parecoxib

Names

[ CAS No. ]:
198470-84-7

[ Name ]:
parecoxib

[Synonym ]:
N-{[4-(5-Methyl-3-phenyl-1,2-oxazol-4-yl)phenyl]sulfonyl}propanamide
N-[[4-[5-methyl-3-phenylisoxazol-4-yl]phenyl]sulfonyl]propanamide
parecoxib
N-[[4-(5-methyl-3-phenyl-4-isoxazolyl)phenyl]sulfonyl]-propanamide
4-[4-(N-propionylsulfamoyl)-phenyl]-5-methyl-3-phenyl-isoxazole
N-propanoyl-4-(5-methyl-3-phenylisoxazol-4-yl)benzenesulfonamide
Propanamide, N-[[4-(5-methyl-3-phenyl-4-isoxazolyl)phenyl]sulfonyl]-
N-[[4-[5-methyl-3-phenylisoxazol-4-yl]phenyl]sulfonyl]acetamide
Dynastat

Biological Activity

[Description]:

Parecoxib is a potent and selective COX-2 inhibitor.IC50 value:Target: COX-2in vitro: The prodrug Parecoxib as well as its active metabolite val have a specific affinity to the cannabinoid (CB) receptor measured in CB1-expressing HEK 293 cells and rat brain tissue [1].in vivo: Adult male Sprague-Dawley rats were administered parecoxib (10 or 30 mg kg(-1), IP) or isotonic saline twice a day starting 24 h after middle cerebral artery occlusion (MCAO) for three consecutive days [2]. The selective COX-2 inhibitor parecoxib was delivered 20 min before or 20 min after the incision by intraperitoneal injection. Pretreatment with parecoxib markedly attenuated the pain hypersensitivity induced by incision [3].

[Related Catalog]:

Research Areas >> Inflammation/Immunology

[Target]

COX-2

[References]

[1]. Ye Z, et al. Delayed administration of parecoxib, a specific COX-2 inhibitor, attenuated postischemic neuronal apoptosis by phosphorylation Akt and GSK-3β. Neurochem Res. 2012 Feb;37(2):321-9.

[2]. Schr?der H, et al. Parecoxib and its metabolite valdecoxib directly interact with cannabinoid binding sites in CB1-expressing HEK 293 cells and rat brain tissue. Neurochem Int. 2011 Jan;58(1):9-13.

[3]. Guo YJ, et al. Analgesic effects of the COX-2 inhibitor parecoxib on surgical pain through suppression of spinal ERK signaling. Exp Ther Med. 2013 Jul;6(1):275-279.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Melting Point ]:
148.9-151°

[ Molecular Formula ]:
C₁₉H₁₈N₂O₄S

[ Molecular Weight ]:
370.422

[ Exact Mass ]:
370.098724

[ PSA ]:
101.14000

[ LogP ]:
1.72

[ Index of Refraction ]:
1.580

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS08

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H361d-H373

[ Precautionary Statements ]:
P281

[ Hazard Codes ]:
Xn,N

[ Risk Phrases ]:
63-48/22-51/53

[ Safety Phrases ]:
36/37-61

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
TX1478700

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Bsm1 vitamin D receptor polymorphism and calcium homeostasis following bariatric surgery.

J. Invest. Surg. 28(1) , 8-17, (2015)

To evaluate the association between the Bsm1 vitamin D receptor polymorphism and the calcium-vitamin D-parathormone axis following bariatric surgery.This cross-sectional study included 86 morbidly obe...

The effect of TSPP-mediated photodynamic therapy and Parecoxib in experimental tumours.

Life Sci. 117(2) , 75-83, (2015)

The study investigated the effects of the combined treatment Parecoxib (Pcox) and 5,10,15,20-tetra-sulphonato-phenyl-porphyrin(TSPP)-mediated photodynamic therapy on Walker 256 carcinosarcoma.Five gro...

Prostaglandin-dependent modulation of dopaminergic neurotransmission elicits inflammation-induced aversion in mice.

J. Clin. Invest. 126 , 695-705, (2016)

Systemic inflammation causes malaise and general feelings of discomfort. This fundamental aspect of the sickness response reduces the quality of life for people suffering from chronic inflammatory dis...