N-Ethyltryptamine: Difference between revisions

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| drug_name = ''N''-Ethyltryptamine
| drug_name = ''N''-Ethyltryptamine
| image = N-Ethyltryptamine.png
| image = N-Ethyltryptamine.png
| image_class = skin-invert-image
| width = 200px
| width = 200px
| image2 = NET 3D.png
| image_class2 = bg-transparent
| width2 = 200px


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'''''N''-Ethyltryptamine''' ('''NET''') is a [[substituted tryptamine|tryptamine]] that is [[structural analog|structurally related]] to [[N-methyltryptamine|''N''-methyltryptamine]] (NMT) and the [[psychedelic drug]]s [[N,N-dimethyltryptamine|''N'',''N''-dimethyltryptamine]] (DMT) and [[diethyltryptamine|''N'',''N''-diethyltryptamine]] (DET).<ref name="TiHKAL">[http://www.erowid.org/library/books_online/tihkal/tihkal49.shtml NET Entry in ''TIHKAL'']</ref>
'''''N''-Ethyltryptamine''' ('''NET'''), also abbreviated as '''NETP''', is a [[substituted tryptamine|tryptamine]] that is [[structural analog|structurally related]] to [[N-methyltryptamine|''N''-methyltryptamine]] (NMT) and the [[psychedelic drug]]s [[N,N-dimethyltryptamine|''N'',''N''-dimethyltryptamine]] (DMT) and [[diethyltryptamine|''N'',''N''-diethyltryptamine]] (DET).<ref name="TiHKAL">[http://www.erowid.org/library/books_online/tihkal/tihkal49.shtml NET Entry in ''TIHKAL'']</ref>


It has been found to act as a [[potency (pharmacology)|potent]] [[serotonin]] [[5-HT2A receptor|5-HT<sub>2A</sub> receptor]] [[full agonist]] and [[serotonin releasing agent]].<ref name="BloughLandavazoDecker2014">{{cite journal | vauthors = Blough BE, Landavazo A, Decker AM, Partilla JS, Baumann MH, Rothman RB | title = Interaction of psychoactive tryptamines with biogenic amine transporters and serotonin receptor subtypes | journal = Psychopharmacology (Berl) | volume = 231 | issue = 21 | pages = 4135–4144 | date = October 2014 | pmid = 24800892 | pmc = 4194234 | doi = 10.1007/s00213-014-3557-7 | url = }}</ref>
==Use and effects==
[[Alexander Shulgin]] included NET as an entry in his book ''[[TiHKAL]]'' (''Tryptamines I Have Known and Loved'').<ref name="TiHKAL" /> However, he stated that it had been subjected only to modest human trials and that no active dose level had been identified.<ref name="TiHKAL" />


[[Alexander Shulgin]] included NET as an entry in ''[[TiHKAL]]''.<ref name="TiHKAL" /> However, he stated that it had been subjected only to modest human trials and that no active dose level had been identified.<ref name="TiHKAL" />
==Pharmacology==
===Pharmacodynamics===
{| class="wikitable floatleft" style="font-size:small;"
|+ {{Nowrap|NMT activities}}
|-
! Target !! Affinity (K<sub>i</sub>, nM)
|-
| [[5-HT1A receptor|5-HT<sub>1A</sub>]] || {{Abbr|IA|Inactive}}
|-
| [[5-HT2A receptor|5-HT<sub>2A</sub>]] || 38 ({{Abbrlink|EC<sub>50</sub>|half-maximal effective concentration}})<br />99% ({{Abbrlink|E<sub>max</sub>|maximal efficacy}})
|-
| [[Serotonin transporter|SERT]]|| 19<sup>a</sup> ({{Abbr|EC<sub>50</sub>|half-maximal effective concentration}})
|-
|{{Abbrlink|NET|Norepinephrine transporter}}
|3,862<sup>a</sup> ({{Abbr|EC<sub>50</sub>|half-maximal effective concentration}})
|-
|{{Abbrlink|DAT|Dopamine transporter}}
|6,660<sup>a</sup> ({{Abbr|EC<sub>50</sub>|half-maximal effective concentration}})
|- class="sortbottom"
| colspan="2" style="width: 1px; background-color:var(--background-color-notice-subtle,#eaecf0); color:inherit; text-align: center;" | '''Notes:''' The smaller the value, the more avidly the drug interacts with the site. '''Footnotes:''' <sup>a</sup> = [[Monoamine releasing agent|Neurotransmitter release]]. '''Sources: <ref name="BloughLandavazoDecker2014" />'''
|}


