Prediction of solubility of drugs and other compounds in organic solvents.
We have set out a procedure for the prediction of solubilities of drugs and other compounds in a wide range of solvents, based on the Abraham solvation equations. The method requires a knowledge of solubilities of a given compound in a few solvents, as shown by our own experimental data on apocynin, diapocynin, dehydrodivanillin, and dehydrodi(methyl vanillate). The procedure is especially useful for very hydrophobic compounds such as cholesteryl acetate and cholesterol that we give as examples. Other examples include vanillin and 3,4-dichlorobenzoic acid. If the solubility in water is available, then this alone is sufficient to predict solubilities in organic solvents, provided that the Abraham descriptors are available for the compound. Predictions can be made for solubilities in some 85 solvents.
Department of Chemistry, University College London, 20 Gordon Street, London WC1H OAJ, UK. m.h.abraham@ucl.ac.uk
Michael H
MH
Abraham
Robert E
RE
Smith
Ron
R
Luchtefeld
Aaron J
AJ
Boorem
Rensheng
R
Luo
William E
WE
Acree
D000098:Acetophenones / Q000737:chemistry; D000465:Algorithms; D001547:Benzaldehydes / Q000737:chemistry; D001713:Biphenyl Compounds / Q000737:chemistry; D055598:Chemical Phenomena; D002626:Chemistry, Pharmaceutical / Q000379:methods; D057927:Hydrophobic and Hydrophilic Interactions; D004364:Pharmaceutical Preparations / Q000737:chemistry*; D021281:Quantitative Structure-Activity Relationship; D012995:Solubility; D012997:Solvents / Q000737:chemistry*; D014867:Water / Q000737:chemistry
D000098:Acetophenones; D001547:Benzaldehydes; D001713:Biphenyl Compounds; D004364:Pharmaceutical Preparations; D012997:Solvents; C527766:diapocynin; D014867:Water; C056165:acetovanillone