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M5793

Sigma-Aldrich

3-Morpholinosydnonimine hydrochloride

(consistent with structure, NMR)

Sinonimo/i:

3-(4-Morpholinyl)sydnone imine hydrochloride, Linsidomine hydrochloride, SIN-1 hydrochloride

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About This Item

Formula empirica (notazione di Hill):
C6H10N4O2 · HCl
Numero CAS:
16142-27-1
Peso molecolare:
206.63
Numero MDL:
MFCD00214332
Codice UNSPSC:
12352200
ID PubChem:
24897048
NACRES:
NA.77

Livello qualitativo

200

Temperatura di conservazione

−20°C

Stringa SMILE

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
NCGICGYLBXGBGN-UHFFFAOYSA-N

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Applicazioni

3-Morpholinosydnonimine hydrochloride has been used:
  • as a peroxynitrite donor standard to study the accumulation of peroxynitrite in Arabidopsis 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

Azioni biochim/fisiol

3-Morpholinosydnonimine participates in the inhibition of cysteine proteases.
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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

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S-Nitroso-N-acetyl-DL-penicillamine ≥97%, powder

Sigma-Aldrich

N3398

S-Nitroso-N-acetyl-DL-penicillamine

(−)-Menthone analytical standard

Supelco

63677

(−)-Menthone

Sunset Yellow FCF Dye content 90 %

Sigma-Aldrich

465224

Sunset Yellow FCF

Diethylamine NONOate diethylammonium salt ≥98%

Sigma-Aldrich

D5431

Diethylamine NONOate diethylammonium salt

Superoxide Dismutase bovine recombinant, expressed in E. coli, lyophilized powder, ≥2500 units/mg protein, ≥90% (SDS-PAGE)

Sigma-Aldrich

S9697

Superoxide Dismutase bovine

Diethyl maleate 97%

Sigma-Aldrich

D97703

Diethyl maleate

Frank Gaupels et al.
Nitric oxide : biology and chemistry, 25(2), 222-228 (2011-02-08)
Nitric oxide (NO) is synthesized in plants in response to stress, and its role in signaling is well-documented. In contrast, very little is known about the physiological role of its derivate peroxynitrite (ONOO(-)), which forms when NO reacts with O(2)(-)
Keren Zohar et al.
Biomedicines, 9(9) (2021-09-29)
A hallmark of the aging brain is the robust inflammation mediated by microglial activation. Pathophysiology of common neurodegenerative diseases involves oxidative stress and neuroinflammation. Chronic treatment of aging rats by ladostigil, a compound with antioxidant and anti-inflammatory function, prevented microglial
H de Groot et al.
FEBS letters, 315(2), 139-142 (1993-01-04)
SIN-1 which spontaneously decomposes to yield nitric oxide (NO.) and superoxide anion (O2.-) radicals caused a loss of microsomal alpha-tocopherol paralleled by the formation of alpha-tocopheryl quinone. The loss was partially prevented by superoxide dismutase but not by catalase. The
Kittipot Sirichaiwetchakoon et al.
BioMed research international, 2020, 4183643-4183643 (2020-10-09)
Tea is one of the most popular beverages in the world. Camellia sinensis tea (CST) or green tea is widely regarded as a potent antioxidant. In Thailand, Pluchea indica (L.) Less. tea (PIT) has been commercially available as a health-promoting
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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