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SML0414

Sigma-Aldrich

NCX 4040

≥98% (HPLC)

Synonyme(s) :

2-(Acetyloxy)benzoic acid 4-(nitroxymethyl)phenyl ester, NO-aspirin

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About This Item

Formule empirique (notation de Hill):
C16H13NO7
Numéro CAS:
287118-97-2
Poids moléculaire :
331.28
Numéro MDL:
MFCD08062164
Code UNSPSC :
12352200
ID de substance PubChem :
329825409
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Conditions de stockage

protect from light

Couleur

white to beige

Solubilité

DMSO: 15 mg/mL (clear solution)

Température de stockage

−20°C

Chaîne SMILES 

CC(=O)Oc1ccccc1C(=O)Oc2ccc(CO[N+]([O-])=O)cc2

InChI

1S/C16H13NO7/c1-11(18)23-15-5-3-2-4-14(15)16(19)24-13-8-6-12(7-9-13)10-22-17(20)21/h2-9H,10H2,1H3

Clé InChI

CTHNKWFUDCMLIQ-UHFFFAOYSA-N

Actions biochimiques/physiologiques

NCX 4040 is a nitric oxide-donating form of aspirin. NCX 4040 inhibits cyclooxygenase activity and releases NO, which can down-regulate COX2 expression and reduce the levels of superoxide accumulation. In the human monocytic cell line THP1, the compound inhibits PGE2 production and cytokine expression, and appears to stabilize IkB by inhibiting proteasome function. NCX 4040 has been shown to induce apoptosis in several tumor cell lines.

Caractéristiques et avantages

This compound is featured on the Nitric Oxide Synthases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictogrammes

CorrosionExclamation markEnvironment
GHS05,GHS07,GHS09

Mention d'avertissement

Danger

Mentions de danger

H317,H318,H400

Classification des risques

Aquatic Acute 1 - Eye Dam. 1 - Skin Sens. 1

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Anna Tesei et al.
Journal of translational medicine, 3(1), 7-7 (2005-02-05)
BACKGROUND: Nitric oxide-releasing nonsteroidal antiinflammatory drugs (NO-NSAIDs) are reported to be safer than NSAIDs because of their lower gastric toxicity. We compared the effect of a novel NO-releasing derivate, NCX 4040, with that of aspirin and its denitrated analog, NCX
Anna Tesei et al.
Journal of translational medicine, 5, 52-52 (2007-11-01)
Despite numerous studies aimed at verifying the antitumor activity of nitric oxide-releasing nonsteroidal antiflammatory drugs (NO-NSAIDs), little is known about the molecular targets responsible for their antineoplastic properties. In the present study, we investigated the mechanisms underlying the cytotoxicity of
Stefania Tacconelli et al.
Clinical pharmacology and therapeutics, 104(1), 111-119 (2018-03-27)
We studied the influence of cardiovascular (CV) risk factors, previous CV events, and cotreatments with preventive medicines, on residual platelet thromboxane (TX)B2 production in 182 patients chronically treated with enteric coated (EC)-aspirin (100 mg/day). The response to aspirin was also verified
Massimiliano Marvasi et al.
AMB Express, 6(1), 49-49 (2016-07-28)
Recent studies suggest that nitric oxide donors capable of manipulating nitric oxide-mediated signaling in bacteria could induce dispersal of biofilms. Encased in extracellular polymeric substances, human and plant pathogens within biofilms are significantly more resistant to sanitizers. This is particularly
Jung Min Song et al.
Carcinogenesis, 39(7), 911-920 (2018-07-10)
Although regular aspirin use has been shown to lower the risk of colorectal cancer, its efficacy against lung cancer is weak or inconsistent. Moreover, aspirin use increases the risk of ulcers and stomach bleeding. In this study, we determined the
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