Suriclone

Title: Suriclone
CAS Registry Number: 53813-83-5
CAS Name: 4-Methyl-1-piperazinecarboxylic acid 6-(7-chloro-1,8-naphthyridin-2-yl)-2,3,6,7-tetrahydro-7-oxo-5H-1,4-dithiino[2,3-c]pyrrol-5-yl ester
Additional Names: 6-(7-chloro-1,8-naphthyridin-2-yl)-5-(4-methylpiperazin-1-yl)carbonyloxy-7-oxo-2,3,6,7-tetrahydro-1,4-dithiino[2,3-c]pyrrole
Manufacturers' Codes: RP-31264
Trademarks: Suril (RPR)
Molecular Formula: C20H20ClN5O3S2
Molecular Weight: 477.99
Percent Composition: C 50.26%, H 4.22%, Cl 7.42%, N 14.65%, O 10.04%, S 13.42%
Literature References: Cyclopyrrolone derivative; structural analog of zopiclone. Prepn: C. Jeanmart et al., DE 2360362; eidem, US 3948917 (1974, 1976 both to Rhone-Poulenc). Benzodiazepine receptor binding studies: J.-C. Blanchard, L. Julou, J. Neurochem. 40, 601 (1983); R. R. Trifiletti, S. H. Snyder, Mol. Pharmacol. 26, 458 (1984); J. L. Zundel et al., Life Sci. 36, 2247 (1985). Pharmacology: L. Julou et al., Pharmacol. Biochem. Behav. 23, 653 (1985). Clinical evaluation as an anxiolytic: Y. D. Lapierre, K. L. Oyewumi, Prog. Neuro-Psychopharmacol. Biol. Psychiatry 7, 805 (1983); W. E. Falk et al., Psychopharmacol. Bull. 23, 134 (1987).
Properties: Crystals from acetonitrile, mp 280°.
Melting point: mp 280°
Therap-Cat: Anxiolytic.
Keywords: Anxiolytic.
Status: This monograph has been retired and is no longer subject to revision or update.
Surinamine Survivin Suxethonium Bromide Suxibuzone Swertiamarin

Suriclone
Suriclone-2d-skeletal.svg
Systematic (IUPAC) name
[6-(7-chloro- 1,8-naphthyridin-2-yl)- 5-oxo- 3,7-dihydro- 2H-[1,4]dithiino[2,3-c]pyrrol- 7-yl]4-methylpiperazine- 1-carboxylate
Clinical data
Legal status  ?
Identifiers
CAS number 53813-83-5
ATC code None
PubChem CID 40903
ChemSpider 37353 YesY
UNII LNC9G689VR YesY
Chemical data
Formula C20H20ClN5O3S2 
Mol. mass 477.988 g/mol
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Suriclone (Suril) is a sedative and anxiolytic drug in the cyclopyrrolone family of drugs. Other cyclopyrrolone drugs include zopiclone and pagoclone.

Suriclone has a very similar pharmacological profile to the benzodiazepine family of drugs including sedative and anxiolytic properties but with less amnestic effects,[1][2] and its chemical structure is quite different from that of the benzodiazepine drugs.

The mechanism of action by which suriclone produces its sedative and anxiolytic effects is by modulating GABAA receptors, although suriclone is more subtype-selective than most benzodiazepines.[3]