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BU-LAD

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BU-LAD
Clinical data
Other namesBU-LAD; BULAD; 6-Butyl-6-nor-LSD; 6-Butyl-6-nor-Lysergic acid diethylamide
Routes of
administration		Oral[1]
Drug classSerotonergic psychedelic; Hallucinogen
Legal status
Legal status
Identifiers
  • (6aR,9R)-7-butyl-N,N-diethyl-4,6,6a,7,8,9- hexahydroindolo[4,3-fg]quinoline-9-carboxamide
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC23H31N3O
Molar mass365.521 g·mol−1
3D model (JSmol)
  • CCN(CC)C(=O)[C@@H]2C=C1c3cccc4[nH]cc(C[C@H]1N(C2)CCCC)c34
  • InChI=1S/C23H31N3O/c1-4-7-11-26-15-17(23(27)25(5-2)6-3)12-19-18-9-8-10-20-22(18)16(14-24-20)13-21(19)26/h8-10,12,14,17,21,24H,4-7,11,13,15H2,1-3H3/t17-,21-/m1/s1 checkY
  • Key:VTVHSIXDKKKTMT-DYESRHJHSA-N checkY
 ☒NcheckY (what is this?)  (verify)

BU-LAD, also known as 6-butyl-6-nor-LSD or 6-butyl-6-nor-lysergic acid diethylamide, is a psychedelic drug and analogue of lysergic acid diethylamide (LSD) first described by David E. Nichols and colleagues in the 1980s.[2][3]

Use and effects

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According to Alexander Shulgin in his book TiHKAL (Tryptamines I Have Known and Loved), BU-LAD is a psychedelic drug similar to LSD, but is significantly less potent than LSD, with a dose of 500 μg orally producing only mild effects.[1]

Interactions

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See also: Psychedelic drug § Interactions, and Trip killer § Serotonergic psychedelic antidotes

Pharmacology

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Pharmacodynamics

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BU-LAD substitutes for LSD in rodent drug discrimination tests.[4] However, it has 13-fold reduced potency relative to LSD itself and 37- to 42-fold lower potency than ETH-LAD and AL-LAD in this test.[4]

Chemistry

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Analogues

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Analogues of BU-LAD include LSD, ETH-LAD, PRO-LAD, AL-LAD, PARGY-LAD, and MAL-LAD, among others.

See also

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References

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  1. ^ a b Shulgin, Alexander; Shulgin, Ann (September 1997). TiHKAL: The Continuation. Berkeley, California: Transform Press. ISBN 0-9630096-9-9. OCLC 38503252.
  2. ^ Nichols DE, Oberlender R, McKenna DJ (1991). "Stereochemical Aspects of Hallucinogenesis". In Watson RR (ed.). Biochemistry and Physiology of Substance Abuse. Vol. 3. Boca Raton, Fla.: CRC Press. pp. 1–39. ISBN 978-0-8493-4463-3. OCLC 26748320. TABLE 1 Effects of N-(6)-Alkyl Subtituents on LSD-Like Behavior and Serotonin Receptor Affinity in Rats [...]
  3. ^ Hoffman AJ, Nichols DE (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.
  4. ^ a b Nichols DE (1985). "Use of Chemical Approaches to Probe Serotonin Receptor Topography". International Symposium on Medicinal Chemistry Proceedings (PDF). Vol. 12. pp. 103–115.
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