DOI (hydrochloride)
Item № 13885
CAS № 42203-78-1
Purity ≥98%
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Pricing updated 2015-09-04. Prices are subject to change without notice.

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Description
Synonyms
  • 2,5-dimethoxy-4-Iodoamphetamine

2,5-dimethoxy-4-iodoamphetamine (DOI) is a hallucinogenic designer drug that is commonly found on the illicit drug market.1 It potently binds and activates the human serotonin 5-HT2 receptors (Ki = 0.7, 20, and 2.4 nM for 5-HT2A, 5-HT2B, and 5-HT2C, respectively).2,3 Methods for detecting DOI in human urine have been published.4 This product is intended for forensic and research purposes.

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Technical Information
Formal Name 4-​iodo-​2,​5-​dimethoxy-​a-​methyl-​benzeneethanamine,​ monohydrochloride
CAS Number 42203-78-1
Synonyms
  • 2,5-dimethoxy-4-Iodoamphetamine
Molecular Formula C11H16INO2 • HCl
Formula Weight 357.6
Purity ≥98%
Formulation A crystalline solid
λmax 235, 300 nm
SMILES COC1=C(CC(C)​N)​C=C(OC)​C(I)​=C1.Cl
InChI Code ​1S/C11H16INO2.ClH/c1-7(13)​4-8-5-11(15-3)​9(12)​6-10(8)​14-2;/h5-7H,4,13H2,1-3H3;1H
InChI Key QVFDMWGKHUFODK-UHFFFAOYSA-N

WARNING - This product is not for human or veterinary use.

Shipping & Storage
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
Stability 2 years
Product Downloads & Resources
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Additional Information

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References & Background Reading
Product Description References

1. Bruno, R., Matthews, A.J., Dunn, M., et al. Emerging psychoactive substance use among regular ecstasy users in Australia. Drug Alcohol Depend 124(1-2) 19-25 (2012).

2. Nelson, D.L., Lucaites, V.L., Wainscott, D.B., et al. Comparisons of hallucinogenic phenylisopropylamine binding affinities at cloned human 5-HT2A, 5-HT2B and 5-HT2C receptors. Naunyn Schmiedebergs Arch Pharmacol 359(1) 1-6 (1999).

3. Braden, M.R., Parrish, J.C., Naylor, J.C., et al. Molecular interaction of serotonin 5-HT2A receptor residues Phe339(6.51) and Phe340(6.52) with superpotent N-benzyl phenethylamine agonists. Mol Pharm 70(6) 1956-1965 (2006).

4. Kerrigan, S., Banuelos, S., Perrella, L., et al. Simultaneous detection of ten psychedelic phenethylamines in urine by gas chromatography-mass spectrometry. J Anal Toxicol 35(7) 459-469 (2011).

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