메뉴 건너뛰기




Volumn 40, Issue 3, 2000, Pages 681-700

Universal Model Based on the Mobile Order and Disorder Theory for Predicting Lipophilicity and Partition Coefficients in All Mutually Immiscible Two-Phase Liquid Systems

Author keywords

[No Author keywords available]

Indexed keywords


EID: 0000482925     PISSN: 00952338     EISSN: None     Source Type: Journal    
DOI: 10.1021/ci9902752     Document Type: Article
Times cited : (16)

References (77)
  • 1
    • 0000103677 scopus 로고
    • Sur les lois qui président au partage d'un corps entre deux dissolvants
    • Berthelot, M.; Jungfleisch, E. Sur les lois qui président au partage d'un corps entre deux dissolvants (Concerning the rules that determine the partitioning of a solute between two solubilizing liquids). Ann. Chim. Phys. (4th Ser.) 1872, 26, 396-407.
    • (1872) Ann. Chim. Phys. (4th Ser.) , vol.26 , pp. 396-407
    • Berthelot, M.1    Jungfleisch, E.2
  • 2
    • 0001172394 scopus 로고
    • Verteilung eines stoffes Zwischen zwei losunsmitteln und zwischen losungmittel und dampfraum
    • Nernst, W. Verteilung eines stoffes Zwischen zwei losunsmitteln und zwischen losungmittel und dampfraum (The liquid-liquid and gas-liquid partitioning of a solute). Z. Phys. Chem. (Leipzig) 1891, 8, 110-139.
    • (1891) Z. Phys. Chem. (Leipzig) , vol.8 , pp. 110-139
    • Nernst, W.1
  • 3
    • 0016722069 scopus 로고
    • Selection of a reference partitioning system for drug design work
    • Smith, R. N.; Hansch, C.; Ames, M. M. Selection of a reference partitioning system for drug design work. J. Pharm. Sci. 1975, 64, 599-606.
    • (1975) J. Pharm. Sci. , vol.64 , pp. 599-606
    • Smith, R.N.1    Hansch, C.2    Ames, M.M.3
  • 4
    • 0029582936 scopus 로고
    • Epidermal permeability-penetrant structure relationships: I. An analysis of methods of predicting penetration of monofunctional solute from aqueous solutions
    • Roberts, M. S.; Pugh, W. J.; Hadgraft, J.; Watkinson, A. C. Epidermal permeability-penetrant structure relationships: I. An analysis of methods of predicting penetration of monofunctional solute from aqueous solutions. Int. J. Pharm. 1995, 126, 219-233.
    • (1995) Int. J. Pharm. , vol.126 , pp. 219-233
    • Roberts, M.S.1    Pugh, W.J.2    Hadgraft, J.3    Watkinson, A.C.4
  • 5
    • 0029950564 scopus 로고    scopus 로고
    • Epidermal permeability-penetrant strucrure relationships: 2. the effect of H-bonding groups in penetrants on their diffusion through stratum corneum
    • Roberts, M. S.; Pugh, W. J.; Hadgraft, J. Epidermal permeability-penetrant strucrure relationships: 2. The effect of H-bonding groups in penetrants on their diffusion through stratum corneum. Int. J. Pharm. 1996, 132, 23-32.
    • (1996) Int. J. Pharm. , vol.132 , pp. 23-32
    • Roberts, M.S.1    Pugh, W.J.2    Hadgraft, J.3
  • 6
    • 0029768028 scopus 로고    scopus 로고
    • Epidermal permeability-penetrant structure relationships: 3. the effect of hydrogen-bonding interactions and molecular size on diffusion across the stratum corneum
    • Pugh, W. J.; Roberts, M. S.; Hadgraft, J. Epidermal permeability-penetrant structure relationships: 3. The effect of hydrogen-bonding interactions and molecular size on diffusion across the stratum corneum. Int. J. Pharm. 1996, 138, 149-165.
    • (1996) Int. J. Pharm. , vol.138 , pp. 149-165
    • Pugh, W.J.1    Roberts, M.S.2    Hadgraft, J.3
  • 8
    • 0025999171 scopus 로고
    • The influence of peptide structure on transport across Caco-2 cells
    • Conradi, R. A.; Hilgers, A. R.; Ho, N. F. H.; Burton, P. S. The influence of peptide structure on transport across Caco-2 cells. Pharm. Res. 1991, 8, 1453-1460.
