Lysergamide - PsychonautWiki
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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 strong psychedelic effects.

Contents

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

Further information: Serotonergic psychedelic

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
1B-LSD CH2CH3 CH2CH3 C=OCH2CH2CH3 CH3  
1P-ETH-LAD CH2CH3 CH2CH3 C=OCH2CH3 CH2CH3  
1P-LSD CH2CH3 CH2CH3 C=OCH2CH3 CH3  
1cP-LSD CH2CH3 CH2CH3 C=OC3H5 CH3  
ALD-52 CH2CH3 CH2CH3 C=OCH3 CH3  
AL-LAD CH2CH3 CH2CH3 H CH2CH=CH2  
Ergotamine * H H CH3  
ETH-LAD CH2CH3 CH2CH3 H CH2CH3  
LAE-32 CH2CH3 H H CH3  
LSA H H H CH3  
LSH CH2(OH)CH3 H H CH3  
LSD CH2CH3 CH2CH3 H CH3  
iso-LSD CH2CH3 CH2CH3 H CH3  
LSM-775 CH2CH2O- CH2CH2- H CH3  
LSZ CH(CH3)CH2- CH(CH3)CH2- H CH3  
MiPLA CH(CH3)2 CH3 H CH3  
EiPLA CH(CH3)2 CH2CH3 H CH3  
PARGY-LAD CH2CH3 CH2CH3 H CH2C≡CH  
PRO-LAD CH2CH3 CH2CH3 H CH2CH2CH3  

See also

External links

Literature

  • Pfaff, R. C., Huang, X., Marona-Lewicka, D., Oberlender, R., & Nichols, D. E. (1994). Lysergamides revisited. NIDA Research Monograph, 146, 52-73. https://doi.org/10.1.1.669.2474

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