Exploring MIPLA. To explore a different substance…

Names:
MIPLA
LA-Me/iso
Lamide
N-Methyl-N-isopropyllysergamide
IUPAC name:
(8β)-N,6-Dimethyl-N-(propan-2-yl)-9,10-didehydroergoline-8-carboxamide
5327 · C20H25N3O · 323.432
InChI=1S/C20H25N3O/c1-12(2)23(4)20(24)14-8-16-15-6-5-7-17-19(15)13(10-21-17)9-18(16)22(3)11-14/h5-8,10,12,14,18,21H,9,11H2,1-4H3/t14-,18-/m1/s1
ROICYBLUWUMJFF-RDTXWAMCSA-N This stereoisomer Any stereoisomer
CN1C[C@@H](C=C2[C@H]1Cc1c[nH]c3c1c2ccc3)C(=O)N(C(C)C)C

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

Pfaff, RC; Huang, X; Marona-Lewicka, D; Oberlender, R; Nichols, DE. Lysergamides revisited. In Hallucinogens: An update. NIDA Research Monograph 146; Lin, GC; Glennon, RA, Eds., U.S. Department of Health and Human Services, National Institute of Health, U.S. Government Printing Office, Washington, DC, 1994; pp 52–73. 181 kB.

Huang, X; Marona-Lewicka, D; Pfaff, RC; Nichols, DE. Drug discrimination and receptor binding studies of N-isopropyl lysergamide derivatives. Pharmacol. Biochem. Behav., 1 Mar 1994, 47 (3), 667–673. 650 kB. https://doi.org/10.1016/0091-3057(94)90172-4

Watts, VJ; Mailman, RB; Lawler, CP; Neve, KA; Nichols, DE. LSD and structural analogs: Pharmacological evaluation at D1 dopamine receptors. Psychopharmacology, 1 Apr 1995, 118 (4), 401–409. 1.4 MB. https://doi.org/10.1007/BF02245940

Parrish, JC. Toward a molecular understanding of hallucinogen action. Ph. D. Thesis, Purdue University, West Lafayette, IN, 1 Jan 2006. 5.5 MB.

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 #29

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

Nichols, DE. LSD and its lysergamide cousins. Heffter Rev., 1 Jan 2001, 2 (6), 80–87. 265 kB.

Halberstadt, AL; Klein, LM; Chatha, M; Valenzuela, LB; Stratford, A; Wallach, J; Nichols, DE; Brandt, SD. Pharmacological characterization of the LSD analog N-ethyl-N-cyclopropyl lysergamide (ECPLA). Psychopharmacology, 8 Oct 2018, n/a. 526 kB. https://doi.org/10.1007/s00213-018-5055-9 #MIPLA

LSD
N-Butyllysergamide
LSB · N-Butan-2-yllysergamide
LAMPA · LMP
l-LSD
d-iso-LSD
l-iso-LSD
(S)-LSB
(R)-LSB
18 October 2018 · Creative Commons BY-NC-SA ·