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E3145

Sigma-Aldrich

3-Ethyl-3-(ethylaminoethyl)-1-hydroxy-2-oxo-1-triazene

≥90%

Sinónimos:

NOC-12

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About This Item

Fórmula empírica (notación de Hill):
C6H16N4O2
Número de CAS:
146724-89-2
Peso molecular:
176.22
MDL number:
MFCD00674898
UNSPSC Code:
12352200
PubChem Substance ID:
329799041
NACRES:
NA.77

Quality Level

200

assay

≥90%

storage temp.

−20°C

SMILES string

CCNCCN(CC)\[N+]([O-])=N\O

InChI

1S/C6H16N4O2/c1-3-7-5-6-9(4-2)10(12)8-11/h7,11H,3-6H2,1-2H3/b10-8-

InChI key

DPKCLDSTXVCYSN-NTMALXAHSA-N

General description

3-Ethyl-3-(ethylaminoethyl)-1-hydroxy-2-oxo-1-triazene (NOC12) is a donor of nitric oxide (NO). It has a long half-life of 327 minutes.

Application

3-Ethyl-3-(ethylaminoethyl)-1-hydroxy-2-oxo-1-triazene has been used as nitric oxide (NO) donor to study its effects on the isolated trachea preparations from control and ovalbumin-sensitized guinea pigs in vitro. It has also been used as a NO-releasing substance to study its effects on the body contractions patterns of Tethya wilhelma.

Biochem/physiol Actions

3-Ethyl-3-(ethylaminoethyl)-1-hydroxy-2-oxo-1-triazene (NOC12) liberates nitric oxide (NO) without the use of cofactors or enzymes and the formation of hazardous metabolites. A low dose of NOC12 protects astrocytes from reperfusion injury via a cyclic guanosine monophosphate (cGMP) signal. Higher dosages of NOC12 aggravates reperfusion damage through a cyclic guanosine monophosphate (cGMP)-independent mechanism.

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

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Ahmet Parlak et al.
Experimental lung research, 38(8), 420-426 (2012-10-04)
Asthma is a chronic inflammatory disease in which cell components play important roles. We aimed to evaluate the effects of NO/cGMP cleavage at trachea preparations isolated from ovalbumin-sensitized guinea pigs in vitro. Trachea rings were exposed to 3-ethyl-3-(ethylaminoethyl)-1-hydroxy-2-oxo-1-triazene (NOC-12), (±)-(E)-4-ethyl-2-[(Z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide
Kornelia Ellwanger et al.
Frontiers in zoology, 3, 7-7 (2006-04-29)
Sponges (Porifera) are nerve- and muscleless metazoa, but display coordinated motor reactions. Therefore, they represent a valuable phylum to investigate coordination systems, which evolved in a hypothetical Urmetazoon prior to the central nervous system (CNS) of later metazoa. We have
Kazuhiro Takuma et al.
Japanese journal of pharmacology, 89(1), 64-71 (2002-06-27)
We examined the effect of 3-ethyl-3-(ethylaminoethyl)-1-hydroxy-2-oxo-1-triazene (NOC12), a nitric oxide (NO) donor, on apoptosis in cultured astrocytes. Reperfusion after hydrogen peroxide (H2O2) exposure caused a decrease in cell viability, loss of mitochondrial membrane potential, caspase-3 activation, DNA ladder formation, and
Cristiane Salum et al.
Neurotoxicity research, 29(1), 92-104 (2015-09-24)
Previous research has shown that nitric oxide (NO) synthase inhibitors prevent rodents' sensorimotor gating impairments induced by dopamine releasing drugs, such as amphetamine (Amph) and methylphenidate. The mechanisms of this effect have not been entirely understood. In the present work
Tengfang Ling et al.
The Plant cell, 29(11), 2871-2881 (2017-11-01)
Pathogens deliver effectors into plant cells to suppress immunity-related signaling. However, effector recognition by the host elicits a hypersensitive response (HR) that overcomes the inhibition of host signaling networks, restoring disease resistance. Signaling components are shared between the pathogen-associated molecular
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