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Key Documents

A5456

Sigma-Aldrich

NOC-5

≥90%, powder

Synonym(s):

3-(Aminopropyl)-1-hydroxy-3-isopropyl-2-oxo-1-triazene

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About This Item

Empirical Formula (Hill Notation):
C6H16N4O2
CAS Number:
Molecular Weight:
176.22
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32

product name

NOC-5, ≥90%

Quality Level

Assay

≥90%

form

powder

solubility

methanol: 50 mg/mL, clear, colorless to faintly yellow

storage temp.

−20°C

SMILES string

CC(C)N(CCCN)\[N+]([O-])=N\O

InChI

1S/C6H16N4O2/c1-6(2)9(5-3-4-7)10(12)8-11/h6,11H,3-5,7H2,1-2H3/b10-8-

InChI key

MTIRIKBRVALRPJ-NTMALXAHSA-N

Application

Releases nitric oxide spontaneously in a rate-controlled manner; half life in solution = 93 min.

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

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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Guangde Jiang et al.
Chembiochem : a European journal of chemical biology, 20(8), 1068-1077 (2019-01-04)
Cytochrome P450 enzymes generally functionalize inert C-H bonds, and thus, they are important biocatalysts for chemical synthesis. However, enzymes that catalyze both aliphatic and aromatic hydroxylation in the same biotransformation process have rarely been reported. A recent biochemical study demonstrated
Lucie Valek et al.
Redox biology, 20, 217-235 (2018-10-28)
Upregulations of neuronal nitric oxide synthase (nNOS) in the rodent brain have been associated with neuronal aging. To address underlying mechanisms we generated SH-SY5Y neuronal cells constitutively expressing nNOS at a level similar to mouse brain (nNOS+ versus MOCK). Initial
Joana Schuelter Boeing et al.
Food chemistry, 220, 427-437 (2016-11-20)
Bactris setosa Mart. is a Brazilian tree from the palm family (Arecaceae), whose fruits are scientifically underexploited. Here, we report, for the first time, the identification and quantification of phenolic compounds and carotenoids in the pulp, seed, and peel extracts
Hrabie, J.A., et al.
The Journal of Organic Chemistry, 58, 1472-1472 (1993)
Naira Poerner Rodrigues et al.
Journal of agricultural and food chemistry, 63(19), 4815-4826 (2015-04-25)
The influence of green coffee genotype on the bioactive compounds and the in vitro antioxidant capacity against the principal reactive oxygen (ROO(•), H2O2, HO(•), and HOCl) and nitrogen (NO(•) and ONOO(-)) species of biological relevance was investigated. This is the

Articles

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

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