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1S-LSD

From Wikipedia, the free encyclopedia
Chemical compound, Novel psychoactive substance analog, LSD prodrug

Pharmaceutical compound
1S-LSD
Clinical data
Other names1-(3-(Trimethylsilyl)propionyl)-LSD; 1-[3-(Trimethylsilyl)propanoyl]-LSD; (8β)-1-(3-(Trimethylsilyl)propionyl)-N,N-diethyl-6-methyl-9,10-didehydroergoline-8-carboxamide; X-LSD
Routes of
administration
Oral,Sublingual
Drug classSerotonergic psychedelic;Hallucinogen
ATC code
  • None
Legal status
Legal status
Identifiers
  • (6aR,9R)-N,N-diethyl-7-methyl-4-(3-trimethylsilylpropanoyl)-6,6a,8,9-tetrahydroindolo[4,3-fg]quinoline-9-carboxamide
PubChemCID
Chemical and physical data
FormulaC26H37N3O2Si
Molar mass451.686 g·mol−1
3D model (JSmol)
  • C[Si](CCC(=O)N1C=C2C[C@H]3N(C[C@@H](C=C3C=3C=CC=C1C32)C(=O)N(CC)CC)C)(C)C
  • InChI=1S/C26H37N3O2Si/c1-7-28(8-2)26(31)19-14-21-20-10-9-11-22-25(20)18(15-23(21)27(3)16-19)17-29(22)24(30)12-13-32(4,5)6/h9-11,14,17,19,23H,7-8,12-13,15-16H2,1-6H3/t19-,23-/m1/s1
  • Key:RYNRSMKGPSUXLC-AUSIDOKSSA-N

1S-LSD, also known as1-(3-(trimethylsilyl)propionyl)-LSD, is apsychedelic drug of thelysergamide family related tolysergic acid diethylamide (LSD).[1][2] It is thetrimethylsilylderivative of1P-LSD and functions as aprodrug andfunctional analogue of LSD.[2][3][4] 1S-LSD was developed in response to legal restrictions on similar compounds, such as1D-LSD, which were banned in Germany under theNpSG law in June 2024.[5][6]

The compound was introduced as a legal alternative by incorporating a trimethylsilyl group, which is not covered under current NpSG regulations. This chemical modification allows 1S-LSD to be legally sold in Germany as of September 2024. It is typically distributed in its hemi-D-tartrate form, a common format for lysergamides due to its stability and ease of use.[5]

Use and effects

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See also:LSD § Uses, andLSD § Effects

The dose of 1S-LSD is reported to be similar to that ofLSD.[2]Blotter tabs containing 129 μg 1S-LSD have been encountered.[2] 1S-LSD is thought to be aprodrug and produces similar effects as LSD and other LSD prodrugs.[2]

Interactions

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See also:Psychedelic drug § Interactions, andTrip killer § Serotonergic psychedelic antidotes

Pharmacology

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Pharmacodynamics

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While specific studies on 1S-LSD are limited due to its recent introduction, it is presumed to share pharmacological properties with LSD and its analogues. These substances typically act as partial agonists atserotonin receptors, particularly theserotonin5-HT2A receptor, which is responsible for their hallucinogenic effects. The addition of the trimethylsilyl group in 1S-LSD is thought to slightly alter its binding affinity and metabolic profile, although empirical data is still needed.[7]

Chemistry

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1S-LSD belongs to the lysergamide class of compounds, which are characterized by theergoline structure derived from lysergic acid. The compound is closely related to LSD and 1P-LSD but differs by the addition of a trimethylsilyl group on the propionyl chain.

