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Volumn 12, Issue 9, 2015, Pages 3389-3398

Long-Term Amorphous Drug Stability Predictions Using Easily Calculated, Predicted, and Measured Parameters

Author keywords

amorphous; crystallization; poorly soluble drug; prediction; stability

Indexed keywords

AMORPHOUS DRUG; DRUG; UNCLASSIFIED DRUG;

EID: 84941114243     PISSN: 15438384     EISSN: 15438392     Source Type: Journal    
DOI: 10.1021/acs.molpharmaceut.5b00409     Document Type: Article
Times cited : (40)

References (36)
  • 1
    • 0035897584 scopus 로고    scopus 로고
    • Amorphous pharmaceutical solids: Preparation, characterization and stabilization
    • Yu, L. Amorphous pharmaceutical solids: preparation, characterization and stabilization Adv. Drug Delivery Rev. 2001, 48 (1) 27-42 10.1016/S0169-409X(01)00098-9
    • (2001) Adv. Drug Delivery Rev. , vol.48 , Issue.1 , pp. 27-42
    • Yu, L.1
  • 2
    • 36549042006 scopus 로고    scopus 로고
    • Solid dispersions as strategy to improve oral bioavailability of poor water soluble drugs
    • Vasconcelos, T.; Sarmento, B.; Costa, P. Solid dispersions as strategy to improve oral bioavailability of poor water soluble drugs Drug Discovery Today 2007, 12 (23) 1068-1075 10.1016/j.drudis.2007.09.005
    • (2007) Drug Discovery Today , vol.12 , Issue.23 , pp. 1068-1075
    • Vasconcelos, T.1    Sarmento, B.2    Costa, P.3
  • 3
    • 34047271049 scopus 로고    scopus 로고
    • Parallel screening approach to identify solubility-enhancing formulations for improved bioavailability of a poorly water-soluble compound using milligram quantities of material
    • Dai, W.-G.; Dong, L. C.; Li, S.; Pollock-Dove, C.; Chen, J.; Mansky, P.; Eichenbaum, G. Parallel screening approach to identify solubility-enhancing formulations for improved bioavailability of a poorly water-soluble compound using milligram quantities of material Int. J. Pharm. 2007, 336 (1) 1-11 10.1016/j.ijpharm.2006.11.034
    • (2007) Int. J. Pharm. , vol.336 , Issue.1 , pp. 1-11
    • Dai, W.-G.1    Dong, L.C.2    Li, S.3    Pollock-Dove, C.4    Chen, J.5    Mansky, P.6    Eichenbaum, G.7
  • 4
    • 84890565421 scopus 로고    scopus 로고
    • Computational Prediction of Drug Solubility in Lipid Based Formulation Excipients
    • Persson, L. C.; Porter, C. J.; Charman, W. N.; Bergström, C. A. Computational Prediction of Drug Solubility in Lipid Based Formulation Excipients Pharm. Res. 2013, 30, 3225-3237 10.1007/s11095-013-1083-7
    • (2013) Pharm. Res. , vol.30 , pp. 3225-3237
    • Persson, L.C.1    Porter, C.J.2    Charman, W.N.3    Bergström, C.A.4
  • 5
    • 34548134498 scopus 로고    scopus 로고
    • A decision-support tool for the formulation of orally active, poorly soluble compounds
    • Branchu, S.; Rogueda, P. G.; Plumb, A. P.; Cook, W. G. A decision-support tool for the formulation of orally active, poorly soluble compounds Eur. J. Pharm. Sci. 2007, 32 (2) 128-139 10.1016/j.ejps.2007.06.005
    • (2007) Eur. J. Pharm. Sci. , vol.32 , Issue.2 , pp. 128-139
    • Branchu, S.1    Rogueda, P.G.2    Plumb, A.P.3    Cook, W.G.4
  • 7
    • 43249092894 scopus 로고    scopus 로고
    • Role of thermodynamic, molecular, and kinetic factors in crystallization from the amorphous state
    • 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 10.1002/jps.21138
    • (2008) J. Pharm. Sci. , vol.97 , Issue.4 , pp. 1329-1349
    • Bhugra, C.1    Pikal, M.J.2
  • 8
    • 42949121619 scopus 로고    scopus 로고
    • Characterization of the hygroscopic properties of active pharmaceutical ingredients
    • Newman, A. W.; Reutzel-Edens, S. M.; Zografi, G. Characterization of the hygroscopic properties of active pharmaceutical ingredients J. Pharm. Sci. 2008, 97 (3) 1047-1059 10.1002/jps.21033
