Lysergamides

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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
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)CH2OH H -
Ergotamine 113-15-5 H CH3 -- C17H18N2O4 -
Methergine
 113-42-8 H CH3 CH(CH2CH3)CH2OH H -
Methysergide 361-37-5 CH3 CH3 CH(CH2CH3)CH2OH H -
Amesergide 121588-75-8 CH(CH3)2 CH3
C6H11
 H -
LY-215840
 137328-52-0 CH(CH3)2 CH3 C5H8OH H -
Cabergoline 81409-90-7 H H2C=CH-CH2 CONHCH2CH3 CH2CH2CH2N(CH3)2 -
LAE-32 478-99-9 H CH3 CH2CH3 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)CH2CH3 H -
LSP H CH3 CH(CH2CH3)CH2CH3 H -
DAL H CH3
H2C=CH-CH2
 H2C=CH-CH2 -
MIPLA 100768-08-9 H CH3
CH(CH3)2
 CH3 -
EIPLA
 H CH3 CH(CH3)2 CH2CH3 -
ECPLA H CH3 C3H5 CH2CH3 -
ETFELA H CH3 CH2CF3 CH2CH3 -
LAMPA 40158-98-3 H CH3 CH2CH2CH3 CH3 -
EPLA H CH2CH3 CH2CH2CH3 CH3 -
LSD / LAD 50-37-3 H CH3 CH2CH3 CH2CH3 -
ETH-LAD 65527-62-0 H CH2CH3 CH2CH3 CH2CH3 -
PARGY-LAD H
HC≡C−CH2
 CH2CH3 CH2CH3 -
AL-LAD 65527-61-9 H H2C=CH-CH2 CH2CH3 CH2CH3 -
PRO-LAD 65527-63-1 H
CH2CH2CH3
 CH2CH3 CH2CH3 -
IP-LAD
 H CH(CH3)2 CH2CH3 CH2CH3 -
CYP-LAD[16] H
C3H5
 CH2CH3 CH2CH3 -
BU-LAD 96930-87-9 H
CH2CH2CH2CH3
 CH2CH3 CH2CH3 -
FLUORETH-LAD[17] H CH2CH2F CH2CH3 CH2CH3 -
ALD-52 3270-02-8
COCH3
 CH3 CH2CH3 CH2CH3 -
1P-LSD 2349358-81-0
COCH2CH3
 CH3 CH2CH3 CH2CH3 -
1B-LSD 2349376-12-9 COCH2CH2CH3 CH3 CH2CH3 CH2CH3 -
1V-LSD CO(CH2)3CH3 CH3 CH2CH3 CH2CH3 -
1cP-LSD[18] COC3H5 CH3 CH2CH3 CH2CH3 -
1D-LSD COC4H5(CH3)2 CH3 CH2CH3 CH2CH3 -
1P-AL-LAD COCH2CH3 H2C=CH-CH2 CH2CH3 CH2CH3 -
1cP-AL-LAD COC3H5 H2C=CH-CH2 CH2CH3 CH2CH3 -
1P-ETH-LAD COCH2CH3 CH2CH3 CH2CH3 CH2CH3 -
1P-MIPLA COCH2CH3 CH3
CH(CH3)2
 CH3 -
MLD-41
 4238-85-1 CH3 CH3 CH2CH3 CH2CH3 -
LSM-775 4314-63-0 H CH3 CH2CH2-O-CH2CH2 -
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)2CH2 -
2-Bromo-LSD 478-84-2 H CH3 CH2CH3 CH2CH3 2-Br
12-Methoxy-LSD[19] 50484-99-6 H CH3 CH2CH3 CH2CH3 12-OMe
13-Fluoro-LSD[20] H CH3 CH2CH3 CH2CH3 13-F
14-Hydroxy-LSD[21] H CH3 CH2CH3 CH2CH3 14-OH

See also

References

  1. PMID 13852489
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  2. ^ US patent 2997470, Pioch RP, "LYSERGIC ACID AMIDES", published 1956-03-05, issued 1961-08-22 
  3. PMID 4032428
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  4. S2CID 16490010
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  5. S2CID 21484356
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  6. PMID 12213075
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  7. PMID 17149427
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  8. PMID 19040555
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  9. PMID 28401524
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  10. PMID 26456305
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  11. PMID 27265891
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  12. PMID 28342178
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  13. PMID 28585392
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  14. PMID 31083768
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  15. PMID 30298278
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  16. ^ Kruegel AC. Novel Ergolines and Methods of Treating Mood Disorders. Patent WO 2022/226408
  17. ^ WO 2022/008627, Grill M, "Improved Method for the Production of Lysergic Acid Diethylamide (LSD) and Novel Derivatives thereof." 
  18. PMID 32180350
    .
  19. ^ Usdin E, Efron DH. Psychotropic Drugs and Related Compounds. (1972) ASIN B002X3CDIY
  20. ^ WO 2021/076572, Olson DE, et al., "Ergoline-like compounds for promoting neural plasticity" 
  21. PMID 31266388
    .