2-Bromomescaline

2-Bromomescaline

2-Bromomescaline
Systematic (IUPAC) name
2-(2-Bromo-3,4,5-trimethoxyphenyl)ethanamine
Identifiers
CAS Registry Number  N
ATC code None
PubChem CID:
ChemSpider  Y
Chemical data
Formula C11H16BrNO3
Molecular mass 290.153 g/mol

2-Bromomescaline (2-Br-M) is a derivative of the phenethylamine hallucinogen mescaline which has an unusual 2-bromo substitution.[1][2] It is an agonist for serotonin receptors, with a binding affinity of 215 nM at 5-HT1A, 513 nM at 5-HT2A and 379 nM at 5-HT2C, so while it is around ten times more tightly binding than mescaline at 5-HT1A and 5-HT2A receptors, it is over twenty times more potent at 5-HT2C.[3] Anecdotal reports in humans suggest it produces similar effects to mescaline, with around twice the potency but somewhat inferior effects.[4]

See also

References

  1. ^ Pecherer B, Sunbury RC, Brossi A (1972). "Novel synthesis of aromatic methoxy and methylenedioxy-substituted 2,3,4,5-tetrahydro-1H-3-benzazepines". J Het Chem 9 (3): 609–616. 
  2. ^ Alexander Shulgin, Tania Manning and Paul F Daley (2011). The Shulgin Index. Volume 1. Psychedelic Phenethylamines and Related Compounds. Transform Press. p. 280–281, 355.  
  3. ^ Daniel Trachsel, David Lehmann and Christoph Enzensperger (2013). Phenethylamine Von der Struktur zur Funktion. Nachtschatten Verlag AG. p. 908–910.  
  4. ^ Dichloromescaline. Erowid.com, 2004