M184
3-Morpholinosydnonimine hydrochloride
solid
Synonym(s):
3-(4-Morpholinyl)sydnone imine hydrochloride, Linsidomine hydrochloride, SIN-1 hydrochloride
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About This Item
Empirical Formula (Hill Notation):
C6H10N4O2 · HCl
CAS Number:
Molecular Weight:
206.63
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
InChI
1S/C6H10N4O2.ClH/c7-6-5-10(8-12-6)9-1-3-11-4-2-9;/h5,7H,1-4H2;1H
SMILES string
Cl[H].[NH-]c1c[n+](no1)N2CCOCC2
InChI key
NCGICGYLBXGBGN-UHFFFAOYSA-N
form
solid
color
off-white
solubility
H2O: >10 mg/mL
storage temp.
−20°C
Biochem/physiol Actions
Liberates nitric oxide (NO) spontaneously when in solution, activating guanylyl cyclase and causing an increase in cyclic-GMP. This product is a vasodilator and inhibits platelet aggregation. Using molecular oxygen, it generates both superoxide anion and nitric oxide that spontaneously form peroxynitrite.
Liberates nitric oxide (NO) spontaneously when in solution, activating guanylyl cyclase and causing an increase in cyclic-GMP; vasodilator.
Disclaimer
Hygroscopic, photosensitive
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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P Arvola et al.
European journal of pharmacology, 214(2-3), 289-292 (1992-04-22)
The effects of 1 mM L-cysteine on sodium nitrite-, 3-morpholinosydnonimine (SIN-1)- and acetylcholine-induced relaxation and cyclic GMP accumulation were studied in isolated noradrenaline-precontracted rat mesenteric arterial rings. L-Cysteine augmented the relaxation and cyclic GMP increase induced by sodium nitrate and
K I Thelen et al.
Naunyn-Schmiedeberg's archives of pharmacology, 345(1), 93-99 (1992-01-01)
The modulating effects of exogenous and endogenous nitric oxide (NO) on the cardiac anaphylactic reaction and eicosanoid release were investigated in isolated perfused sensitized guinea-pig hearts using 3-morpholinosydnonimine (SIN-1), the active metabolite of molsidomine, as NO-donor and NG-nitro-L-arginine (NNA) as
K A Jones et al.
The American journal of physiology, 266(1 Pt 1), L9-16 (1994-01-01)
Nitrovasodilators relax airway smooth muscle by both guanosine 3',5'-cyclic monophosphate (cGMP)-dependent and cGMP-independent mechanisms and by mechanisms that reduce cytosolic calcium concentration ([Ca2+]i). This study was conducted to determine the relative importance of these mechanisms in relaxation of canine tracheal
Wei Chen et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 49(9), 2439-2444 (2011-07-12)
Peroxynitrite has been extensively implicated in the pathogenesis of various forms of neurodegenerative disorders via its cytotoxic effects, this study was undertaken to investigate whether the neuroprotective effect of myricetin is associated with inhibition of peroxynitrite-mediated DNA damage, a critical
Mushfiquddin Khan et al.
Journal of neuroinflammation, 8, 78-78 (2011-07-08)
Traumatic brain injury (TBI) induces primary and secondary damage in both the endothelium and the brain parenchyma, collectively termed the neurovascular unit. While neurons die quickly by necrosis, a vicious cycle of secondary injury in endothelial cells exacerbates the initial
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