Ciclindole (INNTooltip International Nonproprietary Name; developmental code name WIN-27,147-2), also known as cyclindole (USANTooltip United States Adopted Name), is an antipsychotic of the tetrahydrocarbazolamine family with a tricyclic cyclized tryptamine structure that was never marketed.

It displaces spiperone binding in vitro and elevates dopamine levels in the striatum, indicating that it acts as a dopamine D₂ receptor antagonist. It also shows apparent affinity for the α₁-adrenergic receptor, the serotonin S₁ receptor, and the serotonin S₂ receptor. However, its affinities for all of the preceding targets are weak, in the low micromolar range.

The related drug flucindole is about 5 to 10 times more potent than ciclindole both in vitro and in vivo.