Chemistry:25T4-NBOMe

From HandWiki

25T4-NBOMe, also known as N-(2-methoxybenzyl)-4-isopropylthio-2,5-dimethoxyphenethylamine, is a serotonergic psychedelic of the 25-NB (NBOMe) family.[1][2][3][4] It is the NBOMe analogue of 2C-T-4.[1][2][3][4]

Use and effects

25T4-NBOMe's reported active dose range has been described as 150 to 1,200 μg, with a typical dose estimate of 500 μg.[5] The route is sublingual administration.[5]

Interactions

Pharmacology

Pharmacodynamics

25T4-NBOMe activities
Target Affinity (Ki, nM)
5-HT1A 2,500
5-HT1B ND
5-HT1D ND
5-HT1E ND
5-HT1F ND
5-HT2A 1.6 (Ki)
1.3–130 (EC50)
46% (Emax)
5-HT2B ND (Ki)
200 (EC50)
27% (Emax)
5-HT2C 16 (Ki)
ND (EC50)
ND (Emax)
5-HT3 ND
5-HT4 ND
5-HT5A ND
5-HT6 ND
5-HT7 ND
α1A 580
α1B, α1D ND
α2A 260
α2B, α2C ND
β1–β3 ND
D1 4,900
D2 1,700
D3 1,900
D4, D5 ND
H1 5,400
H2–H4 ND
M1–M5 ND
I1 ND
σ1, σ2 ND
ORs ND
TAAR1 1,500–1,600 (Ki) (mouse)
120 (Ki) (rat)
4,700 (EC50) (mouse)
1,100 (EC50) (rat)
>10,000 (EC50) (human)
33% (Emax) (mouse)
31% (Emax) (rat)
SERT 8,100 (Ki)
14,000 (IC50)
ND (EC50)
NET 4,300 (Ki)
28,000 (IC50)
ND (EC50)
DAT 6,200 (Ki)
58,000 (IC50)
ND (EC50)
Notes: The smaller the value, the more avidly the drug binds to the site. All proteins are human unless otherwise specified. Refs: [6][7][8][9]

25T4-NBOMe acts as a highly potent and selective agonist of the serotonin 5-HT2 receptors.[7][8] Its affinities and activities at a variety of other receptors and transporters have also been described.[7]

History

25T4-NBOMe was first described in the scientific literature by at least 2012.[10]

Society and culture

Canada

25T4-NBOMe is a controlled substance in Canada under phenethylamine blanket-ban language.[11]

