Groups of dioxadicarboxylic diamides, which were developed as potential ion
ophores for inorganic cations, were found to act as ionophores for a stimul
ant, phentermine. Especially, N,N-dioctadecyl-N',N'-dipropyl-3,6-dioxaoctan
ediamide, which was originally developed as a lead ionophore and is commerc
ially available from Fluka as lead ionophore I, was suitable for making a p
hentermine-selective electrode. The electrode constructed using this ionoph
ore and bis(2-ethylhexyl) sebacate as a solvent mediator in a poly(vinyl ch
loride) membrane matrix discriminated between phentermine and analogous com
pounds more effectively than an electrode based on dibenzo-18-crown-6, a re
presentative ionophore for organic ammonium ions. Moreover, the present ele
ctrode showed remarkably little interference by inorganic cations, such as
Na+ and K+, as well as lipophilic quaternary ammonium ions including (C2H5)
(4)N+ and(C3H7)(4)N+. The electrode exhibited a near-Nernstian response to
phentermine in the concentration range of 2 x 10(-6) to 1 x 10(-2) M with a
slope of 54.8 mV per concentration decade in 0.1 M MgCl2. The lower limit
of detection was 7 x 10(-7) M. This electrode was applied to determine phen
termine in a cationic-exchange resin complex of this stimulant, which is th
e general dosage form in medical use.