| Company Name: |
United States Biological
|
| Tel: |
800.520.3011 or 781.639.5092 |
| Email: |
chemicals@usbio.net |
| Products Intro: |
Product Name:Parecoxib Sodium
|
| Company Name: |
MSN ORGANICS PRIVATE LTD
|
| Tel: |
91-40-3043-8600 |
| Email: |
srinivas.v@msnlabs.com |
| Products Intro: |
Product Name:PARECOXIB SODIUM
|
|
| | Parecoxib sodium Basic information |
| | Parecoxib sodium Chemical Properties |
| Melting point | 272-275°C | | storage temp. | Hygroscopic, Refrigerator, under inert atmosphere | | solubility | Acetonitrile (Slightly), DMSO (Slightly), Water (Slightly) | | form | Solid | | color | White |
| | Parecoxib sodium Usage And Synthesis |
| Description | Parecoxib sodium (19) is a cyclooxygenase 2 (COX-2)
inhibitor and was introduced by Pharmacia (now Pfizer) as
an injectable formulation for short-term treatment of
postoperative pain. Parecoxib is a water-soluble prodrug
of valdecoxib (27) that undergoes biotransformation in vivo
to release valdecoxib (27). | | Uses | Anti-inflammatory; analgesic (cyclooxygenase). | | Synthesis | The synthesis of
parecoxib sodium (19) started from commercially available
deoxybenzoin (165). Deoxybenzoin (165) was treated with
hydroxylamine in EtOH/H2O (3:1) to give deoxybenzoin
oxime 166 in 95% yield. Deprotonation of oxime 166 with
two equivalents of n-hexyllithium followed by condensation
with ethyl acetate afforded isoxazoline 167 in 59% yield.
Treatment of isoxazoline 167 with chlorosulfonic acid
followed by reaction of the incipient sulfonyl chloride with
aqueous ammonia furnished valdecoxib (27). Acylation of
isoxazole sulfonamide 27 with propionic anhydride afforded
parecoxib, which was converted to its sodium salt by
titration with aqueous sodium hydroxide (64%). 
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| | Parecoxib sodium Preparation Products And Raw materials |
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