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Exploring Selegiline. To explore a different substance…

Names

N-Methyl-N-propargylamphetamine
Selegiline

IUPAC name

N-Methyl-N-(1-phenylpropan-2-yl)prop-2-yn-1-amine

ID 2443 · Formula C₁₃H₁₇N · Molecular weight 187.281

InChI InChI=1S/C13H17N/c1-4-10-14(3)12(2)11-13-8-6-5-7-9-13/h1,5-9,12H,10-11H2,2-3H3

InChI Key MEZLKOACVSPNER-UHFFFAOYSA-N This stereoisomer Any stereoisomer

SMILES CC(N(CC#C)C)Cc1ccccc1

ChemSpider 5007
PubChem 5195
Wikidata Q402633
Wikipedia Selegiline

Phenethylamine: Von der Strucktur zur Funktion Selegiline: 3.0 (9) 69 · 3.1 (40) 101 · 3.2 (16) 108, 109, 110 · 7.2 (62) 483, 484

Scorza, MC; Carrau, C; Silveira, R; Zapata-Torres, G; Cassels, BK; Reyes-Parada, M. Monoamine oxidase inhibitory properties of some methoxylated and alkylthio amphetamine derivatives. Biochem. Pharmacol., 15 Dec 1997, 54 (12), 1361–1369. 697 kB. https://doi.org/10.1016/S0006-2952(97)00405-X #2

Magyar, K. The pharmacology of selegiline. Int. Rev. Neurobiol., 1 Jan 2011, 100, 65–84. 168 kB. https://doi.org/10.1016/B978-0-12-386467-3.00004-2

Thunhorst, M; Holzgrabe, U. Utilizing NMR spectroscopy for assessing drug enantiomeric composition. Magn. Reson. Chem., 1 Mar 1998, 36 (3), 211–216. 237 kB. https://doi.org/10.1002/(SICI)1097-458X(199803)36:3<211::AID-OMR246>3.0.CO;2-Y NMR

Nakanishi, K; Miki, A; Zaitsu, K; Kamata, H; Shima, N; Kamata, T; Katagi, M; Tatsuno, M; Tsuchihashi, H; Suzuki, K. Cross-reactivities of various phenethylamine-type designer drugs to immunoassays for amphetamines, with special attention to the evaluation of the one-step urine drug test Instant-View™, and the Emit® assays for use in drug enforcement. Forensic Sci. Int., 10 Apr 2012, 217 (1–3), 174–181. 397 kB. https://doi.org/10.1016/j.forsciint.2011.11.003

Musshoff, F. Illegal or legitimate use? Precursor compounds to amphetamine and methamphetamine. Drug Metab. Rev., 2 Jan 2017, 32 (1), 15–44. 376 kB. https://doi.org/10.1081/DMR-100100562

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

Biel, JH; Bopp, BA. Amphetamines: Structure-activity relationships. In Handbook of Psychopharmacology: Stimulants; Iversen, LL; Iversen, SD; Snyder, SH, Eds., Plenum Press, New York, 1 Jan 1978; pp 1–39. 1.0 MB. https://doi.org/10.1007/978-1-4757-0510-2_1

Hurtado-Guzmán, C; Fierro, A; Iturriaga-Vásquez, P; Sepúlveda-Boza, S; Cassels, BK; Reyes-Parada, M. Monoamine oxidase inhibitory properties of optical isomers and N-substituted derivatives of 4-methylthioamphetamine. J. Enzyme Inhib. Med. Chem., 1 Aug 2003, 18 (4), 339–347. 149 kB. https://doi.org/10.1080/1475636031000118437 #Deprenyl NMR

Wagmann, L; Brandt, SD; Stratford, A; Maurer, HH; Meyer, MR. Interactions of phenethylamine-derived psychoactive substances of the 2C-series with human monoamine oxidases. Drug Test. Anal., 6 Sep 2018, 11 (2), 318-324. 650 kB. https://doi.org/10.1002/dta.2494 #Selegiline

Sprague, JE; Worst, TJ; Mosler, CR; Nichols, DE; Kane, MD. The pharmacodynamic characterization of an antisense oligonucleotide against monoamine oxidase-B (MAO-B) in rat brain striatal tissue. Cell. Mol. Neurobiol., 1 Feb 2001, 21 (1), 53–64. 436 kB. https://doi.org/10.1023/A:1007121312399 #Deprenyl

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 #2

C-DMT

PBCHA

12094

2-PYI · 2-Pyrrolidinylindane

(Phenanthrenamine) PCA

1-Pentylindole

1-(3-Methylbutyl)indole

7 Dec 2019 · · Isomer Design