2C-T-36

Chemical compound From Wikipedia, the free encyclopedia

2C-T-36, also known as 2,5-dimethoxy-4-(trifluoromethylsulfanyl)phenethylamine or 2C-T-TFM as well as CYB210010 or CYB2108, is a psychedelic drug of the phenethylamine and 2C families.[1][2]

Other names2C-T-TFM; CYB210010; CYB-210010; CYB-2108; CYB2108; 2,5-Dimethoxy-4-(trifluoromethyl­sulfanyl)phenethylamine
CAS Number
Quick facts Clinical data, Other names ...
2C-T-36
Clinical data
Other names2C-T-TFM; CYB210010; CYB-210010; CYB-2108; CYB2108; 2,5-Dimethoxy-4-(trifluoromethyl­sulfanyl)phenethylamine
Drug classSerotonin 5-HT2 receptor agonist; Serotonergic psychedelic; Hallucinogen
Identifiers
  • 2-[2,5-dimethoxy-4-(trifluoromethylsulfanyl)phenyl]ethanamine
CAS Number
PubChem CID
Chemical and physical data
FormulaC11H14F3NO2S
Molar mass281.29 g·mol−1
3D model (JSmol)
  • COC1=CC(=C(C=C1CCN)OC)SC(F)(F)F
  • InChI=1S/C11H14F3NO2S/c1-16-8-6-10(18-11(12,13)14)9(17-2)5-7(8)3-4-15/h5-6H,3-4,15H2,1-2H3
  • Key:VOGDBAZLGHXJBS-UHFFFAOYSA-N
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Use and effects

The properties and effects of 2C-T-36 in humans appear to be unknown.[3][4][1][2]

Interactions

Pharmacology

Pharmacodynamics

2C-T-36 has a Ki of 0.35 nM at the serotonin 5-HT2A receptor, and an EC50Tooltip half-maximal effective concentration of 4.1 nM at the serotonin 5-HT2A receptor and 7.3 nM at the serotonin 5-HT2C receptor, compared to 88 nM at the serotonin 5-HT2B receptor.[5] It is a potent, selective, long acting, and orally active agonist for the serotonin 5-HT2A and 5-HT2C receptors and produces psychedelic-like responding in several different animal species.[1][2] The interactions of 2C-T-36 with numerous other receptors and targets have also been described.[1]

Chemistry

Synthesis

The chemical synthesis of 2C-T-36 has been described.[3][1]

Analogues

Structure of CYB2108D, a deuterated analogue of 2C-T-36 (CYB2108).[6][7]

Analogues of 2C-T-36 (2C-T-TFM) include 2C-T-21 (2C-T-FE), 2C-T-21.5 (2C-T-DFE), 2C-T-22 (2C-T-TFE), 2C-T-28 (2C-T-FP), 2C-T-35 (2C-T-DFM), 2C-T, 2C-TFM, and 2C-TFE, among others.[3][4][1] Some other analogues include 2C-Se-TFM, trifluoromescaline (TFM), 3C-TFE (3C-trifluoroescaline), and tiflorex (flutiorex).[4][1] A deuterated isotopologue, CYB2108D (2C-T-36 with fully deuterated methoxy groups at 2 and 5 positions), is known.[6][7]

History

Alexander Shulgin attempted to synthesise this compound in the 1990s, and mentions it in his book PiHKAL (Phenethylamines I Have Known and Loved) under the entry for 2C-T-21, but was unsuccessful in producing a key intermediate and never assigned it a 2C-T number.[3] 2C-T-36 was ultimately first synthesised and named by Geoffrey Varty and colleagues at Irish biopharmaceutical company Helus Pharma (formerly Cybin) in 2023.[2]

Society and culture

Canada

2C-T-36 is a controlled substance in Canada under phenethylamine blanket-ban language.[8]

United States

The drug is not an explicitly controlled substance in the United States.[9]

Research

Other related drugs under development by Helus Pharma (formerly Cybin) include the deuterated phenethylamine HLP005 (CYB005) and the deuterated tryptamines HLP003 (CYB003) and HLP004 (CYB004).[10][11]

See also

References

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