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Four skeleton analogues:
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Analogue 1: With l-Lysergamide skeleton
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Analogue 2: With d-Isolysergamide skeleton
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Analogue 3: With l-Isolysergamide skeleton
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Analogue 4: With d-Isolysergamide skeleton
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Four R1 analogues:
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Analogue 1: Adding Acetyl at R1
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Analogue 2: Adding Methyl at R1
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Analogue 3: Adding Hydroxymethyl at R1
OML-632; 1-Hydroxymethyl-LSD; N,N-Diethyl-1-hydroxymethyllysergamide Formula: C21H27N3O2.
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Analogue 4: Adding Dimethylaminomethyl at R1
1-Dimethylaminomethyl-LSD; N,N-Diethyl-1-dimethylaminomethyllysergamide Formula: C23H32N4O.
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Two R2 analogues:
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Analogue 1: Adding Bromo at R2
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Analogue 2: Adding Iodo at R2
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Nine R6 analogues:
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Analogue 1: Substituting Allyl for Methyl at R6
AL-LAD; 6-Allyl-N,N-diethyl-6-norlysergamide; 6-Norlysergic acid, 6-allyl-N,N-diethylamide; 6-Norlysergamide, 6-allyl-N,N-diethyl; N,N-Diethylnorlysergamide, 6-allyl; N-(6)-Allylnorlysergic acid, N,N-diethylamide; 9,10-Didehydro-6-allyl-N,N-diethylergoline-8β-carboxamide; N-Allyl-nor-LSD Formula: C22H27N3O. PubChem ID: 1872. ChemSpider ID: 21106248. Wikipedia: AL-LAD.
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Analogue 2: Substituting Ethyl for Methyl at R6
ETH-LAD; 6-Norlysergic acid, 6,N,N-triethylamide; 6-Norlysergamide, 6,N,N-triethyl; 6,N,N-Triethyl-6-norlysergamide; N-(6)-Ethylnorlysergic acid, N,N-diethylamide; 9,10-Didehydro-N,N,6-triethylergoline-8β-carboxamide; N-Ethyl-nor-LSD Formula: C21H27N3O. ChemSpider ID: 21106300. Wikipedia: ETH-LAD.
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Analogue 3: Substituting n-Propyl for Methyl at R6
PRO-LAD; N,N-Diethyl-6-propyl-6-norlysergamide; 6-Norlysergamide, N,N-diethyl-6-propyl; N,N-Diethylnorlysergamide, 6-propyl; 6-Propylnorlysergamide, N,N-diethyl; 9,10-Didehydro-6-propyl-N,N-diethylergoline-8β-carboxamide; 6-Propyl-nor-LSD Formula: C22H29N3O. ChemSpider ID: 21106361. Wikipedia: PRO-LAD.
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Analogue 4: Substituting Propargyl for Methyl at R6
PARGY-LAD; N-Propynyl-nor-LSD Formula: C22H25N3O. ChemSpider ID: 21106360. Wikipedia: PARGY-LAD.
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Analogue 5: Substituting n-Butyl for Methyl at R6
BU-LAD; N-Butyl-nor-LSD Formula: C23H31N3O. ChemSpider ID: 21106266. Wikipedia: BU-LAD.
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Analogue 6: Substituting Phenethyl for Methyl at R6
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Analogue 7: Removing Methyl at R6
nor-LSD; N,N-Diethyl-6-norlysergamide; d-nor-Lysergic acid diethylamide Formula: C19H23N3O. PubChem ID: 169713. ChemSpider ID: 148419.
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Analogue 8: Substituting 2-(18F)-Fluoroethyl for Methyl at R6
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Analogue 9: Substituting Cyclopropyl for Methyl at R6
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31 N analogues:
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Analogue 1: Removing Diethyl at N
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Analogue 2: Substituting Methyl for Diethyl at N
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Analogue 3: Substituting Ethyl for Diethyl at N
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Analogue 4: Substituting n-Propyl for Diethyl at N
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Analogue 5: Substituting 1-Hydroxypropan-2-yl for Diethyl at N
Ergonovine; N-(1-Hydroxypropan-2-yl)lysergamide Formula: C19H23N3O2. PubChem ID: 443884. ChemSpider ID: 390049. Wikipedia: Ergonovine.