    • (1991) Pharm. Res. , vol.8 , pp. 1453-1460
    • Conradi, R.A.1    Hilgers, A.R.2    Ho, N.F.H.3    Burton, P.S.4
  • 9
    • 0026513211 scopus 로고
    • The influence of peptide structure on transport across Caco-2 cells. II. Peptide bond modification which results in improved permeability
    • Conradi, R. A.; Hilgers, A. R.; Ho, N. F. H.; Burton, P. S. The influence of peptide structure on transport across Caco-2 cells. II. Peptide bond modification which results in improved permeability. Pharm. Res. 1992, 9, 435-439.
    • (1992) Pharm. Res. , vol.9 , pp. 435-439
    • Conradi, R.A.1    Hilgers, A.R.2    Ho, N.F.H.3    Burton, P.S.4
  • 11
    • 21144467893 scopus 로고
    • Hydrogen-bonding capacity and brain penetration
    • van de Waterbeemd, H.; Kansy, M. Hydrogen-bonding capacity and brain penetration. Chimia 1992, 4, 299-303.
    • (1992) Chimia , vol.4 , pp. 299-303
    • Van De Waterbeemd, H.1    Kansy, M.2
  • 12
    • 37049081761 scopus 로고
    • Model solvent systems for QSAR. Part 2. Fragment values (t-values) for the "critical quartet"
    • Leahy, D. E.; Morris, J. J.; Taylor, P. J.; Wait, A. R. Model solvent systems for QSAR. Part 2. Fragment values (t-values) for the "critical quartet". J. Chem. Soc., Perkin Trans. 2 1992, 723-731.
    • (1992) J. Chem. Soc., Perkin Trans. 2 , pp. 723-731
    • Leahy, D.E.1    Morris, J.J.2    Taylor, P.J.3    Wait, A.R.4
  • 14
    • 0032197149 scopus 로고    scopus 로고
    • Multivariate analysis of experimental and computational descriptors of molecular lipophilicity
    • Mannhold, R.; Cruciani, G.; Dross, K.; Rekker, R. Multivariate analysis of experimental and computational descriptors of molecular lipophilicity. J. Comput.-Aided Mol. Des. 1998, 12, 573-581.
    • (1998) J. Comput.-Aided Mol. Des. , vol.12 , pp. 573-581
    • Mannhold, R.1    Cruciani, G.2    Dross, K.3    Rekker, R.4
  • 15
    • 84958605951 scopus 로고    scopus 로고
    • Lipophilicity descriptors for structure - Property correlation studies: Overview and experimental and theoretical methods and a benchmark of log P calculations
    • Lipophilicity in drug action and taxicology; Pliska, V., Testa, B., van de Waterbeemd, H., Eds.; VCH Publishers: Weinheim, Germany
    • van de Waterbeemd, H.; Mannhold, R. Lipophilicity descriptors for structure - property correlation studies: Overview and experimental and theoretical methods and a benchmark of log P calculations. In Lipophilicity in drug action and taxicology; Pliska, V., Testa, B., van de Waterbeemd, H., Eds.; Methods and principles in medicinal chemistry; VCH Publishers: Weinheim, Germany, 1996; Vol. 4, pp 401-418.
    • (1996) Methods and Principles in Medicinal Chemistry , vol.4 , pp. 401-418
    • Van De Waterbeemd, H.1    Mannhold, R.2
  • 17
    • 0032450868 scopus 로고    scopus 로고
    • The lipophilic behaviour of organic compounds: 1. An updating of the hydrophobic fragmental constant approach
    • Mannhold, R.; Rekker, R. F.; Dross, K.; Bijloo, G.; de Vries, G. The lipophilic behaviour of organic compounds: 1. An updating of the hydrophobic fragmental constant approach. Quant. Struct.-Act. Relat. 1998, 17, 517-536.
    • (1998) Quant. Struct.-Act. Relat. , vol.17 , pp. 517-536
    • Mannhold, R.1    Rekker, R.F.2    Dross, K.3    Bijloo, G.4    De Vries, G.5
  • 18
    • 0031706070 scopus 로고    scopus 로고
    • Octanol - Water Partition: Searching for Predictive Models
    • Buchwald, P.; Bodor, N. Octanol - Water Partition: Searching for Predictive Models. Curr. Med. Chem. 1998, 5, 353-380.
