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Paliclavine
Names
IUPAC name
(9R )-6,8-Dimethyl-7,8-didehydro-6,7-secoergolin-9-ol
Systematic IUPAC name
(1R )-2-Methyl-1-[(4R ,5R )-4-(methylamino)-1,3,4,5-tetrahydrobenzo[cd ]indol-5-yl]prop-2-en-1-ol
Identifiers
ChemSpider
InChI=1S/C16H20N2O/c1-9(2)16(19)15-11-5-4-6-12-14(11)10(8-18-12)7-13(15)17-3/h4-6,8,13,15-19H,1,7H2,2-3H3/t13-,15-,16+/m1/s1
Key: RYJKMWDFKMAASW-BMFZPTHFSA-N
InChI=1/C16H20N2O/c1-9(2)16(19)15-11-5-4-6-12-14(11)10(8-18-12)7-13(15)17-3/h4-6,8,13,15-19H,1,7H2,2-3H3/t13-,15-,16+/m1/s1
Key: RYJKMWDFKMAASW-BMFZPTHFBX
CC(=C)[C@@H]([C@H]1[C@@H](CC2=CNC3=CC=CC1=C23)NC)O
Properties
C 16 H 20 N 2 O
Molar mass
256.349 g·mol−1
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
Paliclavine is an ergot alkaloid precursor.[ 1]
^ Acklin, W.; Fehr, T.; Stadler, P. A. (December 1975). "The role of paliclavine in the biosynthesis of ergot alkaloids". Helv. Chim. Acta . 58 (8): 2492– 500. doi :10.1002/hlca.19750580829 . PMID 1194058 .
Ergolines (incl. lysergines )Clavines (6,8-dimethylergolines)Lysergamides (lysergic acid amides)
Psychedelic lysergamides: 1B-LSD
1BP-LSD
1Bz-LSD
1cP-AL-LAD
1cP-LSD
1cP-MiPLA
1D-AL-LAD
1D-LSD
1DD-LSD
1F-LSD
1Fe-LSD
1H-LSD
1P-AL-LAD
1P-ETH-LAD
1P-LSD
1P-MiPLA
1S-LSD
1SB-LSD (1BS-LSD)
1T-AL-LAD
1T-LSD
1V-LSD
2,3-Dihydro-LSD
AL-LAD
ALA-10 (1-acetyl-LAE)
ALD-52 (1-acetyl-LSD)
BU-LAD
CPM-LAD
CYP-LAD
Diallyllysergamide (DAL)
Dimethyllysergamide (DAM-57)
Diisopropyllysergamide (DiPLA)
Dipropyllysergamide (DPL)
Ergine (lysergic acid amide; LSA; LA-111; lysergamide)
Ergometrine (ergonovine, ergobasine)
ETH-LAD
Ethylcyclopropyllysergamide (EcPLA)
Ethylisopropyllysergamide (EiPLA)
Ethylpropyllysergamide (EPLA; LEP-57)
Ethyltrifluoroethyllysergamide (ETFELA)
IP-LAD
Isoergine (isolysergic acid amide; iso-LSA; iso-LA; isolysergamide)
Isopropyllysergamide (iPLA; LAiP)
Lysergic acid diethylamide (LSD; d -LSD; lysergide)
Lysergic acid ethylamide (LAE-32, LAE)
Lysergic acid hydroxyethylamide (LSH, LAH)
Lysergic acid methylamide (LAM)
Lysergic acid methylethylamide (LME-54)
Lysergic acid morpholide (LSM-775)
Lysergic acid propylamide (LAP)
Lysergic acid pyrrolidide (LPD-824)
Lysergic acid 2-butylamide (LSB)
Lysergic acid 2,4-dimethylazetidide (LA-SS-Az, LSZ, LA-Azetidine)
Lysergic acid 2-pentylamide (2-LSP)
Lysergic acid 3-pentylamide (LSP, 3-LSP)
Methylergometrine (methylergonovine, methylergobasine; Methergine)
Methylisopropyllysergamide (MiPLA)
Methylpropyllysergamide (LAMPA, LMP-55)
Methysergide (1-methylmethylergonovine; UML-491)
MLA-74 (1-methyl-LAE)
MLD-41 (1-methyl-LSD)
MPD-75 (1-methyllysergic acid pyrrolidide)
NBOMe-LAD
OML-632 (1-hydroxymethyl-LSD)
PARGY-LAD
PRO-LAD
TRALA-12 (didehydro-LSD; DDH-LSD)
Ergopeptines (peptide ergolines)Partial ergolines Related compounds Natural sources