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Lysergic acid

 

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Lysergic acid



 
 
Lysergic acid, also known as D-lysergic acid and (+)-lysergic acid, is a precursor for a wide range of ergoline
Ergoline

Ergoline is a chemical Chemical compound whose structural skeleton is contained in a diverse range of alkaloids and a few psychedelic Psychoactive drug ....
 alkaloids that are produced by the ergot
Ergot

Ergot refers to a group of fungus of the genus Claviceps . The most prominent member of this group is Claviceps purpurea. This fungus grows on rye and related plants, and can cause ergotism in humans and other mammals consuming seeds contaminated with the fruiting structure of this fungus, called an ergot sclerotium....
 fungus and some plants. Amide
Amide

In chemistry, an amide is one of three kinds of compounds:* the organic chemistry functional group characterized by a carbonyl group linked to a nitrogen atom , or a compound that contains this functional group ; or...
s of lysergic acid, lysergamides
Lysergamides

Amides of lysergic acid are collectively known as lysergamides.Lysergamides, tabulated by structure...
, are widely used as pharmaceuticals
Medication

A pharmaceutical drug, also referred to as medicine or medicament, can be loosely defined as any substance intended for use in the diagnosis, cure, mitigation, treatment, or prevention of disease....
 and as psychedelic drug
Psychedelics, dissociatives and deliriants

The general group of pharmacology agents commonly known as hallucinogens can be divided into three broad categories: Psychedelic drugs, dissociatives, and deliriants....
s (LSD
LSD

Lysergic acid diethylamide, LSD, LSD-25, or acid, is a semisynthetic psychedelic drug of the ergoline family. Its unusual psychological effects, which include visuals of colored patterns behind the eyes in the mind, a sense of time distorting, and crawling geometric patterns, have made it one of the most widely known psyched...
). Lysergic acid is usually produced by hydrolysis
Hydrolysis

Hydrolysis is a chemical reaction during which one or more water are split into hydrogen and hydroxide ions which may go on to participate in further reactions....
 of lysergamides, but can also be synthesized in the laboratory by a complex total synthesis
Total synthesis

In principle a total synthesis is the complete chemical synthesis of complex Organic compound molecules from simpler pieces, usually without the aid of biological processes....
. Lysergic acid monohydrate crystallizes in very thin hexagonal leaflets when recrystallized from water.






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Lysergic acid, also known as D-lysergic acid and (+)-lysergic acid, is a precursor for a wide range of ergoline
Ergoline

Ergoline is a chemical Chemical compound whose structural skeleton is contained in a diverse range of alkaloids and a few psychedelic Psychoactive drug ....
 alkaloids that are produced by the ergot
Ergot

Ergot refers to a group of fungus of the genus Claviceps . The most prominent member of this group is Claviceps purpurea. This fungus grows on rye and related plants, and can cause ergotism in humans and other mammals consuming seeds contaminated with the fruiting structure of this fungus, called an ergot sclerotium....
 fungus and some plants. Amide
Amide

In chemistry, an amide is one of three kinds of compounds:* the organic chemistry functional group characterized by a carbonyl group linked to a nitrogen atom , or a compound that contains this functional group ; or...
s of lysergic acid, lysergamides
Lysergamides

Amides of lysergic acid are collectively known as lysergamides.Lysergamides, tabulated by structure...
, are widely used as pharmaceuticals
Medication

A pharmaceutical drug, also referred to as medicine or medicament, can be loosely defined as any substance intended for use in the diagnosis, cure, mitigation, treatment, or prevention of disease....
 and as psychedelic drug
Psychedelics, dissociatives and deliriants

The general group of pharmacology agents commonly known as hallucinogens can be divided into three broad categories: Psychedelic drugs, dissociatives, and deliriants....
s (LSD
LSD

Lysergic acid diethylamide, LSD, LSD-25, or acid, is a semisynthetic psychedelic drug of the ergoline family. Its unusual psychological effects, which include visuals of colored patterns behind the eyes in the mind, a sense of time distorting, and crawling geometric patterns, have made it one of the most widely known psyched...
). Lysergic acid is usually produced by hydrolysis
Hydrolysis

Hydrolysis is a chemical reaction during which one or more water are split into hydrogen and hydroxide ions which may go on to participate in further reactions....
 of lysergamides, but can also be synthesized in the laboratory by a complex total synthesis
Total synthesis

In principle a total synthesis is the complete chemical synthesis of complex Organic compound molecules from simpler pieces, usually without the aid of biological processes....
. Lysergic acid monohydrate crystallizes in very thin hexagonal leaflets when recrystallized from water. Lysergic acid monohydrate, when dried (140 °C at 2 mmHg) forms anhydrous lysergic acid. Lysergic acid is a chiral
Chirality (chemistry)

The term chiral is used to describe an object that is non-Superposition on its mirror image.Human hands are perhaps the most universally recognized example of chirality: The left hand is a non-superposable mirror image of the right hand; no matter how the two hands are oriented, it is impossible for all the major features of both hands...
 compound with two stereocenter
Stereocenter

A stereocenter, or stereogenic center, is any point, though not necessarily an atom, in a molecule bearing groups such that an interchanging of any two groups leads to a stereoisomer ....
s. The isomer
Isomer

In chemistry, isomers are compounds with the same molecular formula but different structural formulae. Isomers do not necessarily share similar properties unless they also have the same functional groups....
 with inverted configuration at carbon atom 8 close to the carboxy group is called isolysergic acid. Inversion at carbon 5 close to the nitrogen
Nitrogen

Nitrogen is a chemical element that has the symbol N and atomic number 7 and atomic mass 14.00674?. Elemental nitrogen is a colorless, odorless, tasteless and mostly inert diatomic gas at standard conditions, constituting 78% by volume of Earth's atmosphere....
 atom leads to L-lysergic acid and L-isolysergic acid, respectively. Lysergic acid is listed as a Table I precursor under the United Nations Convention Against Illicit Traffic in Narcotic Drugs and Psychotropic Substances
United Nations Convention Against Illicit Traffic in Narcotic Drugs and Psychotropic Substances

The 1988 United Nations Convention Against Illicit Traffic in Narcotic Drugs and Psychotropic Substances is one of three major drug control treaties currently in force....
.




See also


  • Lysergic acid diethylamide (also known as LSD)
  • Lysergic acid amide (LSA/Ergine)
  • Ergoline
    Ergoline

    Ergoline is a chemical Chemical compound whose structural skeleton is contained in a diverse range of alkaloids and a few psychedelic Psychoactive drug ....
  • Lysergamides
    Lysergamides

    Amides of lysergic acid are collectively known as lysergamides.Lysergamides, tabulated by structure...