Lysergol
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Lysergol is an
alkaloid Alkaloids are a class of basic, naturally occurring organic compounds that contain at least one nitrogen atom. This group also includes some related compounds with neutral and even weakly acidic properties. Some synthetic compounds of similar ...
of the
ergoline Ergoline is a chemical compound whose structural skeleton is contained in a variety of alkaloids, referred to as ergoline derivatives or ergoline alkaloids. Ergoline alkaloids, one being ergine, were initially characterized in ergot. Some of thes ...
family that occurs as a minor constituent in some species of
fungi A fungus ( : fungi or funguses) is any member of the group of eukaryotic organisms that includes microorganisms such as yeasts and molds, as well as the more familiar mushrooms. These organisms are classified as a kingdom, separately from ...
(most within '' Claviceps''), and in the morning glory family of plants (
Convolvulaceae Convolvulaceae (), commonly called the bindweeds or morning glories, is a family of about 60 genera and more than 1,650 species. These species are primarily herbaceous vines, but also include trees, shrubs and herbs. The tubers of several spe ...
), including the
hallucinogenic Hallucinogens are a large, diverse class of psychoactive drugs that can produce altered states of consciousness characterized by major alterations in thought, mood, and perception as well as other changes. Most hallucinogens can be categorized ...
seeds of ''
Rivea corymbosa ''Ipomoea corymbosa'' is a species of morning glory, native throughout Latin America from Mexico as far south as Peru and widely naturalised elsewhere. Its common names include Christmasvine, Christmaspops, and snakeplant. Description and names ...
'' (ololiuhqui), ''
Argyreia nervosa ''Argyreia nervosa'' is a perennial climbing vine native to the Indian subcontinent and introduced to numerous areas worldwide, including Hawaii, Africa, and the Caribbean. Though it can be invasive, it is often prized for its aesthetic and me ...
'' (Hawaiian baby woodrose) and ''
Ipomoea violacea ''Ipomoea violacea'' is a perennial species of ''Ipomoea'' that occurs throughout the world with the exception of the European continent. It is most commonly called beach moonflower or sea moonflower as the flowers open at night. Description The ...
''. Lysergol is not a controlled substance in the USA. Its possession and sale is also legal under the U.S.
Federal Analog Act The Federal Analogue Act, , is a section of the United States Controlled Substances Act passed in 1986 which allows any chemical "substantially similar" to a controlled substance listed in Schedule I or II to be treated as if it were listed in ...
because it does not have a known pharmacological action or a precursor relationship to
LSD Lysergic acid diethylamide (LSD), also known colloquially as acid, is a potent psychedelic drug. Effects typically include intensified thoughts, emotions, and sensory perception. At sufficiently high dosages LSD manifests primarily mental, vi ...
, which is a controlled substance. However, lysergol is an intermediate in the manufacture of some ergoloid medicines (e.g.,
nicergoline Nicergoline, sold under the brand name Sermion among others, is an ergot derivative used to treat senile dementia and other disorders with vascular origins. Internationally it has been used for frontotemporal dementia as well as early onset in Le ...
). Lysergol can be synthesised using a tandem reaction to construct the piperidine skeleton and a rhodium-catalyzed + 2annulation in the late-stage indole formation.


See also

*
Lysergic acid Lysergic acid, also known as -lysergic acid and (+)-lysergic acid, is a precursor for a wide range of ergoline alkaloids that are produced by the ergot fungus and found in the seeds of '' Turbina corymbosa'' (ololiuhqui), '' Argyreia nervosa'' ...
* ''
Ipomoea tricolor ''Ipomoea tricolor'', the Mexican morning glory or just morning glory, is a species of flowering plant in the family Convolvulaceae, native to the New World tropics, and widely cultivated and naturalised elsewhere. It is an herbaceous annual or ...
''


References


External links

*
Hoffman, A. ''Teonanácatl and Ololiuqui, two ancient magic drugs of Mexico'' Bulletin on Narcotics 1971 1 3

Mixing the kykeon -- P. Webster, D. M. Perrine & C.A.P. Ruck

TiHKAL (A & A Shulgin) #26

Erowid's LSA Vault
Ergot alkaloids Serotonin receptor agonists {{hallucinogen-stub