3-Morpholinosydnonimine

3-Morpholinosydnonimine (SIN-1) is a metabolite of molsidomine (sc-200337) which has been shown to decompose spontaneously in solution in the presence of oxygen. This reaction with 3-Morpholinosydnonimine releases nitric oxide (NO) and a superoxide anion, which under physiological conditions, reacts to produce peroxynitrite. 3-Morpholinosydnonimine is a potent vasodilator, inhibitor of platelet aggregation, general cysteine protease inhibitor. 3-Morpholinosydnonimine has been shown to produce significant protective effects in myocardial ischemia-reperfusion. Some of the effects of 3-Morpholinosydnonimine can be attenuated by nitroglycerin-induced tolerance. 参考文献 1. Hogg, N., et al., 1992. Production of hydroxyl radicals from the simultaneous generation of superoxide and nitric oxide. The Biochemical journal. 281 ( Pt 2)(): 419-24. PMID: 1310595 2. Siegfried, M R., et al., 1992. Cardioprotection and attenuation of endothelial dysfunction by organic nitric oxide donors in myocardial ischemia-reperfusion. The Journal of pharmacology and experimental therapeutics. 260(2): 668-75. PMID: 1738117 3. Henry, P J., et al., 1989. Nitroglycerin-induced tolerance affects multiple sites in the organic nitrate bioconversion cascade. The Journal of pharmacology and experimental therapeutics. 248(2): 762-8. PMID: 2563771 4. Nishikawa, M., et al., 1982. Inhibition of platelet aggregation and stimulation of guanylate cyclase by an antianginal agent molsidomine and its metabolites. The Journal of pharmacology and experimental therapeutics. 220(1): 183-90. PMID: 6118429 5. Lipton, S A., et al., 1993. A redox-based mechanism for the neuroprotective and neurodestructive effects of nitric oxide and related nitroso-compounds. Nature. 364(6438): 626-32. PMID: 8394509 6. Ascenzi, P., et al., 2001. Inhibition of cysteine protease activity by NO-donors. Current protein & peptide science. 2(2): 137-53. PMID: 12370021

206.63

98%5-氨基-3-(4-吗啉基)-1,2,3-恶二唑盐酸盐

3-Morpholinosydnonimine is a potent vasodilator that inhibits platelet aggregation and cysteine proteases.

3-Morpholinosydnonimine is also known as SIN-1.

C1COCCN1[N+]2=CC(=N)O[N-]2.Cl

C6H10N4O2•HCl

16142-27-1