-3841
4. Yu, L. Amorphous pharmaceutical solids: preparation, characterization and stabilization Adv. Drug Delivery Rev. 2001, 48, 27-42
5. Ohta, M.; Oguchi, T.; Yamamoto, K. Evaluation of solubility parameter to predict apparent solubility of amorphous and crystalline cefditoren pivoxil Pharm. Acta Helv. 1999, 74 (1) 59-64
6. Singhal, D.; Curatolo, W. Drug polymorphism and dosage form design: a practical perspective Adv. Drug Delivery Rev. 2004, 56 (3) 335-347
7. Zhou, D.; Zhang, G. G. Z.; Law, D.; Grant, D. J. W.; Schmitt, E. A. Physical Stability of Amorphous Pharmaceuticals: Importance of Configurational Thermodynamic Quantities and Molecular Mobility J. Pharm. Sci. 2002, 91 (8) 1863-1872
8. Cui, Y. A material science perspective of pharmaceutical solids Int. J. Pharm. 2007, 339, 3-18
9. Brouwers, J.; Brewster, M. E.; Augustijns, P. Supersaturating Drug Delivery Systems: The Answer to Solubility-Limited Oral Bioavailability? J. Pharm. Sci. 2009, 98 (8) 2549-2572
10. Rodriguez-Hornedo, N.; Murphy, D. Significance of Controlling Crystallization Mechanisms and Kinetics in Pharmaceutical Systems J. Pharm. Sci. 1999, 88 (7) 651-660
11. Blagden, N.; de Matas, M.; Gavan, P. T.; York, P. Crystal engineering of active pharmaceutical ingredients to improve solubility and dissolution rates Adv. Drug Delivery Rev. 2007, 59, 617-630
12. Erdemir, D.; Lee, A. Y.; Myerson, A. S. Nucleation of Crystals from solution: Classical and Two-Step Models Acc. Chem. Res. 2009, 42 (5) 621-629
13. Vippagunta, S. R.; Brittain, H. G.; Grant, D. J. W. Crystalline solids Adv. Drug Delivery Rev. 2001, 48, 3-26
14. Hilden, L. R.; Morris, K. R. Physics of Amorphous Solids J. Pharm. Sci. 2004, 93 (1) 3-12
15. Lindfors, L.; Forssèn, S.; Westergren, J.; Olsson, U. Nucleation and crystal growth in supersaturated solutions of a model drug J. Colloid Interface Sci. 2008, 325 (2) 404-413
16. Hancock, B.; Zografi, G. Characteristics and significance of the amorphous state in pharmaceutical systems J. Pharm. Sci. 1997, 86 (1) 1-12
17. Pajula, K.; Taskinen, M.; Lehto, V.-P.; Ketolainen, J.; Korhonen, O. Predicting the formation and stability of amorphous small molecule binary mixtures from computationally determined Flory-Huggins interaction parameter and phase diagram Mol. Pharmaceutics 2010, 7 (3) 795-804
18. Marsac, P. J.; Li, T.; Taylor, L. S. Estimation of Drug-Polymer Miscibility and Solubility in Amorphous Solid Dispersions Using Experimentally Determined Interaction Parameters Pharm. Res. 2009, 26 (1) 139-151
19. Ruiz-Agudo, E.; Putnis, C. V.; Rodriguez-Navarro, C. Interaction between Epsomite Crystals and Organic Additives Cryst. Growth Des. 2008, 8 (8) 2665-2673
20. Tian, F.; Sandler, N.; Gordon, K. C.; McGoverin, C. M.; Reay, A.; Strachan, C. J.; Saville, D. J.; Rades, T. Visualizing the conversion of carbamazepine in aqueous suspension with and without the presence of excipients: A single crystal study using SEM and Raman microscopy Eur. J. Pharm. Biopharm. 2006, 64, 326-335
21. Wang, X. D.; Wang, Q.; Jiang, J. Z. Avrami exponent and isothermal crystallization of Zr/Ti-based bulk metallic glasses J. Alloys Compd. 2006, 440 (1-2) 189-192
22. Sun, N. X.; Liu, X. D.; Lu, K. An Explanation to the Anomalous Avrami Equation Scr. Mater. 1996, 34 (8) 1201-1207
23. Yang, J.; Grey, K.; Doney, J. An improved kinetics approach to describe the physical stability of amorphous solid dispersions Int. J. Pharm. 2010, 384 (1-2) 24-31
24. Li Destri, G.; Marrazzo, A.; Rescifina, A.; Punzo, F. How Molecular Interactions Affect Crystal Morphology: The Case of Haloperidol J. Pharm. Sci. 2011, 100 (11) 4896-4906
25. Rodriguez-Spong, B.; Price, C. P.; Jayasankar, A.; Matzger, A. J.; Rodriguez-Hornedo, N. General principles of pharmaceutical solid polymorphism: a supramolecular perspective Adv. Drug Delivery Rev. 2004, 56, 241-274
26. Liu, Y.; Bhandari, B.; Zhou, W. Glass Transition and Enthalpy Relaxation of Amorphous Food Saccharides: A Review J. Agric. Food Chem. 2006, 54 (16) 5701-5717
27. Schmitt, E. A.; Law, D.; Zhang, G. G. Nucleation and Crystallization Kinetics of Hydrated Amorphous Lactose above Glass Transition Temperature J. Pharm. Sci. 1999, 88 (3) 291-296
28. Sinko, P. J., Ed. Martińs Physical Pharmacy and Pharmaceutical Sciences, 5 th ed.; Lippincott Williams & Wilkins: Philadelphia, PA, 2006; pp 409-411.
29. 2 System J. Phys. Chem. A 2007, 111 (34) 8401-8408
30. 2O and Mixing on the Early Hydration Kinetics of Tricalcium Silicate Chem. Mater. 1999, 11 (7) 1907-1914
31. Miyazaki, T.; Aso, Y.; Yoshioka, S.; Kawanishi, T. Differences in crystallization rate of nifedipine enantiomers in amorphous solid dispersions with HPMC and HPMCP Int. J. Pharm. 2011, 407 (1-2) 111-118
32. Yoshinari, T.; Forbes, R. T.; York, P.; Kawashima, Y. Crystallization of amorphous mannitol is retarded using boric acid Int. J. Pharm. 2003, 258 (1-2) 109-120
33. Shimpi, S. L.; Chauhan, B.; Mahadik, K. R.; Paradkar, A. Stabilization and Improved in Vivo Performance of Amorphous Etoricoxib using Gelucire 50/13 Pharm. Res. 2005, 22 (10) 1727-1734