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3-MORPHOLINOSYDNONIMINE

Names

[ CAS No. ]:
33876-97-0

[ Name ]:
3-MORPHOLINOSYDNONIMINE

[Synonym ]:
3-morpholinosydnoimine
Linsidomine
3-morpholinosydnonimine-N-ethylcarbamide
3-Morpholinosydnonimine-1
3-morpholino sydnonimine
sin-1
CV 664
3-Morpholinosydnoneimine

Biological Activity

[Description]:

3-Morpholinosydnonimine (SIN-1; Linsidomine) is a spontaneous ROS/RNS generator and a peroxynitrite donor. 3-Morpholinosydnonimine inhibits hypertrophic chondrocytes activity and induces necrosis. 3-Morpholinosydnonimine induces p53-dependent apoptosis, induces p53 accumulation and activates MAPK phosphorylation[1][2].

[Related Catalog]:

Research Areas >> Cancer
Signaling Pathways >> Apoptosis >> MDM-2/p53

[In Vitro]

3-Morpholinosydnonimine (1,3,5 mM; 24 h) 抑制肥厚性软骨细胞活力[1]。 3-Morpholinosydnonimine (3 mM 和 5 mM; 24 h) 诱导肥大软骨细胞坏死死亡，同时诱导 ATDC5 细胞和 C28/I2 细胞凋亡死亡[1]。 3-Morpholinosydnonimine (50 μM, 200 μM, 400 μM; 6 h) 在富含神经元的小鼠端脑细胞中诱导 p53 的表达迅速增加，并诱导 p53 依赖的凋亡[2]。 3-Morpholinosydnonimine (200 μM; 6 h) 通过 p21(ras) 激活诱导 p53 积累[2]。 Cell Viability Assay[1] Cell Line: Hypertrophic chondrocytes Concentration: 0 mM, 1 mM, 3 mM, and 5 mM Incubation Time: 0 h, 4 h, 8 h, 12 h, and 24 h Result: Decreased the cellular viability by 30%, 50%, and 80% respectively at 1, 3, and 5 mM. Western Blot Analysis[2] Cell Line: Mouse primary neural cells Concentration: 200 μM Incubation Time: 6 h Result: Induced p53 accumulation.

[References]

[1]. He Y, et al. 3-morpholinosydnonimine (SIN-1)-induced oxidative stress leads to necrosis in hypertrophic chondrocytes in vitro. Biomed Pharmacother. 2018 Oct;106:1696-1704.  

[2]. Kaji T, et al. 3-Morpholinosydnonimine hydrochloride induces p53-dependent apoptosis in murine primary neural cells: a critical role for p21(ras)-MAPK-p19(ARF) pathway. Nitric Oxide. 2002 Mar;6(2):125-34.  

Chemical & Physical Properties

[ Molecular Formula ]:
C6H10N4O2

[ Molecular Weight ]:
170.16900

[ Exact Mass ]:
170.08000

[ PSA ]:
67.28000

Safety Information

[ WGK Germany ]:
3

Synthetic Route

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Related Compounds