메뉴 건너뛰기




Volumn 10, Issue 3, 2013, Pages 905-917

Molecular dynamics of drug crystal dissolution: Simulation of acetaminophen form I in water

Author keywords

acetaminophen; corner and edge effect; crystal form; dissolution; electrostatic and van der Waals; molecular dynamics simulation

Indexed keywords

PARACETAMOL; SOLVENT; WATER;

EID: 84874587913     PISSN: 15438384     EISSN: 15438392     Source Type: Journal    
DOI: 10.1021/mp4000212     Document Type: Article
Times cited : (50)

References (51)
  • 2
    • 11444270968 scopus 로고
    • Dissolution Rates of Solids
    • Saunders, W. H. Jr. John Wiley & Sons: New York - 538
    • Grant, D. J. W.; Higuchi, T. Dissolution Rates of Solids. In Solubility Behavior of Organic Compounds; Saunders, W. H., Jr., Ed.; John Wiley & Sons: New York, 1990; pp 474-538.
    • (1990) Solubility Behavior of Organic Compounds , pp. 474
    • Grant, D.J.W.1    Higuchi, T.2
  • 3
    • 0030008217 scopus 로고    scopus 로고
    • Effect of Change in Shape Factor of a Single Crystal on Its Dissolution Behavior
    • Dali, M. V.; Carstensen, J. T. Effect of Change in Shape Factor of a Single Crystal on Its Dissolution Behavior Pharm. Res. 1996, 13, 155-162
    • (1996) Pharm. Res. , vol.13 , pp. 155-162
    • Dali, M.V.1    Carstensen, J.T.2
  • 4
    • 0017186983 scopus 로고
    • Theoretical Isotropic Dissolution of Nonspherrical Particles
    • Pedersen, P. V.; Brown, K. F. Theoretical Isotropic Dissolution of Nonspherrical Particles J. Pharm. Sci. 1976, 65, 1437-1442
    • (1976) J. Pharm. Sci. , vol.65 , pp. 1437-1442
    • Pedersen, P.V.1    Brown, K.F.2
  • 5
    • 77957735669 scopus 로고    scopus 로고
    • A pH-Dilution Method for Estimation of Biorelevant Drug Solubility along the Gastrointestinal Tract: Application to Physiologically Based Pharmacokinetic Modeling
    • Gao, Y.; Carr, R. A.; Spence, J. K.; Wang, W. W.; Turner, T. M.; Lipari, J. M.; Miller, J. M. A pH-Dilution Method for Estimation of Biorelevant Drug Solubility along the Gastrointestinal Tract: Application to Physiologically Based Pharmacokinetic Modeling Mol. Pharmaceutics 2010, 7, 1516-1526
    • (2010) Mol. Pharmaceutics , vol.7 , pp. 1516-1526
    • Gao, Y.1    Carr, R.A.2    Spence, J.K.3    Wang, W.W.4    Turner, T.M.5    Lipari, J.M.6    Miller, J.M.7
  • 6
    • 77957738362 scopus 로고    scopus 로고
    • Dissolution Modeling of Bead Formulations and Predictions of Bioequivalence for a Highly Soluble, Highly Permeable Drug
    • Sperry, D. C.; Thomas, S. J.; Lobo, E. Dissolution Modeling of Bead Formulations and Predictions of Bioequivalence for a Highly Soluble, Highly Permeable Drug Mol. Pharmaceutics 2010, 7, 1450-1457
    • (2010) Mol. Pharmaceutics , vol.7 , pp. 1450-1457
    • Sperry, D.C.1    Thomas, S.J.2    Lobo, E.3
  • 7
    • 84874634694 scopus 로고    scopus 로고
    • Biomolecular Structure and Modeling: Historical Perspective
    • In, Marsden, J. E. Sirovich, L. Wiggins, S. Antman, S. S. Springer: New York - 27
    • Schlick, T. Biomolecular Structure and Modeling: Historical Perspective. In Molecular Modeling and Simulation: An Interdisciplinary Guide, Marsden, J. E.; Sirovich, L.; Wiggins, S.; Antman, S. S., Eds.; Springer: New York, 2006; pp 1-27.