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Analogue 6: Substituting n-Butyl for Diethyl at N
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Analogue 7: Substituting sec-Butyl for Diethyl at N
N-Butan-2-yllysergamide Formula: C20H25N3O. Wikipedia: Lysergic acid 2-butyl amide.
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Analogue 8: Substituting 1-Hydroxybutan-2-yl for Diethyl at N
Methergine; Methylergonovine; N-(1-Hydroxybutan-2-yl)lysergamide Formula: C20H25N3O2. PubChem ID: 8226. ChemSpider ID: 102713. Wikipedia: Methylergonovine.
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Analogue 9: Substituting n-Pentyl for Diethyl at N
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Analogue 10: Substituting Pentan-2-yl for Diethyl at N
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Analogue 11: Substituting Pentan-3-yl for Diethyl at N
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Analogue 12: Substituting n-Hexyl for Diethyl at N
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Analogue 13: Substituting Hexan-2-yl for Diethyl at N
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Analogue 14: Substituting n-Heptyl for Diethyl at N
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Analogue 15: Substituting Heptan-2-yl for Diethyl at N
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Analogue 16: Substituting Dimethyl for Diethyl at N
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Analogue 17: Substituting Methyl and Ethyl for Diethyl at N
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Analogue 18: Substituting Methyl and n-Propyl for Diethyl at N
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Analogue 19: Substituting Methyl and Isopropyl for Diethyl at N
N-Isopropyl-N-methyllysergamide Formula: C20H25N3O. Wikipedia: Methylisopropyllysergamide.
Braden, MR. Towards a biophysical basis of hallucinogen action. Ph. D. Thesis, Purdue University, West Lafayette, IN, 2007. |
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Analogue 20: Substituting Methyl and 1-Phenylpropan-2-yl for Diethyl at N
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Analogue 21: Substituting Ethyl and n-Propyl for Diethyl at N
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Analogue 22: Substituting Di-n-propyl for Diethyl at N
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Analogue 23: Substituting Diisopropyl for Diethyl at N
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Analogue 24: Substituting Diallyl for Diethyl at N
DAL; N,N-Diallyllysergamide Formula: C22H25N3O. ChemSpider ID: 21106294. Wikipedia: Diallyllysergamide.
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Analogue 25: Substituting Di-n-butyl for Diethyl at N
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Analogue 26: Substituting Pyrrolidine for Diethyl at N
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Analogue 27: Substituting 2,5-Dihydro-1H-pyrrole for Diethyl at N
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Analogue 28: Substituting Piperidine for Diethyl at N
N-Piperidinyllysergamide Formula: C21H25N3O.
Braden, MR. Towards a biophysical basis of hallucinogen action. Ph. D. Thesis, Purdue University, West Lafayette, IN, 2007. |
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Analogue 29: Substituting Morpholine for Diethyl at N
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Analogue 30: Substituting 2,4-Dimethylazetidine for Diethyl at N
LA-SS-Az; Lysergic acid 2,4-dimethylazetidide Formula: C21H25N3O. PubChem ID: 10472143. Wikipedia: Lysergic acid 2,4-dimethylazetidide. Braden, MR. Towards a biophysical basis of hallucinogen action. Ph. D. Thesis, Purdue University, West Lafayette, IN, 2007. |
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Analogue 31: Substituting 1-Hydroxyethyl for Diethyl at N
LSH; Lysergic acid N-(α-hydroxyethyl)amide Formula: C18H21N3O2. PubChem ID: 134553. ChemSpider ID: 118592. Wikipedia: D-Lysergic acid N-(α-hydroxyethyl)amide. |
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Seven isomers:
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Isomer 1
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Isomer 2
N-Butan-2-yllysergamide Formula: C20H25N3O. Wikipedia: Lysergic acid 2-butyl amide.
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Isomer 3
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Isomer 4
N-Isopropyl-N-methyllysergamide Formula: C20H25N3O. Wikipedia: Methylisopropyllysergamide.
Braden, MR. Towards a biophysical basis of hallucinogen action. Ph. D. Thesis, Purdue University, West Lafayette, IN, 2007. |
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Isomer 5
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Isomer 6
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Isomer 7
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