TCS-1205

TCS-1205
Names

IUPAC name 2-(5-nitro-1H-indol-3-yl)-2-oxo-N-[(1R)-1-phenylethyl]acetamide
Identifiers
CAS Number	355022-97-8
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL75456
ChemSpider	8490466
PubChem CID	10315001
InChI Key: VCKKJKQZHHPPDR-LLVKDONJSA-N InChI=1S/C18H15N3O4/c1-11(12-5-3-2-4-6-12)20-18(23)17(22)15-10-19-16-8-7-13(21(24)25)9-14(15)16/h2-11,19H,1H3,(H,20,23)/t11-/m1/s1
SMILES CC(C1=CC=CC=C1)NC(=O)C(=O)C2=CNC3=C2C=C(C=C3)[N+](=O)[O-]
Properties
Chemical formula	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

Chemical compound

TCS 1205 is an organic chemical compound. It is a benzodiazepine site agonist selective for certain sub-units.

Pharmacology

TCS 1205 acts at the benzodiazepine binding site, it is selective for the a1 and a2 subunits of the GABA_A 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.

References

^ https://documents.tocris.com/pdfs/tocris_coa/3941_1_coa.pdf?1706728634
^ "TCS 1205 | CAS 355022-97-8 | AbMole BioScience | TCS 1205 Price".
^ Taliani, Sabrina; Cosimelli, Barbara; Da Settimo, Federico; Marini, Anna Maria; La Motta, Concettina; Simorini, Francesca; Salerno, Silvia; Novellino, Ettore; Greco, Giovanni; Cosconati, Sandro; Marinelli, Luciana; Salvetti, Francesca; L’Abbate, Gianluca; Trasciatti, Silvia; Montali, Marina; Costa, Barbara; Martini, Claudia (25 June 2009). "Identification of Anxiolytic/Nonsedative Agents among Indol-3-ylglyoxylamides Acting as Functionally Selective Agonists at the γ-Aminobutyric Acid-A (GABA A ) α 2 Benzodiazepine Receptor". Journal of Medicinal Chemistry. 52 (12): 3723–3734. doi:10.1021/jm9001154.