Exploring LA-111. To explore a different substance…

Names:
LA-111
LSA
LAA
d-Lysergamide
Ergine
IUPAC name:
(8β)-6-Methyl-9,10-didehydroergoline-8-carboxamide
5309 · C16H17N3O · 267.326
InChI=1S/C16H17N3O/c1-19-8-10(16(17)20)5-12-11-3-2-4-13-15(11)9(7-18-13)6-14(12)19/h2-5,7,10,14,18H,6,8H2,1H3,(H2,17,20)/t10-,14-/m1/s1
GENAHGKEFJLNJB-QMTHXVAHSA-N This stereoisomer Any stereoisomer
CN1C[C@@H](C=C2[C@H]1Cc1c[nH]c3c1c2ccc3)C(=O)N

Kremer, C; Paulke, A; Wunder, C; Toennes, SW. Variable adverse effects in subjects are ingestion of equal doses of Argyreia nervosa seeds. Forensic Sci. Int., 10 Jan 2012, 214 (1–3), e6–e8. 220 kB. https://doi.org/10.1016/j.forsciint.2011.06.025

Paulke, A; Kremer, C; Wunder, C; Achenbach, J; Djahanschiri, B; Elias, A; Schwed, JS; Hübner, H; Gmeiner, P; Proschak, E; Toennes, SW; Stark, H. Argyreia nervosa (Burm. f.): Receptor profiling of lysergic acid amide and other potential psychedelic LSD-like compounds by computational and binding assay approaches. J. Ethnopharmacol., 9 Jul 2013, 148 (2), 492–497. 555 kB. https://doi.org/10.1016/j.jep.2013.04.044

Jarmusch, AK; Musso, AM; Shymanovich, T; Jarmusch, SA; Weavil, MJ; Lovin, ME; Ehrmann, BM; Saari, S; Nichols, DE; Faeth, SH; Cech, NB. Comparison of electrospray ionization and atmospheric pressure photoionization liquid chromatography mass spectrometry methods for analysis of ergot alkaloids from endophyte-infected sleepygrass (Achnatherum robustum). J. Pharm. Biomed. Anal., 2016, 117, 11-17. 1.1 MB. https://doi.org/10.1016/j.jpba.2015.08.031 #1

Clarke, EGC. The identification of some proscribed psychedelic drugs. J. Forensic Sci. Soc., 1 Jan 1967, 7 (1), 46-50. 336 kB. https://doi.org/10.1016/S0015-7368(67)70370-9

Wacker, D; Wang, S; McCorvy, JD; Betz, RM; Venkatakrishnan, AJ; Levit, A; Lansu, K; Schools, ZL; Che, T; Nichols, DE; Shoichet, BK; Dror, RO; Roth, BL. Crystal Structure of an LSD-Bound Human Serotonin Receptor. Cell, 26 Jan 2017, 168 (3), 377–389.e12. 5.4 MB. https://doi.org/10.1016/j.cell.2016.12.033 Open access DOI

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 #23

Nichols, DE. Structure-activity relationships of serotonin 5-HT2A agonists. WIREs Membr. Transp. Signal, 1 Sep 2012, 1 (5), 559-579. 573 kB. https://doi.org/10.1002/wmts.42 #15

Shulgin, AT. Basic Pharmacology and Effects. In Hallucinogens. A Forensic Drug Handbook; Laing, R; Siegel, JA, Eds., Academic Press, London, 2003; pp 67–137. 6.3 MB.

Shulgin, AT. Chemistry of psychotomimetics. In Handbook of Experimental Pharmacology. Psychotropic Agents, Part III: Alcohol and Psychotomimetics, Psychotropic Effects of Central Acting Drugs; Hoffmeister, F; Stille, G, Eds., Springer-Verlag, Berlin, 1982; Vol. 55 (3), pp 3–29. 29.7 MB. #8r

Shulgin, AT. Hallucinogens. In Burger’s Medicinal Chemistry, 4th ed., Part III; Wolff, ME, Ed., Wiley & Co., 1981; pp 1109–1137. 4.7 MB. #34o

Shulgin, AT. Psychotomimetic agents. In Psychopharmacological Agents; Gordon, M, Ed., Academic Press, New York, 1976; Vol. 4, pp 59–146. 3.1 MB. #VII

EMCDDA. New drugs in Europe, 2008, European Monitoring Centre for Drugs and Drug Addiction, 1 May 2009. 265 kB. #9

Hoffer, A; Osmond, H. The Hallucinogens, Academic Press, New York, 1967. 3.9 MB. #d-Lysergic acid amide

Isoergine
18 October 2018 · Creative Commons BY-NC-SA ·