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

• ChemBase ID: 167501
• Molecular Formular: C11H16INO2
• Molecular Mass: 321.15471
• Monoisotopic Mass: 321.02257676
• SMILES: c1c(c(cc(c1OC)CC(N)C)OC)I
• Canonical SMILES: COc1cc(I)c(cc1CC(N)C)OC
• InChI: InChI=1S/C11H16INO2/c1-7(13)4-8-5-11(15-3)9(12)6-10(8)14-2/h5-7H,4,13H2,1-3H3
• InChIKey: BGMZUEKZENQUJY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[4-iodo-2,5-bis(^2H₃)methoxyphenyl]propan-2-amine
• IUPAC Traditional name: 1-[4-iodo-2,5-bis(^2H₃)methoxyphenyl]propan-2-amine
• Synonyms: 4-Iodo-2,5-dimethoxy-α-methylbenzeneethanamine-d6; (±)-1-(2,5-Dimethoxy-4-iodophenyl)-2-aminopropane-d6; (±)-1-(4-Iodo-2,5-dimethoxyphenyl)-2-aminopropane-d6; (±)-DOI-d6; 1-(2,5-Dimethoxy-4-iodophenyl)-2-aminopropane-d6; 2,5-Dimethoxy-4-iodomethamphetamine-d6; 4-Iodo-2,5-diemthoxyamphetamine-d6; 4-Iodo-2,5-dimethoxyamphetamine-d6; 4-Iodo-2,5-dimethoxyphenylisopropylamine-d6; DOI-d6; 2,5-Dimethoxy-4-iodoamphetamine-d6

Database IDs

• PubChem SID: 162261634
• PubChem CID: 71316119

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.5972032
• LogD (pH = 7.4): 0.024494693
• Log P: 2.4178524
• Molar Refractivity: 69.9941 cm^3
• Polarizability: 27.463667 Å^3
• Polar Surface Area: 44.48 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D446622

Labelled analogue of 2,5-Dimethoxy-4-iodoamphetamine (DOI), a psychedelic drug and a substituted amphetamine of the phenethylamine family. It is also a powerful anti-inflammatory that is effective at doses on the order of 100 micrograms in humans, far bel

REFERENCES

• Aghajanian, G. et al.: Brain Res., 825, 161 (1999)
• Canals, M. et al.: J. Biol. Chem., 283, 11424 (1999)
• Albizu, L. et al.: Neuropharmacology, 61, 770 (1999)
• Mezler, M. et al.: Drugs, 11, 833 (1999)