    • (2008) J. Pharm. Sci. , vol.97 , Issue.3 , pp. 1047-1059
    • Newman, A.W.1    Reutzel-Edens, S.M.2    Zografi, G.3
  • 9
    • 66049099325 scopus 로고    scopus 로고
    • Correlating thermodynamic and kinetic parameters with amorphous stability
    • Graeser, K. A.; Patterson, J. E.; Zeitler, J. A.; Gordon, K. C.; Rades, T. Correlating thermodynamic and kinetic parameters with amorphous stability Eur. J. Pharm. Sci. 2009, 37 (3-4) 492-498 10.1016/j.ejps.2009.04.005
    • (2009) Eur. J. Pharm. Sci. , vol.37 , Issue.34 , pp. 492-498
    • Graeser, K.A.1    Patterson, J.E.2    Zeitler, J.A.3    Gordon, K.C.4    Rades, T.5
  • 10
    • 77955232982 scopus 로고    scopus 로고
    • A classification system to assess the crystallization tendency of organic molecules from undercooled melts
    • Baird, J. A.; Van Eerdenbrugh, B.; Taylor, L. S. A classification system to assess the crystallization tendency of organic molecules from undercooled melts J. Pharm. Sci. 2010, 99 (9) 3787-3806 10.1002/jps.22197
    • (2010) J. Pharm. Sci. , vol.99 , Issue.9 , pp. 3787-3806
    • Baird, J.A.1    Van Eerdenbrugh, B.2    Taylor, L.S.3
  • 11
    • 77955234073 scopus 로고    scopus 로고
    • Crystallization tendency of active pharmaceutical ingredients following rapid solvent evaporation-classification and comparison with crystallization tendency from undercooled melts
    • Van Eerdenbrugh, B.; Baird, J. A.; Taylor, L. S. Crystallization tendency of active pharmaceutical ingredients following rapid solvent evaporation-classification and comparison with crystallization tendency from undercooled melts J. Pharm. Sci. 2010, 99 (9) 3826-3838 10.1002/jps.22214
    • (2010) J. Pharm. Sci. , vol.99 , Issue.9 , pp. 3826-3838
    • Van Eerdenbrugh, B.1    Baird, J.A.2    Taylor, L.S.3
  • 12
    • 79953809533 scopus 로고    scopus 로고
    • Toward in silico prediction of glass-forming ability from molecular structure alone: A screening tool in early drug development
    • Mahlin, D.; Ponnambalam, S.; Heidarian Höckerfelt, M.; Bergström, C. A. Toward in silico prediction of glass-forming ability from molecular structure alone: a screening tool in early drug development Mol. Pharmaceutics 2011, 8 (2) 498-506 10.1021/mp100339c
    • (2011) Mol. Pharmaceutics , vol.8 , Issue.2 , pp. 498-506
    • Mahlin, D.1    Ponnambalam, S.2    Heidarian Höckerfelt, M.3    Bergström, C.A.4
  • 13
    • 84877037504 scopus 로고    scopus 로고
    • Early drug development predictions of glass-forming ability and physical stability of drugs
    • Mahlin, D.; Bergström, C. A. Early drug development predictions of glass-forming ability and physical stability of drugs Eur. J. Pharm. Sci. 2013, 49 (2) 323-332 10.1016/j.ejps.2013.03.016
    • (2013) Eur. J. Pharm. Sci. , vol.49 , Issue.2 , pp. 323-332
    • Mahlin, D.1    Bergström, C.A.2
  • 14
    • 0037030653 scopus 로고    scopus 로고
    • Molecular properties that influence the oral bioavailability of drug candidates
    • Veber, D. F.; Johnson, S. R.; Cheng, H.-Y.; Smith, B. R.; Ward, K. W.; Kopple, K. D. Molecular properties that influence the oral bioavailability of drug candidates J. Med. Chem. 2002, 45 (12) 2615-2623 10.1021/jm020017n
    • (2002) J. Med. Chem. , vol.45 , Issue.12 , pp. 2615-2623
    • Veber, D.F.1    Johnson, S.R.2    Cheng, H.-Y.3    Smith, B.R.4    Ward, K.W.5    Kopple, K.D.6
  • 15
    • 0031423468 scopus 로고    scopus 로고
    • Spectroscopic characterization of interactions between PVP and indomethacin in amorphous molecular dispersions
    • Taylor, L. S.; Zografi, G. Spectroscopic characterization of interactions between PVP and indomethacin in amorphous molecular dispersions Pharm. Res. 1997, 14 (12) 1691-1698 10.1023/A:1012167410376
