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Key Documents

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:
Molecular Weight:
163.18
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
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. 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

Signal Word

Danger

Hazard Statements

Hazard Classifications

Self-react. C

Storage Class Code

5.2 - Organic peroxides and self-reacting hazardous materials

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Articles

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

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