Lysergic acid hydroxyethylamide

Lysergic acid hydroxyethylamide
Lysergic acid hydroxyethylamide
Systematic (IUPAC) name
9,10- didehydro- N- (1-hydroxyethyl)- 6- methylergoline- 8- carboxamide
Clinical data
Pregnancy cat.  ?
Legal status Legal
Identifiers
CAS number 3343-15-5
ATC code  ?
PubChem CID 134553
Synonyms D-lysergic acid methyl carbinolamide
Chemical data
Formula C18H21N3O2 
Mol. mass 311.378 g/mol
SMILES eMolecules & PubChem
 YesY(what is this?)  (verify)

D-Lysergic acid α-hydroxyethylamide (LSH, LAH), also known as D-lysergic acid methyl carbinolamide, is an alkaloid of the ergoline family, and occurs in various species of vines of the Convolvulaceae and some species of fungi.

Contents

Chemistry

The structure is similar to LSD, with the N,N- diethylamide group replaced by an N- (1- hydroxyethyl)amide in D-lysergic acid α-hydroxyethylamide.

Pharmacology

While animal data involving D-lysergic acid α-hydroxyethylamide exists, the physiological and pharmacological actions in humans are unknown. Animal studies do suggest the alkaloid may have some toxic effects at high levels.

Effects

The dominant alkaloids in the seeds of Rivea corymbosa (Ololiuhqui), Argyreia nervosa (Hawaiian Baby Woodrose), and Ipomoea violacea (Tlitliltzin) are ergine (LSA) and isoergine (its epimer).[1] The human activity of D-lysergic acid α-hydroxyethylamide is unknown.[1]

Legality

D-lysergic acid α-hydroxyethylamide is unscheduled and uncontrolled in the United States, but possession and sales of it for human consumption could potentially be prosecuted under the Federal Analog Act because of its structural similarities to LSD.

See also

References

  1. ^ a b Hofmann A. (1971) Teonanácatl and Ololiuqui, two ancient magic drugs of Mexico. Bulletin on Narcotics. 1: 3 - 14.

External links

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v · d · eErgolines
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Look at other dictionaries:

  • D-Lysergic acid N-(α-hydroxyethyl)amide — drugbox IUPAC name = 9,10 didehydro N (1 hydroxyethyl) 6 methylergoline 8 carboxamide width = 140 CAS number = 3343 15 5 ATC prefix = ATC suffix = PubChem = 134553 C=18 | H=21 | N=3 | O=2 molecular weight = 311.378 g/mol synonyms = D lysergic… …   Wikipedia

  • Ergoline — Systematic (IUPAC) name (6aR) 4,6,6a,7,8,9,10,10a octahydroindolo [4,3 fg] quinoline Clinical data Preg …   Wikipedia

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