The nitrogen atom in the polycyclic indole group of the ergoline structure is a common site for chemical modifications, as it is highly reactive and accessible for various reactions. These modifications often includealkylations,acylations,Mannich reactions, andMichael additions. Such alterations are frequently explored in the synthesis of new analogues to modify pharmacological properties or evade legal controls. The addition of the trimethylsilyl group in 1S-LSD represents a strategic modification designed to keep the substance outside the coverage of Germany's New Psychoactive Substances Act (NpSG). Despite these changes, 1S-LSD likely retains a pharmacological profile similar to that of LSD, acting primarily as a serotonergic hallucinogen.[8][9][10]

Analogues

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Analogues of 1S-LSD include1P-LSD,1D-LSD,1T-LSD,1V-LSD,1cP-LSD, and1BP-LSD, among others.

Society and culture

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Legal status

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Canada

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1S-LSD is not acontrolled substance inCanada as of 2025.[11]

Germany

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As of August 2024, 1S-LSD remains legal in Germany, primarily due to the fact that its unique silicon-containing structural alteration circumvent the legislative controls imposed by the NpSG law. The legal status of 1S-LSD in Germany is likely subject to change with future amendments to the NpSG, similarly to its previously banned sister compounds1V-LSD and1D-LSD. However, it is anticipated that 1S-LSD will remain legal at least until mid-2025.[5][6]An update on the 21st of November 2025 added 1S-LSD to the "NpSG" made the sale illegal in Germany ("sechste Verordnung zur Änderung der Anlage des Neue-psychoaktive-Stoffe-Gesetzes (NpSG)").

United States

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1S-LSD is not an explicitlycontrolled substance in theUnited States.[12] However, it could be considered acontrolled substance under theFederal Analogue Act if intended for human consumption.

Other countries

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The legal status of 1S-LSD outside of Germany is not well-documented. Given its structural similarity to LSD, it may be considered a controlled substance analogue in jurisdictions like the United States, where laws like the Federal Analogue Act could apply. Potential users and researchers should verify the legal status of 1S-LSD in their respective countries before acquisition or use.[7]

See also

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References

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  1. ^"1S-LSD".АИПСИН (in Russian). Retrieved1 January 2026.
  2. ^abcde"1S-LSD".АИПСИН (in Russian). Retrieved6 January 2026.
  3. ^WO 2024/028495, Stratford A, Williamson JP, "Prodrugs of Substituted Ergolines", published 8 February 2024, assigned to Synex Holdings BV 
  4. ^Tanaka R, Kawamura M, Ito M, Kikura-Hanajiri R (July 2025). "Identification of two lysergic acid diethylamide analogs, 1-(3-(trimethylsilyl) propionyl) lysergic acid diethylamide (1S-LSD) and 1-(2-thienoyl)-6-allyl-nor-d-lysergic acid diethylamide (1T-AL-LAD), in paper sheet products distributed on the internet".Forensic Toxicology.43 (2):370–376.doi:10.1007/s11419-025-00718-3.PMID 40180768.
  5. ^abc"1S-LSD – the new legal LSD-derivative".LSD-Legal. July 3, 2024. RetrievedAugust 17, 2024.
  6. ^ab"1D-LSD ban from 14.06.2024".Acid Berlin. June 14, 2024. RetrievedAugust 17, 2024.
  7. ^ab"LSD and Its Structural Derivatives".Cayman Chemical. August 2024. RetrievedAugust 17, 2024.
  8. ^Bicalho B (April 22, 2022)."Towards Asymmetric Mannich Reactions and Alkylation of Indoles".Honors Theses. RetrievedAugust 17, 2024.
  9. ^"Enantioselective Organocatalytic Indole Alkylations".Macmillan Research Publications. 2021. RetrievedAugust 17, 2024.
  10. ^"Michael Additions and Related Reactions".Michigan State University. RetrievedAugust 17, 2024.
  11. ^"Controlled Drugs and Substances Act".Department of Justice Canada. Retrieved19 January 2026.
  12. ^Orange Book: List of Controlled Substances and Regulated Chemicals (January 2026)(PDF),United States: U.S.Department of Justice:Drug Enforcement Administration (DEA): Diversion Control Division, January 2026

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