Isosterism among analogues of torasemide: conformational, electronic and lipophilic properties

Authors
Wouters, J Michaux, C Durant, F Dogne, JM Delarge, J Masereel, B
Citation
J. Wouters et al., Isosterism among analogues of torasemide: conformational, electronic and lipophilic properties, EUR J MED C, 35(10), 2000, pp. 923-929
Citations number
19
Categorie Soggetti
Chemistry & Analysis
Journal title
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
ISSN journal
02235234 → ACNP
Volume
35
Issue
10
Year of publication
2000
Pages
923 - 929
Database
ISI
SICI code
0223-5234(200010)35:10<923:IAAOTC>2.0.ZU;2-7
Abstract
The structures, electronic (charges, molecular electrostatic potential, mol ecular orbitals) and lipophilic properties of three isostere analogues of t orasemide were determined and the influence of the replacement of the sulfo nyl urea group on the conformation and electronic properties of the molecul es is discussed. Lipophilicity of the compounds seems to be the most discri minating property along the series and affects their pharmacological activi ties. (C) 2000 Editions scientifiques et medicales Elsevier SAS.