Pazinaclone

Pazinaclone
Clinical data
ATC code	none;
Identifiers
	IUPAC name 2-(7-chloro-1,8-naphthyridin-2-yl)-3-[2-(1,4-dioxa-8-azaspiro[4.5]decan-8-yl)-2-oxoethyl]-3H-isoindol-1-one;
CAS Number	103255-66-9 ;
PubChem CID	59743;
ChemSpider	53893 ;
UNII	MHK03047IJ;
KEGG	D05378 ;
ChEMBL	ChEMBL2107504 ;
CompTox Dashboard (EPA)	DTXSID70869388 ;
Chemical and physical data
Formula	C25H23ClN4O4
Molar mass	478.93 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES Clc1nc2nc(ccc2cc1)N4C(=O)c3ccccc3C4CC(=O)N6CCC5(OCCO5)CC6;
	InChI InChI=1S/C25H23ClN4O4/c26-20-7-5-16-6-8-21(28-23(16)27-20)30-19(17-3-1-2-4-18(17)24(30)32)15-22(31)29-11-9-25(10-12-29)33-13-14-34-25/h1-8,19H,9-15H2 ; Key:DPGKFACWOCLTCA-UHFFFAOYSA-N ;
	(verify)

Pazinaclone (DN-2327) is a sedative and anxiolytic drug in the cyclopyrrolone family of drugs. Some other cyclopyrrolone drugs include zopiclone and eszopiclone.

Pazinaclone has a very similar pharmacological profile to the benzodiazepines including sedative and anxiolytic properties, but with less amnestic effects,^[1] and at low doses it is a relatively selective anxiolytic, with sedative effects only appearing at higher doses.^[2]

Pazinaclone produces its sedative and anxiolytic effects by acting as a partial agonist at GABA_A benzodiazepine receptors, although pazinaclone is more subtype-selective than most benzodiazepines.^[3]

^ Wada T, Fukuda N (March 1992). "Effect of a new anxiolytic, DN-2327, on learning and memory in rats". Pharmacology, Biochemistry, and Behavior. 41 (3): 573–9. doi:10.1016/0091-3057(92)90375-p. PMID 1350101. S2CID 20581568.
^ Suzuki M, Uchiumi M, Murasaki M (October 1995). "A comparative study of the psychological effects of DN-2327, a partial benzodiazepine agonist, and alprazolam". Psychopharmacology. 121 (4): 442–50. doi:10.1007/BF02246492. PMID 8619007. S2CID 35222663.
^ Atack JR (May 2005). "The benzodiazepine binding site of GABA(A) receptors as a target for the development of novel anxiolytics". Expert Opinion on Investigational Drugs. 14 (5): 601–18. doi:10.1517/13543784.14.5.601. PMID 15926867. S2CID 22793644.

[pmid1350101-1] Wada T, Fukuda N (March 1992). "Effect of a new anxiolytic, DN-2327, on learning and memory in rats". Pharmacology, Biochemistry, and Behavior. 41 (3): 573–9. doi:10.1016/0091-3057(92)90375-p. PMID 1350101. S2CID 20581568.

[pmid8619007-2] Suzuki M, Uchiumi M, Murasaki M (October 1995). "A comparative study of the psychological effects of DN-2327, a partial benzodiazepine agonist, and alprazolam". Psychopharmacology. 121 (4): 442–50. doi:10.1007/BF02246492. PMID 8619007. S2CID 35222663.

[pmid15926867-3] Atack JR (May 2005). "The benzodiazepine binding site of GABA(A) receptors as a target for the development of novel anxiolytics". Expert Opinion on Investigational Drugs. 14 (5): 601–18. doi:10.1517/13543784.14.5.601. PMID 15926867. S2CID 22793644.

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