Structure via PubChem · Public domain (PubChem)
bromolysergide
Sign in to saveAlso known as 2-br-LSD, 2-bromolysergic acid diethylamide
BOL-148, also known as 2-bromo-LSD or as bromolysergide, is a non-hallucinogenic serotonin receptor modulator of the lysergamide family related to the psychedelic drug lysergic acid diethylamide (LSD). It is specifically the 2-bromo derivative of LSD.
Chemical data
- Formula
- C20H24BrN3O
- Molecular weight
- 402.3 g/mol
- IUPAC name
- (6aR,9R)-5-bromo-N,N-diethyl-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
- SMILES
- CCN(CC)C(=O)[C@H]1CN([C@@H]2CC3=C(NC4=CC=CC(=C34)C2=C1)Br)C
- InChIKey
- VKRAXSZEDRWLAG-SJKOYZFVSA-N
- XLogP
- 4
- Polar surface area
- 39.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 401.110275
Show 3 more facts
- chemical formula
- C₂₀H₂₄BrN₃O
- 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
Sources (2)
via Wikidata · CC0
~6 min read
Encyclopedic overview
10 sectionsContents
- Use and effects
- Interactions
- Pharmacology
- Pharmacodynamics
- Chemistry
- Analogues
- Development
- See also
- References
- External links
BOL-148, also known as 2-bromo-LSD or as bromolysergide, is a non-hallucinogenic serotonin receptor modulator of the lysergamide family related to the psychedelic drug lysergic acid diethylamide (LSD). It is specifically the 2-bromo derivative of LSD.
The drug is a non- or minimally-hallucinogenic serotonin 5-HT2A receptor partial agonist, as well as acting at other targets such as other serotonin receptors and dopamine receptors. The lack of psychedelic effects with BOL-148 is thought to be due to lower-efficacy partial agonism at the serotonin 5-HT2A receptor compared to LSD that is insufficient to produce hallucinogenic effects. The drug has been found to produce psychoplastogenic and antidepressant-like effects in animals.
Excerpted from Wikipedia’s “bromolysergide” article, available under the CC BY-SA 4.0 licence.