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M184

Sigma-Aldrich

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:
16142-27-1
Molecular Weight:
206.63
MDL number:
MFCD00214332
UNSPSC Code:
12352200
PubChem Substance ID:
24278580

form

solid

color

off-white

solubility

H2O: >10 mg/mL

storage temp.

−20°C

SMILES string

Cl[H].[NH-]c1c[n+](no1)N2CCOCC2

InChI

1S/C6H10N4O2.ClH/c7-6-5-10(8-12-6)9-1-3-11-4-2-9;/h5,7H,1-4H2;1H

InChI key

NCGICGYLBXGBGN-UHFFFAOYSA-N

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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.

Caution

Hygroscopic, photosensitive

replaced by

Product No.
Description
Pricing

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
Tangying Lu et al.
The Journal of clinical investigation, 121(10), 4015-4029 (2011-09-14)
Cancer immunotherapeutic approaches induce tumor-specific immune responses, in particular CTL responses, in many patients treated. However, such approaches are clinically beneficial to only a few patients. We set out to investigate one possible explanation for the failure of CTLs to
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
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