    • (2006) Molecular Modeling and Simulation: An Interdisciplinary Guide , pp. 1
    • Schlick, T.1
  • 8
    • 47049091787 scopus 로고    scopus 로고
    • Identification of Ligand-binding Pathways in Truncated Hemoglobins Using Locally Enhanced Sampling Molecular Dynamics
    • Golden, S. D.; Olsen, K. W. Identification of Ligand-binding Pathways in Truncated Hemoglobins Using Locally Enhanced Sampling Molecular Dynamics Methods Enzymol. 2008, 437, 459-475
    • (2008) Methods Enzymol. , vol.437 , pp. 459-475
    • Golden, S.D.1    Olsen, K.W.2
  • 11
    • 24644451580 scopus 로고    scopus 로고
    • Orientation Discrimination of Single Stranded DNA inside the α-Hemolysin Membrane Channel
    • Mathé, J.; Aksimentiev, A.; Nelson, D. R.; Schulten, K.; Meller, A. Orientation Discrimination of Single Stranded DNA inside the α-Hemolysin Membrane Channel Proc. Natl. Acad. Sci. U.S.A. 2005, 102, 12377-12382
    • (2005) Proc. Natl. Acad. Sci. U.S.A. , vol.102 , pp. 12377-12382
    • Mathé, J.1    Aksimentiev, A.2    Nelson, D.R.3    Schulten, K.4    Meller, A.5
  • 12
    • 84859305463 scopus 로고    scopus 로고
    • Recognition of Methylated DNA through Methyl-CpG Binding Domain Proteins
    • 10.1093/nar/gkr1057
    • Zou, X.; Ma, W.; Solov'yov, I.; Chipot, C.; Schulten, K. Recognition of Methylated DNA through Methyl-CpG Binding Domain Proteins Nucleic Acids Res. 2012, 10.1093/nar/gkr1057
    • (2012) Nucleic Acids Res.
    • Zou, X.1    Ma, W.2    Solov'yov, I.3    Chipot, C.4    Schulten, K.5
  • 13
    • 49449114817 scopus 로고    scopus 로고
    • Trefoil Knotting Revealed by Molecular Dynamics Simulations of Supercoiled DNA
    • Klein, M. L.; Shinoda, W. Trefoil Knotting Revealed by Molecular Dynamics Simulations of Supercoiled DNA Science 2008, 321, 798-800
    • (2008) Science , vol.321 , pp. 798-800
    • Klein, M.L.1    Shinoda, W.2
  • 14
    • 2942675244 scopus 로고    scopus 로고
    • Lipid Bilayer Pressure Profiles and Mechanosensitive Channel Gating
    • Gullingsrud, J.; Schulten, K. Lipid Bilayer Pressure Profiles and Mechanosensitive Channel Gating Biophys. J. 2004, 86, 3496-3509
    • (2004) Biophys. J. , vol.86 , pp. 3496-3509
    • Gullingsrud, J.1    Schulten, K.2
  • 15
    • 0001008704 scopus 로고
    • Molecular Dynamics Simulation of a Bilayer of 200 Lipids in the Gel and in the Liquid Crystal-phases
    • Heller, H.; Schaefer, M.; Schulten, K. Molecular Dynamics Simulation of a Bilayer of 200 Lipids in the Gel and in the Liquid Crystal-phases J. Phys. Chem. 1993, 97, 8343-8360
    • (1993) J. Phys. Chem. , vol.97 , pp. 8343-8360
    • Heller, H.1    Schaefer, M.2    Schulten, K.3
  • 16
    • 0036725277 scopus 로고    scopus 로고
    • Molecular Dynamics Simulations of Biomolecules
    • Karplus, M.; McCammon, J. A. Molecular Dynamics Simulations of Biomolecules Nat. Struct. Biol. 2002, 9, 646-652
    • (2002) Nat. Struct. Biol. , vol.9 , pp. 646-652
    • Karplus, M.1    McCammon, J.A.2
  • 17
    • 78149495374 scopus 로고    scopus 로고
    • Molecular Dynamics Simulations of Protein Dynamics and Their Relevance to Drug Discovery
    • Salsbury, F. R., Jr. Molecular Dynamics Simulations of Protein Dynamics and Their Relevance to Drug Discovery Curr. Opin. Pharmacol. 2010, 10, 738-744
    • (2010) Curr. Opin. Pharmacol. , vol.10 , pp. 738-744
    • Salsbury Jr., F.R.1
