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NCX-4016

Names

[ CAS No. ]:
175033-36-0

[ Name ]:
NCX-4016

[Synonym ]:
3-nitrooxyphenyl acetylsalicylate
nitroaspirin
NO-ASA
Ncx 4016
m-NO-ASA
m-NO-aspirin

Biological Activity

[Description]:

Nitroaspirin (NCX 4016) is a nitric oxide (NO) donor and a nitro-derivative of Aspirin, which combines with Nitroaspirin to inhibit cyclooxygenase. Nitroaspirin (NCX 4016) has antithrombotic and anti-platelet properties and acts as a direct and irreversible inhibitor of COX-1. Nitroaspirin (NCX 4016) causes significant induction of cell cycle arrest and apoptosis in Cisplatin-resistant human ovarian cancer cells via down-regulation of EGFR/PI3K/STAT3 signaling and modulation of Bcl-2 family proteins[1][2][3][4].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis
Research Areas >> Cancer
Signaling Pathways >> Immunology/Inflammation >> COX

[Target]

COX-1


[References]

[1]. Selvendiran K, et al. NCX-4016, a nitro-derivative of aspirin, inhibits EGFR and STAT3 signaling and modulates Bcl-2 proteins in cisplatin-resistant human ovarian cancer cells and xenografts. Cell Cycle. 2008 Jan 1;7(1):81-8.

[2]. Bertuglia S, et al. Antioxidant activity of nitro derivative of aspirin against ischemia-reperfusion in hamster cheekpouch microcirculation. Am J Physiol Gastrointest Liver Physiol. 2004 Mar;286(3):G437-43.

[3]. Corazzi T, et al. Direct and irreversible inhibition of cyclooxygenase-1 by nitroaspirin (NCX 4016). J Pharmacol Exp Ther. 2005 Dec;315(3):1331-7.

[4]. Selvendiran K, et al. NCX-4016, a nitro-derivative of aspirin, inhibits EGFR and STAT3 signaling and modulates Bcl-2 proteins in cisplatin-resistant human ovarian cancer cells and xenografts. Cell Cycle. 2008 Jan 1;7(1):81-8.

Chemical & Physical Properties

[ Density]:
1.347g/cm3

[ Boiling Point ]:
499.3ºC at 760mmHg

[ Melting Point ]:
61-62ºC

[ Molecular Formula ]:
C16H13NO7

[ Molecular Weight ]:
331.27700

[ Flash Point ]:
214.3ºC

[ Exact Mass ]:
331.06900

[ PSA ]:
107.65000

[ LogP ]:
3.06260

[ Vapour Pressure ]:
4.21E-10mmHg at 25°C

[ Index of Refraction ]:
1.58

[ Storage condition ]:
-20°C

Synthetic Route

Precursor & DownStream


Related Compounds