    • (1998) Curr. Med. Chem. , vol.5 , pp. 353-380
    • Buchwald, P.1    Bodor, N.2
  • 19
    • 0022745431 scopus 로고
    • Intrinsic molecular volume as a measure of the cavity term in linear solvation energy relationships: Octanol-water partition coefficients and aqueous solubilities
    • Leahy, D. E. Intrinsic molecular volume as a measure of the cavity term in linear solvation energy relationships: Octanol-water partition coefficients and aqueous solubilities. J Pharm. Sci. 1986, 75, 629-636.
    • (1986) J Pharm. Sci. , vol.75 , pp. 629-636
    • Leahy, D.E.1
  • 20
    • 33845469300 scopus 로고
    • Taft, R. W. Solubility properties in polymers and biological media. 4. Correlation of octanol/ water partition coefficients with solvatochromic parameters
    • Kamlet, M. J.; Abraham, M. H.; Doherty, R. M.; Taft, R. W. Solubility properties in polymers and biological media. 4. Correlation of octanol/ water partition coefficients with solvatochromic parameters. J. Am. Chem. Soc. 1984, 106, 464-466.
    • (1984) J. Am. Chem. Soc. , vol.106 , pp. 464-466
    • Kamlet, M.J.1    Abraham, M.H.2    Doherty, R.M.3
  • 21
    • 0021070609 scopus 로고
    • Relationship between molar refraction and n-octanol/water partition coefficient
    • (21 ) Yoshida, K.; Shigeoka, T.; Yamaguchi, F. Relationship between molar refraction and n-octanol/water partition coefficient. Ecotoxicol. Environ. Saf. 1983, 7, 558-565.
    • (1983) Ecotoxicol. Environ. Saf. , vol.7 , pp. 558-565
    • Yoshida, K.1    Shigeoka, T.2    Yamaguchi, F.3
  • 22
    • 0022075964 scopus 로고
    • Relationships between octanol/water partition coefficient and aqueous solubility
    • Miller, M. M.; Wasik, S. P.; Huang, G. L.; Shiu, W. Y.; Mackay, D. Relationships between octanol/water partition coefficient and aqueous solubility. Environ. Sci. Technol. 1985, 19, 522-529.
    • (1985) Environ. Sci. Technol. , vol.19 , pp. 522-529
    • Miller, M.M.1    Wasik, S.P.2    Huang, G.L.3    Shiu, W.Y.4    Mackay, D.5
  • 23
    • 0025336485 scopus 로고
    • Relationships between octanol/water partition coefficients and total molecular surface area and total molecular volume of hydrophobic organic chemicals
    • de Bruijn, J. D.; Hermens, J. Relationships between octanol/water partition coefficients and total molecular surface area and total molecular volume of hydrophobic organic chemicals. Quant. Struct.-Act. Relat. 1990, 9, 11-21.
    • (1990) Quant. Struct.-Act. Relat. , vol.9 , pp. 11-21
    • De Bruijn, J.D.1    Hermens, J.2
  • 24
    • 0023399173 scopus 로고
    • Correlation of octanol/water partition coefficient and total molecular surface area for highly hydrophobic aromatic compounds
    • Doucette, W. J.; Andren, A. W. Correlation of octanol/water partition coefficient and total molecular surface area for highly hydrophobic aromatic compounds. Environ. Sci. Technol. 1987, 21, 821-824.
    • (1987) Environ. Sci. Technol. , vol.21 , pp. 821-824
    • Doucette, W.J.1    Andren, A.W.2
  • 25
    • 0024656378 scopus 로고
    • A new method for the estimation of partition coefficient
    • Bodor, N.; Gabanyi, Z.; Wong, C. K. A new method for the estimation of partition coefficient. J. Am. Chem. Soc. 1989, 111, 3783-3786.
    • (1989) J. Am. Chem. Soc. , vol.111 , pp. 3783-3786
    • Bodor, N.1    Gabanyi, Z.2    Wong, C.K.3
  • 26
    • 0032441013 scopus 로고    scopus 로고
    • Calculation of octanol-water partition coefficients of organic solutes from their molecular volumes
    • Edward, J. T. Calculation of octanol-water partition coefficients of organic solutes from their molecular volumes. Can. J. Chem. 1998, 76, 1294-1303.
