메뉴 건너뛰기




Volumn 490, Issue 1-2, 2015, Pages 248-257

Crystallization kinetics and molecular mobility of an amorphous active pharmaceutical ingredient: A case study with Biclotymol

Author keywords

Amorphous; Biclotymol; Crystallization; Molecular mobility; Nucleation; Stability

Indexed keywords

ANTIINFECTIVE AGENT; BICLOTYMOL; GLASS; PHENOL DERIVATIVE; UNCLASSIFIED DRUG; 2,2-METHYLENEBIS(4-CHLORO-3-METHYL-ISOPROPYLPHENOL); DRUG; POWDER;

EID: 84930626844     PISSN: 03785173     EISSN: 18733476     Source Type: Journal    
DOI: 10.1016/j.ijpharm.2015.05.036     Document Type: Article
Times cited : (27)

References (83)
  • 1
    • 84862019970 scopus 로고    scopus 로고
    • Molecular dynamics in supercooled liquid and glassy states of antibiotics: Azithromycin, clarithromycin and roxithromycin studied by dielectric spectroscopy. Advantages given by the amorphous state
    • K. Adrjanowicz, D. Zakowiecki, K. Kaminski, L. Hawelek, K. Grzybowska, M. Tarnacka, M. Paluch, and K. Cal Molecular dynamics in supercooled liquid and glassy states of antibiotics: azithromycin, clarithromycin and roxithromycin studied by dielectric spectroscopy. Advantages given by the amorphous state Mol. Pharm. 9 2012 1748 1763 http://dx.doi.org/10.1021/mp300067r
    • (2012) Mol. Pharm. , vol.9 , pp. 1748-1763
    • Adrjanowicz, K.1    Zakowiecki, D.2    Kaminski, K.3    Hawelek, L.4    Grzybowska, K.5    Tarnacka, M.6    Paluch, M.7    Cal, K.8
  • 2
    • 0030981479 scopus 로고    scopus 로고
    • Molecular mobility of supercooled amorphous indomethacin, determined by dynamic mechanical analysis
    • V. Andronis, and G. Zografi Molecular mobility of supercooled amorphous indomethacin, determined by dynamic mechanical analysis Pharm. Res. 14 1997 410 414 http://dx.doi.org/10.1023/A:1012026911459
    • (1997) Pharm. Res. , vol.14 , pp. 410-414
    • Andronis, V.1    Zografi, G.2
  • 3
    • 0021476240 scopus 로고
    • Spectroscopy simulation and scattering, and the medium range order problem in glass
    • C. Angell Spectroscopy simulation and scattering, and the medium range order problem in glass J. Non-cryst. Solids 73 1985 1 17 http://dx.doi.org/10.1016/0022-3093(85)90334-5
    • (1985) J. Non-cryst. Solids , vol.73 , pp. 1-17
    • Angell, C.1
  • 4
    • 0026413564 scopus 로고
    • Relaxation in liquids, polymers and plastic crystals - Strong/fragile patterns and problems
    • C. Angell Relaxation in liquids, polymers and plastic crystals - strong/fragile patterns and problems J. Non-cryst. Solids 131-133 1991 13 31 http://dx.doi.org/10.1016/0022-3093(91)90266-9
    • (1991) J. Non-cryst. Solids , vol.131-133 , pp. 13-31
    • Angell, C.1
  • 5
    • 0009071257 scopus 로고
    • Formation of glasses from liquids and biopolymers
    • C. Angell Formation of glasses from liquids and biopolymers Science 267 1995 1924 1935 http://dx.doi.org/10.1126/science.267.5206.1924
    • (1995) Science , vol.267 , pp. 1924-1935
    • Angell, C.1
  • 6
    • 84896405234 scopus 로고    scopus 로고
    • Fragility and molecular mobility in micro- and nano-layered PC/PMMA films
    • K. Arabeche, L. Delbreilh, J.-M. Saiter, G.H. Michler, R. Adhikari, and E. Baer Fragility and molecular mobility in micro- and nano-layered PC/PMMA films Polymer 55 2014 1546 1551 http://dx.doi.org/10.1016/j.polymer.2014.02.006
    • (2014) Polymer , vol.55 , pp. 1546-1551
    • Arabeche, K.1    Delbreilh, L.2    Saiter, J.-M.3    Michler, G.H.4    Adhikari, R.5    Baer, E.6
  • 7
    • 33646003938 scopus 로고
    • Calculation of the Avrami parameters for heterogeneous solid state reaction using a modification of the Kissinger method
    • J.A. Augis, and J.E. Bennett Calculation of the Avrami parameters for heterogeneous solid state reaction using a modification of the Kissinger method J. Therm. Anal. 13 1978 283 292 http://dx.doi.org/10.1007/BF01912301
    • (1978) J. Therm. Anal. , vol.13 , pp. 283-292
    • Augis, J.A.1    Bennett, J.E.2
  • 8
    • 0342869049 scopus 로고
    • Kinetics of phase change. I. General theory
    • M. Avrami Kinetics of phase change. I. General theory J. Chem. Phys 7 1939 1103 1112 http://dx.doi.org/10.1063/1.1750380
    • (1939) J. Chem. Phys , vol.7 , pp. 1103-1112
    • Avrami, M.1
  • 9
    • 0001336124 scopus 로고
    • Kinetics of phase change: II. Transformation-time relations for random distribution of nuclei
    • M. Avrami Kinetics of phase change: II. Transformation-time relations for random distribution of nuclei J. Chem. Phys. 8 1940 212 224 http://dx.doi.org/10.1063/1.1750631
    • (1940) J. Chem. Phys. , vol.8 , pp. 212-224
    • Avrami, M.1
  • 10
    • 0346395110 scopus 로고
    • Granulation, phase change, and microstructure kinetics of phase change. III
