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AL-LAD

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AL-LAD
Legal status
Legal status
  • UK: Class A
  • Illegal in Denmark, Sweden and Switzerland
Identifiers
  • 6-Allyl-6-nor-lysergic acid diethylamide
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC22H27N3O
Molar mass349.4713 g/mol g·mol−1
3D model (JSmol)
  • CCN(CC)C(=O)[C@@H]2/C=C1/c3cccc4ncc(C[C@H]1N(C2)CC=C)c34
  • InChI=1S/C22H27N3O/c1-4-10-25-14-16(22(26)24(5-2)6-3)11-18-17-8-7-9-19-21(17)15(13-23-19)12-20(18)25/h4,7-9,11,13,16,20,23H,1,5-6,10,12,14H2,2-3H3/t16-,20-/m1/s1 checkY
  • Key:JCQLEPDZFXGHHQ-OXQOHEQNSA-N checkY
 ☒NcheckY (what is this?)  (verify)

AL-LAD, also known as 6-allyl-6-nor-LSD, is a psychedelic drug and an analog of lysergic acid diethylamide (LSD). It is described by Alexander Shulgin in the book TiHKAL (Tryptamines i Have Known And Loved). It is synthesized starting from LSD as a precursor, using allyl bromide as a reactant.

Effects in humans

AL-LAD on blotter paper

While AL-LAD has subtly different effects than LSD, and appears to be slightly shorter lasting, their potencies are similar;[1] an active dose of AL-LAD is reported to be between 80 and 160 micrograms.[2] AL-LAD has a known but short and highly uncommon history of recreational human use, which originated in Ireland and the UK, but spread internationally.

Chemistry

AL-LAD does not cause a color change with the Marquis, Mecke or Mandelin reagents,[3] but does cause the Ehrlich's reagent to turn purple because of the presence of the indole moiety in its structure.

On June 10th 2014 the UK Advisory Council on the Misuse of Drugs (ACMD) recommended that AL-LAD be specifically named in the UK Misuse of Drugs Act as a class A drug despite not identifying any harm associated with its use.[4] The UK Home office accepted this advice and announced a ban of the substance to be enacted on 6 January 2015 as part of The Misuse of Drugs Act 1971 (Amendment) (No. 2) Order 2014.

AL-LAD is illegal in Switzerland,[5] Sweden[6] and Denmark.[7]

See also

References

  1. ^ Hoffman AJ, Nichols DE; Nichols (September 1985). "Synthesis and LSD-like discriminative stimulus properties in a series of N(6)-alkyl norlysergic acid N,N-diethylamide derivatives". Journal of Medicinal Chemistry. 28 (9): 1252–5. doi:10.1021/jm00147a022. PMID 4032428.
  2. ^ Shulgin, Alexander (1997). TiHKAL: The Continuation. Berkeley, California: Transform Press. p. 392. ISBN 0-9630096-9-9.
  3. ^ Ecstasydata. "EcstasyData.org - AL-LAD (Not sold as ecstasy)". Retrieved 2013-12-25.
  4. ^ ACMD (10 June 2014). "Update of the Generic Definition for Tryptamines" (PDF). UK Home Office. p. 12. Retrieved 10 June 2014.
  5. ^ "Verordnung des EDI über die Verzeichnisse der Betäubungsmittel, psychotropen Stoffe, Vorläuferstoffe und Hilfschemikalien" (in German). Der Bundesrat.
  6. ^ "31 nya ämnen kan klassas som narkotika eller hälsofarlig vara" (in Swedish). Folkhälsomyndigheten. November 2015.
  7. ^ "Lists of euphoriant substances". The Danish Medicines Agency. September 2015.

Additional literature

  • Hoffman, Andrew J.; Nichols, David E. (1985). "Synthesis and LSD-like discriminative stimulus properties in a series of N(6)-alkyl norlysergic acid N,N-diethylamide derivatives". Journal of Medicinal Chemistry. 28 (9): 1252–5. doi:10.1021/jm00147a022. PMID 4032428.
  • Watts, V. J.; Mailman, R. B.; Lawler, C. P.; Neve, K. A.; Nichols, D. E. (1995). "LSD and structural analogs: Pharmacological evaluation at D1 dopamine receptors". Psychopharmacology. 118 (4): 401–9. doi:10.1007/BF02245940. PMID 7568626.
  • Niwaguchi, T; Nakahara, Y; Ishii, H (1976). "Studies on lysergic acid diethylamide and related compounds. IV. Syntheses of various amide derivatives of norlysergic acid and related compounds". Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan. 96 (5): 673–8. 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.

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