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D185

Sigma-Aldrich

Diethylenetriamine/nitric oxide adduct

≥97% (NMR), solid

Synonym(s):

2,2′-(Hydroxynitrosohydrazono)bis-ethanimine, DETA/NO

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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

≥97% (NMR)

form

solid

storage condition

desiccated
under inert gas

color

off-white

solubility

H2O: >20 mg/mL

shipped in

dry ice

storage temp.

−20°C

SMILES string

NCCN(CC[NH3+])N([O-])N=O

InChI

1S/C4H12N5O2/c5-1-3-8(4-2-6)9(11)7-10/h1-6H2/q-1/p+1

InChI key

PAOXTYJXTPPVHU-UHFFFAOYSA-O

Application

Diethylenetriamine/nitric oxide adduct has been used as nitric oxide (NO) donor:
  • to evaluate the direct effects of NO on cell proliferation in ovine trophectoderm (oTr1) cells
  • to test its effects on recreating the growth inhibitory effect of NO without the presence of macrophages
  • to correlate the outflow function and outflow tract vessel diameter changes with other controls in porcine models

Biochem/physiol Actions

Diethylenetriamine/nitric oxide adduct (DETA/NO) is a NONOate, which has the longest NO?generating half?life in vitro. Inhaled DETA/NO acts as a pulmonary vasodilator in animals and humans. This NO donor releases nitric oxide in solution in a controlled manner. DETA/NO is associated with protein downregulation, upregulation of p53 expression. It enhances p53 post-translational modifications and also downregulates Nanog and Oct4 mRNA.

Caution

Air sensitive

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

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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