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6-Chloromelatonin is a potent melatonin receptor agonist, a 5-methoxyindole compound that competes for the same presynaptic melatonin receptor sites in the rabbit retina and inhibits the calcium-dependent release of [3H]dopamine with a higher metabolic stability than melatonin. Chloromelatonin competes for [3H]melatonin binding to MT2 receptors (pKi=9.77) and may be used to study insomnia and sleep disorders associated with depression.