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Chemical compound
SX-3228
Other names 5,6,7,8-tetrahydro-3-(5-methoxy-1,3,4-oxadiazol-2-yl)-6-(phenylmethyl)-1,6-naphthyridin-2(1H )-one
(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
Formula C 18 H 18 N 4 O 3
Molar mass 338.367 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)
Y Key:BZLLVTYOOJNQIF-UHFFFAOYSA-N
Y
N Y
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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
^ 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 .
^ 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 .
^ 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 .
^ 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 .
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