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25I-NBOH (hydrochloride)

Item No. 14909

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Synonyms
Synonyms
  • 2C-I-NBOH
Technical Information
Formal Name
2-(((4-iodo-2,5-dimethoxyphenethyl)amino)methyl)phenol, monohydrochloride
CAS Number
1539266-12-0
Molecular Formula
C17H20INO3 • HCl
Formula Weight
449.7
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMF:PBS (pH 7) (1:10): 0.5 mg/mlDMSO: 30 mg/mlEthanol: 20 mg/ml
λmax
299 nm
SMILES
IC1=CC(OC)=C(CCNCC2=C(O)C=CC=C2)C=C1OC.Cl
InChi Code
InChI=1S/C17H20INO3.ClH/c1-21-16-10-14(18)17(22-2)9-12(16)7-8-19-11-13-5-3-4-6-15(13)20;/h3-6,9-10,19-20H,7-8,11H2,1-2H3;1H
InChi Key
PXODWOUSZUTKOZ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    25I-NBOH is a derivative of the phenethylamine hallucinogen 2C-I (Item No. 11113) with an N-(2-hydroxybenzyl) addition at the amine. It can act as a potent agonist for the human serotonin 5-HT2A receptor (Ki = 0.061 nM) with 12-fold greater potency compared to 2C-I itself.1,2 This product is intended for research and forensic applications.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Braden, M.R., Parrish, J.C., Naylor, J.C., et al. Molecular interaction of serotonin 5-HT2A receptor residues Phe3396.51 and Phe3406.52 with superpotent N-benzyl phenethylamine agonists. Mol. Pharm. 70(6), 1956-1965 (2006).

    2. Ettrup, A., Hansen, M., Santini, M.A., et al. Radiosynthesis and in vivo evaluation of a series of substituted 11C-phenethylamines as 5-HT2A agonist PET tracers. Eur. J. Nucl. Med. Mol. Imaging 38(4), 681-693 (2011).

    Product Citations

    Halberstadt, A.L., Chatha, M., Klein, A.K., et al. Correlation between the potency of hallucinogens in the mouse head-twitch response assay and their behavioral and subjective effects in other species. Neuropharmacology 167, 107933 (2020).