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Merck
CN

A5581

3,3-Bis(aminoethyl)-1-hydroxy-2-oxo-1-triazene

≥95%

Synonym(s):

2,2′-(Hydroxynitrosohydrazino)bis-ethanamine, DETA NONOate, NOC-18

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About This Item

Empirical Formula (Hill Notation):
C4H13N5O2
CAS Number:
146724-94-9
Molecular Weight:
163.18
NACRES:
NA.77
PubChem Substance ID:
24890998
UNSPSC Code:
12352200
MDL number:
MFCD00278808

Key Documents

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InChI

1S/C4H13N5O2/c5-1-3-8(4-2-6)9(11)7-10/h10H,1-6H2/b9-7+

SMILES string

NCCN(CCN)\[N+]([O-])=N/O

InChI key

YNRCBOXEDICOIX-VQHVLOKHSA-N

assay

≥95%

form

powder

solubility

0.1 M NaOH: 10 mg/mL, clear, colorless

storage temp.

−20°C

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Application

3,3-Bis(aminoethyl)-1-hydroxy-2-oxo-1-triazene has been used as a nitric oxide donor supplement for neuronal culture. It has also been used as a nitric oxide donor to study the effects of protein S-nitrosation (SNO) after nitrite treatment.
3,3-Bis(aminoethyl)-1-hydroxy-2-oxo-1-triazene has been used to provide insight into the molecular pathways that may contribute to the beneficial effects of nicorandil in the cardiovascular system. 3,3-Bis(aminoethyl)-1-hydroxy-2-oxo-1-triazene causes the release of nitric oxide spontaneously in a rate-controlled manner.

Biochem/physiol Actions

3,3-Bis(aminoethyl)-1-hydroxy-2-oxo-1-triazene is a long-acting nitric oxide donor. It might exhibit nociceptive effects in rats.

pictograms

Flame
GHS02

signalword

Danger

hcodes

H242

Hazard Classifications

Self-react. C

Storage Class

5.2 - Organic peroxides and self-reacting hazardous materials

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品
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Certificates of Analysis (COA)

Lot/Batch Number
MKCK8662
MKCG4086
MKCD3728
MKBW8118V
SLBB6324V

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A new nitric oxide donor, NOC-18, exhibits a nociceptive effect in the rat formalin model
Shibuta S, et al.
Journal of the Neurological Sciences, 141(1), 1-5 (1996)
Katrin F Nickel et al.
PloS one, 8(6), e63504-e63504 (2013-06-21)
A potential role for coagulation factors in pulmonary arterial hypertension has been recently described, but the mechanism of action is currently not known. Here, we investigated the interactions between thrombin and the nitric oxide-cGMP pathway in pulmonary endothelial cells and
Keigo Ueno et al.
PloS one, 6(9), e24759-e24759 (2011-09-21)
The intestinal resident Candida glabrata opportunistically infects humans. However few genetic factors for adaptation in the intestine are identified in this fungus. Here we describe the C. glabrata CYB2 gene encoding lactate dehydrogenase as an adaptation factor for survival in
Natalia Rios et al.
Free radical biology & medicine, 101, 284-295 (2016-09-20)
The specific and sensitive detection of peroxynitrite (ONOO-/ONOOH) in biological systems is a great challenge due to its high reactivity towards several biomolecules. Herein, we validated the advantages of using fluorescein-boronate (Fl-B) as a highly sensitive fluorescent probe for the
Shumin Tan et al.
PLoS pathogens, 9(4), e1003282-e1003282 (2013-04-18)
The ability of Mycobacterium tuberculosis (Mtb) to thrive in its phagosomal niche is critical for its establishment of a chronic infection. This requires that Mtb senses and responds to intraphagosomal signals such as pH. We hypothesized that Mtb would respond
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Articles

Sensor Dyes

Nitric oxide (NO) as a signal transporter in neurons, endothelial cells and in the immune system.

感应染料

一氧化氮 (NO) 是神经元、内皮细胞和免疫系统中的信号转运分子。

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