  • 18
    • 77953639998 scopus 로고    scopus 로고
    • The Molecular Dynamics of MDM2
    • Nicholson, J.; Hupp, T. R. The Molecular Dynamics of MDM2 Cell Cycle 2010, 9, 1878-1881
    • (2010) Cell Cycle , vol.9 , pp. 1878-1881
    • Nicholson, J.1    Hupp, T.R.2
  • 19
    • 77954052042 scopus 로고    scopus 로고
    • Homology Modeling of G-protein-coupled Receptors with X-ray Structures on the Rise
    • Yarnitzky, T.; Levit, A.; Niv, M. Y. Homology Modeling of G-protein-coupled Receptors with X-ray Structures on the Rise Curr. Opin. Drug Discovery Dev. 2010, 13, 317-325
    • (2010) Curr. Opin. Drug Discovery Dev. , vol.13 , pp. 317-325
    • Yarnitzky, T.1    Levit, A.2    Niv, M.Y.3
  • 20
    • 77449153106 scopus 로고    scopus 로고
    • Molecular Modelling Methods to Quantitate Drug -DNA Interactions
    • Wang, H.; Laughton, C. A. Molecular Modelling Methods to Quantitate Drug -DNA Interactions Methods Mol. Biol. 2010, 613, 119-131
    • (2010) Methods Mol. Biol. , vol.613 , pp. 119-131
    • Wang, H.1    Laughton, C.A.2
  • 21
    • 0027995742 scopus 로고
    • Molecular Distributions in Interphases: Statistical Mechanical Theory Combined with Molecular Dynamics Simulation of a Model Lipid Bilayer
    • Xiang, T. X.; Anderson, B. D. Molecular Distributions in Interphases: Statistical Mechanical Theory Combined with Molecular Dynamics Simulation of a Model Lipid Bilayer Biophys. J. 1994, 66, 561-572
    • (1994) Biophys. J. , vol.66 , pp. 561-572
    • Xiang, T.X.1    Anderson, B.D.2
  • 22
    • 0000995505 scopus 로고
    • Mean Molecular Potentials in A Model Lipid Bilayer: A Molecular Dynamics Simulation
    • Xiang, T. X.; Anderson, B. D. Mean Molecular Potentials in A Model Lipid Bilayer: A Molecular Dynamics Simulation J. Chem. Phys. 1995, 103, 8666-8678
    • (1995) J. Chem. Phys. , vol.103 , pp. 8666-8678
    • Xiang, T.X.1    Anderson, B.D.2
  • 23
    • 0000826114 scopus 로고    scopus 로고
    • Molecular Dissolution Processes in Lipid Bilayers: A Molecular Dynamics Simulation
    • Xiang, T. X.; Anderson, B. D. Molecular Dissolution Processes in Lipid Bilayers: A Molecular Dynamics Simulation J. Chem. Phys. 1999, 110, 1807-1818
    • (1999) J. Chem. Phys. , vol.110 , pp. 1807-1818
    • Xiang, T.X.1    Anderson, B.D.2
  • 24
    • 1842587396 scopus 로고    scopus 로고
    • A Molecular Dynamics Simulation of Reactant Mobility in an Amorphous Formulation of a Peptide in Poly(vinylpyrrolidone)
    • Xiang, T. X.; Anderson, B. D. A Molecular Dynamics Simulation of Reactant Mobility in an Amorphous Formulation of a Peptide in Poly(vinylpyrrolidone) J. Pharm. Sci. 2004, 93, 855-875
    • (2004) J. Pharm. Sci. , vol.93 , pp. 855-875
    • Xiang, T.X.1    Anderson, B.D.2
  • 25
    • 0001759249 scopus 로고    scopus 로고
    • Influence of Solvent and Crystalline Supramolecular Structure on the Formation of Etching Patterns on Acetaminophen Single Crystals: A Study with Atomic Force Microscopy and Computer Simulation
    • Li, T.; Morris, K. R.; Park, K. Influence of Solvent and Crystalline Supramolecular Structure on the Formation of Etching Patterns on Acetaminophen Single Crystals: A Study with Atomic Force Microscopy and Computer Simulation J. Phys. Chem. B 2000, 104, 2019-2032
    • (2000) J. Phys. Chem. B , vol.104 , pp. 2019-2032
    • Li, T.1    Morris, K.R.2    Park, K.3
