Class of chemical compounds
Amides of lysergic acid are collectively known as lysergamides , and include a number of compounds with potent agonist and/or antagonist activity at various serotonin and dopamine receptors . Lysergamides contain an embedded tryptamine structure, and as a result can produce similar, often psychedelic , effects to those of the true tryptamines. [1] [2] [3] [4] [5] [6] [7] [8] [9] [10] [11] [12] [13] [14] [15]
General structure of Lysergamides
Lysergamides, tabulated by structure
Structure
Name
CAS number
R1
R6
R2
R3
Other
LSA / LAA
478-94-4
H
CH3
H
H
-
DAM-57
4238-84-0
H
CH3
CH3
CH3
-
Ergometrine (Ergonovine)
60-79-7
H
CH3
CH(CH3 )CH2 OH
H
-
Ergotamine
113-15-5
H
CH3
--
C17 H18 N2 O4
-
Methergine
113-42-8
H
CH3
CH(CH2 CH3 )CH2 OH
H
-
Methysergide
361-37-5
CH3
CH3
CH(CH2 CH3 )CH2 OH
H
-
Amesergide
121588-75-8
CH(CH3 )2
CH3
C6 H11
H
-
LY-215840
137328-52-0
CH(CH3 )2
CH3
C5 H8 OH
H
-
Cabergoline
81409-90-7
H
H2 C=CH-CH2
CONHCH2 CH3
CH2 CH2 CH2 N(CH3 )2
-
LAE-32
478-99-9
H
CH3
CH2 CH3
H
-
LAiP
H
CH3
CH(CH3 )2
H
-
LAtB
H
CH3
C(CH3 )3
H
-
LAcB
H
CH3
(CH2 )4
H
-
Cepentil
H
CH3
(CH2 )5
H
-
LSB
137765-82-3
H
CH3
CH(CH3 )CH2 CH3
H
-
LSP
H
CH3
CH(CH2 CH3 )CH2 CH3
H
-
DAL
H
CH3
H2 C=CH-CH2
H2 C=CH-CH2
-
MIPLA
100768-08-9
H
CH3
CH(CH3 )2
CH3
-
EIPLA
H
CH3
CH(CH3 )2
CH2 CH3
-
ECPLA
H
CH3
C3 H5
CH2 CH3
-
ETFELA
H
CH3
CH2 CF3
CH2 CH3
-
LAMPA
40158-98-3
H
CH3
CH2 CH2 CH3
CH3
-
EPLA
H
CH2 CH3
CH2 CH2 CH3
CH3
-
LSD / LAD
50-37-3
H
CH3
CH2 CH3
CH2 CH3
-
ETH-LAD
65527-62-0
H
CH2 CH3
CH2 CH3
CH2 CH3
-
PARGY-LAD
H
HC≡C−CH2
CH2 CH3
CH2 CH3
-
AL-LAD
65527-61-9
H
H2 C=CH-CH2
CH2 CH3
CH2 CH3
-
PRO-LAD
65527-63-1
H
CH2 CH2 CH3
CH2 CH3
CH2 CH3
-
IP-LAD
H
CH(CH3 )2
CH2 CH3
CH2 CH3
-
CYP-LAD[16]
H
C3 H5
CH2 CH3
CH2 CH3
-
BU-LAD
96930-87-9
H
CH2 CH2 CH2 CH3
CH2 CH3
CH2 CH3
-
FLUORETH-LAD [17]
H
CH2 CH2 F
CH2 CH3
CH2 CH3
-
ALD-52
3270-02-8
COCH3
CH3
CH2 CH3
CH2 CH3
-
1P-LSD
2349358-81-0
COCH2 CH3
CH3
CH2 CH3
CH2 CH3
-
1B-LSD
2349376-12-9
COCH2 CH2 CH3
CH3
CH2 CH3
CH2 CH3
-
1V-LSD
CO(CH2 )3 CH3
CH3
CH2 CH3
CH2 CH3
-
1DD-LSD
CO(CH2 )10 CH3
CH3
CH2 CH3
CH2 CH3
-
1cP-LSD [18]
COC3 H5
CH3
CH2 CH3
CH2 CH3
-
1D-LSD
COC4 H5 (CH3 )2
CH3
CH2 CH3
CH2 CH3
-
1T-LSD
COC4 H3 S
CH3
CH2 CH3
CH2 CH3
-
1S-LSD
CO(CH2 )2 Si(CH3 )3
CH3
CH2 CH3
CH2 CH3
-
1P-AL-LAD
COCH2 CH3
H2 C=CH-CH2
CH2 CH3
CH2 CH3
-
1cP-AL-LAD
COC3 H5
H2 C=CH-CH2
CH2 CH3
CH2 CH3
-
1T-AL-LAD[19]
COC4 H3 S
H2 C=CH-CH2
CH2 CH3
CH2 CH3
-
1P-ETH-LAD
COCH2 CH3
CH2 CH3
CH2 CH3
CH2 CH3
-
1P-MIPLA
COCH2 CH3
CH3
CH(CH3 )2
CH3
-
MLD-41
4238-85-1
CH3
CH3
CH2 CH3
CH2 CH3
-
LSM-775
4314-63-0
H
CH3
CH2 CH2 -O-CH2 CH2
-
LPD-824
2385-87-7
H
CH3
(CH2 )4
-
LSD-Pip
50485-23-9
H
CH3
(CH2 )5
-
LSD-Azapane
H
CH3
(CH2 )6
-
LA-SS-Az
470666-31-0
H
CH3
CH2 (CHCH3 )2 CH2
-
2-Bromo-LSD
478-84-2
H
CH3
CH2 CH3
CH2 CH3
2-Br
12-Methoxy-LSD[20]
50484-99-6
H
CH3
CH2 CH3
CH2 CH3
12-OMe
13-Fluoro-LSD[21]
H
CH3
CH2 CH3
CH2 CH3
13-F
14-Hydroxy-LSD[22]
H
CH3
CH2 CH3
CH2 CH3
14-OH
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