EcPLA

EcPLA, also known as N-ethyl-N-cyclopropyllysergamide, is a psychedelic drug of the lysergamide family related to lysergic acid diethylamide (LSD).^[2][3] It is an isomer of LSZ and is closely related to other amide-substituted lysergamides like MiPLA.^[3][2][4]

EcPLA

Clinical data
Other names	ECYPLA; N-Ethyl-N-cyclopropyllysergamide
Routes of administration	Oral
Drug class	Serotonin receptor modulator; Serotonin 5-HT2A receptor agonist; Serotonergic psychedelic; Hallucinogen
Legal status
Legal status	DE: NpSG (Industrial and scientific use only) UK: Under Psychoactive Substances Act Illegal in France[1]
Identifiers
IUPAC name (6aR,9R)-N-cyclopropyl-N-ethyl-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxamide
CAS Number	2349367-50-4
PubChem CID	163184957
ChemSpider	129395457
Chemical and physical data
Formula	C21H25N3O
Molar mass	335.451 g·mol−1
3D model (JSmol)	Interactive image
SMILES CCN(C1CC1)C(=O)[C@@H]3C=C2c4cccc5ncc(C[C@H]2N(C)C3)c45
InChI InChI=1S/C21H25N3O/c1-3-24(15-7-8-15)21(25)14-9-17-16-5-4-6-18-20(16)13(11-22-18)10-19(17)23(2)12-14/h4-6,9,11,14-15,19,22H,3,7-8,10,12H2,1-2H3/t14-,19-/m1/s1 Key:UNUJKEQFYPYXBK-AUUYWEPGSA-N

Interactions

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

Pharmacology

Pharmacodynamics

EcPLA has been found to interact with serotonin receptors and dopamine receptors, among other targets.^[3] It is a potency agonist of the serotonin 5-HT_2A, 5-HT_2B, and 5-HT_2C receptors.^[3]

The drug produces the head-twitch response, a behavioral proxy of psychedelic effects, in rodents.^[3] It has about 40% of the potency of LSD in this regard.^[3]

Pharmacokinetics

The in-vitro metabolism of EcPLA has been studied.^[5]

Chemistry

Analogues

Analogues of EcPLA include MiPLA, LAMPA (MPLA), EPLA, EiPLA, ETFELA, and LSZ, among others.^[4][3][2]

History

EcPLA was first described in the scientific literature by a team that included Adam Halberstadt, Alexander Stratford, Jason Wallach, and David E. Nichols in 2019.^[3] It was developed by Lizard Labs.^{[citation needed]}

See also

• Substituted lysergamide
• Lizard Labs