Issue 6, 2015

A structure–activity relationship study of the toxicity of ionic liquids using an adapted Ferreira–Kiralj hydrophobicity parameter

Abstract

The Ferreira–Kiralj hydrophobicity parameter Wc is a number fraction of hydrophobic carbon atoms and can be regarded as a constitutional descriptor since its calculation depends only on the number of polar and nonpolar carbons in a compound. Hydrophobicity is important to the toxicity of ionic liquids (ILs), which are salts by nature. Herein, a descriptor for this property was calculated using a simple adaptation of the type of polar carbon atoms included (WcAdap) to explore the possibility of its use in quantitative structure–activity relationship (QSAR) studies of ILs. The resulting model was tested using a database of ILs with toxicity against the Leukemia rat cell line IPC-81. Two other models were constructed using Crippen log P and Mannhold log P descriptors, which are both available in the free program PaDEL. The use of WcAdap led to a better and more indicative model. Thus, WcAdap may be a suitable molecular descriptor for the hydrophobicity of ILs in QSAR studies.

Graphical abstract: A structure–activity relationship study of the toxicity of ionic liquids using an adapted Ferreira–Kiralj hydrophobicity parameter

Associated articles

Supplementary files

Article information

Article type
Paper
Submitted
15 Sep 2014
Accepted
05 Jan 2015
First published
05 Jan 2015

Phys. Chem. Chem. Phys., 2015,17, 4516-4523

Author version available

A structure–activity relationship study of the toxicity of ionic liquids using an adapted Ferreira–Kiralj hydrophobicity parameter

E. B. D. Melo, Phys. Chem. Chem. Phys., 2015, 17, 4516 DOI: 10.1039/C4CP04142A

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