    • (1998) Can. J. Chem. , vol.76 , pp. 1294-1303
    • Edward, J.T.1
  • 27
    • 0023263358 scopus 로고
    • The role of solvent-accessible surface area in determining partition coefficient
    • Dunn, W. J., III; Koehler, M. G.; Grigoras, S. The role of solvent-accessible surface area in determining partition coefficient. J. Med. Chem. 1987, 30, 1121-1126.
    • (1987) J. Med. Chem. , vol.30 , pp. 1121-1126
    • Dunn W.J. III1    Koehler, M.G.2    Grigoras, S.3
  • 28
    • 84988112502 scopus 로고
    • The calculation of molar polarizabilities by the CNDO/2 method: Correlation with the hydrophobic parameter, log P
    • Lewis, D. F. V. The calculation of molar polarizabilities by the CNDO/2 method: Correlation with the hydrophobic parameter, log P. J. Comput. Chem. 1989, 10, 145-151.
    • (1989) J. Comput. Chem. , vol.10 , pp. 145-151
    • Lewis, D.F.V.1
  • 29
    • 84988115591 scopus 로고
    • Simple method of computing the partition coefficient
    • Klopman, G.; Namboodiri, K.; Schochet, M. Simple method of computing the partition coefficient. J. Comput. Chem. 1985, 6, 28-38.
    • (1985) J. Comput. Chem. , vol.6 , pp. 28-38
    • Klopman, G.1    Namboodiri, K.2    Schochet, M.3
  • 30
    • 0025752801 scopus 로고
    • Prediction of octanol/water partition coefficients using parameters derived from molecular structures
    • Sasaki, Y.; Kubodera, H.; Matuzaki, T.; Umeyama, H. J. Prediction of octanol/water partition coefficients using parameters derived from molecular structures. Pharmacobio-Dyn. 1991, 14, 207-214.
    • (1991) Pharmacobio-Dyn. , vol.14 , pp. 207-214
    • Sasaki, Y.1    Kubodera, H.2    Matuzaki, T.3    Umeyama, H.J.4
  • 31
    • 0043287413 scopus 로고
    • Prediction of RP-HPLC log P from semiempirical molecular properties of diphenyl ether and phenopylate herbicides
    • Nandihalli, U. B.: Duke, M. V.; Duke, S. O. Prediction of RP-HPLC log P from semiempirical molecular properties of diphenyl ether and phenopylate herbicides. J. Agric. Food Chem. 1993, 41, 582-587.
    • (1993) J. Agric. Food Chem. , vol.41 , pp. 582-587
    • Nandihalli, U.B.1    Duke, M.V.2    Duke, S.O.3
  • 32
    • 0026499497 scopus 로고
    • Comparison of the solubility of polycyclic aromatic hydrocarbons in nonassociated and associated solvents: The hydrophobic effect
    • Ruelle, P.; Buchmann, M.; Hô, N.-T.; Kesselring, U. W. Comparison of the solubility of polycyclic aromatic hydrocarbons in nonassociated and associated solvents: The hydrophobic effect. Int. J. Pharm. 1992, 87, 47-57.
    • (1992) Int. J. Pharm. , vol.87 , pp. 47-57
    • Ruelle, P.1    Buchmann, M.2    Hô, N.-T.3    Kesselring, U.W.4
  • 33
    • 0027465604 scopus 로고
    • Application of the Mobile Order theory to the Prediction of Aqueous Solubility of Chlorinated Benzenes and Biphenyls
    • Ruelle, P.; Buchmann, M.; Hô, N.-T.; Kesselring, U. W. Application of the Mobile Order theory to the Prediction of Aqueous Solubility of Chlorinated Benzenes and Biphenyls, Environ. Sci. Technol. 1993, 27, 266-270.
    • (1993) Environ. Sci. Technol. , vol.27 , pp. 266-270
    • Ruelle, P.1    Buchmann, M.2    Hô, N.-T.3    Kesselring, U.W.4
  • 34
    • 0028233898 scopus 로고
    • Hydrophobic effect at the origin of the low solubility of inert solid substances in hydrogen-bonded solvents
    • Ruelle, P.; Buchmann, M.; Kesselring, U. W. Hydrophobic effect at the origin of the low solubility of inert solid substances in hydrogen-bonded solvents. J. Pharm. Sci. 1994, 83, 396-403.
