CAS 287118-97-2|2-(ACETYLOXY)-4-[(NITROOXY)METHYL]PHENYL ESTER, BENZOIC ACID

Introduction：Basic information about CAS 287118-97-2|2-(ACETYLOXY)-4-[(NITROOXY)METHYL]PHENYL ESTER, BENZOIC ACID, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Articles3
6. Synonyms

Common Name	2-(ACETYLOXY)-4-[(NITROOXY)METHYL]PHENYL ESTER, BENZOIC ACID
CAS Number	287118-97-2	Molecular Weight	331.27700
Density	/	Boiling Point	/
Molecular Formula	C₁₆H₁₃NO₇	Melting Point	/
MSDS	ChineseUSA	Flash Point	/
Symbol	GHS05, GHS07, GHS09	Signal Word	Danger

Names

Name	2-(Acetyloxy)benzoic acid 4-(nitroxymethyl)phenyl ester
Synonym	More Synonyms

BiologicalActivity

Description	NCX4040 (NO-Aspirin), a non-steroidal anti-inflammatory drug (NSAID), is a nitric oxide (NO) releasing form of Aspirin. NCX4040 induces apoptosis in PC3 metastatic prostate cancer cells. NCX4040 has anti-inflammatory and anti-cancer effects[1].
Related Catalog	Signaling Pathways >>Apoptosis >>ApoptosisResearch Areas >>CancerResearch Areas >>Inflammation/Immunology
In Vitro	NCX4040 significantly induces hydrogen peroxide formation with ensuing oxidative stress and mitochondrial depolarization resulting in lipid peroxidation, cell cycle arrest, inhibition of colony growth and induction of apoptosis in PC3 cells[1]. NCX4040 (10-50 μM) inhibits migration potential of PC3 cells by depolymerizing F-actin and promoting anoikis[1]. NCX4040 down regulates cyclin D1 expression in PC3 cells. Western blot analysis revealed that significant down regulation of key anti-apoptotic markers such as cellular inhibitor of apoptosis protein-1 (cIAP1), X-linked inhibitor of apoptosis (XIAP), survivin, and Cellular-Myc (c-Myc)[1]. NCX4040-treated cells showes upregulation of phosho histone H2AX (pH2AX), cleaved caspase3 and cleaved Poly [ADP-ribose] polymerase 1 (PARP1)[1].
References	[1]. Somaiah Chinnapaka, et al. Nitro aspirin (NCX4040) induces apoptosis in PC3 metastatic prostate cancer cells via hydrogen peroxide (H 2 O 2)-mediated oxidative stress. Free Radic Biol Med. 2019 Nov 1;143:494-509.

Chemical & Physical Properties

Molecular Formula	C₁₆H₁₃NO₇
Molecular Weight	331.27700
Exact Mass	331.06900
PSA	107.65000
LogP	3.06260
InChIKey	CTHNKWFUDCMLIQ-UHFFFAOYSA-N
SMILES	CC(=O)Oc1ccccc1C(=O)Oc1ccc(CO[N+](=O)[O-])cc1
Storage condition	20°C

Safety Information

Symbol	GHS05, GHS07, GHS09
Signal Word	Danger
Hazard Statements	H317-H318-H400
Precautionary Statements	P273-P280-P305 + P351 + P338
Hazard Codes	C
Risk Phrases	41-43
Safety Phrases	26-36/37-39
RIDADR	UN 3077 9 / PGIII

Articles3

Dispersal of human and plant pathogens biofilms via nitric oxide donors at 4 °C.

AMB Express 6 , 49, (2016)

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, h...

Study of molecular mechanisms of pro-apoptotic activity of NCX 4040, a novel nitric oxide-releasing aspirin, in colon cancer cell lines.

J. Transl. Med. 5 , 52, (2008)

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 ...

In vitro and in vivo evaluation of NCX 4040 cytotoxic activity in human colon cancer cell lines.

J. Transl. Med. 3 , 7, (2005)

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-re...

Synonyms

[4-(nitrooxymethyl)phenyl] 2-acetyloxybenzoate

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