EiPLA
Chemical compound
title: "EiPLA" type: doc version: 1 created: 2026-02-28 author: "Wikipedia contributors" status: active scope: public tags: ["5-ht2a-agonists", "carboxamides", "david-e.-nichols", "designer-drugs", "ethyl-compounds", "isopropyl-compounds", "lizard-labs", "methyl-compounds", "psychedelic-lysergamides", "serotonin-receptor-modulators"] description: "Chemical compound" topic_path: "general/5-ht2a-agonists" source: "https://en.wikipedia.org/wiki/EiPLA" license: "CC BY-SA 4.0" wikipedia_page_id: 0 wikipedia_revision_id: 0
::summary Chemical compound ::
| drug_name = EiPLA | image = EiPLA structure.png | image_class = skin-invert-image | width = 175px | image2 = EiPLA 3D.png | image_class2 = bg-transparent | width2 = 200px
| tradename = | routes_of_administration = Oral | class = Serotonin receptor modulator; Serotonin 5-HT2A receptor agonist; Serotonergic psychedelic; Hallucinogen
| legal_AU = | legal_CA = | legal_DE = NpSG | legal_UK = PSA | legal_US = | legal_US_comment = | legal_status =
| CAS_number = 154504-04-8 | PubChem = 101661197 | ChemSpiderID = | synonyms = EiPLA; Ethylisopropyllysergamide; N-Ethyl-N-isopropyllysergamide; Lysergic acid ethylisopropylamide
| IUPAC_name = (6aR,9R)-N-ethyl-7-methyl-N-propan-2-yl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide | C=21 | H=27 | N=3 | O=1 | smiles = CCN(C(C)C)C(=O)[C@H]1CN([C@@H]2CC3=CNC4=CC=CC(=C34)C2=C1)C | StdInChI = 1S/C21H27N3O/c1-5-24(13(2)3)21(25)15-9-17-16-7-6-8-18-20(16)14(11-22-18)10-19(17)23(4)12-15/h6-9,11,13,15,19,22H,5,10,12H2,1-4H3/t15-,19-/m1/s1 | StdInChIKey = JLPRDEGOBAGMHN-DNVCBOLYSA-N
EiPLA, also known as N-ethyl-N-isopropyllysergamide or as lysergic acid ethylisopropylamide, is a psychedelic drug of the lysergamide family related to lysergic acid diethylamide (LSD). It is an isomer of ETH-LAD.
Interactions
Pharmacology
Pharmacodynamics
In drug discrimination tests in rodents, EiPLA was found to have approximately half the potency of LSD.
Chemistry
Analogues
Analogues of EiPLA include MiPLA, LAMPA (MPLA), EPLA, EcPLA, and ETFELA, among others.
History
EiPLA was first described in the scientific literature by David E. Nichols and colleagues by at least 1994. It appears to have emerged as a novel designer drug by 2019.
References
References
- (March 1994). "Drug discrimination and receptor binding studies of N-isopropyl lysergamide derivatives". Pharmacology, Biochemistry, and Behavior.
- (October 2018). "Dark Classics in Chemical Neuroscience: Lysergic Acid Diethylamide (LSD)". ACS Chemical Neuroscience.
- (February 2024). "Analytical and behavioral characterization of N-ethyl-N-isopropyllysergamide (EIPLA), an isomer of N6 -ethylnorlysergic acid N,N-diethylamide (ETH-LAD)". Drug Testing and Analysis.
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