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Lipophilicity and serotonin agonist activity in a series of 4-substituted mescaline analogs

Lipophilicity and serotonin agonist activity in a series of 4-substituted mescaline analogs

  1. Anonymous
    David E. Nichols, Donald C. Dyer
    J. Med. Chem., 1977, 20 (2), pp 299–301

    Replacement of the 4-methoxy of mescaline with higher alkyl homologues or with bromine led to increased activity at serotonin receptors in a sheep umbilical artery preparation. This activity appears correlated with lipophilicity, as measured by 1-octanol water partition coefficients, but drops off when the 4 substituent is about five atoms in length. It is suggested that 3,4,5-trisubstitution may give compounds which are as active as those with the 2,4,- 5-sibstitution pattern.