Chemistry:5-MeO-NET

From HandWiki

5-MeO-NET, also known as 5-methoxy-N-ethyltryptamine, is a serotonin receptor agonist and serotonin releasing agent of the tryptamine family.[1][2][3]

It is a potent full agonist or near-full agonist of the serotonin 5-HT1A, 5-HT2A, 5-HT2B, and 5-HT2C receptors.[1][2] The drug is a relatively weak serotonin releasing agent.[2]

It does not produce the head-twitch response (HTR), a behavioral proxy of psychedelic effects, in rodents, suggesting that it would not be hallucinogenic in humans.[1] However, 5-MeO-NET does produce the HTR if it is coadministered with a serotonin 5-HT1A receptor antagonist like WAY-100635, suggesting that its serotonin 5-HT1A receptor agonism masks or blocks its own serotonin 5-HT2A receptor-mediated HTR induction.[1]

5-MeO-NET was first described in the scientific literature by at least 1994.[3] It was never mentioned by Alexander Shulgin in his 1997 book TiHKAL (Tryptamines I Have Known and Loved).[4]

See also

References

  1. 1.0 1.1 1.2 1.3 "Serotonin 1A Receptors Modulate Serotonin 2A Receptor-Mediated Behavioral Effects of 5-Methoxy-N,N-dimethyltryptamine Analogs in Mice". ACS Chem Neurosci 15 (24): 4458–4477. December 2024. doi:10.1021/acschemneuro.4c00513. PMID 39636099. 
  2. 2.0 2.1 2.2 "Interaction of psychoactive tryptamines with biogenic amine transporters and serotonin receptor subtypes". Psychopharmacology (Berl) 231 (21): 4135–4144. October 2014. doi:10.1007/s00213-014-3557-7. PMID 24800892. 
  3. 3.0 3.1 "Influence of amine substituents on 5-HT2A versus 5-HT2C binding of phenylalkyl- and indolylalkylamines". Journal of Medicinal Chemistry 37 (13): 1929–1935. June 1994. doi:10.1021/jm00039a004. PMID 8027974. 
  4. Alexander T. Shulgin; Ann Shulgin (1997). TiHKAL: The Continuation (1st ed.). Berkeley, CA: Transform Press. ISBN 978-0-9630096-9-2. OCLC 38503252. https://books.google.com/books?id=jl_ik66IumUC. Retrieved 30 January 2025.