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Lysergamides

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Revision as of 08:07, 8 November 2016 by >Dextromethorphan (List of substituted lysergamides)
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Substitutive structure of a lysergamide

Lysergamides are amides of lysergic acid.

Ergoline refers to a class of compounds derived from alkaloids of a group of fungi known as ergot in the claviceps genus. These compounds typically have have strong psychedelic effects.

Chemistry

Lysergamides are polycyclic amides which have both phenethylamine and tryptamine groups embedded within their structure and a carboxamide group attached to carbon number eight. Varying the substituent attached to the nitrogen atoms has produced a variety of drugs with psychedelic effects as well as prescription drugs for treating headaches and inducing labor. Hydroxylation of the aromatic ring is one method of metabolizing lysergamides in humans and produces compounds with greater affinity to dopamine receptors.

Pharmacology

The psychedelic effects of lysergamides are believed to come from its efficacy at the 5-HT2A receptor as a partial agonist. Lysergamides are known to have affinity for a much greater variety of receptors than other psychedelic drugs.

However, the role of these interactions and how they result in the psychedelic experience continues to remain elusive.

List of substituted lysergamides

Compound RN1 RN2 R1 R6 Structure
1P-ETH-LAD CH2CH3 CH2CH3 C=OCH2CH3 CH2CH3
1P-LSD CH2CH3 CH2CH3 C=OCH2CH3 CH3
ALD-52 CH2CH3 CH2CH3 C=OCH3 CH3
AL-LAD CH2CH3 CH2CH3 H CH2CH=CH2
ETH-LAD CH2CH3 CH2CH3 H CH2CH3
LSA H H H CH3
LSD CH2CH3 CH2CH3 H CH3
LSH CH(OH)CH3 H H CH3
LSM-775 CH2CH2O- CH2CH2- H CH3
LSZ CH(CH3)CH2- CH(CH3)CH2- H CH3
PARGY-LAD CH2CH3 CH2CH3 H CH2C≡CH 170px
PRO-LAD CH2CH3 CH2CH3 H CH2CH2CH3

See also

References

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