Explore 5-Fluoro-α-methyltryptamine | TiHKAL · info

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Names

5-Fluoro-AMT
5-Fluoro-α-methyltryptamine
PAL-544

IUPAC name

1-(5-Fluoro-1H-indol-3-yl)propan-2-amine

ID 5104 · Formula C₁₁H₁₃FN₂ · Molecular weight 192.233

Tags Tryptamine

InChI InChI=1S/C11H13FN2/c1-7(13)4-8-6-14-11-3-2-9(12)5-10(8)11/h2-3,5-7,14H,4,13H2,1H3

InChI Key CTGFDWBZMCPVED-UHFFFAOYSA-N This stereoisomer Any stereoisomer

SMILES CC(Cc1c[nH]c2c1cc(F)cc2)N

ChemSpider 12304
PubChem 12834
Wikidata Q4639589
Wikipedia 5-Fluoro-AMT
Wikipedia, see also List of substituted α-alkyltryptamines
Project Response 5F-AMT (2246-21)

TiHKAL #5 α,O-DMS

Kalir, A; Szara, S. Synthesis and pharmacological activity of fluorinated tryptamine derivatives J. Med. Chem., 1 Nov 1963, 6 (6), 716–719. 533 kB. https://doi.org/10.1021/jm00342a019 #Va

Dinger, J; Woods, C; Brandt, SD; Meyer, MR; Maurer, HH. Cytochrome P450 inhibition potential of new psychoactive substances of the tryptamine class Toxicol. Lett., 1 Jan 2016, 241, 82-94. 2.6 MB. https://doi.org/10.1016/j.toxlet.2015.11.013

Wagmann, L; Brandt, SD; Kavanagh, PV; Maurer, HH; Meyer, MR. In vitro monoamine oxidase inhibition potential of alpha-methyltryptamine analog new psychoactive substances for assessing possible toxic risks Toxicol. Lett., 17 Apr 2017, 272, 84–93. 1.9 MB. https://doi.org/10.1016/j.toxlet.2017.03.007

Halberstadt, AL; Geyer, MA. Effect of hallucinogens on unconditioned behavior In Behavioral Neurobiology of Psychedelic Drugs; Halberstadt, AL; Vollenweider, FX; Nichols, DE, Eds., Springer, 1 Jan 2017; pp 159-199. 879 kB. https://doi.org/10.1007/7854_2016_466

Nakagawasai, O; Arai, Y; Satoh, S; Satoh, N; Neda, M; Hozumi, M; Oka, R; Hiraga, H; Tadano, T. Monoamine oxidase and head-twitch response in mice: Mechanisms of α-methylated substrate derivatives Neurotoxicology, 1 Jan 2004, 25 (1), 223–232. 169 kB. https://doi.org/10.1016/S0161-813X(03)00101-3 #5-FMT

Tadano, T; Neda, M; Hozumi, M; Yonezawa, A; Arai, Y; Fujita, T; Kinemuchi, H; Kisara, K. Alpha-methylated tryptamine derivatives induce a 5-HT receptor-mediated head-twitch response in mice Neuropharmacology, 1 Feb 1995, 34 (2), 229–234. 696 kB. https://doi.org/10.1016/0028-3908(94)00119-D #5-FMT

Kirk, KL; Yoshida, S; Haufe, G. Synthesis and biochemical evaluation of fluorinated monoamine oxidase inhibitors In Fluorine and Health; Tress, A; Haufe, G, Eds., Elsevier, 1 Jan 2008; pp 661–697. 705 kB. https://doi.org/10.1016/B978-0-444-53086-8.00015-1 #5

McKenna, DJ; Towers, HHN. Biochemistry and pharmacology of tryptamines and beta-carbolines: A minireview J. Psychoactive Drugs, 1 Jan 1984, 16 (4), 347–358. 10.8 MB. https://doi.org/10.1080/02791072.1984.10472305 #5-Fluoro-α-methyl-tryptamine

Reyes-Parada, M; Iturriaga-Vasquez, P; Cassels, BK. Amphetamine derivatives as monoamine oxidase inhibitors Front. Pharmacol., 23 Jan 2020, 10 1590. 1.9 MB. https://doi.org/10.3389/fphar.2019.01590 #5-F-AMT

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7 Dec 2019 · · Isomer Design