    • (1994) J. Pharm. Sci. , vol.83 , pp. 396-403
    • Ruelle, P.1    Buchmann, M.2    Kesselring, U.W.3
  • 35
    • 0031054880 scopus 로고    scopus 로고
    • Aqueous Solubility Prediction of Environmentally Important Chemicals from the Mobile Order Thermodynamics
    • Ruelle, P.; Kesselring, U. W. Aqueous Solubility Prediction of Environmentally Important Chemicals from the Mobile Order Thermodynamics. Chemosphere 1997, 34, 275-298.
    • (1997) Chemosphere , vol.34 , pp. 275-298
    • Ruelle, P.1    Kesselring, U.W.2
  • 36
    • 0001603927 scopus 로고
    • A new expression for the combinatorial entropy of mixing in liquid mixtures
    • Huyskens, P. L.; Haulait-Pirson, M. C. A new expression for the combinatorial entropy of mixing in liquid mixtures. J. Mol. Liq. 1985, 31, 135-151.
    • (1985) J. Mol. Liq. , vol.31 , pp. 135-151
    • Huyskens, P.L.1    Haulait-Pirson, M.C.2
  • 38
    • 0042077128 scopus 로고
    • Mobile and static molecular disorder in liquids
    • Huyskens, P. L. Mobile and static molecular disorder in liquids. J. Mol. Struct. 1992, 274, 223-246.
    • (1992) J. Mol. Struct. , vol.274 , pp. 223-246
    • Huyskens, P.L.1
  • 39
    • 0025891084 scopus 로고
    • A new predictive equation for the solubility of drugs based on the thermodynamics of mobile disorder
    • Ruelle, P.; Rey-Mermet, C.; Buchmann, M.; Hô, N.-T.; Kesselring, U. W.; Huyskens, P. L. A new predictive equation for the solubility of drugs based on the thermodynamics of mobile disorder. Pharm. Res. 1991, 8, 840-850.
    • (1991) Pharm. Res. , vol.8 , pp. 840-850
    • Ruelle, P.1    Rey-Mermet, C.2    Buchmann, M.3    Hô, N.-T.4    Kesselring, U.W.5    Huyskens, P.L.6
  • 40
    • 0030734719 scopus 로고    scopus 로고
    • The mobile order solubility equation applied to polyfunctional molecules: The non-hydroxysteroids in aqueous and nonaqueous solvents
    • Ruelle, P.; Fariña-Cuendet, A.; Kesselring, U. W. The mobile order solubility equation applied to polyfunctional molecules: The non-hydroxysteroids in aqueous and nonaqueous solvents. Int. J. Pharm. 1997, 157, 219-232.
    • (1997) Int. J. Pharm. , vol.157 , pp. 219-232
    • Ruelle, P.1    Fariña-Cuendet, A.2    Kesselring, U.W.3
  • 41
    • 0031828087 scopus 로고    scopus 로고
    • The hydrophobic effect. 2. Relative importance of the hydrophobic effect on the solubility of hydrophobes and pharmaceuticals in H-bonded solvents
    • Ruelle, P.; Kesselring, U. W. The hydrophobic effect. 2. Relative importance of the hydrophobic effect on the solubility of hydrophobes and pharmaceuticals in H-bonded solvents. J. Pharm. Sci. 1998, 87, 998-1014.
    • (1998) J. Pharm. Sci. , vol.87 , pp. 998-1014
    • Ruelle, P.1    Kesselring, U.W.2
  • 42
    • 0031828748 scopus 로고    scopus 로고
    • The hydrophobic effect. I. A consequence of the mobile order in H-bonded liquids
    • Ruelle, P.; Kesselring, U. W. The hydrophobic effect. I. A consequence of the mobile order in H-bonded liquids. J. Pharm. Sci. 1998, 87, 987-997.
    • (1998) J. Pharm. Sci. , vol.87 , pp. 987-997
    • Ruelle, P.1    Kesselring, U.W.2
  • 43
    • 0033452663 scopus 로고    scopus 로고
    • Towards a comprehensive nonergodic treatment of H-bonds and hydrophobocity in real solutions: The mobile order and disorder theory
    • Ruelle, P. Towards a comprehensive nonergodic treatment of H-bonds and hydrophobocity in real solutions: The mobile order and disorder theory. Perfect. Drug Discovery Des. 1999, 17 (1), 61-96.
