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. 1974 Jul;51(3):399–403. doi: 10.1111/j.1476-5381.1974.tb10675.x

Structure-activity relations for the inhibition of 5-hydroxytryptamine uptake by tricyclic antidepressants into synaptosomes from serotoninergic neurones in rat brain homogenates

AS Horn, RCAM Trace
PMCID: PMC1776771  PMID: 4451753

Abstract

1 The inhibitory effects of various analogues of imipramine on [3H]-5-hydroxytryptamine (5-HT) uptake into homogenates of rat hypothalamus were examined.

2 For structures with a three carbon side chain the tertiary amine derivative was more potent than the compound with a secondary amine function.

3 Potency was reduced by increasing or decreasing the length of the three carbon side chain by one carbon atom.

4 Substitution of a methyl group in the α or β position in the side chain reduced potency.

5 Replacement of the dimethylene bridge in imipramine by a sulphur atom or substitution of a C=C double bond for the exocyclic N-C bond of imipramine both led to a fall in potency.

6 3-Chlorimipramine was the most potent inhibitor of [3H]-5-hydroxytryptamine uptake of the compounds tested.

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Selected References

These references are in PubMed. This may not be the complete list of references from this article.

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