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D5431

Sigma-Aldrich

Diethylamine NONOate diethylammonium salt

≥98%

Synonym(s):

DEA NONOate, DEA/NO diethylammonium salt

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About This Item

Linear Formula:
(CH3CH2)2N–N(N=O)O- (CH3CH2)2NH2+
CAS Number:
372965-00-9
Molecular Weight:
206.29
MDL number:
MFCD00216152
UNSPSC Code:
12352116
PubChem Substance ID:
329798805
NACRES:
NA.22

description

t1/2 16 min phosphate buffer, 22 °C NO release

assay

≥98%

form

solid

shipped in

dry ice

storage temp.

−70°C

SMILES string

CCNCC.CCN(CC)N(O)N=O

InChI

1S/C4H11N3O2.C4H11N/c1-3-6(4-2)7(9)5-8;1-3-5-4-2/h9H,3-4H2,1-2H3;5H,3-4H2,1-2H3

InChI key

LBJLVZKEUWCGIA-UHFFFAOYSA-N

Application

DEA/NO diethylammonium salt can be used as:        
  • A nitric oxide (NO) donor.
  • A reagent for reductive nitrosylation of Wilkinson′s catalyst.

Used as:
  • Reagent for reductive nitrosylation of Wilkinson′s catalyst
  • Nitric oxide (NO) donor

Biochem/physiol Actions

NO donor

Pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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Xi Ye et al.
The Journal of physiology, 596(16), 3553-3566 (2018-06-05)
Prolonged exposure to vascular endothelial growth factor A (VEGF-A) inhibits agonist-mediated endothelial cell Ca2+ release and subsequent activation of intermediate conductance Ca2+ -activated K+ (IKCa ) channels, which underpins vasodilatation as a result of endothelium-dependent hyperpolarization (EDH) in mouse resistance
Xin Zhang et al.
The Journal of biological chemistry, 277(50), 48472-48478 (2002-10-09)
4,5-Diaminofluorescein (DAF-2) is widely used for detection and imaging of NO based on its sensitivity, noncytotoxicity, and specificity. In the presence of oxygen, NO and NO-related reactive nitrogen species nitrosate 4,5-diaminofluorescein to yield the highly fluorescent DAF-2 triazole (DAF-2T). However
Massimiliano Marvasi et al.
AMB Express, 4, 42-42 (2014-07-06)
Biofilms in the industrial environment could be problematic. Encased in extracellular polymeric substances, pathogens within biofilms are significantly more resistant to chlorine and other disinfectants. Recent studies suggest that compounds capable of manipulating nitric oxide-mediated signaling in bacteria could induce
Guiyun Zhao et al.
Nature communications, 11(1), 1614-1614 (2020-04-03)
The heterocycle 1,2,3-triazole is among the most versatile chemical scaffolds and has been widely used in diverse fields. However, how nature creates this nitrogen-rich ring system remains unknown. Here, we report the biosynthetic route to the triazole-bearing antimetabolite 8-azaguanine. We
Joseph C Galley et al.
Molecular pharmacology, 95(6), 629-637 (2019-04-17)
Nitric oxide (NO) stimulates soluble guanylyl cyclase (sGC) activity, leading to elevated intracellular cyclic guanosine 3',5'-monophosphate (cGMP) and subsequent vascular smooth muscle relaxation. It is known that downregulation of sGC expression attenuates vascular dilation and contributes to the pathogenesis of
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