5-MeO-MIPT (5-methoxy-N-methyl-N-isopropyltryptamine)

Is a synthetic tryptamine first synthesized in the 1970s for neuropharmacological research. It belongs to the family of 5-methoxy substituted indolealkylamines, structurally akin to both 5-MeO-DMT and MIPT, and has surfaced in the novel psychoactive substance (NPS) market under street names like “Moxy” or “Foxy-M.” Although never approved for medical use, 5-MeO-MIPT has been explored in both psychonaut communities and limited clinical studies for its entactogenic and mild psychedelic properties.

Chemical Identity and Structure

IUPAC Name: 5-Methoxy-N-methyl-N-isopropyl-1H-indole-3-ethanamine
Common Name: 5-MeO-MIPT, “Moxy” Molecular Formula: C₁₅H₂₂N₂O Molecular Weight: 246.34 g/mol Chemical Class: Tryptamine derivative Physical Form: Fine off-white crystalline powder The core indole ring is substituted at the 5-position with a methoxy group, and the ethylamine side chain carries both a methyl and an isopropyl substituent on the terminal nitrogen. These features confer both lipophilicity and receptor-binding specificity.
Pharmacology and Mechanism of Action

5-MeO-MIPT acts primarily as a partial agonist at serotonin 5-HT₂A and 5-HT₁A receptors, similar to other psychedelic tryptamines, while showing entactogenic activity via serotonin release:
5-HT₂A affinity: Mediates mild visual and sensory alterations 5-HT₁A agonism: Contributes to anxiolytic and mood-elevating effects Monoamine release: At higher doses, promotes modest release of serotonin and dopamine Onset occurs within 20–40 minutes after oral ingestion, with a peak around 1–2 hours, and a total duration of 4–6 hours.
Subjective Effects and Risks

User reports and limited studies indicate a blend of entactogen and psychedelic effects: Positive effects: Enhanced sociability, tactile sensitivity, mild visual tracers, elevated mood Neutral: Time distortion, introspection Negative effects: Nausea, anxiety, headache, tachycardia Physiological risks include: Cardiovascular stimulation: Elevated heart rate and blood pressure Gastrointestinal distress: Nausea or abdominal discomfort Psychological distress: Panic or paranoia in susceptible individuals Long-term safety data are lacking; repeated or high-dose use may exacerbate serotonergic side effects or precipitate anxiety disorders.

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