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198470-85-8

198470-85-8 Structure

198470-85-8 Structure
IdentificationBack Directory
[Name]

PARECOXIB SODIUM
[CAS]

198470-85-8
[Synonyms]

Rayzon
Dynastat
SC 69124A
Parecoxib CRS
parexib sodium
Parecoxib sodium
Parecoxib-011-Na
Parecoxib sodiuM sal
Parecoxib sodiuM salt
Parecoxib Impurity 64
Parecoxib sodiuM cloth
Parecoxib Sodium Impurity
PARECOXIB SODIUM USP/EP/BP
Parecoxib Impurity 22 Sodium Salt
Parecoxib sodium (Intermediate in China ONLY)
sodium ((4-(5-methyl-3-phenylisoxazol-4-yl)phenyl)sulfonyl)(propionyl)amide
N-[4-(5-METHYL-3-PHENYLISOXAZOL-4-YL)PHENYLSULFONYL]PROPIONAMIDE, SODIUM SALT
N-[[4-(5-Methyl-3-phenyl-4-isoxazolyl)phenyl]sulfonyl]propanaMide SodiuM Salt
N-[4-(5-methyl-3-phenyl-1,2-oxazol-4-yl)benzenesulfonyl]propanamide sodium hydride
PropanaMide,N-[[4-(5-Methyl-3-phenyl-4-isoxazolyl)phenyl]sulfonyl]-, sodiuM salt (1:1)
N-[[4-(5-Methyl-3-phenyl-4-isoxazolyl)phenyl]sulfonyl]propanamide Sodium Salt(Parecoxib Sodium)
Parecoxib sodium N-[4-(5-Methyl-3-phenylisoxazol-4-yl)phenylsulfonyl]propionamide sodium salt
sodium ((4-(5-methyl-3-phenylisoxazol-4-yl)phenyl)sulfonysodium ((4-(5-methyl-3-phenylisoxazol-4-yl)phenyl)sulfonyl) (propionyl)amidel) (propionyl)amide
[EINECS(EC#)]

813-689-5
[Molecular Formula]

C19H17N2NaO4S
[MOL File]

198470-85-8.mol
[Molecular Weight]

392.404
Chemical PropertiesBack Directory
[Melting point ]

273-275°C
[storage temp. ]

Refrigerator
[solubility ]

DMF: 10mg/mL; DMSO: 15mg/mL; Ethanol: 3mg/mL; PBS (pH 7.2): 5mg/mL
[form ]

Powder
[color ]

White to off-white
[Water Solubility ]

H2O: 2mg/mL, clear
[InChI]

InChI=1S/C19H18N2O4S.Na.H/c1-3-17(22)21-26(23,24)16-11-9-14(10-12-16)18-13(2)25-20-19(18)15-7-5-4-6-8-15;;/h4-12H,3H2,1-2H3,(H,21,22);;
[InChIKey]

OGSQVUBPCQXSGW-UHFFFAOYSA-N
[SMILES]

CC1ON=C(C2C=CC=CC=2)C=1C1C=CC(S(=O)(=O)NC(=O)CC)=CC=1.[NaH]
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Exclamation Mark (GHS07)
GHS02,GHS07
[Signal word ]

Danger
[Hazard statements ]

H225-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Hazard InformationBack Directory
[Description]

Parecoxib is a prodrug form of the COX-2 inhibitor valdecoxib (Item No. 10006120). It is converted to valdecoxib by human liver microsomes in vitro and in vivo in rats, dogs, and cynomolgous monkeys. Parecoxib is also a cannabinoid (CB) receptor 1 agonist with an EC50 value of 2.4 μM in HEK293 cells. It reduces hyperalgesia in a rat model of carrageenan-induced foot pad edema (ED50 = 5 mg/kg) and decreases inflammation in a rat model of M. butyricum-induced arthritis (ED50 = 0.08 mg/kg).
[Chemical Properties]

White Solid
[Uses]

Anti-inflammatory, analgesic.
[Application]

Parecoxib sodium is a water-soluble sodium salt of the amide prodrug of valdecoxib. Parecoxibundergoes enzymatic hydrolysis in vivo to the active moiety valdecoxib, and is formulated as apowder for solution for parenteral administration. Valdecoxib is a selective inhibitor of the enzymeCOX-2.
[Indications]

For the short-term treatment of acute pain and post-operative pain i.e., oral surgery, abdominal hysterectomy, myomectomy, total knee replacement, total hip arthroplasty, laparoscopic cholecystectomy, inguinal hernia repair and other general surgery like diagnostic laparoscopy, gastrectomy, hernioplasty, appendectomy, hemithyroidectomy and splenectomy. Parecoxib Sodium may be used pre-operatively to prevent or reduce post-operative pain and it can reduce opioid requirements when they are used concomitantly.
[Biological Functions]

A water-soluble, injectable sodium salt form of parecoxib, an amide prodrug of the cyclooxygenase II (COX-2) selective, non-steroidal anti-inflammatory drug (NSAID) valdecoxib, with anti-inflammatory, analgesic, and antipyretic activities. Valdecoxib selectively binds to and inhibits COX-2. This prevents the conversion of arachidonic acid into prostaglandins, which are involved in the regulation of pain, inflammation, and fever. This NSAID does not inhibit COX-1 at therapeutic concentrations and, therefore, does not interfere with blood coagulation.
[Pharmacokinetics]

Parecoxib (Dynastat) is a prodrug of valdecoxib. Valdecoxib is an NSAID that exhibits antiinflammatory, analgesic and antipyretic properties in animal models. The mechanism of action is believed to be due to inhibition of prostaglandin synthesis primarily through inhibition of COX-2. At therapeutic plasma concentrations in humans valdecoxib does not inhibit cyclooxygenase-1 (COX-1).
[storage]

Store at -20°C
[Properties and Applications]

Parecoxib sodium is a water-soluble, injectable sodium salt form of parecoxib, an amide prodrug of the cyclooxygenase II (COX-2) selective, non-steroidal anti-inflammatory drug (NSAID) valdecoxib, with anti-inflammatory, analgesic, and antipyretic activities.
[References]

[1] JOHN J. TALLEY. N-[[(5-Methyl-3-phenylisoxazol-4-yl)- phenyl]sulfonyl]propanamide, Sodium Salt, Parecoxib Sodium: A Potent and Selective Inhibitor of COX-2 for Parenteral Administration[J]. Journal of Medicinal Chemistry, 2000, 43 9: 1661-1663. DOI: 10.1021/jm000069h
[2] HELMUT SCHR?DER  Axel B  Volker H?llt. Parecoxib and its metabolite valdecoxib directly interact with cannabinoid binding sites in CB1-expressing HEK 293 cells and rat brain tissue[J]. Neurochemistry international, 2011, 58 1: Pages 9-13. DOI: 10.1016/j.neuint.2010.10.018
Spectrum DetailBack Directory
[Spectrum Detail]

PARECOXIB SODIUM(198470-85-8)1HNMR
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