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M5793

Sigma-Aldrich

3-Morpholinosydnonimine hydrochloride

(consistent with structure, NMR)

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C6H10N4O2 · HCl
Numéro CAS:
16142-27-1
Poids moléculaire :
206.63
Numéro MDL:
MFCD00214332
Code UNSPSC :
12352200
ID de substance PubChem :
24897048
Nomenclature NACRES :
NA.77

Niveau de qualité

200

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

NCGICGYLBXGBGN-UHFFFAOYSA-N

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Application

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

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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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
P Ascenzi et al.
Current protein & peptide science, 2(2), 137-153 (2002-10-09)
Cysteine proteases represent a broad class of proteolytic enzymes widely distributed among living organisms. Although well known as typical lysosomal enzymes, cysteine proteases are actually recognized as multi-function enzymes, being involved in antigen processing and presentation, in membrane-bound protein cleavage
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
Naihao Lu et al.
Journal of materials science. Materials in medicine, 29(8), 115-115 (2018-07-19)
Carbon nanotubes are widely used in the area of biomedicine, and the binding of protein to carbon nanotubes are believed to play an important role in the potential cytotoxicity of nanomaterials. In this work, we investigated the effects of human
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