Exploring Hordenine. To explore a different substance…

Names:
Hordenine
4-Hydroxy-N,N-dimethylphenethylamine
IUPAC name:
4-[2-(Dimethylamino)ethyl]phenol
2203 · C10H15NO · 165.232
Peyote alkaloid
InChI=1S/C10H15NO/c1-11(2)8-7-9-3-5-10(12)6-4-9/h3-6,12H,7-8H2,1-2H3
KUBCEEMXQZUPDQ-UHFFFAOYSA-N This stereoisomer Any stereoisomer
CN(CCc1ccc(cc1)O)C

Fontanilla, D; Johannessen, M; Hajipour, AR; Cozzi, NV; Jackson, MB; Ruoho, AE. The hallucinogen N,N-dimethyltryptamine (DMT) is an endogenous sigma-1 receptor regulator. Science, 13 Feb 2009, 323 (5916), 934–937. 529 kB. https://doi.org/10.1126/science.1166127

Ghosal, S; Srivastava, RS. β-Phenethylamine, tetrahydroisoquinoline and indole alkaloids of Desmodium tiliaefolium. Phytochemistry, 1 Jan 1973, 12 (1), 193–197. 552 kB. https://doi.org/10.1016/S0031-9422(00)84646-4

Horn, AS. Structure-activity relations for the inhibition of catecholamine uptake into synaptosomes from noradrenaline and dopaminergic neurones in rat brain homogenates. Br. J. Pharmacol., 1 Feb 1973, 47 (2), 332–338. 903 kB. https://doi.org/10.1111/j.1476-5381.1973.tb08331.x

Ogino, M; Naiki, T; Orui, H; Kosone, K; Yamazaki, M. Study of method for identifying phenethylamine drugs. JCCL, 11 Feb 2011, 50, 63-82. 627 kB. Retrieved from http://www.customs.go.jp/ccl_search/e_info_search/drugs/r_50_08_e.pdf

Pawar, RS; Grundel, E. Overview of regulation of dietary supplements in the USA and issues of adulteration with phenethylamines (PEAs). Drug Test. Analysis, 1 Mar 2017, 9 (3), 500-517. 601 kB. https://doi.org/10.1002/dta.1980

Cassels, BK; Sáez-Briones, P. DARK classics in chemical neuroscience: Mescaline. ACS Chem. Neurosci., 8 Jun 2018, n/a. 648 kB. https://doi.org/10.1021/acschemneuro.8b00215

Takahashi, M; Nagashima, M; Suzuki, J; Seto, T; Yasuda, I; Yoshida, T. Creation and application of psychoactive designer drugs data library using liquid chromatography with photodiode array spectrophotometry detector and gas chromatography–mass spectrometry. Talanta, 15 Feb 2009, 77 (4), 1245–1272. 1.2 MB. https://doi.org/10.1016/j.talanta.2008.07.062 #Hordenine

Hoffer, A; Osmond, H. The Hallucinogens, Academic Press, New York, 1967. 3.9 MB. #Hordenine

PMA
2-MA · 2-Methoxyamphetamine
3-MA · 3-Methoxyamphetamine
Ephedrine
Pseudoephedrine
β-Methoxyamphetamine
4-Methylnorephedrine
β-HO-N,N-Me-PEA
N,N-Me-2-HPEA
2-HMA
N-Me-2-MPEA
β-Me-2-MPEA
N,N-Me-3-HPEA
N-Me-3-MPEA
β-Me-3-MPEA
4-HMA · Pholedrine
α-Et-4-HPEA
N-Me-4-MPEA
β-Me-4-MPEA
4-EPEA
2,3-HMeMPEA
2,3-HMeA
5-H-2C-D
β-HO-3,4-MePEA
10090
10111
Phenylpropanolmethylamine
N-MeO-A
4-Me-HOT-A
Ethyltyramine
10158
3,4-HMeA
12416
12415
4-Hydroxyphentermine
18 October 2018 · Creative Commons BY-NC-SA ·