    • (1999) Perfect. Drug Discovery Des. , vol.17 , Issue.1 , pp. 61-96
    • Ruelle, P.1
  • 45
    • 0031058468 scopus 로고    scopus 로고
    • The hydrophobic propensity of water toward amphiprotic solutes: Prediction and molecular origin of the aqueous solubility of aliphatic alcohols
    • Ruelle, P.; Kesselring, U. W. The hydrophobic propensity of water toward amphiprotic solutes: Prediction and molecular origin of the aqueous solubility of aliphatic alcohols. J. Pharm. Sci. 1997, 86, 179-186.
    • (1997) J. Pharm. Sci. , vol.86 , pp. 179-186
    • Ruelle, P.1    Kesselring, U.W.2
  • 46
    • 0032064162 scopus 로고    scopus 로고
    • Solubility prediction of n-fatty alcohols and sterols in complexing and noncomplexing solvents according to the mobile order theory
    • Ruelle, P.; Kesselring, U. W. Solubility prediction of n-fatty alcohols and sterols in complexing and noncomplexing solvents according to the mobile order theory. Can. J. Chem. 1998, 76, 553-565.
    • (1998) Can. J. Chem. , vol.76 , pp. 553-565
    • Ruelle, P.1    Kesselring, U.W.2
  • 47
    • 0021341795 scopus 로고
    • Expanded solubility parameter approach. I. Naphthalene and benzoic acid in individual solvents
    • Beerbower, A.; Wu, P. L.; Martin, A. Expanded solubility parameter approach. I. Naphthalene and benzoic acid in individual solvents. J. Pharm. Sci. 1984, 73, 179-188.
    • (1984) J. Pharm. Sci. , vol.73 , pp. 179-188
    • Beerbower, A.1    Wu, P.L.2    Martin, A.3
  • 48
    • 0026934145 scopus 로고
    • Enhancement of the solubilities of poplycyclic aromatic hydrocarbons by weak hydrogen bonds with water
    • Ruelle, P.; Buchmann, M.; Hô, N.-T.; Kesselring, U. W. Enhancement of the solubilities of poplycyclic aromatic hydrocarbons by weak hydrogen bonds with water. J. Comput.-Aided Mol. Des. 1992, 6, 431 -448.
    • (1992) J. Comput.-Aided Mol. Des. , vol.6 , pp. 431-448
    • Ruelle, P.1    Buchmann, M.2    Hô, N.-T.3    Kesselring, U.W.4
  • 49
    • 0017126788 scopus 로고
    • Dependence of hydrophobicity of apolar molecules on their molecular volumes
    • Leo, A.; Hansch, C.; Jow, P. Y. C. Dependence of hydrophobicity of apolar molecules on their molecular volumes. J. Med. Chem. 1976, 19, 611-615.
    • (1976) J. Med. Chem. , vol.19 , pp. 611-615
    • Leo, A.1    Hansch, C.2    Jow, P.Y.C.3
  • 50
    • 0024262698 scopus 로고
    • Empirical relationships between the 1-octanol/water partition coefficient and nine physicochemical properties
    • Mailhot, H.; Peters, R. H. Empirical relationships between the 1-octanol/water partition coefficient and nine physicochemical properties. Environ. Sci. Technol. 1988, 22, 1479-1488.
    • (1988) Environ. Sci. Technol. , vol.22 , pp. 1479-1488
    • Mailhot, H.1    Peters, R.H.2
  • 52
    • 0026590304 scopus 로고
    • An extended version of a novel method for the estimation of partition coefficients
    • Bodor, N.; Huang, M.-J. An extended version of a novel method for the estimation of partition coefficients. J. Pharm. Sci. 1992, 81, 272 -281.
    • (1992) J. Pharm. Sci. , vol.81 , pp. 272-281
    • Bodor, N.1    Huang, M.-J.2
  • 53
    • 0027982335 scopus 로고
    • Hydrogen bonding. 32. An analysis of water-octanol and water-alkane partitioning and the Alog P parameter of Seiler
    • Abraham, M. H.; Chadha, H. S.; Whiting, G. S.; Mitchell, R. C. Hydrogen bonding. 32. An analysis of water-octanol and water-alkane partitioning and the Alog P parameter of Seiler. J. Pharm. Sci. 1994, 83, 1085-1100.
    • (1994) J. Pharm. Sci. , vol.83 , pp. 1085-1100
    • Abraham, M.H.1    Chadha, H.S.2    Whiting, G.S.3    Mitchell, R.C.4
  • 54
    • 0001590002 scopus 로고    scopus 로고
    • Molecular size based approach to estimate partition properties for organic solutes
    • Bodor, N.; Buchwald, P. Molecular size based approach to estimate partition properties for organic solutes. J. Phys. Chem. B 1997, 101, 3404-3412.
