Exploring DOB-FLY. To explore a different substance…

IUPAC name:
ID: 2023 · Formula: C13H16BrNO2 · Molecular weight: 298.176
InChI: InChI=1S/C13H16BrNO2/c1-7(15)6-10-8-2-4-17-13(8)11(14)9-3-5-16-12(9)10/h7H,2-6,15H2,1H3
InChI Key: FKRREVSELFOLDT-UHFFFAOYSA-NThis stereoisomerAny stereoisomer

Monte, AP; Marona-Lewicka, D; Parker, MA; Wainscott, DB; Nelson, DL; Nichols, DE. Dihydrobenzofuran analogues of hallucinogens. 3. 1 Models of 4-substituted (2,5-dimethoxyphenyl)alkylamine derivatives with rigidified methoxy groups. J. Med. Chem., 1 Jan 1996, 39 (15), 2953–2961. 290 kB. https://doi.org/10.1021/jm960199j

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

Parker, MA; Marona-Lewicka, D; Lucaites, VL; Nelson, DL; Nichols, DE. A novel (benzodifuranyl)aminoalkane with extremely potent activity at the 5-HT2A receptor. J. Med. Chem., 1 Jan 1998, 41 (26), 5148–5149. 81 kB. https://doi.org/10.1021/jm9803525

Chambers, JJ; Kurrasch-Orbaugh, DM; Parker, MA; Nichols, DE. Enantiospecific synthesis and pharmacological evaluation of a series of super-potent, conformationally restricted 5-HT2A/2C receptor agonists. J. Med. Chem., 1 Jan 2001, 44 (6), 1003–1010. 337 kB. https://doi.org/10.1021/jm000491y

Heim, R. Synthesis and pharmacology of potent 5-HT2A receptor agonists with N-2-methoxybenzyl partial structure. SC. D. Thesis, Freie Universität, Berlin, 1 Jan 2004. 3.9 MB. In German.

Blaazer, AR; Smid, P; Kruse, CG. Structure-activity relationships of phenylalkylamines as agonist ligands for 5-HT2A receptors. ChemMedChem, 15 Sep 2008, 3 (9), 1299–1309. 461 kB. https://doi.org/10.1002/cmdc.200800133

Whiteside, MS; Kurrasch-Orbaugh, D; Marona-Lewicka, D; Nichols, DE; Monte, A. Substituted hexahydrobenzodipyrans as 5-HT2A/2C receptor probes. Bioorg. Med. Chem., 1 Jan 2002, 10 (10), 3301–3306. 141 kB. https://doi.org/10.1016/S0968-0896(02)00209-2

Zaitsu, K; Katagi, M; Kamata, H; Nakanishi, K; Shima, N; Kamata, T; Nishioka, H; Miki, A; Tatsuno, M; Tsuchichashi, H. Simultaneous analysis of six novel hallucinogenic (tetrahydrobenzodifuranyl)aminoalkanes (FLYs) and (benzodifuranyl)aminoalkanes (DragonFLYs) by GC-MS, LC-MS, and LC-MS-MS. Forensic Toxicol., 1 Jan 2010, 24 (1), 9–18. 570 kB. https://doi.org/10.1007/s11419-009-0083-0

Fenderson5555. Two syntheses of bromo-dragonFLY. , 15 Dec 2012. . Fenderson5555 9.8 MB.

Schultz, DM. Synthesis of serotonin agonists as 5-HT2A and 5-HT2C receptor molecular probes. UW-LaCrosseJUR, 2006, 9, 1–6. 117 kB.

May, EJ. Synthesis of mixed heterocyclic phenylethylamines as serotonin receptor probes. UW-LaCrosseJUR, 2002, 5, 391–398. 311 kB.

Whiteside, MS. Synthesis of hexahydrobenzodipyrans as ring-expanded analogues of potent serotonin 5-HT2A/2C receptor probes. UW-LaCrosseJUR, 1999, 2, 61–68. 272 kB.

Reed, EC; Kiddon, GS. The characterization of three FLY compounds (2C-B-FLY, 3C-B-FLY, and Bromo-DragonFLY). Microgram J., 1 Jan 2007, 5 (1–4), 26–33. 112 kB.

Feng, Z; Mohapatra, S; Klimko, PG; Hellberg, MR; May, JA; Kelly, C; Williams, G; McLaughlin, MA; Sharif, NA. Novel benzodifuran analogs as potent 5-HT2A receptor agonists with ocular hypotensive activity. Bioorg. Med. Chem. Lett., 1 Jun 2007, 17 (11), 2998–3002. 163 kB. https://doi.org/10.1016/j.bmcl.2007.03.073

Isberg, V; Paine, J; Leth-Petersen, S; Kristensen, JL; Gloriam, DE. Structure-activity relationships of constrained phenylethylamine ligands for the serotonin 5-HT2 receptors. PLoS ONE, 7 Nov 2013, 8 (11), e78515. 1.7 MB. https://doi.org/10.1371/journal.pone.0078515

Collins, M. Some new psychoactive substances: Precursor chemical and synthesis-driver end-products. Drug Test. Analysis, 1 Jul 2001, 3 (7–8), 404–416. 178 kB. https://doi.org/10.1002/dta.315

24 May 2018 · Creative Commons BY-NC-SA ·