Chemistry:1V-LSD

From HandWiki
Short description: Chemical compound
1V-LSD
1V-LSD Chemical Structure.svg
Clinical data
Routes of
administration
oral
Legal status
Legal status
Illegal in Sweden and South Korea.
Identifiers
PubChem CID
UNII
Chemical and physical data
FormulaC25H33N3O2
Molar mass407.558 g·mol−1
3D model (JSmol)

1V-LSD (1-valeryl-D-lysergic acid diethylamide), sometimes nicknamed Valerie, is a psychotropic substance and a research chemical with psychedelic effects.[1][2] 1V-LSD is an artificial derivative of natural lysergic acid, which occurs in ergot alkaloids, as well as being an analogue of LSD.[3] 1V-LSD has been sold online until an amendment to the German NpSG was enforced in 2022 which controls 1P-LSD and now 1cP-LSD, 1V-LSD and several other lysergamides.[4]

Pharmacology

As demonstrated with other N-acylated derivatives of LSD, 1V-LSD is believed to serve as a prodrug for LSD but may also act as a weak partial agonist at the 5-HT2A receptor.[3]

Animal studies

A Head-twitch response assay in mice found that 1V-LSD has a similar potency to 1P-LSD and 1cP-LSD, with behavioral effects also closely resembling these structural analogs.[5]

Chemistry

1V-LSD is the condensation product of valeric acid (pentanoic acid) and LSD, where the valeroyl group is substituted on the NH position of the indole moiety.[6] Ehrlich's reagent is used to identify the presence of an indole moiety; the chemical backbone of the lysergamide and ergoline molecules.[7] However, as with other N-acylated lysergamides, 1V-LSD reacts very slowly to Ehrlich reagent and may not give reliable results if the reagent isn't fresh.[8][9]

Legal position

1V-LSD is illegal in the United States as a Schedule 1 controlled drug or controlled substance under the Federal Analogue Act except if is sold for research and medical purposes like a research chemical [citation needed]

Since March 2nd 2022, 1V-LSD has been under investigation in Sweden and may therefore soon become controlled.

1V-LSD was placed under legal control in South Korea in July 2022 on a temporary but renewable basis.[10]

An amendment to the NpSG banned the sale of 1V-LSD in Germany in September 2022. Due to a interpunctation error in the actualised NpSG, the ban never took effect.[11] The law was amended in March 2023, now banning 1V-LSD.

1v-LSD strip blotters

See also

References

  1. "1V-LSD (solution)" (in en). https://www.caymanchem.com/product/35744/1v-lsd-(solution). 
  2. "1V-LSD PsychonautWiki" (in en). Psychonautwiki. https://psychonautwiki.org/wiki/1V-LSD. 
  3. 3.0 3.1 "Return of the lysergamides. Part VII: Analytical and behavioural characterization of 1-valeroyl-d-lysergic acid diethylamide (1V-LSD)". Drug Testing and Analysis 14 (4): 733–740. November 2021. doi:10.1002/dta.3205. PMID 34837347. 
  4. "1V-LSD - legales LSD 3.0" (in de). https://www.youtube.com/watch?v=EN6n6pUb7bs. 
  5. "Pharmacological and biotransformation studies of 1-acyl-substituted derivatives of d-lysergic acid diethylamide (LSD)". Neuropharmacology 172: 107856. August 2020. doi:10.1016/j.neuropharm.2019.107856. PMID 31756337. 
  6. "Condensation of Carboxylic Acids with Non-Nucleophilic N-Heterocycles and Anilides Using Boc2O". The Journal of Organic Chemistry 81 (22): 11444–11453. November 2016. doi:10.1021/acs.joc.6b02097. PMID 27767302. 
  7. "A field test for hallucinogens: further improvements". The Journal of Pharmacy and Pharmacology 26 (8): 637–8. August 1974. doi:10.1111/j.2042-7158.1974.tb10677.x. PMID 4155730. 
  8. "REACTIONS 1V-LSD" (in en). 16 July 2021. https://www.protestkit.eu/1v-lsd-reagent-testing-results/. 
  9. "1V-LSD reaction with the ehrlich reagent" (in en). 16 July 2021. https://www.protestkit.eu/1v-lsd-reagent-testing-results/. 
  10. Kim Chan-hyuk, Regulator names 1V-LSD as narcotic drug temporarily. Korea Biomedical Review, 5 July 2022
  11. "Gesetzespanne: Gefährliche LSD-Derivate plötzlich legal". https://www.lto.de/recht/hintergruende/h/lsd-derivate-drogen-legalisierung-strafbar-gesetztespanne-bmg-lauterbach-npsg-btmg/.