3C-MAL

3C-MAL
Clinical data
Other names	4-Methylallyloxy-3,5-dimethoxyamphetamine; 3,5-Dimethoxy-4-methylallyloxyamphetamine; α-Methylmethallylescaline; α-Methyl-MAL; 3C-Methallylescaline
Routes of; administration	Unknown
Pharmacokinetic data
Duration of action	Unknown
Identifiers
	IUPAC name 1-[3,5-dimethoxy-4-(2-methylprop-2-enoxy)phenyl]propan-2-amine;
CAS Number	501700-11-4;
PubChem CID	54929000;
ChemSpider	33248744;
CompTox Dashboard (EPA)	DTXSID501336786 ;
Chemical and physical data
Formula	C15H23NO3
Molar mass	265.353 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	159 to 160 °C (318 to 320 °F)
	SMILES CC(CC1=CC(=C(C(=C1)OC)OCC(=C)C)OC)N;
	InChI InChI=1S/C15H23NO3/c1-10(2)9-19-15-13(17-4)7-12(6-11(3)16)8-14(15)18-5/h7-8,11H,1,6,9,16H2,2-5H3; Key:PUSUEDYGABXNSF-UHFFFAOYSA-N;

3C-MAL, also known as 4-methylallyloxy-3,5-dimethoxyamphetamine or as α-methylmethallylescaline (3C-methallylescaline), is a chemical compound of the phenethylamine, amphetamine, and 3C families related to the psychedelic drug 3,4,5-trimethoxyamphetamine (TMA).^[1]^[2] It is the amphetamine (3C) analogue of the psychedelic methallylescaline (MAL).^[1]^[2] The compound does not appear to have been tested in humans, and its dose, duration, and effects are unknown.^[1] Its chemical synthesis has been described.^[2] 3C-MAL was first described in the scientific literature by Daniel Trachsel in 2002.^[1]^[2]

References

^ ^a ^b ^c ^d ^e ^f Trachsel D, Lehmann D, Enzensperger C (2013). Phenethylamine: von der Struktur zur Funktion [Phenethylamines: From Structure to Function]. Nachtschatten-Science (in German) (1 ed.). Solothurn: Nachtschatten-Verlag. p. 736. ISBN 978-3-03788-700-4. OCLC 858805226. Retrieved 31 January 2025.
^ ^a ^b ^c ^d Trachsel D (2002). "Synthesis of novel (phenylalkyl)amines for the investigation of structure-activity relationships. Part 1. Mescalin derivatives". Helvetica Chimica Acta. 85 (9): 3019–3026. doi:10.1002/1522-2675(200209)85:9<3019::AID-HLCA3019>3.0.CO;2-4.

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