6533b820fe1ef96bd127a333

RESEARCH PRODUCT

A new macrocyclic dipyrazolate salt of diazatetraester structure able to efficiently and selectively interact with psychotropic phenethylammonium salts

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Abstract The equilibrium stability constants (Ks) of a series of ammonium pyrazolate complexes [L22−]2RN(R′)H2+ (7, R′=H and 8, R′=Me) formed from a new macrocyclic disodium dipyrazolate salt of diazatetraester structure 6[L22−] 2Na+ and ammonium salts [RNH3+X− or RN(Me)H2+X−] of psychotropic drugs and neurotransmitter catecholamines has been evaluated by electrochemical methods in DMSO solution. The resulting Ks values demonstrate that in general, the diazatetraester crown-derived dipyrazolate salt 6 exerts a stronger complexing effect over phenethylammonium ions than that of the dioxatetraester crown-derived disodium dipyrazolate salt 2 previously reported. Interestingly, complexes formed by secondary ammonium salts of psychotropic amines [(±)-methamphetamine, (+)-methamphetamine and (±)-3,4-methylenedioxymethamphetamine (MDMA ‘ecstasy’)] are much more stable than those formed by primary ammonium salts of dopamine and norepinephrine. A study of the stability constants of ammonium pyrazolate complexes in terms of the contributions of substituent groups on the common phenethylamine unit is reported.