1. Apoptosis NF-κB Metabolic Enzyme/Protease Immunology/Inflammation Cytoskeleton
  2. MDM-2/p53 Reactive Oxygen Species Apoptosis Annexin A Glutathione Reductase
  3. 3-Morpholinosydnonimine

3-Morpholinosydnonimine  (Synonyms: SIN-1; Linsidomine)

Cat. No.: HY-126849
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3-Morpholinosydnonimine (SIN-1) is a spontaneous ROS/RNS generator and peroxynitrite donor. 3-Morpholinosydnonimine induces oxidative stress-induced chondrocyte apoptosis and necrosis. 3-Morpholinosydnonimine inhibits the migration, proliferation and neointima formation of vascular smooth muscle cells by inhibiting the expression of annexin A2. In addition, low doses of 3-Morpholinosydnonimine shows protective effects on Zn2+ treated nerve cells.

For research use only. We do not sell to patients.

3-Morpholinosydnonimine Chemical Structure

3-Morpholinosydnonimine Chemical Structure

CAS No. : 33876-97-0

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Description

3-Morpholinosydnonimine (SIN-1) is a spontaneous ROS/RNS generator and peroxynitrite donor. 3-Morpholinosydnonimine induces oxidative stress-induced chondrocyte apoptosis and necrosis. 3-Morpholinosydnonimine inhibits the migration, proliferation and neointima formation of vascular smooth muscle cells by inhibiting the expression of annexin A2. In addition, low doses of 3-Morpholinosydnonimine shows protective effects on Zn2+ treated nerve cells[1][2][3][4].

IC50 & Target[4]

AnxA2

 

In Vitro

3-Morpholinosydnonimine (0-5 mM; 0-24 h) reduces the activity of hypertrophic chondrocytes, induces hypertrophic chondrocyte necrosis and apoptosis of non-hypertrophic ATDC5 and C28/I2 cells[1].
3-Morpholinosydnonimine (30-1000 μM; 190 min) prevents Zn2+ induced neuronal death, but is eliminated by uric acid (HY-B2130)[2].
3-Morpholinosydnonimine (100-300 μM; 0-190 min) increases the production of reactive oxygen species and active nitrogen, inhibits the Zn2+ induced glutathione reductase inactivation and the increase of oxidized glutathione/total glutathione ratio in PC12 cells[2].
3-Morpholinosydnonimine (1 mM; 2-3 h) induces nuclear accumulation of Nrf2 in EAhy926 and HUVECs cells[3].
3-Morpholinosydnonimine (0-500 μM; 30 min) inhibits platelet-derived growth factor BB-induced cell migration and proliferation by annexin A2 in rat aortic smooth muscle cells[4].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Cell Viability Assay[1]

Cell Line: Hypertrophic chondrocytes
Concentration: 0, 1, 2, 3, 4, 5 mM;
5 mM
Incubation Time: 24 h;
0, 4, 8, 12 and 24 h
Result: Reduced cellular viability of hypertrophic chondrocytes in a dose-dependent manner.
Reduced cellular viability of hypertrophic chondrocytes in a time-dependent manner.

Cell Viability Assay[2]

Cell Line: differentiated PC12 cells
Concentration: 30, 100, 300 and 1000 μM
Incubation Time: 190 min
Result: Blocked Zn2+-induced cell death in a concentration-dependent manner.
Had cytotoxic at higher concentrations than 1 mM.
In Vivo

3-Morpholinosydnonimine (0.01-0.1 mg/kg; 14 days) attenuates neointima formation in balloon-injured rat carotid arteries[4].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model: Six-week-old male Sprague Dawley rats (180-190 g) with a balloon-injured carotid artery model[4]
Dosage: 0.01 and 0.1 mg/kg/day
Administration: 14 days
Result: Reduced the I/M (intima to media) ratio of the carotid artery in the group treated with 0.1 mg/kg/day.
Did not change the I/M ratio of the carotid artery in the group treated with 0.01 mg/kg/day.
Molecular Weight

170.17

Formula

C6H10N4O2

CAS No.
SMILES

[NH-]C1=C[N+](N2CCOCC2)=NO1

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation
References
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    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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3-Morpholinosydnonimine
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