7-Chlorotryptamine

Wikipedia

7-Chlorotryptamine
Clinical data
Other names7-Chloro-T; 7-CT; 7-Cl-T; PAL-532; PAL532
Drug classSerotonin receptor agonist; Serotonin releasing agent
Identifiers
  • 2-(7-chloro-1H-indol-3-yl)ethanamine
CAS Number
PubChem CID
ChemSpider
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC10H11ClN2
Molar mass194.66 g·mol−1
3D model (JSmol)
  • C1=CC2=C(C(=C1)Cl)NC=C2CCN
  • InChI=1S/C10H11ClN2/c11-9-3-1-2-8-7(4-5-12)6-13-10(8)9/h1-3,6,13H,4-5,12H2
  • Key:QKRNGBURTLCWBQ-UHFFFAOYSA-N

7-Chlorotryptamine (7-chloro-T, 7-CT, or 7-Cl-T; code name PAL-532) is a serotonin receptor agonist and monoamine releasing agent (MRA) of the tryptamine family.[1] It is a pale yellow solid.[2] It is a full agonist of the serotonin 5-HT2A receptor, with an EC50Tooltip half-maximal effective concentration of 18.8 nM and an EmaxTooltip maximal efficacy of 102%.[1] In addition, it is a serotonin releasing agent (SRA), with EC50 values of 8.03 nM for serotonin, 656 nM for norepinephrine, and 1,330 nM for dopamine in rat brain synaptosomes.[1] The drug is one of the most potent SRAs in vitro known, after 6-fluorotryptamine (6-FT) and naphthylaminopropane (NAP; PAL-287).[1] 7-CT was first described in the scientific literature by 2014.[1]

See also

References

  1. 1 2 3 4 5 Blough BE, Landavazo A, Partilla JS, Decker AM, Page KM, Baumann MH, et al. (October 2014). "Alpha-ethyltryptamines as dual dopamine-serotonin releasers". Bioorg Med Chem Lett. 24 (19): 4754–4758. doi:10.1016/j.bmcl.2014.07.062. PMC 4211607. PMID 25193229.
  2. Nicolaou KC, Krasovskiy A, Majumder U, Trépanier VE, Chen DY (March 2009). "New synthetic technologies for the construction of heterocycles and tryptamines". Journal of the American Chemical Society. 131 (10): 3690–3699 (S28). Bibcode:2009JAChS.131.3690N. doi:10.1021/ja808692j. PMID 19243142.