CELECOXIB

PRODUCT IDENTIFICATION

CAS NO. 169590-42-5, 184007-95-2, 194044-54-7

CELECOXIB

EINECS NO.  
FORMULA C17H14F3N3O2S
MOL WT. 381.38

H.S. CODE

2935.00.6000

TOXICITY

 
SYNONYMS Celebra; Celebrex; Niflam;
4-[5-(4-methylphenyl)-3- (trifluoromethyl)-1H-pyrazol-1-yl] benzenesulfonamide; 4-(1,1,1-trifluoromethyl - 5-(4-methylphenyl) pyrazol-1-yl)- benzenesulfonamide;

SMILES

n1(c(c2ccc(cc2)C)cc(n1)C(F)(F)F)c1ccc(cc1)S(=O)(=O)N

CLASSIFICATION

Analgesic Non-Narcotic, Annti-Inflammatory Agent Non-Steroidal; Antirheumatic Agent, COX-2 inhibitor, Cyclooxygenase Inhibitor

EXTRA NOTES

Celecoxib is a non-steroidal, anti-inflammatory drug (NSAID) and a cyclooxygenase-2 (COX-2) selective inhibitor. Celecoxib is at least 10-20 times more selective for COX-2 over COX-1.

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE yellow crystalline powder
MELTING POINT 157 - 158 C
BOILING POINT  
SPECIFIC GRAVITY  
SOLUBILITY IN WATER Insoluble
pH  
VAPOR DENSITY

 

log P 3.47 (octanol-water)

AUTOIGNITION

 

NFPA RATINGS

 

REFRACTIVE INDEX

 

FLASH POINT  
STABILITY

Stable under ordinary conditions

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking

Google Scholar Search

Drug Information Portal (U.S. National Library of Medicine) - Celecoxib

http://www.latamjpharm.org/
Celecoxib Identification Methods - Celecoxib is a nonsteroidal anti-inflammatory drug used in the treatment of pain and inflammation, associated with rheumatoid arthritis, and several other inflammatory disorders. The objective of this study was the identification of celecoxib through several analytical methods. Celecoxib was identified by its melting range, ultraviolet and infrared spectrophotometry, thin layer chromatography, and nuclear magnetic resonance, all of them performed in accordance with the methodologies of the official codes. The methods used have been found to be fast, efficient, reproducible and are suitable for the identification of celecoxib.

Local:
C
elecoxib, a diaryl substituted pyrazole, is a nonsteroidal antiinflammatory drug used for the symptomatic treatment of osteoarthritis and rheumatoid arthritis. It is an inhibitor of cyclooxygenase-2 and oxidoreductase. The chemical designation is 4-[5-(4-methylphenyl)-3- (trifluoromethyl)-1H- pyrazol-1-yl] benzenesulfonamide. It is a white powder; insoluble in water; soluble in methanol and chloroform; melting point 157-158 C; administered orally.

Nonsteroidal Antiinflammatory Drugs (NSAIDs); chemically heterogeneous large groups of drugs which suppress inflammation in a manner similar to steroids, but less side effects of sedation, respiratory depression, or addiction than steroids. They are widely used for the treatment of inflammatory disorders and painful conditions such as rheumatoid arthritis, gout, bursitis, painful menstruation, and headache. They are effective in the relief of pain and fever. NSAIDs inhibit the cyclooxygenase (COX) activity resulting in decreased synthesis of prostaglandin, leukotriene and thromboxane precursors such as the ubiquitous enzyme which catalyzes the initial step in the synthesis of prostanoids. Prostanoid is any of a group of C-20 fatty acids complex with an internal five or six carbon rings such as prostaglandins, prostanoic acid, prostacyclins, and thromboxane; derived from arachidonic acid (C-20 polyunsaturated fatty acid with four cis double bonds). The action or the synthesis of prostanoids are involved in the modulation of a variety of pathophysiologic processes including inflammation, hemostasis, thrombosis, cytoprotection,  ulceration, hemodynamics and other the progression of kidney diseases. Thus, NSAIDs as non-selective inhibitors of the cyclooxygenases (both the cyclooxygenase-1 and cyclooxygenase-2 isoenzymes) may have beneficial as well as untoward effects on a variety of human diseases. Low stomach prostanoid levels caused by COX-1 inhibitors can result in ulceration and internal bleeding and perforation. The selective COX-2 inhibitors such as oxicam, meloxicam, and coxibs (celecoxib, rofecoxib, valdecoxib, parecoxib and etoricoxib) do not interfere with COX-1. The most prominent NSAID is aspirin. Nonaspirin NSAIDs can be classified based on chemical structures.

Nonsteroidal Anti-Inflammatory Drugs (NSAID) by chemical structure

  • Carboxylic Acid Groups
    • Salicylates (Acetylsalicylate, Choline salicylate, Diflunisal, Magnesium choline salicylate, Magnesium salicylate, Salsalate)
    • Acetic Acids (Bendazac, Diclofenac, Etodolac, Indomethacin, Ketorolac, Nabumetone, Sulindac, Tolmetin)
    • Propionic acids (Carprofen, Fenoprofen, Flurbiprofen, Ibuprofen, Ketoprofen, Loxoprofen, Naproxen, Naproxen sodium, Oxaprozin, Vedaprofen)
    • Anthranilic acids (Meclofenamic acid, Meclofenamate sodium, Tolfenamic acid)
    • Phenylacetic acids
    • Aminonicotinic acids (Flunixin)
    • Indole Analogs (Indomethacin, Nabumetone, Ketorolac, Etodolac,)
  • Enolic Acid Groups (which doesn't have carboxylic group but acid due to the enolic hydroxy substituent)
    • Pyrazolones (Phenylbutazone, Oxyphenbutazone, Dipyrone, Ramifenazone)
    • Oxicams (Meloxicam, Piroxicam, Tenoxicam)
  • Coxibs
    • Celecoxib, Rofecoxib, Valdecoxib, Parecoxib, Etoricoxib
  • Gold Salts
    • Auranofin, Gold sodium thiomalate, Aurothioglucose
SALES SPECIFICATION

APPEARANCE

white powder

IDENTIFICATION

Complies Test A,B

ASSAY

98.0 - 102.0% (HPLC)

IMPURITY

0.5% max

SULFATED ASH

0.005% max

HEAVY METALS

10ppm max

WATER

0.5% max

TRANSPORTATION
PACKING
 
HAZARD CLASS  
UN NO.  
OTHER INFORMATION
Hazard Symbols: T+, Risk Phrases: 45-28-42/43, Safety Phrases: 53-36/37/39-45