25I-NB3OMe

25I-NB3OMe

Clinical data
ATC code	none
Legal status
Legal status	UK: Class A drug
Identifiers
IUPAC name 2-(4-Iodo-2,5-dimethoxyphenyl)-N-[(3-methoxyphenyl)methyl]ethanamine
CAS Number	1566571-40-1^Y
PubChem CID	118796422
ChemSpider	52085501^Y
UNII	490QN6U1OF
Chemical and physical data
Formula	C18H22INO3
Molar mass	427.282 g·mol^−1
3D model (JSmol)	Interactive image
SMILES COC1=CC=CC(=C1)CNCCC2=CC(=C(C=C2OC)I)OC
InChI InChI=1S/C18H22INO3/c1-21-15-6-4-5-13(9-15)12-20-8-7-14-10-18(23-3)16(19)11-17(14)22-2/h4-6,9-11,20H,7-8,12H2,1-3H3 Key:CJTZKPLDKCBUAF-UHFFFAOYSA-N

25I-NB3OMe (2C-I-NB3OMe, NB3OMe-2C-I) is a phenethylamine hallucinogen which acts as a partial agonist for the human 5-HT_2A receptor.^[1] It is a derivative of 2C-I.

Legality

United Kingdom

This substance is a Class A drug in the United Kingdom as a result of the N-benzylphenethylamine catch-all clause in the Misuse of Drugs Act 1971.^[2]

United States

25I-NB3OMe is not explicitly listed as a controlled substance in the United States, but is a positional isomer of 25I-NBOMe^[3] and thus may be considered a Schedule I drug under the Federal Analogue Act, meaning that it would be subject to the same penalties for possession, distribution, and manufacture as 25I-NBOMe.

References

1. Hansen M, Phonekeo K, Paine JS, Leth-Petersen S, Begtrup M, Bräuner-Osborne H, Kristensen JL (March 2014). "Synthesis and structure-activity relationships of N-benzyl phenethylamines as 5-HT2A/2C agonists". ACS Chemical Neuroscience. 5 (3): 243–249. doi:10.1021/cn400216u. PMC 3963123. PMID 24397362.
2. "The Misuse of Drugs Act 1971 (Ketamine etc.) (Amendment) Order 2014". UK Statutory Instruments 2014 No. 1106. www.legislation.gov.uk.
3. Casale JF, Hays PA (2012). "Characterization of Eleven 2,5-Dimethoxy-N-(2-methoxybenzyl)phenethylamine (NBOMe) Derivatives and Differentiation from their 3- and 4-Methoxybenzyl Analogues - Part I". Microgram Journal. 9 (2): 84–109.