7-Chlorotryptamine

Last updated
7-Chlorotryptamine
7-Chlorotryptamine.svg
Clinical data
Other names7-Chloro-T; 7-CT; 7-Cl-T; PAL-532; PAL532
Drug class Serotonin receptor agonist; Serotonin releasing agent
Identifiers
  • 2-(7-chloro-1H-indol-3-yl)ethanamine
CAS Number
PubChem CID
ChemSpider
ChEMBL
Chemical and physical data
Formula C10H11ClN2
Molar mass 194.66 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 EC50 Tooltip half-maximal effective concentration of 18.8 nM and an Emax Tooltip 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]

Contents

See also

References

  1. 1 2 3 4 5 Blough BE, Landavazo A, Partilla JS, Decker AM, Page KM, Baumann MH, Rothman RB (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. ↑ K. C. Nicolaou; et al. New Synthetic Technologies for the Construction of Heterocycles and Tryptamines. J. Am. Chem. Soc. 2009, 131, 10, 3690–3699. doi : 10.1021/ja808692j. (page S28)


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