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Oxaprozin, potassium salt

Names

[ CAS No. ]:
174064-08-5

[ Name ]:
Oxaprozin, potassium salt

[Synonym ]:
oxaprozin potassium salt
potassium 3-(4,5-diphenyl-1,3-oxazol-2-yl)propanoate
Daypro Alta
ML56O2Z92I
UNII-ML56O2Z92I
2-Oxazolepropanoic acid,4,5-diphenyl-,potassium salt
OXAPROZIN POTASSIUM
4,5-diphenyl-2-oxazolepropionic acid potassium salt

Biological Activity

[Description]:

Oxaprozin potassium is an orally active and potent COX inhibitor, with IC50 values of 2.2 μM for human platelet COX-1 and and 36 μM for IL-1-stimulated human synovial cell COX-2, respectively. Oxaprozin potassium also inhibits the activation of NF-κB. Oxaprozin potassium induces cell apoptosis. Oxaprozin potassium shows anti-inflammatory activity. Oxaprozin potassium-mediated inhibition of the Akt/IKK/NF-κB pathway contributes to its anti-inflammatory properties[1][2].

[Related Catalog]:

Signaling Pathways >> NF-κB >> IKK
Signaling Pathways >> Apoptosis >> Apoptosis
Research Areas >> Cancer
Signaling Pathways >> PI3K/Akt/mTOR >> Akt
Research Areas >> Inflammation/Immunology
Signaling Pathways >> Immunology/Inflammation >> COX

[Target]

COX-1:2.2 μM (IC50)

COX-2:36 μM (IC50)

NF-κB

Akt

pAKT

IKK


[In Vitro]

Oxaprozin (0-100 μM) induces apoptosis in a dose-dependent manner. Oxaprozin increases caspase-3 activity in the activated but not in the resting condition. NF-κB activation is inhibited by Oxaprozin (50 μM). Oxaprozin inhibits activation of the IKK system induced by the reagent IκBα[1]. Oxaprozin (100 μM) induces the strongest proapoptotic effect and significantly increases CD40L-treated monocyte apoptosis. Oxaprozin treatment inhibits CD40L-induced Akt and NF-κB (p65) phosphorylation[2].

[References]

[1]. Ottonello L, et al. Delayed apoptosis of human monocytes exposed to immune complexes is reversed byoxaprozin: role of the Akt/IkappaB kinase/nuclear factor kappaB pathway. Br J Pharmacol. 2009 May;157(2):294-306.

[2]. Montecucco F, et al. Oxaprozin-induced apoptosis on CD40 ligand-treated human primary monocytes is associated with the modulation of defined intracellular pathways. J Biomed Biotechnol. 2009;2009:478785.

Chemical & Physical Properties

[ Boiling Point ]:
467ºC at 760mmHg

[ Molecular Formula ]:
C18H14KNO3

[ Molecular Weight ]:
331.40700

[ Flash Point ]:
236.2ºC

[ Exact Mass ]:
331.06100

[ PSA ]:
66.16000

[ LogP ]:
2.69110

[ Vapour Pressure ]:
1.6E-09mmHg at 25°C

Related Compounds