Chemistry:Linsidomine

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Short description: Chemical compound
Linsidomine
Linsidomine structure.svg
Clinical data
Other namesSIN-1
AHFS/Drugs.comInternational Drug Names
ATC code
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
Chemical and physical data
FormulaC6H10N4O2
Molar mass170.172 g·mol−1
3D model (JSmol)
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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

  1. "Cardiotrophin-1 protects cortical neuronal cells against free radical-induced injuries in vitro". Neuroscience Letters 387 (1): 38–42. October 2005. doi:10.1016/j.neulet.2005.07.018. PMID 16084018. 
  2. "[Erectile response to intracavernous injection of linsidomine in 38 impotent patients. Comparison with prostaglandin E1]". Progres en Urologie 8 (3): 388–91. June 1998. PMID 9689672. 
  3. "Estrogen attenuates gp120- and tat1-72-induced oxidative stress and prevents loss of dopamine transporter function". Synapse 59 (1): 51–60. January 2006. doi:10.1002/syn.20214. PMID 16237680. 
  4. "Ergothioneine rescues PC12 cells from beta-amyloid-induced apoptotic death". Free Radical Biology & Medicine 36 (3): 288–99. February 2004. doi:10.1016/j.freeradbiomed.2003.11.005. PMID 15036348.