Linsidomine

Linsidomine

File:Linsidomine structure.svg
Systematic (IUPAC) name
5-imino-3-morpholin-4-yl-5H-1,2,3-oxadiazol-3-ium-2-ide
Clinical data
AHFS/Drugs.com	International Drug Names
Identifiers
ATC code	C01DX18 (WHO)
PubChem	CID: 5219
ChemSpider	10561427
UNII	5O5U71P6VQ Y
KEGG	D07161 Y
Synonyms	SIN-1
Chemical data
Formula	C6H10N4O2
Molecular mass	170.17 g/mol
SMILES C1COCCN1[N+]2=NOC(=C2)[NH-]
InChI InChI=1S/C6H10N4O2/c7-6-5-10(8-12-6)9-1-3-11-4-2-9/h5,7H,1-4H2 Key:FKDHHVKWGRFRTG-UHFFFAOYSA-N
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Linsidomine (3-morpholinosydnonimine or SIN-1) is a vasodilator. It is a metabolite of the antianginal drug molsidomine and acts by releasing NO from the endothelial cells nonenzymatically. It also hyperpolarizes the cell membrane through influencing the sodium-potassium pump and thereby rendering it less responsive to adrenergic stimulation. Linsidomine injection at a dose of 1 mg produces usable erection in about 70% of patients and full erection in up to 50% of patients. Linsidomine does not appear to be associated with priapism.

Linsidomine is neurotoxic and promotes oxidative stress on neurons. Linsidomine is a peroxynitrite-generating compound involved in the pathogenesis of neurodegenerative diseases.