    • M. Avrami Granulation, phase change, and microstructure kinetics of phase change. III J. Chem. Phys. 9 1941 177 184 http://dx.doi.org/10.1063/1.1750872
    • (1941) J. Chem. Phys. , vol.9 , pp. 177-184
    • Avrami, M.1
  • 11
    • 77955232982 scopus 로고    scopus 로고
    • A classification system to assess the crystallization tendency of organic molecules from undercooled Melts
    • J. Baird, B. Eerdenbrugh, and L. Taylor A classification system to assess the crystallization tendency of organic molecules from undercooled Melts J. Pharm. Sci. 99 2010 3787 3806 http://dx.doi.org/10.1002/jps.22197
    • (2010) J. Pharm. Sci. , vol.99 , pp. 3787-3806
    • Baird, J.1    Eerdenbrugh, B.2    Taylor, L.3
  • 12
    • 84868575779 scopus 로고    scopus 로고
    • Molecular mobility as an effective predictor of the physical stability of amorphous trehalose
    • S. Bhardwaj, and R. Suryanarayanan Molecular mobility as an effective predictor of the physical stability of amorphous trehalose Mol. Pharm. 9 2012 3209 3217 http://dx.doi.org/10.1021/mp300302g
    • (2012) Mol. Pharm. , vol.9 , pp. 3209-3217
    • Bhardwaj, S.1    Suryanarayanan, R.2
  • 13
    • 84873373553 scopus 로고    scopus 로고
    • Correlation between molecular mobility and physical stability of amorphous itraconazole
    • S. Bhardwaj, K. Arora, E. Kwong, A. Templeton, S.D. Clas, and R. Suryanarayanan Correlation between molecular mobility and physical stability of amorphous itraconazole Mol. Pharm. 10 2013 694 700 http://dx.doi.org/10.1021/mp300487u
    • (2013) Mol. Pharm. , vol.10 , pp. 694-700
    • Bhardwaj, S.1    Arora, K.2    Kwong, E.3    Templeton, A.4    Clas, S.D.5    Suryanarayanan, R.6
  • 14
    • 43249092894 scopus 로고    scopus 로고
    • Role of thermodynamic, molecular, and kinetic factors in crystallization from the amorphous state
    • C. Bhugra, and M. Pikal Role of thermodynamic, molecular, and kinetic factors in crystallization from the amorphous state J. Pharm. Sci. 97 2008 1329 1349 http://dx.doi.org/10.1002/jps.21138
    • (2008) J. Pharm. Sci. , vol.97 , pp. 1329-1349
    • Bhugra, C.1    Pikal, M.2
  • 15
    • 33751124528 scopus 로고
    • Nonexponential relaxations in strong and fragile glass formers
    • R. Böhmer, K. Ngai, C. Angell, and D. Plazek Nonexponential relaxations in strong and fragile glass formers J. Chem. Phys. 99 1993 4201 4209 http://dx.doi.org/10.1063/1.466117
    • (1993) J. Chem. Phys. , vol.99 , pp. 4201-4209
    • Böhmer, R.1    Ngai, K.2    Angell, C.3    Plazek, D.4
  • 16
    • 84888325597 scopus 로고    scopus 로고
    • Impact of molecular flexibility on double polymorphism, solid solutions and chiral discrimination during crystallization of diprophylline enantiomers
    • C. Brandel, Y. Amharar, J. Rollinger, U. Griesser, Y. Cartigny, S. Petit, and G. Coquerel Impact of molecular flexibility on double polymorphism, solid solutions and chiral discrimination during crystallization of diprophylline enantiomers Mol. Pharm. 10 2013 3850 3861 http://dx.doi.org/10.1021/mp400308u
    • (2013) Mol. Pharm. , vol.10 , pp. 3850-3861
    • Brandel, C.1    Amharar, Y.2    Rollinger, J.3    Griesser, U.4    Cartigny, Y.5    Petit, S.6    Coquerel, G.7
  • 17
    • 84914687641 scopus 로고    scopus 로고
    • Influence of nanoscale confinement on the molecular mobility of ibuprofen
    • A.R. Brás, I.M. Fonseca, M. Dionísio, A. Schönhals, F. Affouard, and N.T. Correia Influence of nanoscale confinement on the molecular mobility of ibuprofen J. Phys. Chem. C 118 13 2014 857 13868 http://dx.doi.org/10.1021/jp500630m
    • (2014) J. Phys. Chem. C , vol.118 , Issue.13 , pp. 857-13868
    • Brás, A.R.1    Fonseca, I.M.2    Dionísio, M.3    Schönhals, A.4    Affouard, F.5    Correia, N.T.6
  • 19
    • 53549095423 scopus 로고    scopus 로고
    • Overall monotropic behavior of a metastable phase of biclotymol, 2,2-methylenebis(4-chloro-3-methyl-isopropylphenol), inferred from experimental and topological construction of the related P-T state diagram
    • R. Ceolin, J. Tamarit, M. Barrio, D. Lopez, B. Nicolaï, N. Veglio, M. Perrin, and P. Espeau Overall monotropic behavior of a metastable phase of biclotymol, 2,2-methylenebis(4-chloro-3-methyl-isopropylphenol), inferred from experimental and topological construction of the related P-T state diagram J. Pharm. Sci. 97 2008 3927 3941 http://dx.doi.org/10.1002/jps.21285
    • (2008) J. Pharm. Sci. , vol.97 , pp. 3927-3941
    • Ceolin, R.1    Tamarit, J.2    Barrio, M.3    Lopez, D.4    Nicolaï, B.5    Veglio, N.6    Perrin, M.7    Espeau, P.8
  • 20
    • 33646864529 scopus 로고    scopus 로고
    • The 'structural purity' of molecular solids - An elusive concept?
