ETH-LAD
(6aR,9R)-N,N,7-triethyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
Overview
ETH-LAD belongs to Psychedelics / Ergolines.
Effects
- Similar to LSD at low to common doses, but with a notably divergent profile at higher doses
- Often described as gentler and less aggressive than LSD, 'more allowing than demanding', with strong closed-eye imagery but sometimes fewer open-eye visual distortions
- A heavy body load at higher doses: severe, persisting nausea, temperature dysregulation (chills) and general physical discomfort
Dosing & duration
Oral. Shulgin's TiHKAL lists an oral range of ~40–150 µg. Community harm-reduction sources describe a common range around 60–150 µg, with clear effects from ~20 µg. ETH-LAD is more potent than LSD and carries a heavier body load: start low, and use volumetric dosing of a solution for accuracy.
Dose ranges
~15 µg
30–60 µg
60–150 µg
150–225 µg
Duration
20–40 min
4–6 h
8–12 h
Chemical & Physical Properties
| Formula | C21H27N3O |
| Molar mass | 337.5 g/mol |
| State | Not reported |
| Melting point | Not reported |
| Boiling point | Not reported |
| Density | Not reported |
| Vapor pressure | Not reported |
| pKa | Not reported |
| LogP | 3.3 (predicted, XLogP3) |
| Solubility | Not reported |
| Refractive index | Not reported |
Identifiers & Synonyms
| CAS | 65527-62-0 |
| CAS (enantiomer) | |
| PubChem CID | 44457783 |
| InChIKey | MYNOUXJLOHVSMQ-DNVCBOLYSA-N |
| InChI | InChI=1S/C21H27N3O/c1-4-23(5-2)21(25)15-10-17-16-8-7-9-18-20(16)14(12-22-18)11-19(17)24(6-3)13-15/h7-10,12,15,19,22H,4-6,11,13H2,1-3H3/t15-,19-/m1/s1 |
| SMILES | CCN1C[C@@H](C=C2[C@H]1CC3=CNC4=CC=CC2=C34)C(=O)N(CC)CC |
Synonyms
- ETHLAD
- 6-Ethyl-6-nor-LSD
- 6-Ethyl-6-norlysergic acid diethylamide
- N6-ethyl-nor-LSD
Pharmacodynamics & Biochemistry
A semi-synthetic lysergamide: the N6-ethyl analogue of LSD (6-ethyl-6-nor-LSD). It is a serotonin-receptor agonist acting at the 5-HT2A receptor (the target most linked to psychedelic effects), and in vitro is a more potent and more efficacious 5-HT2A agonist than LSD itself. It also binds with high affinity to 5-HT1A and 5-HT2C receptors and with lower affinity to dopamine D1–D5 receptors, consistent with the promiscuous lysergamide profile. In rodent drug-discrimination and in human reports it is about as potent as, or somewhat more potent than, LSD (roughly 1.6–2.3× in animals, commonly described as ~2× in humans), making it one of the more potent serotonergic psychedelics known.
Biological targets
- 5-HT2A
- D2
- D1
Binding & functional measurements
| Target | Measurement | Species |
|---|---|---|
| 5-HT2A receptor | Ki 5.1 nM | Rat |
| D2 receptor | Ki 4.4 nM | Rat |
| D1 receptor | Ki 22 nM | Rat |
| 5-HT1B receptor | Ki 3.8 nM | Rat |
Pharmacokinetics
| Bioavailability | Not reported |
| Tmax | Not reported |
| Half-life | Not established in humans |
| Vd | Not reported |
| Protein binding | Not reported |
| Metabolism | Extensive in-vitro hepatic metabolism by N-deethylation and hydroxylation, mainly via CYP1A2 and CYP3A4. Unlike the N1-acyl lysergamides (ALD-52, 1P-LSD) it is not deacylated to LSD, so it acts as a drug in its own right. Human pharmacokinetics, including a formal elimination half-life, have not been established. The overall duration of action (~8–12 h) is similar to that of LSD[4] |
| Excretion | Not reported |
Toxicology & Safety
Not reported
ETH-LAD is potent (active at only a few tens of micrograms) and long-acting: accurate low dosing (ideally volumetric) is essential. It is notably more physically demanding than LSD: users commonly report a heavy body load with severe, persisting nausea, temperature dysregulation (chills) and general discomfort, especially at higher doses, and a case of serious toxicity (agitation, loss of consciousness, injuries and persisting psychosis) has been reported after a high dose. Expect a long experience (about 8–12 hours) with the psychological risks common to strong serotonergic psychedelics, including the potential to precipitate or worsen psychosis in vulnerable people. Dedicated human safety data are very limited. Limited data must never be read as evidence of safety.[6][1]
Legal Status
US: Not federally scheduled. UK: Class A. DE: NpSG
Interactions & Contraindications
Drug interactions
Contraindications
No interactions or contraindications listed.
Usage & Context
- Research.
- Recreational.
Sources & Evidence
- Nichols DE (1986). Studies of the relationship between molecular structure and hallucinogenic activity. Pharmacol Biochem Behav 24:335-40.
PMID 3952123 · doi:10.1016/0091-3057(86)90362-x
- Nichols DE (2016). Psychedelics. Pharmacol Rev 68:264-355.
PMID 26841800 · doi:10.1124/pr.115.011478
- Pfaff RC, Huang X, Marona-Lewicka D, et al. (1994). Lysergamides revisited. NIDA Res Monogr 146:52-73.
PMID 8742794
- Wagmann L, Richter LHJ, Kehl T, et al. (2019). In vitro metabolic fate of nine LSD-based new psychoactive substances and their analytical detectability in different urinary screening procedures. Anal Bioanal Chem 411:4751-4763.
PMID 30617391 · doi:10.1007/s00216-018-1558-9
- Watts VJ, Lawler CP, Fox DR, et al. (1995). LSD and structural analogs: pharmacological evaluation at D1 dopamine receptors. Psychopharmacology (Berl) 118:401-9.
PMID 7568626 · doi:10.1007/BF02245940
- PsychonautWiki: ETH-LAD (dosage, duration & effects) CC BY-SA 4.0
- Wikipedia: ETH-LAD CC BY-SA 4.0
- PubChem computed properties (CID 44457783)