DAA-1097

Last updated
DAA-1097
DAA-1097 structure.png
Identifiers
  • N-(4-chloro-2-phenoxyphenyl)-N-(2-isopropoxybenzyl)acetamide
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
Chemical and physical data
Formula C24H24ClNO3
Molar mass 409.91 g·mol−1
3D model (JSmol)
  • CC(C)Oc2ccccc2CN(C(=O)C)c1ccc(Cl)cc1Oc3ccccc3
  • InChI=1S/C24H24ClNO3/c1-17(2)28-23-12-8-7-9-19(23)16-26(18(3)27)22-14-13-20(25)15-24(22)29-21-10-5-4-6-11-21/h4-15,17H,16H2,1-3H3
  • Key:CGUBOFYHGYNUDL-UHFFFAOYSA-N
   (verify)

DAA-1097 is a drug which acts as a potent and selective agonist at the peripheral benzodiazepine receptor, also known as the mitochondrial 18 kDa translocator protein or TSPO, but with no affinity at central benzodiazepine receptors. It has anxiolytic effects in animal studies. [1] [2] [3]

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References

  1. Okuyama S, Chaki S, Yoshikawa R, Ogawa S, Suzuki Y, Okubo T, Nakazato A, Nagamine M, Tomisawa K (1999). "Neuropharmacological profile of peripheral benzodiazepine receptor agonists, DAA1097 and DAA1106". Life Sciences. 64 (16): 1455–64. doi:10.1016/S0024-3205(99)00079-X. PMID   10321725.
  2. Okubo T, Yoshikawa R, Chaki S, Okuyama S, Nakazato A (January 2004). "Design, synthesis and structure-affinity relationships of aryloxyanilide derivatives as novel peripheral benzodiazepine receptor ligands". Bioorganic & Medicinal Chemistry. 12 (2): 423–38. doi:10.1016/j.bmc.2003.10.050. PMID   14723961.
  3. James ML, Selleri S, Kassiou M (2006). "Development of ligands for the peripheral benzodiazepine receptor" (PDF). Current Medicinal Chemistry. 13 (17): 1991–2001. doi:10.2174/092986706777584979. hdl: 2158/222808 . PMID   16842193.