ETH-LAD

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Structural formula
Structural formula of ETH-LAD
General
Surname ETH-LAD
other names
  • (8 β ) - N , N , 6-triethyl-9,10-didehydroergoline-8-carboxamide ( IUPAC )
  • N -ethyl-nor-LSD
  • 9,10-didehydro- N , N , 6-triethylergolin-8 β -carboxamide
  • 6, N , N -triethyl-6-norlysergamide
Molecular formula C 21 H 27 N 3 O
Brief description

colorless solid

External identifiers / databases
CAS number 65527-62-0
PubChem 44457783
Wikidata Q5324462
Drug information
Mechanism of action

Agonist at the serotonin (5-HT 2 ) receptors

properties
Molar mass 337.46 g mol −1
Physical state

firmly

Melting point

108-110 ° C

safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

ETH-LAD ( N - Eth yl - nor- l ysergic a cid d iethylamide ) is a chemically produced derivative of lysergic acid , which occurs naturally as an ergot alkaloid . Even in very small doses , it produces long-lasting hallucinogenic effects. Pharmacologically, ETH-LAD belongs to the group of serotonin-related psychedelic substances.

chemistry

Chemically, ETH-LAD belongs to the Ergoline structural class . The tetracyclic ergoline is characteristic of the chemical structure of ergot alkaloids . The ergolines found in nature are methylated on the nitrogen in position 6 of the ergoline system . In contrast to LSD, ETH-LAD has an N 6 - ethyl group instead of an N 6 - methyl group .

  • Basic body of the Ergoline

  • LSD structural formula

  • ETH-LAD structural formula

Effect on humans

The duration of an uncomplicated ETH-LAD experience is usually between 8 and 12 hours, depending on the dosage, body weight and age. The effective dose is given as 40–150 µg . ETH-LAD acts on the receptor subtypes of the serotonin (5-HT 2 ) receptors and the dopamine receptors .

literature

  • Simon D. Brandt, Pierce V. Kavanagh et al. a .: Return of the lysergamides. Part III: Analytical characterization of N 6 -ethyl-6-norlysergic acid diethylamide (ETH-LAD) and 1-propionyl ETH-LAD (1P-ETH-LAD). In: Drug Testing and Analysis. 2017, doi: 10.1002 / dta.2196 .
  • Alexander Shulgin , Ann Shulgin: TiHKAL, the Continuation . Transform Press, Berkeley 1997, ISBN 0-9630096-9-9 . ( online )
  • VJ Watts, RB Mailman, CP Lawler, KA Neve, DE Nichols: LSD and structural analogs: pharmacological evaluation at D1 dopamine receptors . In: Psychopharmacology . tape 118 , no. 4 , April 1995, ISSN  0033-3158 , pp. 401-409 , doi : 10.1007 / BF02245940 .
  • Robert C. Pfaff, Xuemei Huang, Danuta Marona-Lewicka, Robert Oberlender and David E. Nichols: Lysergamides Revisited. In: NIDA Research Monograph 146: Hallucinogens: An Update. P. 52, 1994, United States Department of Health and Human Services.
  • Andrew J. Hoffman, David E. Nichols: Synthesis and LSD-like discriminative stimulus properties in a series of N (6) -alkyl norlysergic acid N, N-diethylamide derivatives . In: Journal of Medicinal Chemistry . tape 28 , no. September 9 , 1985, ISSN  0022-2623 , pp. 1252-1255 , doi : 10.1021 / jm00147a022 .
  • T. Niwaguchi, Y. Nakahara, H. Ishii: Studies on lysergic acid diethylamide and related compounds. IV. Syntheses of various amide derivatives of norlysergic acid and related compounds. In: Yakugaku Zasshi. Volume 96, Number 5, May 1976, pp. 673-678, ISSN  0031-6903 . PMID 987200 .

See also

Web links

Individual evidence

  1. ↑ a b c Alexander and Ann Shulgin: ETH-LAD . In: TiHKAL. Transform Press, Berkeley 1997, ISBN 0-9630096-9-9
  2. ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  3. ^ VJ Watts, RB Mailman, CP Lawler, KA Neve, DE Nichols: LSD and structural analogs: pharmacological evaluation at D1 dopamine receptors. In: Psychopharmacology. 118, 1995, pp. 401-409, doi: 10.1007 / BF02245940 .