3-aminopyridazine derivatives with atypical antidepressant, serotonergic, and dopaminergic activities
by
Wermuth CG, Schlewer G, Bourguignon JJ, Maghioros G,
Bouchet MJ, Moire C, Kan JP, Worms P, Biziere K
Departement de Pharmacochimie Moleculaire,
Centre de Neurochimie du CNRS,
Universite Louis Pasteur,
Strasbourg, France.
J Med Chem 1989 Mar; 32(3):528-37

ABSTRACT

Minaprine [3-[(beta-morpholinoethyl)amino]-4-methyl-6-phenylpyridazine dihydrochloride] is active in most animal models of depression and exhibits in vivo a dual dopaminomimetic and serotoninomimetic activity profile. In an attempt to dissociate these two effects and to characterize the responsible structural requirements, a series of 47 diversely substituted analogues of minaprine were synthesized and tested for their potential antidepressant, serotonergic, and dopaminergic activities. The structure-activity relationships show that dopaminergic and serotonergic activities can be dissociated. Serotonergic activity appears to be correlated mainly with the substituent in the 4-position of the pyridazine ring whereas the dopaminergic activity appears to be dependent on the presence, or in the formation, of a para-hydroxylated aryl ring in the 6-position of the pyridazine ring.

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