N-Isopropyltryptamine
Pharmaceutical compound
From Wikipedia, the free encyclopedia
N-Isopropyltryptamine (NiPT) is a serotonin receptor agonist of the tryptamine family.[1][2]
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| Other names | NiPT; IPT; N-iP-T |
| Drug class | Serotonin receptor agonist; Serotonin 5-HT2A receptor agonist |
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| Formula | C13H18N2 |
| Molar mass | 202.301 g·mol−1 |
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Use and effects
According to Alexander Shulgin, no active dose level of NiPT has yet been found in humans.[1]
Pharmacology
Pharmacodynamics
NiPT acts as a potent full agonist of the serotonin 5-HT2A receptor, whereas it is inactive as an agonist of the serotonin 5-HT1A receptor.[2] The drug is also a weak serotonin reuptake inhibitor.[2]
Chemistry
Analogues
Analogues of NiPT include N-methyltryptamine (NET), N-ethyltryptamine, N-sec-butyltryptamine (NsBT), N-tert-butyltryptamine (NtBT), and diisopropyltryptamine (DiPT), among others.[1]
Derivatives
Some derivatives of NiPT include 4-HO-NiPT, 5-HO-NiPT, and 5-MeO-NiPT, among others.[3][4][5][6] 5-MeO-NiPT is likewise a serotonin receptor agonist.[7][5][2] It is a potent full agonist or high-efficacy partial agonist of the serotonin 5-HT1A, 5-HT2A, 5-HT2B, and 5-HT2C receptors.[7][5][2] In contrast to 5-MeO-NMT and 5-MeO-NET, which are inactive in the test, 5-MeO-NiPT induces the head-twitch response, a behavioral proxy of psychedelic effects, in rodents, and hence may be hallucinogenic in humans.[7][5] 4-HO-NiPT is also a serotonin receptor agonist and produces the head-twitch response in rodents as well.[6]
Society and culture
Legal status
Canada
NiPT is not a controlled substance in Canada as of 2025.[8]