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Names

25I-NNap
25I-N2Nap
4-Iodo-2,5-dimethoxy-N-(naphthalen-2-ylmethyl)phenethylamine

IUPAC names

2-(4-Iodo-2,5-dimethoxyphenyl)-N-[(naphthalen-2-yl)methyl]ethan-1-amine
2-(4-Iodo-2,5-dimethoxyphenyl)-N-(naphthalen-2-ylmethyl)ethan-1-amine

ID 5394 · Formula C₂₁H₂₂INO₂ · Molecular weight 447.309

InChI InChI=1S/C21H22INO2/c1-24-20-13-19(22)21(25-2)12-18(20)9-10-23-14-15-7-8-16-5-3-4-6-17(16)11-15/h3-8,11-13,23H,9-10,14H2,1-2H3

InChI Key DWYOCCKOUPKDMW-UHFFFAOYSA-N This stereoisomer Any stereoisomer

SMILES COc1cc(I)c(cc1CCNCc1ccc2c(c1)cccc2)OC

Phenethylamine: Von der Strucktur zur Funktion 25I-NNap: 8.5 (328) 837, 839 · 25I-N2Nap: 8.5 (328) 838

Braden, MR. Towards a biophysical understanding of hallucinogen action Ph. D. Thesis, Purdue University, West Lafayette, IN, 1 Jan 2007. 8.4 MB. #25I-NNap

Braden, MR; Parrish, JC; Naylor, JC; Nichols, DE. Molecular interaction of serotonin 5-HT_2A receptor residues Phe339^(6.51) and Phe340^(6.52) with superpotent N-benzyl phenethylamine agonists Mol. Pharmacol., 1 Jan 2006, 70 (6), 1956–1964. 361 kB. https://doi.org/10.1124/mol.106.028720 #25I-NNap

Nichols, DE. Chemistry and structure–activity relationships of psychedelics In Behavioral Neurobiology of Psychedelic Drugs; Halberstadt, AL; Vollenweider, FX; Nichols, DE, Eds., Springer, 1 Jan 2017; pp 1-43. 2.6 MB. https://doi.org/10.1007/7854_2017_475 #Table 4: 2-Naphthyl

Nichols, DE. Structure-activity relationships of serotonin 5-HT_2A agonists WIREs Membr. Transp. Signal, 1 Sep 2012, 1 (5), 559-579. 573 kB. https://doi.org/10.1002/wmts.42

25I-N1Nap · N-(Naphthalen-1-ylmethyl)-4-iodo-2,5-dimethoxyphenethylamine

AM-690

7 Dec 2019 · · Isomer Design