BIBLIOS

Document type
Journal articles

Document subtype
Full paper

Title
Acidity and Hydrophobicity of Several New Potential Antitubercular Drugs: Isoniazid and Benzimidazole Derivatives

Participants in the publication
Clara Ràfols (Author)
Elisabeth Bosch (Author)
Rebeca Ruiz (Author)
Karl J. Box (Author)
Marina Reis (Author)
Cristina Ventura (Author)
Susana Santos (Author)
M. Eduarda Araújo (Author)
Filomena Martins (Author)
Dep. Química e Bioquímica
CQB

Summary
Hydrophobicity values (log Po/w) determined both by potentiometry and by the conventional shake-flask method and aqueous pKa values obtained by potentiometry for seven isoniazid and nine benzimidazole derivatives are presented. Several of these compounds have strong hydrophilic or hydrophobic character, and some of them show two or more ionizable sites, sometimes very acidic or very basic. These facts have compelled us to work near the limits of the potentiometric technique, and therefore, a critical evaluation of the results obtained in these extreme working conditions is presented. Particularly, details about the potentiometric determination of log Po/w values of the most hydrophilic and most hydrophobic compounds are clearly described.


Institution
FACULDADE DE CIÊNCIAS DA UNIVERSIDADE DE LISBOA

Where published
Journal of Chemical & Engineering Data

Publication Identifiers

Publisher
American Chemical Society (ACS)



Document Identifiers
DOI - https://doi.org/10.1021/je200827u
URL - http://dx.doi.org/10.1021/je200827u

Rankings
SCIMAGO Q1 (2012) - 1.139 - Chemistry (miscellaneous)
Web Of Science Q2 (2012) - 2.004 - Chemical, mutidisciplinary