2C-AL

2C-AL
Identifiers
	IUPAC name 2-(2,5-dimethoxy-4-prop-2-enylphenyl)ethanamine;
CAS Number	2756686-02-7;
PubChem CID	162430125;
ChemSpider	129432010;
UNII	DY8B23CT6A;
Chemical and physical data
Formula	C13H19NO2
Molar mass	221.300 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES COC1=CC(=C(C=C1CCN)OC)CC=C;
	InChI InChI=1S/C13H19NO2/c1-4-5-10-8-13(16-3)11(6-7-14)9-12(10)15-2/h4,8-9H,1,5-7,14H2,2-3H3; Key:QNVPDGCJKPQARD-UHFFFAOYSA-N;

2C-AL is a drug from the substituted phenethylamine family which acts as an agonist of the 5-HT_2A receptor, with an EC₅₀ of 2.15 nM at 5-HT_2A vs 77.71 nM at 5-HT_2B, and produces a head-twitch response in animal studies. It was first discussed as a hypothetical compound in Daniel Trachsel's 2013 review of the field after his successful synthesis of the related compounds 2C-V and 2C-YN,^[1] and finally synthesised by a team at Gilgamesh Pharmaceuticals in 2020 using a different synthetic route from that employed by Trachsel.^[2] It is a controlled substance in Canada under phenethylamine blanket-ban language.^[3]

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Identifiers

IUPAC name 2-(2,5-dimethoxy-4-prop-2-enylphenyl)ethanamine
CAS Number	2756686-02-7
PubChem CID	162430125
ChemSpider	129432010
UNII	DY8B23CT6A
Chemical and physical data
Formula	C₁₃H₁₉NO₂
Molar mass	221.300 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES COC1=CC(=C(C=C1CCN)OC)CC=C
InChI InChI=1S/C13H19NO2/c1-4-5-10-8-13(16-3)11(6-7-14)9-12(10)15-2/h4,8-9H,1,5-7,14H2,2-3H3 Key:QNVPDGCJKPQARD-UHFFFAOYSA-N