Gas to olive oil partition coefficients: A linear free energy analysis

Journal of Chemical Information and Modeling

Volumn 46, Issue 4, 2006, Pages 1735-1741

  Abraham, Michael H ^a   Ibrahim, Adam ^a  

^a UNIVERSITY COLLEGE LONDON   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ERROR ANALYSIS; GASES; HYDROGEN BONDS; LINEAR EQUATIONS; NUMERICAL METHODS; SOLVENTS; VEGETABLE OILS;

BIOLOGICAL PHASES; GAS PHASE; PARTITION COEFFICIENTS; SALINE COEFFICIENTS;

FREE ENERGY;

EID: 33746872180     PISSN: 15499596     EISSN: 1549960X     Source Type: Journal    
DOI: 10.1021/ci060047p     Document Type: Article

References (27)

1. Overton, E. Studien über die Narkose; Fischer, Jena, 1901.
2. Meyer, H. Zur theorie der alkoholnarkose. Erste mittheilung. Welche eigenschaft der anasthetika bedingt ihre narkotische wirking? Arch. Exp. Path. Pharmak (Naunyn-Schmiedebergs) 1899, 42, 109-118.
3. Meyer, K. H.; Gottlieb-Billroth, H. Theorie der narkose durch inhalationsanasthetika. Zeit. Physiol. Chem. 1920, 112, 55-79.
4. Meyer, K. H.; Hopff, H. Theorie der narkose durch inhalationsanasthetika. II. Narkose durch indifferente gase unter druck. Z. Physiol. Chem. 1923, 126, 281-298.
5. Meyer, K. H.; Hemmi, H. Beitrage zur theorie der narkose. III. Biochem. Zeit. 1935, 277, 39-71.
6. Meulenberg, C. J. W.; Vijverberg, H. P. M. Empirical relations predicting human and rat tissue:air partition coefficients of volatile organic compounds. Toxicol. Appl. Pharmacol. 2000, 165, 206-216.
7. Meulenberg, C. J. W.; Wijnker, A. G.; Vijverberg, H. P. M. Relationships between olive oil:air, saline:air, and rat brain:air partitition coefficients of organic solvents in vitro. J. Toxicol. Environ. Health, Part A 2003, 66, 1985-1998.
8. Abraham, M. H.; Weathersby, P. K Solubility of gases and vapours in biological liquids and tissues. J. Pharm. Sci. 1994, 83, 1450-1455.
9. Abraham, M. H.; Fuchs, R. Correlation and prediction of gas-liquid partition coefficient in hexadecane and olive oil. J. Chem. Soc., Perkin Trans. 2. 1988, 523-527.
10. Klopman, G.; Ding, C.; Macina, O. T. Computer aided olive oil-gas partition coefficients calculations. J. Chem. Inf. Comput. Sci. 1997, 37, 569-575.
11. Katritzky, A. R.; Kuanar, M.; Fara, D. C.; Karelson, M.; Acree, W. E., Jr. QSPR treatment of rat blood: air, saline: air and olive oil: air partition coefficients using theoretical molecular descriptors. Bioorg. Med. Chem. 2004, 12, 4735-4748.
12. Abraham, M. H.; Ibrahim, A.; Zissimos, A. M. The determination of sets of solute descriptors from Chromatographic measurements. J. Chromatogr. A 2004, 1037, 29-47.
13. Abraham, M. H.; Grellier, P. L.; McGill, R. A. Determination of olive oil-gas and hexadecane-gas partition coefficients, and calculation of the corresponding olive oil-water and hexadecane-water partition coefficients. J. Chem. Soc., Perkin Trans. 2 1987, 797-803.
14. Loizou, G. D.; Urban, G.; Dekant, W.; Anders, M. W. Gas uptake pharmacokinetics of 2,2-dichloro-1,1,1-trifluoroethane (HCFC-123). Drug Metab. Dispos. 1994, 22, 511-517.
15. Loizou, G. D.; Anders, M. W. Gas uptake pharmacokinetics and biotransformation of 1,1-dichloro-1-fluoroethane (HCFC-141b). Drug Metab. Dispos. 1993, 21, 634-639.
16. Falk, A.; Gullstrand, E.; Lof, A.; Wigaeous-Hjelm, E. Liquid/air partition coefficients of four terpenes. Brit. J. Ind. Med. 1990, 47, 62-64.
17. Gargas, M. L.; Burgess, R. J.; Voisard, D. E.; Cason, G. H.; Andersen, M. E. Partition coefficients of low-molecular weight volatile chemicals in various liquid and tissues. Toxicol. Appl. Pharmacol. 1989, 98, 87-99.
18. Olivier-Droz, P.; Fernandez, J. Solubility of organic solvents. I. Gas Chromatographic determination of olive oil-gas partition coefficients. Helv. Chim. Acta 1977, 60, 454-458.
19. Koblin, D. D.; Eger, E. I., II.; Johnson, B. H.; Collins, P.; Harper, M. H.; Terrell, R. C.; Speers, L. Minimum alveolar concentrations and oil/gas partition coefficients of four anesthetic isomers. Anesthesiology 1981, 54, 314-317.
20. Cabala, R.; Svobodva, J.; Feltl, L.; Tichy, M. Direct determination of partition coefficients of volatile liquids between oil and gas by gas chromatography and its use in QSAR analysis. Chromatographia 1992, 34, 601-606.
21. Abraham, M. H. Scales of hydrogen bonding: their construction and application to physicochemical and biochemical processes. Chem. Soc. Rev. 1993, 22, 73-83.
22. Abraham, M. H.; Ibrahim, A.; Acree, W. E., Jr. Air to blood distribution of volatile organic compounds: a linear free energy analysis. Chem. Res. Toxicol. 2005, 18, 904-911.
23. Abraham, M. H.; Ibrahim, A.; Acree, W. E., Jr. Air to Brain, Blood to Brain and Plasma to Brain Distribution of Volatile Organic Compounds: Linear Free Energy Analyses. Eur. J. Med. Chem. 2006, 41, 494-502.
24. Abraham, M. H.; Ibrahim, A.; Zhao, Y. H.; Acree, W. E., Jr. A data base for partition of volatile organic compounds and drugs from blood/plasma/serum to brain, and an LFER analysis of the data. J. Pharm. Sci. 2006, in press.
25. Abraham, M. H.; Ibrahim, A.; Acree, W. E., Jr. Air to Muscle, and Blood/Plasma to Muscle, Distribution of Volatile Organic Compounds and Drugs: Linear Free Energy Analyses. Chem. Res. Toxicol. 2006, in press.
26. PharmaAlgorithms. ADME Boxes, Version 3.0; PharmaAlgorithms Inc.: 591 Indian Road, Toronto, ON M6P 2C4, Canada, 2006.
27. Platts, J. A.; Butina, D.; Abraham, M. H.; Hersey, A. Estimation of molecular linear free energy relation descriptors using a group contribution approach. J. Chem. Inf. Comput. Sci. 1999, 39, 835-845.