    • (1997) J. Phys. Chem. B , vol.101 , pp. 3404-3412
    • Bodor, N.1    Buchwald, P.2
  • 55
    • 0031853128 scopus 로고    scopus 로고
    • The hydrophobic effect. 3. A key ingredient in predicting n-octanol-water partition coefficients
    • Ruelle, P.; Kesselring, U. W. The hydrophobic effect. 3. A key ingredient in predicting n-octanol-water partition coefficients. J. Pharm. Sci. 1998, 87, 1015-1024.
    • (1998) J. Pharm. Sci. , vol.87 , pp. 1015-1024
    • Ruelle, P.1    Kesselring, U.W.2
  • 56
    • 0000448580 scopus 로고    scopus 로고
    • Understanding the volume-solubility dependence: The mobile ordre and disorder view
    • Ruelle, P. Understanding the volume-solubility dependence: The mobile ordre and disorder view. J. Phys. Org. Chem. 1999, 12, 769-786.
    • (1999) J. Phys. Org. Chem. , vol.12 , pp. 769-786
    • Ruelle, P.1
  • 58
    • 0028426082 scopus 로고
    • Estimation of the molar free energy of melting of crystals from solubility data according to the theory of the mobile disorder
    • Huyskens, P. L.; Seghers, K.; Morissen, H. Estimation of the molar free energy of melting of crystals from solubility data according to the theory of the mobile disorder. Fluid Phase Equilibr. 1994, 96, 1-18.
    • (1994) Fluid Phase Equilibr. , vol.96 , pp. 1-18
    • Huyskens, P.L.1    Seghers, K.2    Morissen, H.3
  • 59
    • 0028414165 scopus 로고
    • Partial molar volumes of some drugs in water and ethanol at 35 °C
    • Iqbal, M.; Jamal, M. A.; Ahmed, M.; Ahmed, B. Partial molar volumes of some drugs in water and ethanol at 35 °C. Can. J. Chem. 1994, 72, 1076-1079.
    • (1994) Can. J. Chem. , vol.72 , pp. 1076-1079
    • Iqbal, M.1    Jamal, M.A.2    Ahmed, M.3    Ahmed, B.4
  • 60
    • 37049111928 scopus 로고
    • Partial molar volumes of organic compounds in water. Part 1. Ethers, ketones, esters and alcohols
    • Edward, J. T.; Farrell, P. G.; Shahidi, F. Partial molar volumes of organic compounds in water. Part 1. Ethers, ketones, esters and alcohols. J. Chem. Soc., Faraday Trans. 1 1977, 73, 705-714.
    • (1977) J. Chem. Soc., Faraday Trans. 1 , vol.73 , pp. 705-714
    • Edward, J.T.1    Farrell, P.G.2    Shahidi, F.3
  • 61
    • 0000790051 scopus 로고
    • Partial molar volumes of organic compounds in water. Part 2. Amines and amides
    • Shahidi, F.; Farrell, P. G.; Edward, J. T. Partial molar volumes of organic compounds in water. Part 2. Amines and amides. J. Chem. Soc., Faraday Trans. 1 1977, 73, 715-721.
    • (1977) J. Chem. Soc., Faraday Trans. 1 , vol.73 , pp. 715-721
    • Shahidi, F.1    Farrell, P.G.2    Edward, J.T.3
  • 62
    • 0034026436 scopus 로고    scopus 로고
    • Hydrophobic and solvation effects on the solubility of hydroxysteroids in various solvents: Quantitative and qualitative assessment by application of the mobile order and disorder theory
    • Ruelle, P.; Fariña-Cuendet, A.; Kesselring, U. W. Hydrophobic and solvation effects on the solubility of hydroxysteroids in various solvents: Quantitative and qualitative assessment by application of the mobile order and disorder theory. Perspect. Drug Discovery Des. 2000, 18(1), 61-112.
    • (2000) Perspect. Drug Discovery Des. , vol.18 , Issue.1 , pp. 61-112
    • Ruelle, P.1    Fariña-Cuendet, A.2    Kesselring, U.W.3
  • 63
    • 0028327191 scopus 로고
    • Solubility Predictions for solid nitriles and tertiary amides based on the mobile order theory
    • Ruelle, P.; Kesselring, U. W. Solubility Predictions for solid nitriles and tertiary amides based on the mobile order theory. Pharm. Res. 1994, 11, 201-205.
