Jump to content

SX-3228

From Wikipedia, the free encyclopedia
The printable version is no longer supported and may have rendering errors. Please update your browser bookmarks and please use the default browser print function instead.
SX-3228
Clinical data
Other names5,6,7,8-tetrahydro-3-(5-methoxy-1,3,4-oxadiazol-2-yl)-6-(phenylmethyl)-1,6-naphthyridin-2(1H)-one
Identifiers
  • (3E)-6-benzyl-3-(5-methoxy-1,3,4-oxadiazol-2(3H)-ylidene)-5,6,7,8-tetrahydro-1,6-naphthyridin-2(3H)-one
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC18H18N4O3
Molar mass338.367 g·mol−1
3D model (JSmol)
  • COc1nnc(o1)C/3=C/C=4CN(Cc2ccccc2)CCC=4NC\3=O
  • InChI=1S/C18H18N4O3/c1-24-18-21-20-17(25-18)14-9-13-11-22(8-7-15(13)19-16(14)23)10-12-5-3-2-4-6-12/h2-6,9H,7-8,10-11H2,1H3,(H,19,23) checkY
  • Key:BZLLVTYOOJNQIF-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

SX-3228 is a sedative and hypnotic drug used in scientific research. It has similar effects to sedative-hypnotic benzodiazepine drugs, but is structurally distinct and so is classed as a nonbenzodiazepine hypnotic.

SX-3228 is a subtype-selective GABAA positive allosteric modulator acting primarily at the α1 subtype. It thus has similar effects to other α1-selective drugs such as zolpidem and zaleplon in animal studies.[1][2] It only partly substitutes for ethanol, and is a strong sedative-hypnotic with only limited anxiolytic effects which appear only at doses that also produce significant sedation.[3][4]

References

  1. ^ Sanger DJ (August 1997). "The effects of new hypnotic drugs in rats trained to discriminate ethanol". Behavioural Pharmacology. 8 (4): 287–92. doi:10.1097/00008877-199708000-00002. PMID 9832988. S2CID 42758930.
  2. ^ Griebel G, Perrault G, Tan S, Schoemaker H, Sanger DJ (September 1999). "Comparison of the pharmacological properties of classical and novel BZ-omega receptor ligands". Behavioural Pharmacology. 10 (5): 483–95. doi:10.1097/00008877-199909000-00007. PMID 10780255.
  3. ^ Griebel G, Perrault G, Sanger DJ (1998). "Limited anxiolytic-like effects of non-benzodiazepine hypnotics in rodents". Journal of Psychopharmacology. 12 (4): 356–65. doi:10.1177/026988119801200405. PMID 10065909. S2CID 269304.
  4. ^ Alvariño F, Monti JM, Jantos H, Monti D (August 1999). "Effect of SX-3228, a selective ligand for the BZ1 receptor, on sleep and waking during the light-dark cycle in the rat". Brazilian Journal of Medical and Biological Research. 32 (8): 1007–14. doi:10.1590/s0100-879x1999000800011. PMID 10454763.