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Lysergamides: Difference between revisions
>BronzeManul m Corrected iso-LSD structure to correct standardised iso-LSD svg. |
>Curious m removed duplicate word (typo) |
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'''Lysergamides''' are amides of lysergic acid. | '''Lysergamides''' are amides of lysergic acid. | ||
Ergoline refers to a class of compounds derived from alkaloids of a group of fungi known as ''ergot'' in the ''claviceps'' genus. These compounds typically | Ergoline refers to a class of compounds derived from alkaloids of a group of fungi known as ''ergot'' in the ''claviceps'' genus. These compounds typically have strong [[psychedelic]] effects. | ||
==Chemistry== | ==Chemistry== | ||
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{| class="wikitable" | {| class="wikitable" | ||
|- | |- | ||
! scope="col" | '''Compound''' | ! scope="col" |'''Compound''' | ||
! scope="col" style="width: 50px;" | '''R<sub>N1</sub>''' | ! scope="col" style="width: 50px;" |'''R<sub>N1</sub>''' | ||
! scope="col" style="width: 50px;" | '''R<sub>N2</sub>''' | ! scope="col" style="width: 50px;" |'''R<sub>N2</sub>''' | ||
! scope="col" style="width: 50px;" | '''R<sub>1</sub>''' | ! scope="col" style="width: 50px;" |'''R<sub>1</sub>''' | ||
! scope="col" style="width: 50px;" | '''R<sub>6</sub>''' | ! scope="col" style="width: 50px;" |'''R<sub>6</sub>''' | ||
! scope="col" | '''Structure''' | ! scope="col" |'''Structure''' | ||
|- | |- | ||
| [[1B-LSD]] || CH<sub>2</sub>CH<sub>3</sub> || CH<sub>2</sub>CH<sub>3</sub> || C=OCH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> || CH<sub>3</sub> || [[File:1B-LSD.svg|170px]] | |[[1B-LSD]]||CH<sub>2</sub>CH<sub>3</sub>||CH<sub>2</sub>CH<sub>3</sub>||C=OCH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub>||CH<sub>3</sub>||[[File:1B-LSD.svg|170px]] | ||
|- | |- | ||
| [[1P-ETH-LAD]] || CH<sub>2</sub>CH<sub>3</sub> || CH<sub>2</sub>CH<sub>3</sub> || C=OCH<sub>2</sub>CH<sub>3</sub> || CH<sub>2</sub>CH<sub>3</sub> || [[File:1P-ETH-LAD.svg|170px]] | |[[1P-ETH-LAD]]||CH<sub>2</sub>CH<sub>3</sub>||CH<sub>2</sub>CH<sub>3</sub>||C=OCH<sub>2</sub>CH<sub>3</sub>||CH<sub>2</sub>CH<sub>3</sub>||[[File:1P-ETH-LAD.svg|170px]] | ||
|- | |- | ||
| [[1P-LSD]] || CH<sub>2</sub>CH<sub>3</sub> || CH<sub>2</sub>CH<sub>3</sub> || C=OCH<sub>2</sub>CH<sub>3</sub> || CH<sub>3</sub> ||[[File:1P-LSD.svg|171px]] | |[[1P-LSD]]||CH<sub>2</sub>CH<sub>3</sub>||CH<sub>2</sub>CH<sub>3</sub>||C=OCH<sub>2</sub>CH<sub>3</sub>||CH<sub>3</sub>||[[File:1P-LSD.svg|171px]] | ||
|- | |- | ||
| [[ALD-52]] || CH<sub>2</sub>CH<sub>3</sub> || CH<sub>2</sub>CH<sub>3</sub> || C=OCH<sub>3</sub> || CH<sub>3</sub> || [[File:ALD-52.svg|170px]] | |[[ALD-52]]||CH<sub>2</sub>CH<sub>3</sub>||CH<sub>2</sub>CH<sub>3</sub>||C=OCH<sub>3</sub>||CH<sub>3</sub>||[[File:ALD-52.svg|170px]] | ||
|- | |- | ||
| [[AL-LAD]] || CH<sub>2</sub>CH<sub>3</sub> || CH<sub>2</sub>CH<sub>3</sub> || H || CH<sub>2</sub>CH=CH<sub>2</sub> || [[File:AL-LAD.svg|170px]] | |[[AL-LAD]]||CH<sub>2</sub>CH<sub>3</sub>||CH<sub>2</sub>CH<sub>3</sub>||H||CH<sub>2</sub>CH=CH<sub>2</sub>||[[File:AL-LAD.svg|170px]] | ||
|- | |- | ||
| [[Ergotamine]] || * || H || H || CH<sub>3</sub> || [[File:Ergotamine.svg|170px]] | |[[Ergotamine]]||*||H||H||CH<sub>3</sub>||[[File:Ergotamine.svg|170px]] | ||
|- | |- | ||
| [[ETH-LAD]] || CH<sub>2</sub>CH<sub>3</sub> || CH<sub>2</sub>CH<sub>3</sub> || H || CH<sub>2</sub>CH<sub>3</sub> || [[File:ETH-LAD.svg|170px]] | |[[ETH-LAD]]||CH<sub>2</sub>CH<sub>3</sub>||CH<sub>2</sub>CH<sub>3</sub>||H||CH<sub>2</sub>CH<sub>3</sub>||[[File:ETH-LAD.svg|170px]] | ||
