LSA adducts: Difference between revisions

>Borax
In fact, the old reference itself clearly states that there is no scientific evidence for this claim. It should not be in the lead paragraph
>Graham
m wiki ref formatting
 
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{{SubstanceBox/LSA}}
{{SubstanceBox/LSA}}
It has been documented that [[lysergic acid amide]] ('''LSA''') is capable of forming adducts with various aldehydes.<ref>Formation of 2,3-Dihydroxybenzoic Acid in Fermentation Liquors during the Submerged Culture Production of Lysergic Acid α-Hydroxyethylamide by Claviceps paspali Stevens and Hall | http://www.nature.com/nature/journal/v192/n4802/abs/192552a0.html</ref>  
It has been documented that [[lysergic acid amide]] ('''LSA''') is capable of forming adducts with various aldehydes.<ref>{{cite journal | vauthors=((Arcamone, F.)), ((Chain, E. B.)), ((Ferretti, A.)), ((Pennella, P.)) | journal=Nature | title=Formation of 2,3-Dihydroxybenzoic Acid in Fermentation Liquors during the Submerged Culture Production of Lysergic Acid α-Hydroxyethylamide by Claviceps paspali Stevens and Hall | volume=192 | issue=4802 | pages=552–553 | date= November 1961 | url=https://www.nature.com/articles/192552a0 | issn=1476-4687 | doi=10.1038/192552a0}}</ref>  
==Lysergic acid hydroxyethylamide (LSH)==
==Lysergic acid hydroxyethylamide (LSH)==
Lysergic acid hydroxyethylamide (LSH) is one example of such adducts, which is produced from LSA and acetaldehyde.
Lysergic acid hydroxyethylamide (LSH) is one example of such adducts, which is produced from LSA and acetaldehyde.
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===Production===
===Production===
Anecdotal reports indicate that LSH can be produced by mixing LSA and acetaldehyde in an acidic solution. It is also thought that LSA can form adducts with other aldehydes, some of which have been reported to be active although scientific evidence is lacking.
Anecdotal reports indicate that LSH can be produced by mixing LSA and acetaldehyde in an acidic solution. It is also thought that LSA can form adducts with other aldehydes, some of which have been reported to be active although scientific evidence is lacking and nobody has ever been able to show any formation of LSH with an lab method. This is consistent with the very very low reactivity of amides like LSA.


Peppermint essential oil or fresh peppermint leaves have been used during extraction to produce LSH and other adducts; however, the acetaldehyde content of most peppermint oil is very low. There are other aldehydes present in higher quantities, so it is likely that other adducts will be formed. Due to the low boiling point of acetaldehyde, an extraction must be carried out at a low temperature and the product is not easily stored. The process is notoriously difficult to achieve leading to many people refuting the adduct theory.
Peppermint essential oil or fresh peppermint leaves have been used during extraction attempt to produce LSH and other adducts; however, the acetaldehyde content of most peppermint oil is very low. There are other aldehydes present in higher quantities, so if any adducts formed, they would not be LSH. Due to the low boiling point of acetaldehyde, an extraction must be carried out at a low temperature and the product is not easily stored. The process is notoriously difficult to achieve leading to many people refuting the adduct theory.


==Cinnamylidene-bislysergamide==
==Cinnamylidene-bislysergamide==
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| [[File:LSA.svg]] || [[File:Cinnamaldehyde.svg]]|| [[File:Cinnamylidene-bislysergamide.svg]]
| [[File:LSA.svg]] || [[File:Cinnamaldehyde.svg]]|| [[File:Cinnamylidene-bislysergamide.svg]]
|}
|}
==External links==
*[https://en.wikipedia.org/wiki/Lysergic_acid_hydroxyethylamide Lysergic acid hydroxyethylamide (Wikipedia)]
*[https://isomerdesign.com/PiHKAL/explore.php?id=5364 LSH (Isomer Design)]


=References=
=References=
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<references />