Diallyllysergamide

Chemical compound related to LSD

Diallyllysergamide
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Diallyllysergamide (DAL) is a chemical compound that belongs to the ergoline family. It is structurally related to lysergic acid diethylamide (LSD) and is known for its potential psychedelic effects.

Chemical Structure and Properties

Diallyllysergamide is an ergoline derivative, characterized by the presence of a lysergamide core with two allyl groups attached to the nitrogen atom. The IUPAC name for DAL is (6aR,9R)-N,N-Diallyl-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxamide. The molecular structure of DAL is similar to that of LSD, with the primary difference being the substitution of allyl groups in place of the diethylamide moiety found in LSD.

Structural formula of Diallyllysergamide

Pharmacology

Diallyllysergamide acts as a partial agonist at the 5-HT receptors, particularly the 5-HT_2A receptor, which is believed to be responsible for its psychedelic effects. The interaction with these receptors can lead to alterations in perception, mood, and cognition, similar to other psychedelics like LSD.

Effects

The effects of Diallyllysergamide are not as well-documented as those of LSD, but anecdotal reports suggest that it produces a similar range of psychedelic effects, including visual and auditory hallucinations, altered sense of time, and changes in thought processes. The potency of DAL is generally considered to be lower than that of LSD.

Legal Status

The legal status of Diallyllysergamide varies by country. In some jurisdictions, it may be classified as a controlled substance due to its structural similarity to LSD, while in others it may not be specifically regulated.

Synthesis

Diallyllysergamide can be synthesized from lysergic acid through a series of chemical reactions that involve the introduction of allyl groups. The synthesis process requires careful handling and expertise in organic chemistry due to the complexity of the ergoline structure.

Related Compounds

Diallyllysergamide is part of a broader class of compounds known as lysergamides, which include other derivatives such as lysergic acid diethylamide (LSD), lysergic acid hydroxyethylamide (LSH), and ergine (LSA). These compounds share a common ergoline backbone but differ in their side chains, which can significantly affect their pharmacological properties.

See Also

• Lysergic acid diethylamide
• Ergoline
• Psychedelic drug
• Serotonin receptor

Related Pages

• Psychedelic research
• History of lysergic acid diethylamide
• List of psychedelic drugs