    • G. Coquerel The 'structural purity' of molecular solids - an elusive concept? Chem. Eng. Process. 45 2006 857 862 http://dx.doi.org/10.1016/j.cep.2005.10.011
    • (2006) Chem. Eng. Process. , vol.45 , pp. 857-862
    • Coquerel, G.1
  • 21
    • 84885019281 scopus 로고    scopus 로고
    • Dielectric relaxations in polyhydroxyalkanoates/organoclay nanocomposites
    • R. Crétois, L. Delbreilh, E. Dargent, N. Follain, L. Lebrun, and J.M. Saiter Dielectric relaxations in polyhydroxyalkanoates/organoclay nanocomposites Eur. Polym. J. 49 2013 3434 3444 http://dx.doi.org/10.1016/j.eurpolymj.2013.07.009
    • (2013) Eur. Polym. J. , vol.49 , pp. 3434-3444
    • Crétois, R.1    Delbreilh, L.2    Dargent, E.3    Follain, N.4    Lebrun, L.5    Saiter, J.M.6
  • 22
    • 84905915911 scopus 로고    scopus 로고
    • Structural dependence of the molecular mobility in the amorphous fractions of polylactide
    • N. Delpouve, L. Delbreilh, G. Stoclet, A. Saiter, and E. Dargent Structural dependence of the molecular mobility in the amorphous fractions of polylactide Macromolecules 47 2014 5186 5197 10.1021/ma500839p
    • (2014) Macromolecules , vol.47 , pp. 5186-5197
    • Delpouve, N.1    Delbreilh, L.2    Stoclet, G.3    Saiter, A.4    Dargent, E.5
  • 23
    • 84906322401 scopus 로고    scopus 로고
    • Crystallization from the amorphous state: Nucleation - Growth decoupling, polymorphism interplay, and the role of interfaces
    • M. Descamps, and E. Dudognon Crystallization from the amorphous state: nucleation - growth decoupling, polymorphism interplay, and the role of interfaces J. Pharm. Sci. 103 2014 2615 2628 10.1002/jps.24016
    • (2014) J. Pharm. Sci. , vol.103 , pp. 2615-2628
    • Descamps, M.1    Dudognon, E.2
  • 25
    • 84919921879 scopus 로고    scopus 로고
    • From monomers to self-assembled monolayers: The evolution of molecular mobility with structural confinements
    • A. Dhotel, Z. Chen, J. Sun, L. Delbreilh, B. Youssef, J.-M. Saiter, A. Schönhals, and L. Tan From monomers to self-assembled monolayers: the evolution of molecular mobility with structural confinements Soft Matter 11 2015 719 731 10.1039/C4SM01893A
    • (2015) Soft Matter , vol.11 , pp. 719-731
    • Dhotel, A.1    Chen, Z.2    Sun, J.3    Delbreilh, L.4    Youssef, B.5    Saiter, J.-M.6    Schönhals, A.7    Tan, L.8
  • 26
    • 84881586722 scopus 로고    scopus 로고
    • Fragility is a key parameter in determining the magnitude of Tg-confinement effects in polymer films
    • C. Evans, H. Deng, W. Jager, and J. Torkelson Fragility is a key parameter in determining the magnitude of Tg-confinement effects in polymer films Macromolecules 46 2013 6091 6103 10.1021/ma401017n
    • (2013) Macromolecules , vol.46 , pp. 6091-6103
    • Evans, C.1    Deng, H.2    Jager, W.3    Torkelson, J.4
  • 27
    • 66049099325 scopus 로고    scopus 로고
    • Correlating thermodynamic and kinetic parameters with amorphous stability
    • K. Graeser, J. Patterson, J. Zeitler, K. Gordon, and T. Rades Correlating thermodynamic and kinetic parameters with amorphous stability Eur. J. Pharm. Sci. 37 2009 492 498 10.1016/j.ejps.2009.04.005
    • (2009) Eur. J. Pharm. Sci. , vol.37 , pp. 492-498
    • Graeser, K.1    Patterson, J.2    Zeitler, J.3    Gordon, K.4    Rades, T.5
  • 29
    • 25144499290 scopus 로고    scopus 로고
    • Physical stability and solubility advantage from amorphous celecoxib: The role of thermodynamic quantities and molecular mobility
    • P. Gupta, G. Chawla, and A. Bansal Physical stability and solubility advantage from amorphous celecoxib: the role of thermodynamic quantities and molecular mobility Mol. Pharm. 1 2004 406 413 10.1021/mp049938f
    • (2004) Mol. Pharm. , vol.1 , pp. 406-413
    • Gupta, P.1    Chawla, G.2    Bansal, A.3
  • 30
    • 0035861398 scopus 로고    scopus 로고
    • Molecular mobility of amorphous pharmaceuticals determined using differential scanning calorimetry
    • B. Hancock, and S. Shamblin Molecular mobility of amorphous pharmaceuticals determined using differential scanning calorimetry Thermochim. Acta 380 2001 95 107 10.1016/S0040-6031(01)00663-3
    • (2001) Thermochim. Acta , vol.380 , pp. 95-107
    • Hancock, B.1    Shamblin, S.2