== See also ==
NET has been found to act as a [[potency (pharmacology)|potent]] [[serotonin]] [[5-HT2A receptor|5-HT<sub>2A</sub> receptor]] [[full agonist]] and a selective [[serotonin releasing agent]].<ref name="BloughLandavazoDecker2014">{{cite journal | vauthors = Blough BE, Landavazo A, Decker AM, Partilla JS, Baumann MH, Rothman RB | title = Interaction of psychoactive tryptamines with biogenic amine transporters and serotonin receptor subtypes | journal = Psychopharmacology (Berl) | volume = 231 | issue = 21 | pages = 4135–4144 | date = October 2014 | pmid = 24800892 | pmc = 4194234 | doi = 10.1007/s00213-014-3557-7 | url = }}</ref> It is inactive at the [[5-HT1A receptor|5-HT<sub>1A</sub> receptor]].<ref name="BloughLandavazoDecker2014" />
* [[N-Methyltryptamine|''N''-Methyltryptamine]] (NMT)
* [[N,N-Dimethyltryptamine|''N'',''N'',-Dimethyltryptamine]] (DMT)


== References ==
==Chemistry==
===Synthesis===
The [[chemical synthesis]] of NET has been described.<ref name="TiHKAL" />
 
===Analogues===
[[Structural analog|Analogue]]s of NET include [[N-methyltryptamine|''N''-methyltryptamine]] (NMT), [[dimethyltryptamine]] (DMT), [[methylethyltryptamine]] (MET), and [[diethyltryptamine]] (DET), among others.<ref name="TiHKAL" />
 
==See also==
* [[Substituted tryptamine]]
 
==References==
{{Reflist}}
{{Reflist}}
==External links==
* [https://isomerdesign.com/pihkal/explore/5049 NET - Isomer Design]
* [https://www.erowid.org/library/books_online/tihkal/tihkal49.shtml NET - TiHKAL - Erowid]
* [https://isomerdesign.com/pihkal/read/tk/49 NET - TiHKAL - Isomer Design]


{{Serotonin receptor modulators}}
{{Serotonin receptor modulators}}
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[[Category:Serotonin receptor agonists]]
[[Category:Serotonin receptor agonists]]
[[Category:Serotonin releasing agents]]
[[Category:Serotonin releasing agents]]
[[Category:TiHKAL]]

Latest revision as of 05:27, 23 November 2025

Template:Short description

Template:Drugbox

N-Ethyltryptamine (NET), also abbreviated as NETP, is a tryptamine that is structurally related to N-methyltryptamine (NMT) and the psychedelic drugs N,N-dimethyltryptamine (DMT) and N,N-diethyltryptamine (DET).[1]

Use and effects

Alexander Shulgin included NET as an entry in his book TiHKAL (Tryptamines I Have Known and Loved).[1] However, he stated that it had been subjected only to modest human trials and that no active dose level had been identified.[1]

Pharmacology

Pharmacodynamics

NMT activities
Target Affinity (Ki, nM)
5-HT1A IA
5-HT2A 38 (EC50Tooltip half-maximal effective concentration)
99% (EmaxTooltip maximal efficacy)
SERT 19a (EC50)
NETTooltip Norepinephrine transporter 3,862a (EC50)
DATTooltip Dopamine transporter 6,660a (EC50)
Notes: The smaller the value, the more avidly the drug interacts with the site. Footnotes: a = Neurotransmitter release. Sources: [2]

NET has been found to act as a potent serotonin 5-HT2A receptor full agonist and a selective serotonin releasing agent.[2] It is inactive at the 5-HT1A receptor.[2]

Chemistry

Synthesis

The chemical synthesis of NET has been described.[1]

Analogues

Analogues of NET include N-methyltryptamine (NMT), dimethyltryptamine (DMT), methylethyltryptamine (MET), and diethyltryptamine (DET), among others.[1]

See also

References

<templatestyles src="Reflist/styles.css" />

  1. ↑ a b c d e NET Entry in TIHKAL
  2. ↑ a b c Script error: No such module "Citation/CS1".

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External links

Template:Serotonin receptor modulators Template:Monoamine releasing agents Script error: No such module "Navbox".

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