33876-97-0

33876-97-0 structure

Name: 3-MORPHOLINOSYDNONIMINE
Chemical Name: 3-morpholin-4-yl-1-oxa-3-azonia-2-azanidacyclopent-3-en-5-imine
CAS Number: 33876-97-0
Molecular Formula: C₆H₁₀N₄O₂
Molecular Weight: 170.16900
Catalog: Signaling Pathways Apoptosis MDM-2/p53
Create Date: 2018-05-30 08:00:00
Modify Date: 2024-01-02 14:53:25
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].

Name	3-morpholin-4-yl-1-oxa-3-azonia-2-azanidacyclopent-3-en-5-imine
Synonyms	3-morpholinosydnoimine Linsidomine 3-morpholinosydnonimine-N-ethylcarbamide 3-Morpholinosydnonimine-1 3-morpholino sydnonimine sin-1 CV 664 3-Morpholinosydnoneimine

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.

Molecular Formula	C₆H₁₀N₄O₂
Molecular Weight	170.16900
Exact Mass	170.08000
PSA	67.28000

WGK Germany	3

26263-64-9

33876-97-0

Literature: Chemical and Pharmaceutical Bulletin, , vol. 18, p. 128 - 132

4319-49-7

50-00-0

151-50-8

33876-97-0

Literature: Journal of Heterocyclic Chemistry, , vol. 7, p. 123 - 129

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