|- | |- | ||
| [[LAE-32]] || CH<sub>2</sub>CH<sub>3</sub> || H || H || CH<sub>3</sub> || [[File:LAE-32.svg|170px]] | |[[LAE-32]]||CH<sub>2</sub>CH<sub>3</sub>||H||H||CH<sub>3</sub>||[[File:LAE-32.svg|170px]] | ||
|- | |- | ||
| [[LSA]] || H || H || H || CH<sub>3</sub> || [[File:LSA.svg|170px]] | |[[LSA]]||H||H||H||CH<sub>3</sub>||[[File:LSA.svg|170px]] | ||
|- | |- | ||
| LSH || CH<sub>2</sub>(OH)CH<sub>3</sub> || H || H || CH<sub>3</sub> || [[File:LSH.svg|170px]] | |LSH||CH<sub>2</sub>(OH)CH<sub>3</sub>||H||H||CH<sub>3</sub>||[[File:LSH.svg|170px]] | ||
|- | |- | ||
| [[LSD]] || CH<sub>2</sub>CH<sub>3</sub> || CH<sub>2</sub>CH<sub>3</sub> || H || CH<sub>3</sub> || [[File:LSD.svg|170px]] | |[[LSD]]||CH<sub>2</sub>CH<sub>3</sub>||CH<sub>2</sub>CH<sub>3</sub>||H||CH<sub>3</sub>||[[File:LSD.svg|170px]] | ||
|- | |- | ||
| [[iso-LSD]] || CH<sub>2</sub>CH<sub>3</sub> || CH<sub>2</sub>CH<sub>3</sub> || H || CH<sub>3</sub> || [[File:Iso-LSD.svg|170px]] | |[[iso-LSD]]||CH<sub>2</sub>CH<sub>3</sub>||CH<sub>2</sub>CH<sub>3</sub>||H||CH<sub>3</sub>||[[File:Iso-LSD.svg|170px]] | ||
|- | |- | ||
| [[LSM-775]] || CH<sub>2</sub>CH<sub>2</sub>O- || CH<sub>2</sub>CH<sub>2</sub>- || H || CH<sub>3</sub> || [[File:LSM-775.svg|170px]] | |[[LSM-775]]||CH<sub>2</sub>CH<sub>2</sub>O-||CH<sub>2</sub>CH<sub>2</sub>-||H||CH<sub>3</sub>||[[File:LSM-775.svg|170px]] | ||
|- | |- | ||
| [[LSZ]] || CH(CH<sub>3</sub>)CH<sub>2</sub>- || CH(CH<sub>3</sub>)CH<sub>2</sub>- || H || CH<sub>3</sub> || [[File:LSZ.svg|170px]] | |[[LSZ]]||CH(CH<sub>3</sub>)CH<sub>2</sub>-||CH(CH<sub>3</sub>)CH<sub>2</sub>-||H||CH<sub>3</sub>||[[File:LSZ.svg|170px]] | ||
|- | |- | ||
| [[MIPLA]] || CH(CH<sub>3</sub>)<sub>2</sub> || CH<sub>3</sub> || H || CH<sub>3</sub> || [[File:MiPLA-skeletal-structure.svg|170px]] | |[[MIPLA]]||CH(CH<sub>3</sub>)<sub>2</sub>||CH<sub>3</sub>||H||CH<sub>3</sub>||[[File:MiPLA-skeletal-structure.svg|170px]] | ||
|- | |- | ||
| [[PARGY-LAD]] || CH<sub>2</sub>CH<sub>3</sub> || CH<sub>2</sub>CH<sub>3</sub> || H || CH<sub>2</sub>C≡CH || [[File:PARGY-LAD.svg|170px]] | |[[PARGY-LAD]]||CH<sub>2</sub>CH<sub>3</sub>||CH<sub>2</sub>CH<sub>3</sub>||H||CH<sub>2</sub>C≡CH||[[File:PARGY-LAD.svg|170px]] | ||
|- | |- | ||
| [[PRO-LAD]] || CH<sub>2</sub>CH<sub>3</sub> || CH<sub>2</sub>CH<sub>3</sub> || H || CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> || [[File:PRO-LAD.svg|170px]] | |[[PRO-LAD]]||CH<sub>2</sub>CH<sub>3</sub>||CH<sub>2</sub>CH<sub>3</sub>||H||CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub>||[[File:PRO-LAD.svg|170px]] | ||
|- | |- | ||
|} | |} | ||
==See also== | ==See also== | ||
*[[Responsible use]] | *[[Responsible use]] | ||
*[[Tryptamine]] | *[[Tryptamine]] | ||
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==External links== | ==External links== | ||
*[https://en.wikipedia.org/wiki/Lysergamide | |||
*[https://en.wikipedia.org/wiki/Lysergamide Lysergamide (Wikipedia)] | |||
==Literature== | ==Literature== | ||
* Pfaff, R. C., Huang, X., Marona-Lewicka, D., Oberlender, R., & Nichols, D. E. (1994). Lysergamides revisited. NIDA Research Monograph, 146, 52-73. https://doi.org/10.1.1.669.2474 | |||
*Pfaff, R. C., Huang, X., Marona-Lewicka, D., Oberlender, R., & Nichols, D. E. (1994). Lysergamides revisited. NIDA Research Monograph, 146, 52-73. https://doi.org/10.1.1.669.2474 | |||
==References== | ==References== | ||
{{references}} | {{references}} | ||