Chemistry:TCS-1205

From HandWiki

TCS-1205
Names
IUPAC name
2-(5-Nitro-1H-indol-3-yl)-2-oxo-N-[(1R)-1-phenylethyl]acetamide
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
Properties
C18H15N3O4
Molar mass 337.335 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

TCS 1205 is a GABAA receptor positive allosteric modulator of the tryptamine family. It is a benzodiazepine site agonist selective for certain subunits.

Pharmacology

TCS 1205 acts at the benzodiazepine binding site, it is selective for the α1 and α2 subunits of the GABAA receptor.[1] In vivo, it has anxiolytic effects but no sedative effects.[2][3]

Chemistry

Despite acting at the benzodiazepine receptor, it does not contain the benzodiazepine structure, it could therefore be classed as a nonbenzodiazepine. The drug is a substituted tryptamine derivative.

References

  1. "TCS 1205". Certificate of Analysis. Tocris Bioscience. https://documents.tocris.com/pdfs/tocris_coa/3941_1_coa.pdf?1706728634. 
  2. "TCS 1205". AbMole BioScience. https://www.abmole.com/products/tcs-1205.html. 
  3. "Identification of anxiolytic/nonsedative agents among indol-3-ylglyoxylamides acting as functionally selective agonists at the gamma-aminobutyric acid-A (GABAA) alpha2 benzodiazepine receptor". Journal of Medicinal Chemistry 52 (12): 3723–3734. June 2009. doi:10.1021/jm9001154. PMID 19469479.