  • 31
    • 0030638567 scopus 로고    scopus 로고
    • Characteristics and significance of the amorphous state in pharmaceutical systems
    • B. Hancock, and G. Zografi Characteristics and significance of the amorphous state in pharmaceutical systems J. Pharm. Sci. 86 1997 1 12 10.1021/js9601896
    • (1997) J. Pharm. Sci. , vol.86 , pp. 1-12
    • Hancock, B.1    Zografi, G.2
  • 32
    • 77955555555 scopus 로고    scopus 로고
    • Correlation between fragility and cooperativity in bulk metallic glass-forming liquids
    • M. Ikeda, and M. Aniya Correlation between fragility and cooperativity in bulk metallic glass-forming liquids Intermetallics 18 2010 1796 1799 10.1016/j.intermet.2010.01.009
    • (2010) Intermetallics , vol.18 , pp. 1796-1799
    • Ikeda, M.1    Aniya, M.2
  • 33
    • 78149284198 scopus 로고    scopus 로고
    • On determining the relaxation time of glass and amorphous pharmaceuticals' stability from thermodynamic data
    • G.P. Johari, and R.M. Shanker On determining the relaxation time of glass and amorphous pharmaceuticals' stability from thermodynamic data Thermochim. Acta 511 2010 89 95 10.1016/j.tca.2010.07.029
    • (2010) Thermochim. Acta , vol.511 , pp. 89-95
    • Johari, G.P.1    Shanker, R.M.2
  • 35
    • 33947442893 scopus 로고
    • The nature of the glassy state and the behavior of liquids at low temperatures
    • W. Kauzmann The nature of the glassy state and the behavior of liquids at low temperatures Chem. Rev. 43 1948 219 256 10.1021/cr60135a002
    • (1948) Chem. Rev. , vol.43 , pp. 219-256
    • Kauzmann, W.1
  • 36
    • 33749213901 scopus 로고
    • Reaction kinetics in differential thermal analysis
    • H. Kissinger Reaction kinetics in differential thermal analysis Anal. Chem. 29 1957 1702 1706 10.1021/ac60131a045
    • (1957) Anal. Chem. , vol.29 , pp. 1702-1706
    • Kissinger, H.1
  • 39
    • 84906901739 scopus 로고    scopus 로고
    • Influence of molecular mobility on the physical stability of amorphous pharmaceuticals in the supercooled and glassy states
    • K. Kothari, V. Ragoonanan, and R. Suryanarayanan Influence of molecular mobility on the physical stability of amorphous pharmaceuticals in the supercooled and glassy states Mol. Pharm. 11 2014 3048 3055 10.1021/mp500229d
    • (2014) Mol. Pharm. , vol.11 , pp. 3048-3055
    • Kothari, K.1    Ragoonanan, V.2    Suryanarayanan, R.3
  • 40
    • 54849438342 scopus 로고    scopus 로고
    • Role of chemical structure in fragility of polymers: A qualitative picture
    • K. Kunal, C. Robertson, S. Pawlus, S. Hahn, and A. Sokolov Role of chemical structure in fragility of polymers: a qualitative picture Macromolecules 41 2008 7232 7238 10.1021/ma801155c
    • (2008) Macromolecules , vol.41 , pp. 7232-7238
    • Kunal, K.1    Robertson, C.2    Pawlus, S.3    Hahn, S.4    Sokolov, A.5
  • 41
  • 42
    • 64649088045 scopus 로고    scopus 로고
    • Application of melt extrusion in the development of a physically and chemically stable high-energy amorphous solid dispersion of a poorly water-soluble drug
    • J. Lakshman, Y. Cao, J. Kowalski, and A. Serajuddin Application of melt extrusion in the development of a physically and chemically stable high-energy amorphous solid dispersion of a poorly water-soluble drug Mol. Pharm. 5 2008 994 1002 10.1021/mp8001073
    • (2008) Mol. Pharm. , vol.5 , pp. 994-1002
    • Lakshman, J.1    Cao, Y.2    Kowalski, J.3    Serajuddin, A.4
  • 43
    • 0001099356 scopus 로고    scopus 로고
    • Reduced glass transition temperature and glass forming ability of bulk glass forming alloys
    • Z. Lu, Y. Li, and S. Ng Reduced glass transition temperature and glass forming ability of bulk glass forming alloys J. Non-Cryst. Solids 270 2000 103 114 10.1016/S0022-30930000064-8
    • (2000) J. Non-Cryst. Solids , vol.270 , pp. 103-114
    • Lu, Z.1    Li, Y.2    Ng, S.3
  • 44
    • 77952289265 scopus 로고    scopus 로고
    • Crystal structure of the biclotymol N,N-dimethylacetamide solvate 1:1: Experimental and theoretical conformational analysis of biclotymol molecule
    • N. Mahé, and B. Nicolaï Crystal structure of the biclotymol N,N-dimethylacetamide solvate 1:1: experimental and theoretical conformational analysis of biclotymol molecule Struct. Chem. 21 2010 503 510
