NCX-4016

Modify Date: 2024-01-05 09:59:48

NCX-4016 structure	Common Name	NCX-4016
	CAS Number	175033-36-0	Molecular Weight	331.27700
	Density	1.347g/cm3	Boiling Point	499.3ºC at 760mmHg
	Molecular Formula	C₁₆H₁₃NO₇	Melting Point	61-62ºC
	MSDS	N/A	Flash Point	214.3ºC

Use of NCX-4016

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].

Name	[3-(nitrooxymethyl)phenyl] 2-acetyloxybenzoate
Synonym	More Synonyms

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.

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

2-(ACETYLOXY)BE...

CAS#:287118-98-3

~84%

NCX-4016

CAS#:175033-36-0

Literature: Nicox S.A. Patent: US6696591 B1, 2004 ; Location in patent: Page column 5-6 ;

Aspirin

CAS#:50-78-2

NCX-4016

CAS#:175033-36-0

Literature: Chiroli, Valerio; Benedini, Francesca; Ongini, Ennio; Del Soldato, Piero European Journal of Medicinal Chemistry, 2003 , vol. 38, # 4 p. 441 - 446

(3-formylphenyl...

CAS#:203065-55-8

NCX-4016

CAS#:175033-36-0

Literature: Chiroli, Valerio; Benedini, Francesca; Ongini, Ennio; Del Soldato, Piero European Journal of Medicinal Chemistry, 2003 , vol. 38, # 4 p. 441 - 446

Acetylsalicyloy...

CAS#:5538-51-2

NCX-4016

CAS#:175033-36-0

Literature: Chiroli, Valerio; Benedini, Francesca; Ongini, Ennio; Del Soldato, Piero European Journal of Medicinal Chemistry, 2003 , vol. 38, # 4 p. 441 - 446

Precursor 4
CAS#:287118-98-3 2-(ACETYLOXY)BE... CAS#:50-78-2 Aspirin CAS#:203065-55-8 (3-formylphenyl... CAS#:5538-51-2 Acetylsalicyloy...
DownStream 0

3-nitrooxyphenyl acetylsalicylate

nitroaspirin

NO-ASA

Ncx 4016

m-NO-ASA

m-NO-aspirin

NCX-4016

Use of NCX-4016

Names

NCX-4016 Biological Activity

Chemical & Physical Properties

Synthetic Route

Precursor & DownStream

Synonyms