Chemistry:4C-T-2

From HandWiki

4C-T-2, also known as 2,5-dimethoxy-4-ethylthio-α-ethylphenethylamine, is a synthetic drug of the phenethylamine, phenylisobutylamine, and 4C families.[1][2][3] It is the α-ethylated analogue of 2C-T-2.[1][2][3]

Pharmacology

4C-T-2 activities
Target Affinity (Ki, nM)
5-HT1A 5,339
5-HT1B >10,000
5-HT1D >10,000
5-HT1E 9,879
5-HT1F ND
5-HT2A 274 (Ki)
13.1–53 (EC50)
78% (Emax)
5-HT2B 58.1 (Ki)
630 (EC50)
ND (Emax)
5-HT2C 469 (Ki)
7.3–13.2 (EC50)
86–121% (Emax)
5-HT3 >10,000
5-HT4 ND
5-HT5A 1,587
5-HT6 >10,000
5-HT7 3,829
α1A, α1B >10,000
α1D ND
α2A–α2C >10,000
β1 >10,000
β2 124.9
β3 ND
D1, D2 >10,000
D3 1,273
D4, D5 >10,000
H1–H4 >10,000
M1–M5 >10,000
I1 946.5
σ1 514.6
σ2 >10,000
TAAR1 ND
SERT >10,000 (Ki)
NET >10,000 (Ki)
DAT >10,000 (Ki)
MAO-A 11,800 (IC50)
MAO-B >100,000 (IC50)
Notes: The smaller the value, the more avidly the drug binds to the site. All proteins are human unless otherwise specified. Refs: [4][5][2][3][6]

4C-T-2 acts as a serotonin 5-HT2 receptor agonist, including of the serotonin 5-HT2A, 5-HT2B, and 5-HT2C receptors.[2][3]

History

4C-T-2 was first described in the scientific literature by at least 2005.[6] It was more fully characterized in 2010[2] and then in 2023.[3]

See also

References

  1. ↑ 1.0 1.1 The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds. 1. Berkeley: Transform Press. 2011. ISBN 978-0-9630096-3-0. https://books.google.com/books?id=68-huAAACAAJ. Retrieved 2 November 2024. 
  2. ↑ 2.0 2.1 2.2 2.3 2.4 "Psychedelics and the human receptorome". PLOS ONE 5 (2). February 2010. doi:10.1371/journal.pone.0009019. PMID 20126400. Bibcode: 2010PLoSO...5.9019R. 
  3. ↑ 3.0 3.1 3.2 3.3 3.4 "Pharmacological Mechanism of the Non-hallucinogenic 5-HT2A Agonist Ariadne and Analogs". ACS Chemical Neuroscience 14 (1): 119–135. January 2023. doi:10.1021/acschemneuro.2c00597. PMID 36521179. "Table S2. 5-HT2A and 5-HT2B IP1 agonism assay summary (EC50 values, duplicate averages only), performed at Cerep, Eurofins France [...]". 
  4. ↑ "Kᵢ Database". 1 April 2025. https://pdsp.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=14687&KisResultsSearch%5Binput_citations%5D=&KisResultsSearch%5BsearchType%5D=&KisResultsSearch%5Bki_val_from%5D=&KisResultsSearch%5Bki_val_to%5D=&KisResultsSearch%5Bcustom_ki_val%5D=&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=12951&KisResultsSearch%5Binput_citations%5D=&KisResultsSearch%5BsearchType%5D=&KisResultsSearch%5Bki_val_from%5D=&KisResultsSearch%5Bki_val_to%5D=&KisResultsSearch%5Bcustom_ki_val%5D=. 
  5. ↑ "BindingDB BDBM50164331 1-(4-Ethylsulfanyl-2,5-dimethoxy-benzyl)-propylamine::CHEMBL372719". https://www.bindingdb.org/rwd/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50164331. 
  6. ↑ 6.0 6.1 "Sulfur-substituted alpha-alkyl phenethylamines as selective and reversible MAO-A inhibitors: biological activities, CoMFA analysis, and active site modeling". Journal of Medicinal Chemistry 48 (7): 2407–2419. April 2005. doi:10.1021/jm0493109. PMID 15801832. https://citeseerx.ist.psu.edu/document?repid=rep1&type=pdf&doi=61e1af109f88d1c41da1f218f9403dff12b5d98d. 

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