ALD-52

ALD-52

Systematic (IUPAC) name
(6aR,9R)-4-acetyl-N,N-diethyl-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxamide
Clinical data
Pregnancy cat.	?
Legal status	Analogue of LSD and therefore controlled in the United States via the Federal Analog Act
Routes	Oral
Pharmacokinetic data
Metabolism	hepatic
Excretion	renal
Identifiers
CAS number	3270-02-8
ATC code	?
PubChem	CID 201111
ChemSpider	174121 Y
Synonyms	1-Acetyl-N,N-diethyllysergamide, ALD, N-acetyl-LSD, Acetyl lysergic acid diethylamide, d-acetyl lysergic acid diethylamide, d-acetyldiethyllysergamide
Chemical data
Formula	C22H27N3O2
Mol. mass	365.469 g/mol
SMILES	eMolecules & PubChem
InChI InChI=1S/C22H27N3O2/c1-5-24(6-2)22(27)16-10-18-17-8-7-9-19-21(17)15(13-25(19)14(3)26)11-20(18)23(4)12-16/h7-10,13,16,20H,5-6,11-12H2,1-4H3/t16-,20-/m1/s1 Y Key:FJOWXGYLIWJFCH-OXQOHEQNSA-N Y
Y (what is this?)  (verify)

ALD-52, also known as N-acetyl-LSD, is a chemical analogue of lysergic acid diethylamide (LSD). It was originally discovered by Albert Hofmann but was not widely studied until the rise in popularity of psychedelics in the 1960s.

Effects

In TiHKAL, Shulgin touches briefly on ALD-52 in entry 26, LSD. His writings are vague, second hand accounts, saying doses in the 50-175 µg range have resulted in various conclusions. One found that there was less visual distortion than with LSD and it seems to produce less anxiety and was somewhat less potent than LSD. Another report claimed it was more effective in increasing blood pressure. Yet another could not tell them apart.

It has the same characteristics as LSD, but supposedly "without the anxiety, tenseness, and other problems inherent to it".

Dangers

In The Hallucinogens by Hofmann and Osmond (1967), ALD-52 (D,L-acetyllysergic acid diethylamide) is listed as having a lower (approximately ¹/₅) intravenous toxicity (in rabbits), a lower (approximately ¹/₈) pyretogenic effect, an equal psychological effect in humans, and double the "antiserotonin" effect as compared with LSD.

History

It is possible ALD-52 was the active chemical in the "Orange Sunshine" LSD that was widely available in California through 1968 and 1969. The Sonoma County underground chemistry lab of Tim Scully and Nicholas Sand was the source for "Orange Sunshine." It was shut down by the police, and Scully was arrested and prosecuted. This resulted in the first drug analogue trial, where Scully claimed that he and his partners did nothing illegal, because they were producing ALD-52 which was not an illicit drug. However, as the prosecution claimed, there were problems with such a rationale: first, ALD-52 readily undergoes hydrolysis to LSD, and second, the synthesis of ALD-52 required LSD (this was based on the methods available in the scientific literature at the time). Scully was convicted and served time in prison.

See also

• Lysergic acid diethylamide (LSD)
• O-Acetylpsilocin (4-AcO-DMT)

External links

• Entry #26 from TiHKAL
• everything2
• Lycaeum
• White Light