Introduction：Basic information about PARECOXIB SODIUM CAS 198470-85-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
PARECOXIB SODIUM Basic information
| Product Name: | PARECOXIB SODIUM |
| Synonyms: | Parecoxib sodium（Intermediate in China ONLY）;N-[4-(5-METHYL-3-PHENYLISOXAZOL-4-YL)PHENYLSULFONYL]PROPIONAMIDE, SODIUM SALT;Parecoxib sodiuM salt;Dynastat;N-[[4-(5-Methyl-3-phenyl-4-isoxazolyl)phenyl]sulfonyl]propanaMide SodiuM Salt;Rayzon;SC 69124A;PropanaMide,N-[[4-(5-Methyl-3-phenyl-4-isoxazolyl)phenyl]sulfonyl]-, sodiuM salt (1:1) |
| CAS: | 198470-85-8 |
| MF: | C19H19N2NaO4S |
| MW: | 394.42 |
| EINECS: | 813-689-5 |
| Product Categories: | Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;198470-85-8 |
| Mol File: | 198470-85-8.mol |
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PARECOXIB SODIUM Chemical Properties
| Melting point | 273-275°C |
| storage temp. | Inert atmosphere,2-8°C |
| 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 Information
| WGK Germany | WGK 1 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Repr. 2 |
PARECOXIB SODIUM Usage And Synthesis
| Description | Parecoxib is a prodrug form of the COX-2 inhibitor valdecoxib . 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. |
| 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. |
| 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. |
| 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). |
| 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 |
PARECOXIB SODIUM Preparation Products And Raw materials
