Linsidomine

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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 YesY
KEGG D07161 YesY
Synonyms SIN-1
Chemical data
Formula C6H10N4O2
Molecular mass 170.17 g/mol
  • C1COCCN1[N+]2=NOC(=C2)[NH-]
  • 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
  (verify)

Linsidomine (3-morpholinosydnonimine or SIN-1[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[2] in about 70% of patients and full erection in up to 50% of patients. Linsidomine does not appear to be associated with priapism.[citation needed]

Linsidomine is neurotoxic and promotes oxidative stress on neurons.[3] Linsidomine is a peroxynitrite-generating compound involved in the pathogenesis of neurodegenerative diseases.[4]

References

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