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Effect of 4-substitution on psychotomimetic activity of 2,5-dimethoxy amphetamines as studied by mea

Effect of 4-substitution on psychotomimetic activity of 2,5-dimethoxy amphetamines as studied by mea

  1. Anonymous
    Bioorg Med Chem Lett. 2006 Jul 1;16(13):3495-8. Epub 2006 Apr 27.
    Neuvonen K, Neuvonen H, Fülöp F.

    Abstract

    Electron-withdrawing substituents at position 4 of 2,5-dimethoxy-substituted amphetamines increase, whereas electron-donating substituents decrease the psychotomimetic activity. The origin of this clearly localized effect is discussed. The uses of modified Hammett substituent scales (sigma(-) and sigma(+)), and especially the good sigma(+) correlation, strongly suggest that electron-donating substituents decrease the biological activity through a specific effect relating to the extent of the conjugative electron release from the 5-methoxy group to the phenyl ring.
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