2-Bromo-LSD

What is 2-Bromo-LSD?

2-bromo-LSD structure

• It is a serotonin 5-HT2A receptor antagonist<ref>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</ref>.
• It blocks the effects of LSD <ref>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</ref>,4 but has no psychological effects on its own<ref>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</ref>.
• 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

<ref>National Center for Biotechnology Information (2021). PubChem Compound Summary for CID 10171, Bromolysergide. Retrieved August 14, 2021 from [1].</ref>

References

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