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SML0414

Sigma-Aldrich

NCX 4040

≥98% (HPLC)

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C16H13NO7
Número CAS:
287118-97-2
Peso molecular:
331.28
Número MDL:
MFCD08062164
Código UNSPSC:
12352200
ID de substância PubChem:
329825409
NACRES:
NA.77

Nível de qualidade

100

Ensaio

≥98% (HPLC)

forma

powder

condição de armazenamento

protect from light

cor

white to beige

solubilidade

DMSO: 15 mg/mL (clear solution)

temperatura de armazenamento

−20°C

cadeia de caracteres 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

chave InChI

CTHNKWFUDCMLIQ-UHFFFAOYSA-N

Ações bioquímicas/fisiológicas

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.

Características e benefícios

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.

Palavra indicadora

Danger

Frases de perigo

H317,H318,H400

Classificações de perigo

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

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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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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