See also

References

  1. ↑ 1.0 1.1 "Toxicodynamic insights of 2C and NBOMe drugs - Is there abuse potential?". Toxicology Reports 14. June 2025. doi:10.1016/j.toxrep.2025.101890. PMID 39867514. Bibcode: 2025ToxR...1401890G. 
  2. ↑ 2.0 2.1 "NBOMes-Highly Potent and Toxic Alternatives of LSD". Frontiers in Neuroscience 14. 2020. doi:10.3389/fnins.2020.00078. PMID 32174803. 
  3. ↑ 3.0 3.1 "NBOMe: new potent hallucinogens--pharmacology, analytical methods, toxicities, fatalities: a review". European Review for Medical and Pharmacological Sciences 19 (17): 3270–3281. September 2015. PMID 26400534. 
  4. ↑ 4.0 4.1 "New Psychoactive Substances: Major Groups, Laboratory Testing Challenges, Public Health Concerns, and Community-Based Solutions". Journal of Chemistry 2023: 1–36. 2 February 2023. doi:10.1155/2023/5852315. ISSN 2090-9071. 
  5. ↑ 5.0 5.1 "Monoamine Transporter and Receptor Interaction Profiles in Vitro Predict Reported Human Doses of Novel Psychoactive Stimulants and Psychedelics". The International Journal of Neuropsychopharmacology 21 (10): 926–931. October 2018. doi:10.1093/ijnp/pyy047. PMID 29850881. 
  6. ↑ "Kᵢ Database". 15 July 2025. https://pdspdb.unc.edu/kidb2/kidb/web/kis-results/index?KisResultsSearch%5Binput_receptors%5D=&KisResultsSearch%5Binput_sources%5D=&KisResultsSearch%5Binput_species%5D=&KisResultsSearch%5Binput_hot_ligands%5D=&KisResultsSearch%5Binput_test_ligands%5D=&KisResultsSearch%5Binput_test_ligands%5D%5B%5D=14688&KisResultsSearch%5Binput_citations%5D=&KisResultsSearch%5BsearchType%5D=&KisResultsSearch%5Bki_val_from%5D=&KisResultsSearch%5Bki_val_to%5D=&KisResultsSearch%5Bcustom_ki_val%5D=. 
  7. ↑ 7.0 7.1 7.2 "Receptor interaction profiles of novel N-2-methoxybenzyl (NBOMe) derivatives of 2,5-dimethoxy-substituted phenethylamines (2C drugs)". Neuropharmacology 99: 546–553. December 2015. doi:10.1016/j.neuropharm.2015.08.034. PMID 26318099. https://psilosybiini.info/paperit/Receptor%20interaction%20profiles%20of%20novel%20N-2-methoxybenzyl%20(NBOMe)%20derivatives%20of%202,5-dimethoxy-substituted%20phenethylamines%20(2C%20drugs)%20(Rickli%20et%20al.,%202015).pdf. 
  8. ↑ 8.0 8.1 "In vitro characterization of new psychoactive substances at the μ-opioid, CB1, 5HT1A, and 5-HT2A receptors-On-target receptor potency and efficacy, and off-target effects". Forensic Science International 317. December 2020. doi:10.1016/j.forsciint.2020.110553. PMID 33160102. 
  9. ↑ "In Vitro Characterization of Psychoactive Substances at Rat, Mouse, and Human Trace Amine-Associated Receptor 1". J Pharmacol Exp Ther 357 (1): 134–144. April 2016. doi:10.1124/jpet.115.229765. PMID 26791601. https://d1wqtxts1xzle7.cloudfront.net/74120533/eae6c6e62565b82d46b4d111bbea0f77b9c2-libre.pdf?1635931703=&response-content-disposition=inline%3B+filename%3DIn_Vitro_Characterization_of_Psychoactiv.pdf&Expires=1746838268&Signature=Sy4fJ90yUhxs68314NxYsW5PAaNrBGePRu35WRR4PIF-3YC7Z~sLdnCn5wfqqbLg9bDEGdt~oW55ugMP3D3jgA0BoRI~~GOb0NQOwrtfUEQK1PQs1uuN9qg5Y1ct8z5NsABm44RgtukkwRMdU6fO7OlfIsQ68hOiFk129Ll7UYqldxD2f1xhE2fTTfsxSpb8cMCJzHn7-ItqLdwnAUPFK7WggDIjmY1kCnaHLwIxMwdJCAq8L6DYzSTg7pZkbR8qlou~GXbTPQt~gYpyZTJp5hgW-7V6K5wLlQ7Z2xE7B0f9wEfuc1W1QNafg125Tr-vvAe4LEGKXV58bnn1bpfWKw__&Key-Pair-Id=APKAJLOHF5GGSLRBV4ZA. 
  10. ↑ "Characterization of eleven 2, 5-dimethoxy-N-(2-methoxybenzyl) phenethylamine (NBOMe) derivatives and differentiation from their 3-and 4-methoxybenzyl analogues—part I.". Microgram Journal 9 (2): 84–109. 2012. https://www.dea.gov/sites/default/files/pr/microgram-journals/2012/mj9_84-109.pdf. 
  11. ↑ "Controlled Drugs and Substances Act". https://laws-lois.justice.gc.ca/eng/acts/c-38.8/FullText.html. 

Template:TAAR modulators



Retrieved from "https://handwiki.org/wiki/index.php?title=Chemistry:25T4-NBOMe&oldid=4247048"