    • (1997) Pharm. Res. , vol.14 , Issue.12 , pp. 1691-1698
    • Taylor, L.S.1    Zografi, G.2
  • 16
    • 84865480351 scopus 로고    scopus 로고
    • Better compounds faster: The development and exploitation of a desktop predictive chemistry toolkit
    • Cumming, J. G.; Winter, J.; Poirrette, A. Better compounds faster: the development and exploitation of a desktop predictive chemistry toolkit Drug Discovery Today 2012, 17 (17) 923-927 10.1016/j.drudis.2012.03.003
    • (2012) Drug Discovery Today , vol.17 , Issue.17 , pp. 923-927
    • Cumming, J.G.1    Winter, J.2    Poirrette, A.3
  • 18
    • 33645466603 scopus 로고    scopus 로고
    • In silico approaches to prediction of aqueous and DMSO solubility of drug-like compounds: Trends, problems and solutions
    • Balakin, K. V.; Savchuk, N. P.; Tetko, I. V. In silico approaches to prediction of aqueous and DMSO solubility of drug-like compounds: Trends, problems and solutions Curr. Med. Chem. 2006, 13 (2) 223-241 10.2174/092986706775197917
    • (2006) Curr. Med. Chem. , vol.13 , Issue.2 , pp. 223-241
    • Balakin, K.V.1    Savchuk, N.P.2    Tetko, I.V.3
  • 19
    • 30944438747 scopus 로고    scopus 로고
    • Determination of aqueous solubility by heating and equilibration: A technical note
    • Loftsson, T.; Hreinsdôttir, D. Determination of aqueous solubility by heating and equilibration: A technical note AAPS PharmSciTech 2006, 7 (1) E29-E32 10.1208/pt070104
    • (2006) AAPS PharmSciTech , vol.7 , Issue.1 , pp. 29-E32
    • Loftsson, T.1    Hreinsdôttir, D.2
  • 20
    • 0026758601 scopus 로고
    • A new algorithm for optimal, distance-based experimental design
    • Marengo, E.; Todeschini, R. A new algorithm for optimal, distance-based experimental design Chemom. Intell. Lab. Syst. 1992, 16 (1) 37-44 10.1016/0169-7439(92)80076-G
    • (1992) Chemom. Intell. Lab. Syst. , vol.16 , Issue.1 , pp. 37-44
    • Marengo, E.1    Todeschini, R.2
  • 22
    • 33749447574 scopus 로고    scopus 로고
    • A comparison of the physical stability of amorphous felodipine and nifedipine systems
    • Marsac, P. J.; Konno, H.; Taylor, L. S. A comparison of the physical stability of amorphous felodipine and nifedipine systems Pharm. Res. 2006, 23 (10) 2306-2316 10.1007/s11095-006-9047-9
    • (2006) Pharm. Res. , vol.23 , Issue.10 , pp. 2306-2316
    • Marsac, P.J.1    Konno, H.2    Taylor, L.S.3
  • 23
    • 79952165879 scopus 로고    scopus 로고
    • The role of configurational entropy in amorphous systems
    • Graeser, K. A.; Patterson, J. E.; Zeitler, J. A.; Rades, T. The role of configurational entropy in amorphous systems Pharmaceutics 2010, 2 (2) 224-244 10.3390/pharmaceutics2020224
    • (2010) Pharmaceutics , vol.2 , Issue.2 , pp. 224-244
    • Graeser, K.A.1    Patterson, J.E.2    Zeitler, J.A.3    Rades, T.4
  • 25
    • 0035211376 scopus 로고    scopus 로고
    • Experimental evaluation of procedures for heat capacity measurement by differential scanning calorimetry
    • Ramakumar, K.; Saxena, M.; Deb, S. Experimental evaluation of procedures for heat capacity measurement by differential scanning calorimetry J. Therm. Anal. Calorim. 2001, 66 (2) 387-397 10.1023/A:1013126414406
    • (2001) J. Therm. Anal. Calorim. , vol.66 , Issue.2 , pp. 387-397
    • Ramakumar, K.1    Saxena, M.2    Deb, S.3
  • 26
    • 0035991640 scopus 로고    scopus 로고
    • Physical stability of amorphous pharmaceuticals: Importance of configurational thermodynamic quantities and molecular mobility
    • Zhou, D.; Zhang, G. G.; Law, D.; Grant, D. J.; Schmitt, E. A. Physical stability of amorphous pharmaceuticals: importance of configurational thermodynamic quantities and molecular mobility J. Pharm. Sci. 2002, 91 (8) 1863-1872 10.1002/jps.10169
