(2R)-1-{8-bromo-4,10-dioxatricyclo[7.3.0.03,7]dodeca-1,3(7),5,8,11-pentaen-2-yl}(2H6)propan-2-amine hydrochloride

• ChemBase ID: 162867
• Molecular Formular: C13H13BrClNO2
• Molecular Mass: 330.60482
• Monoisotopic Mass: 328.98181834
• SMILES: Cl.c12c(c(c3c(c1C[C@H](N)C)occ3)Br)occ2
• Canonical SMILES: C[C@H](Cc1c2occc2c(c2c1cco2)Br)N.Cl
• InChI: InChI=1S/C13H12BrNO2.ClH/c1-7(15)6-10-8-2-4-17-13(8)11(14)9-3-5-16-12(9)10;/h2-5,7H,6,15H2,1H3;1H/t7-;/m1./s1
• InChIKey: YDIDKNSMQNPNFC-OGFXRTJISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-1-{8-bromo-4,10-dioxatricyclo[7.3.0.0^3,^7]dodeca-1,3(7),5,8,11-pentaen-2-yl}(^2H₆)propan-2-amine hydrochloride
• IUPAC Traditional name: (2R)-1-{8-bromo-4,10-dioxatricyclo[7.3.0.0^3,^7]dodeca-1,3(7),5,8,11-pentaen-2-yl}(^2H₆)propan-2-amine hydrochloride
• Synonyms: (αR)-8-Bromo-α-methylbenzo[1,2-b:4,5-b']difuran-4-ethanamine-d6 Hydrochloride; (R)-(-)-Bromo Dragonfly-d6 Hydrochloride

Database IDs

• PubChem SID: 162257002
• PubChem CID: 71314242

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -0.118840754
• LogD (pH = 7.4): 0.58307636
• Log P: 2.89125
• Molar Refractivity: 69.0102 cm^3
• Polarizability: 28.819757 Å^3
• Polar Surface Area: 52.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B684212

Labelled Bromo Dragonfly. A potent hallucinogenic drug. The 5-HT2A receptor is known to act as the biologic target for a series of hallucinogenic substances including substituted phenylalkylamines, tryptamines and LSD. A prerequisite for a hallucinogenic

REFERENCES

• Chambers, J., et al.: J. Med. Chem., 44, 1003 (2001)
• Pizzaro, N., et al.: J. Anal. Toxicol., 26, 157 (2001)
• Peters, F., et al.: Forensic Sci. Int., 165, 216 (2001)