    • (2010) Struct. Chem. , vol.21 , pp. 503-510
    • Mahé, N.1    Nicolaï, B.2
  • 45
    • 70749157784 scopus 로고    scopus 로고
    • Crystal structure of biclotymol-DMF 1:1 solvate: 2,2-methylenebis-(4-chloro-3-methyl-6-isopropylphenol)-N,N-dimethylformamide solvate
    • N. Mahé, B. Nicolaï, and R. Ceolin Crystal structure of biclotymol-DMF 1:1 solvate: 2,2-methylenebis-(4-chloro-3-methyl-6-isopropylphenol)-N,N-dimethylformamide solvate Anal. Sci. 24 2008 143 144
    • (2008) Anal. Sci. , vol.24 , pp. 143-144
    • Mahé, N.1    Nicolaï, B.2    Ceolin, R.3
  • 46
    • 70749114901 scopus 로고    scopus 로고
    • Crystal structure of biclotymol-DMSO 1:1 solvate: 2,2-methylenebis-(4-chloro-3-methyl-6-isopropylphenol)dimethylsulfoxide solvate
    • N. Mahé, B. Nicolaï, and R. Ceolin Crystal structure of biclotymol-DMSO 1:1 solvate: 2,2-methylenebis-(4-chloro-3-methyl-6-isopropylphenol)dimethylsulfoxide solvate Anal. Sci. 24 2008 193 194
    • (2008) Anal. Sci. , vol.24 , pp. 193-194
    • Mahé, N.1    Nicolaï, B.2    Ceolin, R.3
  • 48
    • 79953809533 scopus 로고    scopus 로고
    • Toward in silico prediction of glass-forming ability from molecular structure alone: A screening tool in early drug development
    • D. Mahlin, S. Ponnambalam, M. Hockerfeit, and C. Bergstrom Toward in silico prediction of glass-forming ability from molecular structure alone: a screening tool in early drug development Mol. Pharm 8 2011 498 506 10.1021/mp100339c
    • (2011) Mol. Pharm , vol.8 , pp. 498-506
    • Mahlin, D.1    Ponnambalam, S.2    Hockerfeit, M.3    Bergstrom, C.4
  • 49
    • 84914546712 scopus 로고
    • Surface and bulk crystallization in non-isothermal devitrification of glasses
    • A. Marotta, A. Buri, and F. Branda Surface and bulk crystallization in non-isothermal devitrification of glasses Thermochim. Acta 40 1980 397 403 10.1016/0040-6031(80)80081-5
    • (1980) Thermochim. Acta , vol.40 , pp. 397-403
    • Marotta, A.1    Buri, A.2    Branda, F.3
  • 50
    • 33749447574 scopus 로고    scopus 로고
    • A Comparison of the physical stability of amorphous felodipine and nifedipine systems
    • P. Marsac, H. Konno, and L. Taylor A Comparison of the physical stability of amorphous felodipine and nifedipine systems Pharm. Res. 23 2006 2306 2316 10.1007/s11095-006-9047-9
    • (2006) Pharm. Res. , vol.23 , pp. 2306-2316
    • Marsac, P.1    Konno, H.2    Taylor, L.3
  • 51
    • 34250137089 scopus 로고
    • Kinetics of non-isothermal crystallization process and activation energy for crystal growth in amorphous materials
    • K. Matusita, T. Komatsu, and R. Yokota Kinetics of non-isothermal crystallization process and activation energy for crystal growth in amorphous materials J. Mater. Sci. 19 1984 291 296 10.1007/BF02403137
    • (1984) J. Mater. Sci. , vol.19 , pp. 291-296
    • Matusita, K.1    Komatsu, T.2    Yokota, R.3
  • 52
    • 0035897679 scopus 로고    scopus 로고
    • Theoretical approaches to physical transformations of active pharmaceutical ingredients during manufacturing processes
    • K. Morris, U. Griesser, C. Eckhardt, and J. Stowell Theoretical approaches to physical transformations of active pharmaceutical ingredients during manufacturing processes Adv. Drug Deliv. Rev. 48 2001 91 114 10.1016/S0169-409X(01)00100-4
    • (2001) Adv. Drug Deliv. Rev. , vol.48 , pp. 91-114
    • Morris, K.1    Griesser, U.2    Eckhardt, C.3    Stowell, J.4
  • 53
    • 0016896587 scopus 로고
    • Dependence of the fictive temperature of glass on cooling rate
    • C.T. Moynihan, A.J. Easteal, M.A. DeBolt, and J. Tucker Dependence of the fictive temperature of glass on cooling rate J. Am. Ceram. Soc. 59 1976 12 16 10.1111/j.1151-2916.1976.tb09376.x
    • (1976) J. Am. Ceram. Soc. , vol.59 , pp. 12-16
    • Moynihan, C.T.1    Easteal, A.J.2    Debolt, M.A.3    Tucker, J.4
  • 54
    • 0015143370 scopus 로고
    • A model of structural relaxation in glass
    • O.S. Narayanaswamy A model of structural relaxation in glass J. Am. Ceram. Soc. 54 1971 491 498 10.1111/j.1151-2916.1971.tb12186.x)
    • (1971) J. Am. Ceram. Soc. , vol.54 , pp. 491-498
    • Narayanaswamy, O.S.1
  • 55
    • 0014895111 scopus 로고