    • (2002) J. Pharm. Sci. , vol.91 , Issue.8 , pp. 1863-1872
    • Zhou, D.1    Zhang, G.G.2    Law, D.3    Grant, D.J.4    Schmitt, E.A.5
  • 27
    • 0035861398 scopus 로고    scopus 로고
    • Molecular mobility of amorphous pharmaceuticals determined using differential scanning calorimetry
    • Hancock, B. C.; Shamblin, S. L. Molecular mobility of amorphous pharmaceuticals determined using differential scanning calorimetry Thermochim. Acta 2001, 380 (2) 95-107 10.1016/S0040-6031(01)00663-3
    • (2001) Thermochim. Acta , vol.380 , Issue.2 , pp. 95-107
    • Hancock, B.C.1    Shamblin, S.L.2
  • 29
    • 0003629573 scopus 로고    scopus 로고
    • 2 nd ed. John Wiley & Sons, Inc. Hoboken, NJ
    • Ryan, T. P. Modern regression methods, 2 nd ed.; John Wiley & Sons, Inc.: Hoboken, NJ, 2008.
    • (2008) Modern Regression Methods
    • Ryan, T.P.1
  • 30
    • 65549158634 scopus 로고    scopus 로고
    • Role of hydrogen bonding in the formation of glasses by small molecules: A triazine case study
    • Wang, R.; Pellerin, C.; Lebel, O. Role of hydrogen bonding in the formation of glasses by small molecules: a triazine case study J. Mater. Chem. 2009, 19 (18) 2747-2753 10.1039/b820294j
    • (2009) J. Mater. Chem. , vol.19 , Issue.18 , pp. 2747-2753
    • Wang, R.1    Pellerin, C.2    Lebel, O.3
  • 32
    • 0346639265 scopus 로고    scopus 로고
    • Dielectric study of the molecular mobility and the isothermal crystallization kinetics of an amorphous pharmaceutical drug substance
    • Alie, J.; Menegotto, J.; Cardon, P.; Duplaa, H.; Caron, A.; Lacabanne, C.; Bauer, M. Dielectric study of the molecular mobility and the isothermal crystallization kinetics of an amorphous pharmaceutical drug substance J. Pharm. Sci. 2004, 93 (1) 218-233 10.1002/jps.10520
    • (2004) J. Pharm. Sci. , vol.93 , Issue.1 , pp. 218-233
    • Alie, J.1    Menegotto, J.2    Cardon, P.3    Duplaa, H.4    Caron, A.5    Lacabanne, C.6    Bauer, M.7
  • 33
    • 0029015405 scopus 로고
    • Molecular mobility of amorphous pharmaceutical solids below their glass transition temperatures
    • Hancock, B. C.; Shamblin, S. L.; Zografi, G. Molecular mobility of amorphous pharmaceutical solids below their glass transition temperatures Pharm. Res. 1995, 12 (6) 799-806 10.1023/A:1016292416526
    • (1995) Pharm. Res. , vol.12 , Issue.6 , pp. 799-806
    • Hancock, B.C.1    Shamblin, S.L.2    Zografi, G.3
  • 34
    • 78751611452 scopus 로고    scopus 로고
    • To explain or to predict?
    • Shmueli, G. To explain or to predict? Statistical Science 2010, 25 (3) 289-310 10.1214/10-STS330
    • (2010) Statistical Science , vol.25 , Issue.3 , pp. 289-310
    • Shmueli, G.1
  • 35
    • 49449113247 scopus 로고    scopus 로고
    • Solubility challenge: Can you predict solubilities of 32 molecules using a database of 100 reliable measurements?
    • Llinàs, A.; Glen, R. C.; Goodman, J. M. Solubility challenge: can you predict solubilities of 32 molecules using a database of 100 reliable measurements? J. Chem. Inf. Model. 2008, 48 (7) 1289-1303 10.1021/ci800058v
    • (2008) J. Chem. Inf. Model. , vol.48 , Issue.7 , pp. 1289-1303
    • Llinàs, A.1    Glen, R.C.2    Goodman, J.M.3
  • 36
    • 0037204544 scopus 로고    scopus 로고
    • Prediction of drug solubility from structure
    • Jorgensen, W. L.; Duffy, E. M. Prediction of drug solubility from structure Adv. Drug Delivery Rev. 2002, 54 (3) 355-366 10.1016/S0169-409X(02)00008-X
    • (2002) Adv. Drug Delivery Rev. , vol.54 , Issue.3 , pp. 355-366
    • Jorgensen, W.L.1    Duffy, E.M.2


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