2C-T-16

Source: Wikipedia, the free encyclopedia.
2C-T-16
Names
Preferred IUPAC name
2-{2,5-Dimethoxy-4-[(prop-2-en-1-yl)sulfanyl]phenyl}ethan-1-amine
Identifiers
3D model (
JSmol
)
ChemSpider
UNII
  • InChI=1S/C13H19NO2S/c1-4-7-17-13-9-11(15-2)10(5-6-14)8-12(13)16-3/h4,8-9H,1,5-7,14H2,2-3H3
    Key: BXCMEIZBXNLJKM-UHFFFAOYSA-N
  • InChI=1S/C13H19NO2S/c1-4-7-17-13-9-11(15-2)10(5-6-14)8-12(13)16-3/h4,8-9H,1,5-7,14H2,2-3H3
    Key: BXCMEIZBXNLJKM-UHFFFAOYSA-N
  • COc1cc(SCC=C)c(OC)cc1CCN
Properties
C13H19NO2S
Molar mass 253.360 g/mol
Melting point 193–194 °C (379–381 °F; 466–467 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

2C-T-16 is a lesser-known

nitrostyrene intermediate, and did not complete the final synthetic step.[1] Synthesis of 2C-T-16 was finally achieved by Daniel Trachsel some years later,[2] and it was subsequently reported as showing similar psychedelic activity to related compounds, with a dose range of 10–25 mg and a duration of 4–6 hours,[3]: 788–789  making it around the same potency as the better-known saturated analogue 2C-T-7, but with a significantly shorter duration of action. Binding studies in vitro showed 2C-T-16 to have a binding affinity of 44 nM at 5-HT2A and 15 nM at 5-HT2C.[3]: 791  2C-T-16 and related derivatives are potent partial agonists of the 5-HT1A, 5-HT2A, 5-HT2B and 5-HT2C receptors and induce a head-twitch response in mice.[4]

Legality

Canada

As of October 31, 2016, 2C-T-16 is a controlled substance (Schedule III) in Canada.[5]

See also

References

External links