  • 26
    • 0345793995 scopus 로고    scopus 로고
    • Understanding the Formation of Etching Patterns Using a Refined Monte Carlo Simulation Model
    • Li, T.; Park, K.; Morris, K. R. Understanding the Formation of Etching Patterns Using a Refined Monte Carlo Simulation Model Cryst. Growth Des. 2002, 2, 177-184
    • (2002) Cryst. Growth Des. , vol.2 , pp. 177-184
    • Li, T.1    Park, K.2    Morris, K.R.3
  • 27
    • 70350057491 scopus 로고    scopus 로고
    • Polymer-Drug Interactions in Tyrosine-Derived Triblock Copolymer Nanospheres: A Computational Modeling Approach
    • Costache, A. D.; Sheihet, L.; Zaveri, K.; Knight, D. D.; Kohn, J. Polymer-Drug Interactions in Tyrosine-Derived Triblock Copolymer Nanospheres: A Computational Modeling Approach Mol. Pharmaceutics 2009, 6, 1620-1627
    • (2009) Mol. Pharmaceutics , vol.6 , pp. 1620-1627
    • Costache, A.D.1    Sheihet, L.2    Zaveri, K.3    Knight, D.D.4    Kohn, J.5
  • 28
    • 77953231315 scopus 로고    scopus 로고
    • Self-Assembly Behavior of Beta-Cyclodextrin and Imipramine: A Free Energy Perturbation Study
    • Sun, T.; Shao, X.; Cai, W. Self-Assembly Behavior of Beta-Cyclodextrin and Imipramine: A Free Energy Perturbation Study Chem. Phys. 2010, 371, 84-90
    • (2010) Chem. Phys. , vol.371 , pp. 84-90
    • Sun, T.1    Shao, X.2    Cai, W.3
  • 29
    • 80053467199 scopus 로고    scopus 로고
    • Molecular Simulation Study of the Effect of Various Additives on Salbutamol Sulfate Crystal Habit
    • Yani, Y.; Chow, P. S.; Tan, R. B. H. Molecular Simulation Study of the Effect of Various Additives on Salbutamol Sulfate Crystal Habit Mol. Pharmaceutics 2011, 8, 1910-1918
    • (2011) Mol. Pharmaceutics , vol.8 , pp. 1910-1918
    • Yani, Y.1    Chow, P.S.2    Tan, R.B.H.3
  • 35
    • 0032858850 scopus 로고    scopus 로고
    • Formation and Compression Characteristics of Prismatic Polyhedral and Thin Plate-like Crystals of Paracetamol
    • Hadi, A.; Garekani, J. L.; Ford, M. H.; Rubinstein, A. R. R. Formation and Compression Characteristics of Prismatic Polyhedral and Thin Plate-like Crystals of Paracetamol Int. J. Pharm. 1999, 187, 77-89
    • (1999) Int. J. Pharm. , vol.187 , pp. 77-89
    • Hadi, A.1    Garekani, J.L.2    Ford, M.H.3    Rubinstein, A.R.R.4
  • 37
    • 79952214468 scopus 로고    scopus 로고
    • Cocrystal Intrinsic Dissolution Behavior Using a Rotating Disk
    • Lee, H. G.; Zhang, G. G. Z.; Flanagan, D. R. Cocrystal Intrinsic Dissolution Behavior Using a Rotating Disk J. Pharm. Sci. 2011, 100, 1736-1744
    • (2011) J. Pharm. Sci. , vol.100 , pp. 1736-1744
    • Lee, H.G.1    Zhang, G.G.Z.2    Flanagan, D.R.3
  • 38
    • 33947487639 scopus 로고
    • The Rate of Solution of Solid Substances in Their Own Solutions
    • Noyes, A. A.; Whitney, W. R. The Rate of Solution of Solid Substances in Their Own Solutions J. Am. Chem. Soc. 1897, 19, 930-934
    • (1897) J. Am. Chem. Soc. , vol.19 , pp. 930-934
    • Noyes, A.A.1    Whitney, W.R.2
  • 40
    • 84874609533 scopus 로고
    • Specific Interactions in Solubility Phenomena
    • Saunders, W. H. Jr. John Wiley & Sons: New York - 163
    • Grant, D. J. W.; Higuchi, T. Specific Interactions in Solubility Phenomena. In Solubility Behavior of Organic Compounds; Saunders, W. H., Jr., Ed.; John Wiley & Sons: New York, 1990; pp 134-163.
