Methylallyltryptamine

Methylallyltryptamine (MALT), also known as N-methyl-N-allyltryptamine, is a lesser-known psychedelic drug from the tryptamine family.^[1] It is a novel compound with very little history of human use.^[1] It is closely related to methylpropyltryptamine (MPT).^[1] The drug has been sold online as a designer drug.^[1] Very little information on the pharmacology or toxicity of MALT is available.^{[citation needed]}

MALT

Clinical data
Other names	MALT; N,N-Methylallyltyptamine
Routes of administration	Oral, smoking, vaping[1]
Drug class	Serotonin receptor modulator; Serotonergic psychedelic; Hallucinogen
ATC code	None
Legal status
Legal status	UK: Class A US: Analogue to a Schedule I/II drug UN: Unscheduled
Pharmacokinetic data
Onset of action	Unknown[1][2]
Duration of action	Unknown[1][2]
Identifiers
IUPAC name N-[2-(1H-indol-3-yl)ethyl]-N-methylprop-2-en-1-amine
CAS Number	1366416-29-6
PubChem CID	155907915
ChemSpider	74902443
UNII	R3PSM6BEG8
CompTox Dashboard (EPA)	DTXSID501337077
Chemical and physical data
Formula	C14H18N2
Molar mass	214.312 g·mol−1
3D model (JSmol)	Interactive image
SMILES CN(CCC1=CNC2=CC=CC=C21)CC=C
InChI InChI=1S/C14H18N2/c1-3-9-16(2)10-8-12-11-15-14-7-5-4-6-13(12)14/h3-7,11,15H,1,8-10H2,2H3 Key:GXCLVBGFBYZDAG-UHFFFAOYSA-N

Use and effects

MALT was not included in Alexander Shulgin's 1997 book TiHKAL (Tryptamines I Have Known and Loved).^[2] However, years after the book's publication, he described MALT as having important unexplored potential as a psychedelic drug.^[3] Subsequently, MALT was encountered as a novel designer drug.^[1] It has been reported to have been used at doses of 25 to 50 mg via routes including oral, smoking, or vaping.^[1] The drug's effects have been described as comparable to those of methylpropyltryptamine (MPT) but less pronounced.^[1]

Interactions

See also: Psychedelic drug § Interactions, and Trip killer § Serotonergic psychedelic antidotes

Pharmacology

Pharmacodynamics

MALT is a serotonin receptor modulator and has been found to interact with the serotonin 5-HT_1A, 5-HT_2A, and 5-HT_2C receptors.^[4]

Chemistry

Analogues

Analogues of MALT include 4-HO-MALT, 4-AcO-MALT, 5-MeO-MALT, diallyltryptamine (DALT), methylpropyltryptamine (MPT), and methylisopropyltryptamine (MiPT), among others.

History

MALT was first described in the scientific literature by Niels Jensen of the University of Göttingen by 2004.^[4] The drug was subsequently first encountered as a novel designer drug by 2018.^[1]

Society and culture

Legal status

A ziplock bag containing 100mg of MALT crystals, labeled "Not for human consumption".

MALT is not explicitly scheduled in any countries; however, it could be considered a psychoactive substance under the United Kingdom Psychoactive Substances Act, which requires the prosecutor to prove that the substance is psychoactive in order for a person to be charged with an offense.^[5] It could also be considered a structural analogue of a scheduled substance under the United States Federal Analogue Act due to its similarity to scheduled tryptamines.

See also

• Substituted tryptamine