Explore N-Heptan-2-yllysergamide | PiHKAL · info

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Name

N-Heptan-2-yllysergamide

IUPAC names

N-(Heptan-2-yl)-6-methyl-9,10-didehydroergoline-8β-carboxamide
(6aR,9R)-N-(Heptan-2-yl)-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxamide
(8β)-N-(Heptan-2-yl)-6-methyl-9,10-didehydroergoline-8-carboxamide

ID 5323 · Formula C₂₃H₃₁N₃O · Molecular weight 365.512

InChI InChI=1S/C23H31N3O/c1-4-5-6-8-15(2)25-23(27)17-11-19-18-9-7-10-20-22(18)16(13-24-20)12-21(19)26(3)14-17/h7,9-11,13,15,17,21,24H,4-6,8,12,14H2,1-3H3,(H,25,27)/t15?,17-,21-/m1/s1

InChI Key HTJZHVCGODLWLI-NZAAYYPMSA-N This stereoisomer Any stereoisomer

SMILES CCCCCC(NC(=O)[C@H]1CN(C)[C@H]2C(=C1)c1cccc3c1c(C2)c[nH]3)C

ChemSpider 23240347
PubChem 44384853

TiHKAL #26 LSD

Nichols, DE; Monte, A; Huang, X; Marona-Lewicka, D. Stereoselective pharmacological effects of lysergic acid amides possessing chirality in the amide substituent. Behav. Brain Sci., 15 Dec 1995, 73 (1–2), 117–119. 267 kB. https://doi.org/10.1016/0166-4328(96)00080-0

Monte, AP; Marona-Lewicka, D; Kanthasamy, A; Sanders-Bush, E; Nichols, DE. Stereoselective LSD-like activity in a series of d-lysergic acid amides of (R)- and (S)-2-aminoalkanes. J. Med. Chem., 1 Mar 1995, 38 (6), 958–966. 1.2 MB. https://doi.org/10.1021/jm00006a015

Nichols, DE. Structure-activity relationships of serotonin 5-HT_2A agonists. WIREs Membr. Transp. Signal, 1 Sep 2012, 1 (5), 559-579. 573 kB. https://doi.org/10.1002/wmts.42 #20

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.

N-Heptyllysergamide

N,N-Diethyl-6-butyl-6-norlysergamide · N-Butyl-nor-LSD · BU-LAD

US 7772227 #12B

2AD-AKB-48 · 2AD-APINACA · SGT-86

A-PINACA · AKB-48 · APINACA

(2H-Indazole) APINACA

N-Butyl-N-propyllysergamide

N-sec-Butyl-N-ethyllysergamide

i-BU-LAD · i-BULAD · iso-BULAD

7776

AP7AICA

AP6AICA

AP5AICA

AP4AICA

Protodesnitazene

Isotodesnitazene

PRO-(S)-2-LSP

PRO-LSB

7 Dec 2019 · · Isomer Design