2-Bromo-LSD

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What is 2-Bromo-LSD?[edit | edit source]

2-bromo-LSD structure
  • It is a serotonin 5-HT2A receptor antagonist[1].
  • It blocks the effects of LSD [2],4 but has no psychological effects on its own[3].
  • IUPAC Name: (6aR,9R)-5-bromo-N,N-diethyl-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
  • InChI: InChI=1S/C20H24BrN3O/c1-4-24(5-2)20(25)12-9-14-13-7-6-8-16-18(13)15(19(21)22-16)10-17(14)23(3)11-12/h6-9,12,17,22H,4-5,10-11H2,1-3H3/t12-,17-/m1/s1
  • InChI Key: VKRAXSZEDRWLAG-SJKOYZFVSA-N
  • Canonical SMILES: CCN(CC)C(=O)C1CN(C2CC3=C(NC4=CC=CC(=C34)C2=C1)Br)C
  • Isomeric SMILES: CCN(CC)C(=O)[C@H]1CN([C@@H]2CC3=C(NC4=CC=CC(=C34)C2=C1)Br)C
  • Molecular formula: C20H24BrN3O
  • Molecular weight: 402.3 g·mol−1
  • PubChem CID: 10171
  • Synonyms:
  1. BROMOLYSERGIDE
  2. 2-Bromolysergic acid diethylamide
  3. 478-84-2
  4. UNII-JUA77QEU32
  5. JUA77QEU32
  6. CHEMBL274384
  7. Ergoline-8-carboxamide, 2-bromo-9,10-didehydro-N,N-diethyl-6-methyl-, (8beta)-
  8. Bromlysergamide
  9. BOL-148
  10. Bromolysergic acid diethylamide
  11. D-2-Bromolysergic acid diethylamide
  12. 2-Bromo-D-lysergic acid diethylamide
  13. Brom LSD
  14. 2-Br-LSD
  15. USAF SZ-1
  16. 2-Brom-D-lysergic acid diethylamine
  17. LSD,2-Bromo
  18. D-2-Brom-diethylamide of lysergic acid
  19. GTPL272
  20. SCHEMBL1883414
  21. DTXSID30878496
  22. BDBM50130269
  23. ZINC13531276
  24. 2-Bromo-9,10-didehydro-N,N-diethyl-6-methylergoline-8-beta-carboxamide
  25. 9,10-Didehydro-N,N-diethyl-2-bromo-6-methylergoline-8-beta-carboxamide
  26. Ergoline-8-beta-carboxamide, 2-bromo-9,10-didehydro-N,N-diethyl-6-methyl-
  27. Q4596865
  28. (6aR,9R)-5-Bromo-7-methyl-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinoline-9-carboxylic acid diethylamide
  29. (6aR,9R)-5-bromo-N,N-diethyl-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
  30. 5-Bromo-7-methyl-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinoline-9-carboxylic acid diethylamide

[4]

References[edit | edit source]

  1. Nichols DE. Structure–activity relationships of serotonin 5-HT2A agonists. Wiley Interdisciplinary Reviews: Membrane Transport and Signaling. 2012;1(5):559-579. doi:10.1002/wmts.42
  2. Ginzel KH, Mayer-Gross W. Prevention of Psychological Effects of d -Lysergic Acid Diethylamide (LSD 25) by its 2-Brom Derivative (BOL 148). Nature. 1956;178(4526):210-210. doi:10.1038/178210a0
  3. Cerletti A, Rothlin E. Role of 5-Hydroxytryptamine in Mental Diseases and its Antagonism to Lysergic Acid Derivatives. Nature. 1955;176(4486):785-786. doi:10.1038/176785a0
  4. National Center for Biotechnology Information (2021). PubChem Compound Summary for CID 10171, Bromolysergide. Retrieved August 14, 2021 from [1].


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