1-[4-bromo-2,5-bis(2H3)methoxyphenyl]propan-2-amine

• ChemBase ID: 167493
• Molecular Formular: C11H16BrNO2
• Molecular Mass: 274.15424
• Monoisotopic Mass: 273.03644076
• SMILES: c1c(c(cc(c1OC)CC(N)C)OC)Br
• Canonical SMILES: COc1cc(Br)c(cc1CC(N)C)OC
• InChI: InChI=1S/C11H16BrNO2/c1-7(13)4-8-5-11(15-3)9(12)6-10(8)14-2/h5-7H,4,13H2,1-3H3
• InChIKey: FXMWUTGUCAKGQL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[4-bromo-2,5-bis(^2H₃)methoxyphenyl]propan-2-amine
• IUPAC Traditional name: 1-[4-bromo-2,5-bis(^2H₃)methoxyphenyl]propan-2-amine
• Synonyms: 4-Bromo-2,5-(dimethoxy-d6)-α-methylbenzeneethanamine; (+/-)-1-(4-Bromo-2,5-(dimethoxy-d6)phenyl)-2-aminopropane; (+/-)-2,5-(Dimethoxy-d6)-4-bromo-amphetamine; Brolamfetamine-d6; DOB-d6; dl-2,5-(Dimethoxy-d6)-4-bromo-amphetamine; 2,5-Dimethoxy-4-bromoamphetamine-d6

Database IDs

• CAS Number: 1021684-64-9
• PubChem SID: 162261626
• PubChem CID: 71316115

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.75737745
• LogD (pH = 7.4): -0.13536483
• Log P: 2.2576606
• Molar Refractivity: 64.2544 cm^3
• Polarizability: 25.123655 Å^3
• Polar Surface Area: 44.48 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Tan Solid
• Melting Point: 64-66°C

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer

DETAILS

Toronto Research Chemicals - D446587

Labelled 2,5-Dimethoxy-4-bromoamphetamine (DOB) is one of the potent hallucinogenic phenylalkylamines with neurotoxic properties.

REFERENCES

• Monte, A., et al.: J. Med. Chem., 39, 2953 (1996)
• Pedersen, W., et al.: Addiction, 94, 1695 (1996)
• Kanamori, T., et al.: J. Anal. Toxicol., 26, 61 (1996)