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| | 3-Morpholinosydnonimine hydrochloride Basic information |
| | 3-Morpholinosydnonimine hydrochloride Chemical Properties |
| Melting point | 186 °C | | density | 1.303 at 20℃ | | storage temp. | -20°C | | solubility | Soluble in DMSO (up to 35 mg/ml) or in Water (up to 65 mg/ml) | | form | White solid | | color | White | | Water Solubility | soluble | | Stability: | Stable for 1 year from date of purchase as supplied. Solutions must be prepared fresh and cannot be stored. | | InChI | 1S/C6H10N4O2.ClH/c7-6-5-10(8-12-6)9-1-3-11-4-2-9;/h5,7H,1-4H2;1H | | InChIKey | NCGICGYLBXGBGN-UHFFFAOYSA-N | | SMILES | Cl[H].[NH-]c1c[n+](no1)N2CCOCC2 | | LogP | -6.28 at 25℃ | | CAS DataBase Reference | 16142-27-1(CAS DataBase Reference) |
| Safety Statements | 24/25 | | WGK Germany | 3 | | RTECS | WU7687800 | | HS Code | 29349990 | | Storage Class | 11 - Combustible Solids |
| | 3-Morpholinosydnonimine hydrochloride Usage And Synthesis |
| Description | As the active metabolite of molsidomine, SIN-1 (chloride) is a potent vasorelaxant and inhibitor of platelet aggregation. It produces both NO and superoxide and can therefore be used to generate peroxynitrite under physiological conditions. | | Chemical Properties | White Crystalline Solid | | Uses | SIN-1 is a metabolite of the vasodilator molsidomine and is considered to be a peroxynitrite releasing compound | | Uses | 3-Morpholinosydnonimine hydrochloride is a metabolite of the vasodilator Molsidomine (M488002) and is considered to be a peroxynitrite releasing compound. Molsidomine Impurity A. | | Uses | 3-Morpholinosydnonimine hydrochloride has been used:
- as a peroxynitrite donor standard to study the accumulation of peroxynitriteinArabidopsis thaliana
- to study its effects on nitrosative stress in human brain vascular pericytes and human embryonic kidney cells
- as a ROS to study its effects on mouse embryonic fibroblasts
| | Indications | Linsidomine (SIN-1) is an active metabolite of the
antianginal drug molsidomine. Its mechanism of action
upon the corpus cavernosum involves the release of nitric
oxide. Injected intracavernosally it can produce penile
erections, but its clinical usefulness has not been
fully established. | | Biological Activity | This compound (the active product of the prodrug SIN-10, molsidomine) acts as a vasodilator and inhibitor of platelet aggregation; longer acting than nitroprusside or nitroglycerin. Decreases myocardial necrosis and reperfusion-induced endothelial dysfunction in models of myocardial ischemia-reperfusion. | | Biochem/physiol Actions | 3-Morpholinosydnonimine participates in the inhibition of cysteine proteases. | | storage | Store at +4°C | | References | [1] M NISHIKAWA H H M Kanamori. Inhibition of platelet aggregation and stimulation of guanylate cyclase by an antianginal agent molsidomine and its metabolites.[J]. Journal of Pharmacology and Experimental Therapeutics, 1982, 220 1: 183-190.
[2] N HOGG. Production of hydroxyl radicals from the simultaneous generation of superoxide and nitric oxide.[J]. Biochemical Journal, 1992, 281 ( Pt 2): 419-424. DOI:10.1042/bj2810419
[3] M KIRSCH. Hydrogen peroxide formation by reaction of peroxynitrite with HEPES and related tertiary amines. Implications for a general mechanism.[J]. The Journal of Biological Chemistry, 1998, 273 21: 12716-12724. DOI:10.1074/jbc.273.21.12716
[4] RAFFAELLA PRIORA . In vitro inhibition of human and rat platelets by NO donors, nitrosoglutathione, sodium nitroprusside and SIN-1, through activation of cGMP-independent pathways[J]. Pharmacological research, 2011, 64 3: Pages 289-297. DOI:10.1016/j.phrs.2011.03.014
[5] BAIPING REN. Identification of a New Function of Cardiovascular Disease Drug 3-Morpholinosydnonimine Hydrochloride as an Amyloid-β Aggregation Inhibitor[J]. ACS Omega, 2017, 2 1: 243-250. DOI:10.1021/acsomega.6b00397 |
| | 3-Morpholinosydnonimine hydrochloride Preparation Products And Raw materials |
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