    • (1990) Solubility Behavior of Organic Compounds , pp. 134
    • Grant, D.J.W.1    Higuchi, T.2
  • 41
    • 84874621824 scopus 로고
    • Intermolecular Interactions and Their Influence on Solubility
    • Saunders, W. H. Jr. John Wiley & Sons: New York - 82
    • Grant, D. J. W.; Higuchi, T. Intermolecular Interactions and Their Influence on Solubility. In Solubility Behavior of Organic Compounds; Saunders, W. H., Jr., Ed.; John Wiley & Sons: New York, 1990; pp 62-82.
    • (1990) Solubility Behavior of Organic Compounds , pp. 62
    • Grant, D.J.W.1    Higuchi, T.2
  • 42
    • 0024594347 scopus 로고
    • Physical Factors Influencing the Aqueous Dissolution Rate of Acetaminophen Crystals Doped with p-acetoxyacetanilide: Evaluation by Multiple Linear Regression
    • Chow, A. H. L.; Grant, D. J. W. Physical Factors Influencing the Aqueous Dissolution Rate of Acetaminophen Crystals Doped with p-acetoxyacetanilide: Evaluation by Multiple Linear Regression Int. J. Pharm. 1989, 51, 129-135
    • (1989) Int. J. Pharm. , vol.51 , pp. 129-135
    • Chow, A.H.L.1    Grant, D.J.W.2
  • 43
    • 0024807207 scopus 로고
    • Influence of Compaction on the Intrinsic Dissolution Rate of Modified Acetaminophen and Adipic Acid Crystals
    • Chan, H. K.; Grant, D. J. W. Influence of Compaction on the Intrinsic Dissolution Rate of Modified Acetaminophen and Adipic Acid Crystals Int. J. Pharm. 1989, 57, 117-124
    • (1989) Int. J. Pharm. , vol.57 , pp. 117-124
    • Chan, H.K.1    Grant, D.J.W.2
  • 44
    • 0004294969 scopus 로고    scopus 로고
    • Nucleation
    • 4 th ed. Elsevier Butterworth-Heinemann: Boston, MA - 214
    • Mullin, J. W. Nucleation. Crystallization, 4 th ed.; Elsevier Butterworth-Heinemann: Boston, MA, 2001, pp 181-214.
    • (2001) Crystallization , pp. 181
    • Mullin, J.W.1
  • 45
    • 66149084331 scopus 로고    scopus 로고
    • Nucleation of Crystals from Solution: Classical and Two-Step Models
    • Erdemir, D.; Lee, A. Y.; Myerson, A. S. Nucleation of Crystals from Solution: Classical and Two-Step Models Acc. Chem. Res. 2009, 42, 621-629
    • (2009) Acc. Chem. Res. , vol.42 , pp. 621-629
    • Erdemir, D.1    Lee, A.Y.2    Myerson, A.S.3
  • 46
  • 47
    • 67650329867 scopus 로고    scopus 로고
    • Initial Stages of Aggregation in Aqueous Solutions of Ionic Liquids: Molecular Dynamics Studies
    • Bhargava, B. L.; Klein, M. L. Initial Stages of Aggregation in Aqueous Solutions of Ionic Liquids: Molecular Dynamics Studies J. Phys. Chem. B 2009, 113, 9499-9505
    • (2009) J. Phys. Chem. B , vol.113 , pp. 9499-9505
    • Bhargava, B.L.1    Klein, M.L.2
  • 48
    • 0035088374 scopus 로고    scopus 로고
    • Thermodynamic Analysis of DSC Data for Acetaminophen Polymorphs
    • Sacchetti, M. J. Thermodynamic Analysis of DSC Data for Acetaminophen Polymorphs J. Therm. Anal. Calorim. 2001, 63, 345-350
    • (2001) J. Therm. Anal. Calorim. , vol.63 , pp. 345-350
    • Sacchetti, M.J.1
  • 51
    • 15044342934 scopus 로고    scopus 로고
    • Prediction of Crystal Morphology of Complex Uranyl-Sheet Minerals. I. Theory
    • Schindler, M.; Mutter, A. Prediction of Crystal Morphology of Complex Uranyl-Sheet Minerals. I. Theory Can. Mineral. 2004, 42, 1629-1649
    • (2004) Can. Mineral. , vol.42 , pp. 1629-1649
    • Schindler, M.1    Mutter, A.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.