4-MeO-DiPT
Chemical compound
From Wikipedia, the free encyclopedia
4-MeO-DiPT, also known as 4-methoxy-N,N-diisopropyltryptamine, is a novel serotonin receptor modulator of the tryptamine family related to known psychedelic tryptamines like psilocin (4-HO-DMT) and 5-MeO-DMT.[1][2] It is the 4-methoxy analog of DiPT and the O-methyl ether of 4-HO-DiPT.[1] Very little data exists about the human use, metabolism, and toxicity of 4-MeO-DiPT.[1][2]
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| Other names | 4-OMe-DiPT; 4-Methoxy-N,N-diisopropyltryptamine; D-4200; N,N-Diisopropyl-4-methoxytryptamine |
| Drug class | Non-selective serotonin receptor agonist; Serotonin 5-HT2A receptor agonist; Serotonin reuptake inhibitor |
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| Formula | C17H26N2O |
| Molar mass | 274.408 g·mol−1 |
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Use and effects
4-MeO-DiPT is not known to have been assessed in humans.[2] It is unknown whether the drug produces psychedelic effects in humans.[2]
Interactions
Pharmacology
Pharmacodynamics
| Target | Affinity (Ki, nM) |
|---|---|
| 5-HT1A | 2,830 (Ki) 1,930 (EC50) 113% (Emax) |
| 5-HT2A | 500 (Ki) 870a (EC50) 92%a (Emax) |
| 5-HT2C | 833 (Ki) 179a (EC50) 85%a (Emax) |
| SERT | 12 (Ki) 11 (IC50) |
| Notes: The smaller the value, the more avidly the drug interacts with the site. Footnotes: a = Stimulation of IP1 formation. Sources: [1] | |
4-MeO-DiPT acts as a serotonin reuptake inhibitor and non-selective serotonin receptor agonist, including of the serotonin 5-HT2A, and 5-HT2C receptors.[1] It shows the highest potency as a serotonin reuptake inhibitor with 40- to 50-fold selectivity for the serotonin transporter (SERT) over the 5-HT2A receptor, moderate potency as an agonist of the 5-HT2C receptor, and low potency with high efficacy as an agonist of the 5-HT1A receptor.[1] Affinities towards receptors outside of the serotonin receptor family have not yet been assessed.[1]
Increased extracellular concentrations of serotonin, resulting from SERT blockade, similarly to 4-MeO-MiPT may compete at 5-HT2A, altering or blunting effects mediated by this receptor.[1] This profile makes 4-MeO-DiPT a potential candidate for elucidating the role of SERT blockade in the mechanisms underlying serotonergic psychedelic action.[1]
Chemistry
4-MeO-DiPT is a synthetic derivative of the substituted tryptamine and 4-methoxytryptamine families.[1][2] It is the 4-methoxy analogue of N,N-diisopropyltryptamine (DiPT) and the O-methyl ether of 4-HO-DiPT.[1][2][3]
Analogues
Analogues of 4-MeO-DiPT include N,N-diisopropyltryptamine (DiPT), 4-methoxytryptamine (4-MeO-T), 4-MeO-MiPT, 4-MeO-DMT, 4-HO-DiPT, 4-AcO-DiPT, 5-MeO-DiPT, 5-MeO-DMT, and psilocin (4-HO-DMT), among others.[1][2][3]
History
4-MeO-DiPT was briefly mentioned by Alexander Shulgin in his 1997 book TiHKAL (Tryptamines I Have Known Loved).[2] Subsequently, it was described and studied further in the early 2020s.[3][1]
Society and culture
Legal status
United States
4-MeO-DiPT is not an explicitly controlled substance in the United States, but may be considered a Schedule I controlled substance in this country as it is a positional isomer of 5-MeO-DiPT.[4][5]