BU-LAD

BU-LAD
Clinical data
Other namesBU-LAD; BULAD; 6-Butyl-6-nor-LSD; 6-Butyl-6-nor-Lysergic acid diethylamide
Routes of
administration		Oral
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
 X markNcheckY (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.

Use and effects

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.

Interactions

Pharmacology

Pharmacodynamics

BU-LAD substitutes for LSD in rodent drug discrimination tests. 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.

Chemistry

Analogues

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

See also

References

  1. 1 2 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. 1 2 Nichols DE (1985). "Use of Chemical Approaches to Probe Serotonin Receptor Topography". International Symposium on Medicinal Chemistry Proceedings (PDF). Vol. 12. pp. 103–115.