title: Molecular electrostatic potential-anthelmintic activity relationships of 5H-mebendazole and some related heterocyclic carbamates.
abstract: 5H-Mebendazole and some related heterocyclic methyl carbamates were synthesized and their anthelmintic activity against Caenorhabditis elegans was determined. In order to study the influence of the heteroaromatic region with regard to the carbamate moiety on biological activity, the molecular electrostatic potentials (MEP) of all structures were calculated and a structure-activity relationship (SAR) was established. The electrostatic pattern of activity includes two minima of the carbamate moiety, a third heterocyclic minimum, and a pi-electronic region.
authors.affiliation: Departamento de Química Orgánica, Universidad de Zaragoza, Spain.
authors.forename: C
authors.initials: C
authors.lastname: Cativiela
authors.forename: J I
authors.initials: JI
authors.lastname: Garcia
authors.forename: A
authors.initials: A
authors.lastname: Marin
authors.forename: N
authors.initials: N
authors.lastname: Valls
authors.forename: J
authors.initials: J
authors.lastname: Elguero
mesh_terms: D000818:Animals; D000871:Anthelmintics; D002219:Carbamates / Q000138:chemical synthesis* / Q000494:pharmacology; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D004563:Electrochemistry; D008463:Mebendazole / Q000031:analogs & derivatives / Q000494:pharmacology*; D008968:Molecular Conformation; D009348:Nematoda / Q000187:drug effects; D013329:Structure-Activity Relationship
chemical_list: D000871:Anthelmintics; D002219:Carbamates; D008463:Mebendazole