A new synthesis of carboxyterfenadine (fexofenadine) and its bioisosteric tetrazole analogs.
A new synthesis of carboxyterfenadine (4), based on the conversion of a alpha-halo-alkylarylketone into the corresponding substituted 2-arylalkanoic ester, is described. The enantioselective synthesis of its two bioisosteric tetrazole analogs together with preliminary biological results are reported.
Di Giacomo
B
B
Istituto di Chimica e Tecnologia del Farmaco, Università degli Studi, Perugia, Italy.
Coletta
D
D
Natalini
B
B
Ni
M H
MH
Pellicciari
R
R
D006634:Histamine H1 Antagonists / Q000138:chemical synthesis* / Q000493:pharmacokinetics; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D016593:Terfenadine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000493:pharmacokinetics
D006634:Histamine H1 Antagonists; D016593:Terfenadine; C093230:fexofenadine