Suriclone

Suriclone
Clinical data
ATC code	none;
Identifiers
	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;
CAS Number	53813-83-5 ;
PubChem CID	40903;
ChemSpider	37353 ;
UNII	LNC9G689VR;
ChEMBL	ChEMBL2105561 ;
CompTox Dashboard (EPA)	DTXSID20866362 ;
ECHA InfoCard	100.053.431
Chemical and physical data
Formula	C20H20ClN5O3S2
Molar mass	477.98 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES Clc4nc5nc(N3C(=O)C=1SCCSC=1C3OC(=O)N2CCN(C)CC2)ccc5cc4;
	InChI InChI=1S/C20H20ClN5O3S2/c1-24-6-8-25(9-7-24)20(28)29-19-16-15(30-10-11-31-16)18(27)26(19)14-5-3-12-2-4-13(21)22-17(12)23-14/h2-5,19H,6-11H2,1H3 ; Key:RMXOUBDDDQUBKD-UHFFFAOYSA-N ;
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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 GABA_A receptors, although suriclone is more subtype-selective than most benzodiazepines.^[3]

References

^ Gilburt SJ, Fairweather DB, Kerr JS, Hindmarch I (1992). "The effects of acute and repeated doses of suriclone on subjective sleep, psychomotor performance and cognitive function in young and elderly volunteers". Fundamental & Clinical Pharmacology. 6 (6): 251–8. doi:10.1111/j.1472-8206.1992.tb00118.x. PMID 1362556. S2CID 23320665.
^ Saletu B, Grünberger J, Linzmayer L, Semlitsch HV, Anderer P, Chwatal K (February 1994). "Pharmacokinetic and -dynamic studies with a new anxiolytic, suriclone, utilizing EEG mapping and psychometry". British Journal of Clinical Pharmacology. 37 (2): 145–56. doi:10.1111/j.1365-2125.1994.tb04254.x. PMC 1364591. PMID 7910470.
^ Blanchard JC, Julou L (March 1983). "Suriclone: a new cyclopyrrolone derivative recognizing receptors labeled by benzodiazepines in rat hippocampus and cerebellum". Journal of Neurochemistry. 40 (3): 601–7. doi:10.1111/j.1471-4159.1983.tb08023.x. PMID 6298365. S2CID 35732735.

[pmid1362556-1] Gilburt SJ, Fairweather DB, Kerr JS, Hindmarch I (1992). "The effects of acute and repeated doses of suriclone on subjective sleep, psychomotor performance and cognitive function in young and elderly volunteers". Fundamental & Clinical Pharmacology. 6 (6): 251–8. doi:10.1111/j.1472-8206.1992.tb00118.x. PMID 1362556. S2CID 23320665.

[pmid7910470-2] Saletu B, Grünberger J, Linzmayer L, Semlitsch HV, Anderer P, Chwatal K (February 1994). "Pharmacokinetic and -dynamic studies with a new anxiolytic, suriclone, utilizing EEG mapping and psychometry". British Journal of Clinical Pharmacology. 37 (2): 145–56. doi:10.1111/j.1365-2125.1994.tb04254.x. PMC 1364591. PMID 7910470.

[3] Blanchard JC, Julou L (March 1983). "Suriclone: a new cyclopyrrolone derivative recognizing receptors labeled by benzodiazepines in rat hippocampus and cerebellum". Journal of Neurochemistry. 40 (3): 601–7. doi:10.1111/j.1471-4159.1983.tb08023.x. PMID 6298365. S2CID 35732735.

[1]

[2]

[3]

Clinical data

ATC code	none
Identifiers
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
CAS Number	53813-83-5^N
PubChem CID	40903
ChemSpider	37353^Y
UNII	LNC9G689VR
ChEMBL	ChEMBL2105561^N
CompTox Dashboard (EPA)	DTXSID20866362
ECHA InfoCard	100.053.431
Chemical and physical data
Formula	C₂₀H₂₀ClN₅O₃S₂
Molar mass	477.98 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES Clc4nc5nc(N3C(=O)C=1SCCSC=1C3OC(=O)N2CCN(C)CC2)ccc5cc4
InChI InChI=1S/C20H20ClN5O3S2/c1-24-6-8-25(9-7-24)20(28)29-19-16-15(30-10-11-31-16)18(27)26(19)14-5-3-12-2-4-13(21)22-17(12)23-14/h2-5,19H,6-11H2,1H3^Y Key:RMXOUBDDDQUBKD-UHFFFAOYSA-N^Y
^NY (what is this?) (verify)