2-Methyl-iPALT

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.^[1] It is the 2-methyl derivative of iPALT.^[1] 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.^[1]

2-Methyl-iPALT

Clinical data
Other names	2-Me-iPALT; 2-Methyl-ALiPT; 2-Me-ALiPT; ASR-3002; ASR3002; 2-Methyl-N-isopropyl-N-allyltryptamine; 2-Methyl-N-allyl-N-isopropyltryptamine
Drug class	Serotonin receptor modulator; Serotonin 5-HT2A receptor agonist
ATC code	None
Identifiers
IUPAC name N-[2-(2-methyl-1H-indol-3-yl)ethyl]-N-prop-2-enylpropan-2-amine
CAS Number	2915652-49-0
PubChem CID	167499858
Chemical and physical data
Formula	C17H24N2
Molar mass	256.393 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC1=C(C2=CC=CC=C2N1)CCN(CC=C)C(C)C
InChI InChI=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 Key:QXAIQMVRYZDEJS-UHFFFAOYSA-N

Pharmacology

Pharmacodynamics

2-Methyl-iPALT is a non-selective serotonin receptor agonist, including of the serotonin 5-HT_1B, 5-HT_2A, 5-HT_2B, and 5-HT₆ receptors, but not of the serotonin 5-HT_1A receptor.^[1] However, it shows rather low, micromolar potency for most of these actions, with for example 264-fold lower potency as a serotonin 5-HT_2A receptor agonist than the known psychedelic drug 5-MeO-iPALT (ASR-3001).^[1] The drug is inactive as a monoamine reuptake inhibitor.^[1]

Chemistry

Synthesis

The chemical synthesis of 2-methyl-iPALT has been described.^[1]

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.^[1][2]

History

2-Methyl-iPALT was patented by the Alexander Shulgin Research Institute (ASRI) in 2024.^[1]

See also

• Substituted tryptamine