Lysergic acid
Precursor for a range of ergoline alkaloids produced by the ergot fungus / From Wikipedia, the free encyclopedia
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Lysergic acid, also known as D-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 (Hawaiian baby woodrose), and Ipomoea tricolor (morning glories, tlitliltzin).
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IUPAC name
6-Methyl-9,10-didehydroergoline-8β-carboxylic acid | |
Systematic IUPAC name
(6aR,9R)-7-Methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxylic acid | |
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ECHA InfoCard | 100.001.302 |
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Properties | |
C16H16N2O2 | |
Molar mass | 268.316 g·mol−1 |
Melting point | 238 to 240 °C (460 to 464 °F; 511 to 513 K) |
Acidity (pKa) | pKa1 = 7.80, pKa2 = 3.30 [1] |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Amides of lysergic acid, lysergamides, are widely used as pharmaceuticals and as psychedelic drugs, e.g. lysergic acid diethylamide (LSD). Lysergic acid is listed as a Table I precursor under the United Nations Convention Against Illicit Traffic in Narcotic Drugs and Psychotropic Substances.[3]
Lysergic acid received its name as it was a product of the lysis of various ergot alkaloids.[4]