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A5581

Sigma-Aldrich

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
MDL number:
MFCD00278808
UNSPSC Code:
12352200
PubChem Substance ID:
24890998
NACRES:
NA.77

assay

≥95%

form

powder

solubility

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

storage temp.

−20°C

SMILES string

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

InChI

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

InChI key

YNRCBOXEDICOIX-VQHVLOKHSA-N

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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.[1] It has also been used as a nitric oxide donor to study the effects of protein S-nitrosation (SNO) after nitrite treatment.[2]
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.[3]

pictograms

Flame
GHS02

signalword

Danger

hcodes

H242

Hazard Classifications

Self-react. C

Storage Class

5.2 - Organic peroxides and self-reacting hazardous materials

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCK8662
MKCG4086
MKCD3728
MKBW8118V
SLBB6324V

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Katrin F Nickel et al.
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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
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)
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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
Mitochondrial Complex I Reversible S-Nitrosation Improves Bioenergetics and Is Protective in Parkinson's Disease
Milanese C, et al.
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Sensor Dyes

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

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