    • Kinetic analysis of derivative curves in thermal analysis
    • T. Ozawa Kinetic analysis of derivative curves in thermal analysis J. Therm. Anal. 2 1970 301 324 10.1007/BF01911411
    • (1970) J. Therm. Anal. , vol.2 , pp. 301-324
    • Ozawa, T.1
  • 56
    • 27644599803 scopus 로고    scopus 로고
    • The influence of thermal and mechanical preparative techniques on the amorphous state of four poorly soluble compounds
    • J. Patterson, M. James, A. Forster, R. Lancaster, J. Butler, and T. Rades The influence of thermal and mechanical preparative techniques on the amorphous state of four poorly soluble compounds J. Pharm. Sci. 94 2005 1998 2012 10.1002/jps.20424
    • (2005) J. Pharm. Sci. , vol.94 , pp. 1998-2012
    • Patterson, J.1    James, M.2    Forster, A.3    Lancaster, R.4    Butler, J.5    Rades, T.6
  • 57
    • 84922365080 scopus 로고    scopus 로고
    • Generation of hydrate forms of paroxetine HCl from the amorphous state: An evaluation of thermodynamic and experimental predictive approaches
    • M.F. Pina, J.F. Pinto, J.J. Sousa, D.Q.M. Craig, and M. Zhao Generation of hydrate forms of paroxetine HCl from the amorphous state: an evaluation of thermodynamic and experimental predictive approaches Int. J. Pharm. 481 2015 114 124 10.1016/j.ijpharm.2014.12.033
    • (2015) Int. J. Pharm. , vol.481 , pp. 114-124
    • Pina, M.F.1    Pinto, J.F.2    Sousa, J.J.3    Craig, D.Q.M.4    Zhao, M.5
  • 58
    • 4243566470 scopus 로고
    • Crystal and molecular structures of 2,2'-methylenebis(4-ehloro-3-methyl-6-isopropylphenol)
    • S. Rantsordas, M. Perrin, and A. Thozet Crystal and molecular structures of 2,2'-methylenebis(4-ehloro-3-methyl-6-isopropylphenol) Acta Cryst. B 4 1978 1198 1203 10.1107/S0567740878005208
    • (1978) Acta Cryst. B , vol.4 , pp. 1198-1203
    • Rantsordas, S.1    Perrin, M.2    Thozet, A.3
  • 59
    • 84886655298 scopus 로고    scopus 로고
    • Cooperativity length scale in nanocomposites: Interfacial and confinement effects
    • A. Saiter, D. Prevosto, E. Passaglia, H. Couderc, L. Delbreilh, and J.M. Saiter Cooperativity length scale in nanocomposites: interfacial and confinement effects Phys. Rev. E 88 2013 042605 10.1103/PhysRevE.88.042605
    • (2013) Phys. Rev. e , vol.88 , pp. 042605
    • Saiter, A.1    Prevosto, D.2    Passaglia, E.3    Couderc, H.4    Delbreilh, L.5    Saiter, J.M.6
  • 60
    • 0028913711 scopus 로고
    • The hydration and dehydration of crystalline and amorphous forms of raffinose
    • A. Saleki-Gerhardt, J.G. Stowell, S.R. Byrn, and G. Zografi The hydration and dehydration of crystalline and amorphous forms of raffinose J. Pharm. Sci. 84 1995 318 323 10.1002/jps.2600840311
    • (1995) J. Pharm. Sci. , vol.84 , pp. 318-323
    • Saleki-Gerhardt, A.1    Stowell, J.G.2    Byrn, S.R.3    Zografi, G.4
  • 61
    • 0033004759 scopus 로고    scopus 로고
    • Nucleation and crystallization kinetics of hydrated amorphous lactose above the glass transition temperature
    • E. Schmitt, D. Law, and G. Zhang Nucleation and crystallization kinetics of hydrated amorphous lactose above the glass transition temperature J. Pharm. Sci. 88 1999 291 296 10.1021/js980387s
    • (1999) J. Pharm. Sci. , vol.88 , pp. 291-296
    • Schmitt, E.1    Law, D.2    Zhang, G.3
  • 62
    • 58049204563 scopus 로고    scopus 로고
    • Dynamics within alkylsiloxane self-assembled monolayers studied by sensitive dielectric spectroscopy
    • M.C. Scott, D.R. Stevens, J.R. Bochinski, and L.I. Clarke Dynamics within alkylsiloxane self-assembled monolayers studied by sensitive dielectric spectroscopy ACS Nano 2 2008 2392 2400 10.1021/nn800543j
    • (2008) ACS Nano , vol.2 , pp. 2392-2400
    • Scott, M.C.1    Stevens, D.R.2    Bochinski, J.R.3    Clarke, L.I.4
  • 63
    • 34249061500 scopus 로고    scopus 로고
    • Crystallization pathways and kinetics of carbamazepine-nicotinamide cocrystals from the amorphous state by in situ thermomicroscopy, spectroscopy and calorimetry studies
    • K. Seefeldt, J. Miller, F. Alvarez-Núñez, and N. Rodríguez-Hornedo Crystallization pathways and kinetics of carbamazepine-nicotinamide cocrystals from the amorphous state by in situ thermomicroscopy, spectroscopy and calorimetry studies J. Pharm. Sci. 96 2007 1147 1158 10.1002/jps.20945
