2-{8-bromo-4,10-dioxatricyclo[7.3.0.03,7]dodeca-1,3(7),8-trien-2-yl}ethan-1-amine hydrochloride

• ChemBase ID: 166400
• Molecular Formular: C12H15BrClNO2
• Molecular Mass: 320.61
• Monoisotopic Mass: 318.99746841
• SMILES: Cl.c1(Br)c2c(c(CCN)c3c1OCC3)OCC2
• Canonical SMILES: NCCc1c2OCCc2c(c2c1CCO2)Br.Cl
• InChI: InChI=1S/C12H14BrNO2.ClH/c13-10-9-3-6-15-11(9)7(1-4-14)8-2-5-16-12(8)10;/h1-6,14H2;1H
• InChIKey: XHRNOQRXDGETTA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{8-bromo-4,10-dioxatricyclo[7.3.0.0^3,^7]dodeca-1,3(7),8-trien-2-yl}ethan-1-amine hydrochloride
• IUPAC Traditional name: 2C-B-fly hydrochloride
• Synonyms: 8-Bromo-2,3,6,7-tetrahydrobenzo[1,2-b:4,5-b']difuran-4-ethanamine Hydrochloride; Desmethyl-8-bromo Dragonfly Hydrochloride

Database IDs

• CAS Number: 178557-21-6
• PubChem SID: 162260533
• PubChem CID: 56845558

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.0827706
• LogD (pH = 7.4): -0.29591027
• Log P: 1.9208626
• Molar Refractivity: 66.4548 cm^3
• Polarizability: 25.389174 Å^3
• Polar Surface Area: 44.48 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D291170

A metabolite of Bromo Dragonfly (B684210).

REFERENCES

• Curtis, B., et al.: J. Anal. Toxicol., 27, 493 (2003)
• Kamata, T., et al.: Drug Metab. Dispos., 34, 281 (2003)
• Theobald, D., et al.: Biochem. Pharmacol., 73, 287 (2003)