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linsidomine
Sign in to saveLinsidomine (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.
Chemical data
- Formula
- C6H10N4O2
- Molecular weight
- 170.17 g/mol
- IUPAC name
- 3-morpholin-4-yl-1-oxa-3-azonia-2-azanidacyclopent-3-en-5-imine
- SMILES
- C1COCCN1[N+]2=CC(=N)O[N-]2
- InChIKey
- FKDHHVKWGRFRTG-UHFFFAOYSA-N
- XLogP
- 0.6
- Polar surface area
- 49.6 Ų
- H-bond donors
- 1
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- cardiovascular disease
via ChEMBL · EBI
Research
1,465 papers- [Linsidomine, direct donor of EDRF/NO: a new treatment for unstable angina].Archives des maladies du coeur et des vaisseaux · 1996
- Nitric oxide donor, linsidomine chlorhydrate (SIN-1), in the diagnosis and treatment of erectile dysfunction: critical appraisal and review of the literature.International urology and nephrology · 1995
- Intracoronary linsidomine abolishes acetylcholine-induced vasoconstriction of epicardial coronary arteries.Journal of cardiovascular pharmacology · 1993
- Comparative efficacy of the intravenous administration of linsidomine, a direct nitric oxide donor, and isosorbide dinitrate in severe unstable angina. A French multicentre study. French Group of Investigators.European heart journal · 1997
- Determination of linsidomine in human plasma by tandem LC-MS with ESI.Journal of pharmaceutical and biomedical analysis · 2000
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 170.08
Show 3 more facts
- chemical formula
- C₆H₁₀N₄O₂
- canonical SMILES
- C1COCCN1[N+]2=CC(=N)O[N-]2
- Commons category
- Linsidomine
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
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.
Excerpted from Wikipedia’s “linsidomine” article, available under the CC BY-SA 4.0 licence.