    • (2007) J. Pharm. Sci. , vol.96 , pp. 1147-1158
    • Seefeldt, K.1    Miller, J.2    Alvarez-Núñez, F.3    Rodríguez-Hornedo, N.4
  • 64
    • 0032885450 scopus 로고    scopus 로고
    • Solid dispersion of poorly water-soluble drugs: Early promises, subsequent problems, and recent breakthroughs
    • A. Serajuddin Solid dispersion of poorly water-soluble drugs: early promises, subsequent problems, and recent breakthroughs J. Pharm. Sci. 88 1999 1058 1066 10.1021/js980403l
    • (1999) J. Pharm. Sci. , vol.88 , pp. 1058-1066
    • Serajuddin, A.1
  • 65
    • 0001182230 scopus 로고    scopus 로고
    • Characterization of the time scales of molecular motion in pharmaceutically important glasses
    • S. Shamblin, X. Tang, L. Chang, B. Hancock, and M. Pikal Characterization of the time scales of molecular motion in pharmaceutically important glasses J. Phys. Chem. B 103 1999 4113 4121 10.1021/jp983964+
    • (1999) J. Phys. Chem. B , vol.103 , pp. 4113-4121
    • Shamblin, S.1    Tang, X.2    Chang, L.3    Hancock, B.4    Pikal, M.5
  • 66
    • 33645755595 scopus 로고    scopus 로고
    • Frustration on the way to crystallization in glass
    • H. Shintani, and H. Tanaka Frustration on the way to crystallization in glass Nat. Phys. 2 2006 200 206 10.1038/nphys235
    • (2006) Nat. Phys. , vol.2 , pp. 200-206
    • Shintani, H.1    Tanaka, H.2
  • 67
    • 1042287180 scopus 로고    scopus 로고
    • Drug polymorphism and dosage form design: A practical perspective
    • D. Singhal, and W. Curatolo Drug polymorphism and dosage form design: a practical perspective Adv. Drug Deliv. Rev. 56 2004 335 347 10.1016/j.addr.2003.10.008
    • (2004) Adv. Drug Deliv. Rev. , vol.56 , pp. 335-347
    • Singhal, D.1    Curatolo, W.2
  • 68
    • 84862768376 scopus 로고    scopus 로고
    • Stability of amorphous pharmaceutical solids: Crystal growth mechanisms and effect of polymer additives
    • Y. Sun, L. Zhu, T. Wu, T. Cai, E. Gunn, and L. Yu Stability of amorphous pharmaceutical solids: crystal growth mechanisms and effect of polymer additives AAPS J. 14 2012 380 388 10.1208/s12248-012-9345-6
    • (2012) AAPS J. , vol.14 , pp. 380-388
    • Sun, Y.1    Zhu, L.2    Wu, T.3    Cai, T.4    Gunn, E.5    Yu, L.6
  • 69
    • 58249116658 scopus 로고    scopus 로고
    • Spray drying of budesonide, formoterol fumarate and their composites-I: Physicochemical characterization
    • L. Tajber, D.O. Corrigan, O.I. Corrigan, and A.M. Healy Spray drying of budesonide, formoterol fumarate and their composites-I: physicochemical characterization Int. J. Pharm. 367 2009 79 85 10.1016/j.ijpharm.2008.09.030
    • (2009) Int. J. Pharm. , vol.367 , pp. 79-85
    • Tajber, L.1    Corrigan, D.O.2    Corrigan, O.I.3    Healy, A.M.4
  • 70
    • 27444434179 scopus 로고    scopus 로고
    • Two-order-parameter model of the liquid-glass transition: I. Relation between glass transition and crystallization
    • H. Tanaka Two-order-parameter model of the liquid-glass transition: I. Relation between glass transition and crystallization J. Non-Cryst. Solids 351 2005 3371 3384 10.1016/j.jnoncrysol.2005.09.008
    • (2005) J. Non-Cryst. Solids , vol.351 , pp. 3371-3384
    • Tanaka, H.1
  • 71
    • 15444373850 scopus 로고    scopus 로고
    • Relationship among glass-forming ability, fragility, and short-range bond ordering of liquids
    • H. Tanaka Relationship among glass-forming ability, fragility, and short-range bond ordering of liquids J. Non-cryst. Solids 351 2005 678 690 10.1016/j.jnoncrysol.2005.01.070
    • (2005) J. Non-cryst. Solids , vol.351 , pp. 678-690
    • Tanaka, H.1
  • 72
    • 84995182345 scopus 로고
    • Relation between inelastic deformability and thermal expansion of glass in its annealing range
    • A.Q. Tool Relation between inelastic deformability and thermal expansion of glass in its annealing range J. Am. Ceram. Soc. 29 1946 240 253 10.1111/j. 1151-2916.1946. tb11592. x
    • (1946) J. Am. Ceram. Soc. , vol.29 , pp. 240-253
    • Tool, A.Q.1
  • 73
    • 84907054608 scopus 로고    scopus 로고
    • The impact of fragility on the calorimetric glass transition in bulk metallic glasses
