Transport rate constants and transport rate parameters in various organic solvent—water systems

Haan, F. H. N. de; Vringer, T. de; Waterbeemd, J. Th. M. Van De; Jansen, A. C. A.

doi:10.1016/0378-5173(82)90144-2

Cited by 14 publications

(2 citation statements)

References 10 publications

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“…This is clearly not the case, as Figure 6 shows, although the range of plateau values is much smaller for kaq than for korg. Van de Waterbeemd (66) has noted in this connection that kaq correlates with the difference in both the dielectric constant and the interfacial tension between the two phases, and de Haan and Jansen (93) have shown that:…”

Section: Relationship Of Partition Coefficient To Other Properties Properties Affecting Transport Within An Organismmentioning

confidence: 90%

“…For example (80), the log P of (CH3)3CCH2OCOCH3 is calculated as: log P = 4f(CH3) + J(CH2) + f(C) + f(COO) (92) Rekker (80) has pointed out that, while Eq. ( 86) is correct, the equation proposed by Tute (44): n log P = sn (93) is not, because of the incorrect assumption that TH = 0. Thus one cannot write: log P(C6H5-CH2-CH3) = r(C6H5) + Ir(CH2) + 7r(CH3) (94) rection factors were multiples (or approximately so) of 0.287; he termed this the magic constant CM (an unfortunate name).…”

Section: Additive-constitutive Nature Of Partition Coefficientmentioning

confidence: 99%

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Partitioning and Lipophilicity in Quantitative Structure-Activity Relationships

Dearden¹

1985

Environmental Health Perspectives

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The history of the relationship of biological activity to partition coefficient and related properties is briefly reviewed. The dominance of partition coefficient in quantitation of structure-activity relationships is emphasized, although the importance of other factors is also demonstrated.Various mathematical models of in vivo transport and binding are discussed; most of these involve partitioning as the primary mechanism of transport. The models describe observed quantitative structureactivity relationships (QSARs) well on the whole, confirming that partitioning is of key importance in in vivo behavior of a xenobiotic. The partition coefficient is shown to correlate with numerous other parameters representing bulk, such as molecular weight, volume and surface area, parachor and calculated indices such as molecular connectivity; this is especially so for apolar molecules, because for polar molecules lipophilicity factors into both bulk and polar or hydrogen bonding components. The relationship of partition coefficient to chromatographic parameters is discussed, and it is shown that such parameters, which are often readily obtainable experimentally, can successfully supplant partition coefficient in QSARs.The relationship of aqueous solubility with partition coefficient is examined in detail. Correlations are observed, even with solid compounds, and these can be used to predict solubility. The additive/constitutive nature of partition coefficient is discussed extensively, as are the available schemes for the calculation of partition coefficient.Finally the use of partition coefficient to provide structural information is considered. It is shown that partition coefficient can be a valuable structural tool, especially if the enthalpy and entropy of partitioning are available.

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Section: Relationship Of Partition Coefficient To Other Properties Properties Affecting Transport Within An Organismmentioning

confidence: 90%

Section: Additive-constitutive Nature Of Partition Coefficientmentioning

confidence: 99%

Partitioning and Lipophilicity in Quantitative Structure-Activity Relationships

Dearden¹

1985

Environmental Health Perspectives

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Membrane Transport and Cellular Distribution

Baláž¹

1996

Lipophilicity in Drug Action and Toxicology

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AbbreviationsA+,A-F L+,L-QSAR sd sgn High and low amphiphilicity Fisher criterion High and low lipophilicity Quantitative structure-activity relationships Standard deviation sgn = -1 for acids and sgn = 1 for bases Symbols A , B, C, D, E, it Adjustable parametersDispositionfunction with the time of exposure ( t ) and physico-chemical properties (pp) of both the drugs and biological systems as variables Actual drug concentration Concentration of free non-ionized molecules in aqueous compartments Equipotent concentration eliciting the fraction X of the maximum effect Drug concentration in the entry compartment Diffusion coefficient in the diffusion layer with the effective thickness h Z , , , , , = 0 for cis-derivatives and Ztrans = 1 for trans-derivatives

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References

1993

QSAR: Hansch Analysis and Related Approaches

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Transport rate constants and transport rate parameters in various organic solvent—water systems

Cited by 14 publications

References 10 publications

Partitioning and Lipophilicity in Quantitative Structure-Activity Relationships

Partitioning and Lipophilicity in Quantitative Structure-Activity Relationships

Membrane Transport and Cellular Distribution

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