AL-LAD

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Structural formula
Structural formula of AL-LAD
General
Surname AL-LAD
other names
  • (8 β ) -6-Allyl- N , N -diethyl-9,10-didehydroergoline-8-carboxamide ( IUPAC )
  • N -Allyl-nor-LSD
  • 9,10-didehydro-6-allyl- N , N -diethylergolin-8 β -carboxamide
  • 6-allyl- N , N- diethyl-6-norlysergamide
Molecular formula C 22 H 27 N 3 O
Brief description

colorless solid

External identifiers / databases
CAS number 65527-61-9
PubChem 15227511
Wikidata Q4652233
Drug information
Mechanism of action

Agonist at the serotonin (5-HT 2 ) receptors

properties
Molar mass 349.47 g mol −1
Physical state

firmly

Melting point

88-89 ° 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 .

AL-LAD ( English N - al lyl - nor- l ysergic a cid d iethylamide ) is a synthetically produced derivative of lysergic acid , which occurs naturally in ergot alkaloids . Even in very small doses , it produces long-lasting hallucinogenic effects. Pharmacologically, AL-LAD belongs to the group of serotonin-related psychedelic substances.

chemistry

Chemically, AL-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, AL-LAD has an N 6 - allyl group instead of an N 6 - methyl group .

Effect on humans

AL-LAD blotter

The duration of an uncomplicated AL-LAD experience is usually between six and eight hours, depending on the dosage, body weight and age. The effective dose is given as 80–160 µg . AL-LAD acts on the receptor subtypes of the serotonin (5-HT 2 ) receptors and the dopamine receptors .

See also

literature

  • 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. 118, 1995, p. 401, doi : 10.1007 / BF02245940 .
  • 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. 28, 1985, p. 1252, 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 .
  • 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 .
  • SD Brandt, PV Kavanagh, F. Westphal, SP Elliott, J. Wallach, T. Colestock, TE Burrow, SJ Chapman, A. Stratford, DE Nichols, AL Halberstadt: Return of the lysergamides. Part II: Analytical and behavioral characterization of N (6) -allyl-6-norlysergic acid diethylamide (AL-LAD) and (2'S, 4'S) -lysergic acid 2,4-dimethylazetidide (LSZ). In: Drug testing and analysis. June 2016, doi : 10.1002 / dta.1985 , PMID 27265891 . Open access: 1H and 13C NMR spectra of N6-allyl-6-norlysergic acid diethylamide (AL-LAD). In: BLOTTER, 15 Jul 2016, 2 (1). doi : 10.16889 / isomerdesign-3

Web links

  • isomerdesign.com: AL-LAD (English)
  • TiHKAL: AL-LAD (English)

Individual evidence

  1. a b c Alexander and Ann Shulgin: AL-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 .