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2-Methyl-iPALT
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2-Methyl-iPALT.svg skin-invert-image 225px 2-Methyl-iPALT 3D.png bg-transparent 225px Serotonin receptor modulator; Serotonin 5-HT2A receptor agonist None 2915652-49-0 167499858 2-Me-iPALT; 2-Methyl-ALiPT; 2-Me-ALiPT; ASR-3002; ASR3002; 2-Methyl-N-isopropyl-N-allyltryptamine; 2-Methyl-N-allyl-N-isopropyltryptamine N-[2-(2-methyl-1H-indol-3-yl)ethyl]-N-prop-2-enylpropan-2-amine 17 24 2 CC1=C(C2=CC=CC=C2N1)CCN(CC=C)C(C)C 1S/C17H24N2/c1-5-11-19(13(2)3)12-10-15-14(4)18-17-9-7-6-8-16(15)17/h5-9,13,18H,1,10-12H2,2-4H3 QXAIQMVRYZDEJS-UHFFFAOYSA-N
2-Methyl-iPALT, or 2-methyl-ALiPT, also known as 2-methyl-N-isopropyl-N-allyltryptamine or by its developmental code name ASR-3002, is a serotonin receptor modulator of the tryptamine family. Asymmetric allyl tryptamines 20240277665A1 US 4 March 2024 https://patents.google.com/patent/US20240277665A1 Daley PF, Cozzi NV, Callaway WB Alexander Shulgin Research Institute Inc. It is the 2-methyl derivative of iPALT. The drug is very similar in structure to 2-methyl-DiPT, which Alexander Shulgin hypothesized would be a DiPT-like selective auditory hallucinogen but never synthesized nor tested.
Pharmacology
Pharmacodynamics
2-Methyl-iPALT is a non-selective serotonin receptor agonist, including of the serotonin 5-HT1B, 5-HT2A, 5-HT2B, and 5-HT6 receptors, but not of the serotonin 5-HT1A receptor. However, it shows rather low, micromolar potency for most of these actions, with for example 264-fold lower potency as a serotonin 5-HT2A receptor agonist than the known psychedelic drug 5-MeO-iPALT (ASR-3001). The drug is inactive as a monoamine reuptake inhibitor.
Chemistry
Synthesis
The chemical synthesis of 2-methyl-iPALT has been described.
Analogues
Analogues of 2-methyl-iPALT include 5-MeO-iPALT (ASR-3001), 4-HO-iPALT, 2-methyl-DMT, 2-methyl-DET, and 2-methyl-DiPT, among others.
History
2-Methyl-iPALT was patented by the Alexander Shulgin Research Institute (ASRI) in 2024.
See also
Substituted tryptamine
References
Category:5-HT1B agonists
Category:5-HT2A agonists
Category:5-HT2B agonists
Category:5-HT6 agonists
Category:2-Alkyltryptamines
Category:Alexander Shulgin Research Institute
Category:Allylamines
Category:N,N-Dialkyltryptamines
Category:Isopropylamino compounds
Category:Serotonin receptor modulators