2C-B-DRAGONFLY

2C-B-DRAGONFLY (2C-B-DFLY) is a recreational designer drug with psychedelic effects. It can be regarded as the fully aromatic derivative of 2C-B-FLY. 2C-B-DRAGONFLY is stronger than 2C-B or 2C-B-FLY with around 2-3x the potency of 2C-B in animal studies, demonstrating the importance of the fully aromatic benzodifuran ring system for optimum receptor binding at 5-HT2A, but it is still considerably less potent than its alpha-methyl derivative Bromo-DragonFLY.[1][2]

2C-B-DRAGONFLY
Legal status
Legal status
  • UK: In general Unscheduled
Identifiers
IUPAC name
  • 2-(4-bromofuro[2,3-f][1]benzofuran-8-yl)ethanamine
CAS Number
PubChem CID
Chemical and physical data
FormulaC12H10BrNO2
Molar mass280.121 g·mol−1
3D model (JSmol)
SMILES
  • C1=COC2=C(C3=C(C(=C21)CCN)OC=C3)Br
InChI
  • InChI=1S/C12H10BrNO2/c13-10-9-3-6-15-11(9)7(1-4-14)8-2-5-16-12(8)10/h2-3,5-6H,1,4,14H2
  • Key:JWBRIUSZWWDKGO-UHFFFAOYSA-N

See also

References

  1. Zaitsu K, Katagi M, Kamata H, Nakanishi K, Shima N, Kamata T, et al. (January 2010). "Simultaneous analysis of six novel hallucinogenic (tetrahydrobenzodifuranyl) aminoalkanes (FLYs) and (benzodifuranyl) aminoalkanes (DragonFLYs) by GC-MS, LC-MS, and LC-MS-MS". Forensic Toxicology. 28 (1): 9–18. doi:10.1007/s11419-009-0083-0. S2CID 24100422.
  2. Halberstadt AL, Chatha M, Stratford A, Grill M, Brandt SD (January 2019). "Comparison of the behavioral responses induced by phenylalkylamine hallucinogens and their tetrahydrobenzodifuran ("FLY") and benzodifuran ("DragonFLY") analogs". Neuropharmacology. 144: 368–376. doi:10.1016/j.neuropharm.2018.10.037. PMC 6863604. PMID 30385253.



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