    • S. Wei, Z. Evenson, I. Gallino, and R. Busch The impact of fragility on the calorimetric glass transition in bulk metallic glasses Intermetallics 55 2014 138 144 10.1016/j.intermet.2014.07.018
    • (2014) Intermetallics , vol.55 , pp. 138-144
    • Wei, S.1    Evenson, Z.2    Gallino, I.3    Busch, R.4
  • 74
    • 64649086799 scopus 로고    scopus 로고
    • Solid state amorphization of pharmaceuticals
    • J.F. Willart, and M. Descamps Solid state amorphization of pharmaceuticals Mol. Pharm. 5 2008 905 920 10.1021/mp800092t
    • (2008) Mol. Pharm. , vol.5 , pp. 905-920
    • Willart, J.F.1    Descamps, M.2
  • 76
    • 0001593529 scopus 로고
    • The relationship between isothermal and non-isothermal description and Johnson-Mehl-Avrami-Kolmogorov kinetics
    • E. Woldt The relationship between isothermal and non-isothermal description and Johnson-Mehl-Avrami-Kolmogorov kinetics J. Phys. Chem. Solids 53 1992 521 527 10.1016/0022-3697(92)90096-V
    • (1992) J. Phys. Chem. Solids , vol.53 , pp. 521-527
    • Woldt, E.1
  • 77
    • 84856830978 scopus 로고    scopus 로고
    • Molecular mobility and glass transition of thin films of poly(bisphenol A carbonate)
    • H. Yin, S. Napolitano, and A. Schönhals Molecular mobility and glass transition of thin films of poly(bisphenol A carbonate) Macromolecules 45 2012 1652 1662 10.1021/ma202127p
    • (2012) Macromolecules , vol.45 , pp. 1652-1662
    • Yin, H.1    Napolitano, S.2    Schönhals, A.3
  • 78
    • 0035897584 scopus 로고    scopus 로고
    • Amorphous pharmaceutical solids: Preparation, characterization and stabilization
    • L. Yu Amorphous pharmaceutical solids: preparation, characterization and stabilization Adv. Drug Deliv. Rev. 48 2001 27 42 10.1016/S0169-409X(01)00098-9
    • (2001) Adv. Drug Deliv. Rev. , vol.48 , pp. 27-42
    • Yu, L.1
  • 79
    • 84898865614 scopus 로고    scopus 로고
    • The apparent activation energy and dynamic fragility of ancient ambers
    • J. Zhao, and G.B. McKenna The apparent activation energy and dynamic fragility of ancient ambers Polymer 55 2014 2246 2253 10.1016/j.polymer.2014.03.004
    • (2014) Polymer , vol.55 , pp. 2246-2253
    • Zhao, J.1    McKenna, G.B.2
  • 80
    • 84877724392 scopus 로고    scopus 로고
    • Using 20-million-year-old amber to Test the super-arrhenius behavior of glass-forming systems
    • J. Zhao, S.L. Simon, and G.B. McKenna Using 20-million-year-old amber to Test the super-arrhenius behavior of glass-forming systems Nat. Commun. 4 2013 1783 10.1038/ncomms2809
    • (2013) Nat. Commun. , vol.4 , pp. 1783
    • Zhao, J.1    Simon, S.L.2    McKenna, G.B.3
  • 81
    • 0035991640 scopus 로고    scopus 로고
    • Physical stability of amorphous pharmaceuticals: Importance of configurational thermodynamic quantities and molecular mobility
    • D. Zhou, G. Zhang, D. Law, D. Grant, and E. Schmitt Physical stability of amorphous pharmaceuticals: importance of configurational thermodynamic quantities and molecular mobility J. Pharm. Sci. 91 2002 1863 1872 10.1002/jps.10169
    • (2002) J. Pharm. Sci. , vol.91 , pp. 1863-1872
    • Zhou, D.1    Zhang, G.2    Law, D.3    Grant, D.4    Schmitt, E.5
  • 82
    • 33846143481 scopus 로고    scopus 로고
    • A calorimetric investigation of thermodynamic and molecular mobility contributions to the physical stability of two pharmaceutical glasses
    • D. Zhou, D. Grant, G. Zhang, D. Law, and E. Schmitt A calorimetric investigation of thermodynamic and molecular mobility contributions to the physical stability of two pharmaceutical glasses J. Pharm. Sci. 96 2007 71 83 10.1002/jps.20633
    • (2007) J. Pharm. Sci. , vol.96 , pp. 71-83
    • Zhou, D.1    Grant, D.2    Zhang, G.3    Law, D.4    Schmitt, E.5
  • 83
    • 64649098724 scopus 로고    scopus 로고
    • Thermodynamics, molecular mobility and crystallization kinetics of amorphous griseofulvin
    • D. Zhou, G. Zhang, D. Law, D. Grant, and E. Schmitt Thermodynamics, molecular mobility and crystallization kinetics of amorphous griseofulvin Mol. Pharm. 5 2008 927 936 10.1021/mp800169g
    • (2008) Mol. Pharm. , vol.5 , pp. 927-936
    • Zhou, D.1    Zhang, G.2    Law, D.3    Grant, D.4    Schmitt, E.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.