    • (1994) Pharm. Res. , vol.11 , pp. 201-205
    • Ruelle, P.1    Kesselring, U.W.2
  • 64
    • 0028197071 scopus 로고
    • Prediction of carbazole solubility and its dependence upon the solvent nature
    • Ruelle, P.; Sarraf, E.; Kesselring, U. W. Prediction of carbazole solubility and its dependence upon the solvent nature. Int. J. Pharm. 1994, 104, 125-133.
    • (1994) Int. J. Pharm. , vol.104 , pp. 125-133
    • Ruelle, P.1    Sarraf, E.2    Kesselring, U.W.3
  • 65
    • 33748720639 scopus 로고    scopus 로고
    • Prediction of the aqueous solubility of proton-acceptor oxygen-containing compounds by the mobile order solubility model
    • Ruelle, P.; Kesselring, U. W. Prediction of the aqueous solubility of proton-acceptor oxygen-containing compounds by the mobile order solubility model. J. Chem. Soc., Faraday Trans. 1997, 93, 2049-2052.
    • (1997) J. Chem. Soc., Faraday Trans. , vol.93 , pp. 2049-2052
    • Ruelle, P.1    Kesselring, U.W.2
  • 66
    • 0033971341 scopus 로고    scopus 로고
    • The n-octanol and the n-hexane/water partition coefficient of environmentally relevant chemicals predicted from the mobile order and disorder (MOD) thermodynamics
    • Ruelle, P. The n-octanol and the n-hexane/water partition coefficient of environmentally relevant chemicals predicted from the mobile order and disorder (MOD) thermodynamics. Chemosphere 2000, 40, 457-512.
    • (2000) Chemosphere , vol.40 , pp. 457-512
    • Ruelle, P.1
  • 67
    • 0027183053 scopus 로고
    • The effect of proton-acceptor sites of the solute on its solubility in proton-donor solvents
    • Ruelle, P.; Sarraf, E.; Van den Berge, L.; Buchmann, M.; U. W. Kesselring, U.W. The effect of proton-acceptor sites of the solute on its solubility in proton-donor solvents. Pharm. Acta Helv. 1993, 68, 49-60.
    • (1993) Pharm. Acta Helv. , vol.68 , pp. 49-60
    • Ruelle, P.1    Sarraf, E.2    Van Den Berge, L.3    Buchmann, M.4    Kesselring, U.W.5
  • 71
    • 0032766161 scopus 로고    scopus 로고
    • Correlation and estimation of gas-chloroform and water-chloroform partition coefficients by a linear free energy relationship method
    • Abraham, M. H.; Platts, J. A.; Mersey, A.; Leo, A. J.; Taft, R. W. Correlation and estimation of gas-chloroform and water-chloroform partition coefficients by a linear free energy relationship method. J. Pharm. Sci. 1999, 88, 670-679.
    • (1999) J. Pharm. Sci. , vol.88 , pp. 670-679
    • Abraham, M.H.1    Platts, J.A.2    Mersey, A.3    Leo, A.J.4    Taft, R.W.5
  • 75
    • 0025731738 scopus 로고
    • Partitioning of solutes in different solvent systems: The contribution of hydrogen-bonding capacity and polarity
    • El Tayar, N.; Tsai, R.-S.; Testa, B.; Carrupt, P. A.; Leo, A. Partitioning of solutes in different solvent systems: The contribution of hydrogen-bonding capacity and polarity. J. Pharm. Sci. 1991, 80, 590-598.
    • (1991) J. Pharm. Sci. , vol.80 , pp. 590-598
    • El Tayar, N.1    Tsai, R.-S.2    Testa, B.3    Carrupt, P.A.4    Leo, A.5
  • 77
    • 0032101699 scopus 로고    scopus 로고
    • New approach for estimating alcohol partition coefficients between nonaqueous phase liquids and water
    • Dwarakanath, V.; Pope, G. A. New approach for estimating alcohol partition coefficients between nonaqueous phase liquids and water. Environ. Sci. Technol. 1998, 32, 1662-1666.
    • (1998) Environ. Sci. Technol. , vol.32 , pp. 1662-1666
    • Dwarakanath, V.1    Pope, G.A.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.