Basic information Uses Mechanisms of action Clinical Application Safety Supplier Related
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Diclofenac sodium

Basic information Uses Mechanisms of action Clinical Application Safety Supplier Related

Diclofenac sodium Basic information

Product Name:
Diclofenac sodium
Synonyms:
  • N-(2,6-Dichlorophenyl)-o-aminophenylacetic acid sodium salt
  • sodium(o-((2,6-dichlorophenyl)amino)phenyl)acetate
  • sodium(o-(2,6-dichloroanilino)phenyl)acetate
  • sodiumdiclofenac
  • tsudohmin
  • AKOS B020028
  • 2-(2,6-DICHLOROANILINO)PHENYLACETIC ACID SODIUM SALT
  • 2-[(2,6-DICHLOROPHENYL)AMINO]-BENZENEACETIC ACID MONOSODIUM SALT
CAS:
15307-79-6
MF:
C14H10Cl2NNaO2
MW:
318.13
EINECS:
239-346-4
Product Categories:
  • Other APIs
  • VOLATREN
  • Amines
  • Aromatics
  • Heterocycles
  • Organics
  • Active Pharmaceutical Ingredients
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Steroids
  • Lipid signaling
  • API's
Mol File:
15307-79-6.mol
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Diclofenac sodium Chemical Properties

Melting point:
288-290°C
Density 
0.781 g/cm3
storage temp. 
-20°C Freezer
solubility 
H2O: 50 mg/mL
pka
4(at 25℃)
form 
White solid
Water Solubility 
Soluble in water to 50mg/ml.
Merck 
14,3081
Stability:
Stable.
InChIKey
KPHWPUGNDIVLNH-UHFFFAOYSA-M
CAS DataBase Reference
15307-79-6(CAS DataBase Reference)
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Safety Information

Hazard Codes 
T,Xi
Risk Statements 
25-36/37/38-63
Safety Statements 
22-36/37-45-36-26-60-20
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
RTECS 
AG6330000
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29224999
Toxicity
LD50 in mice, rats (mg/kg): ~390, 150 orally (Krupp)

MSDS

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Diclofenac sodium Usage And Synthesis

Uses

Diclofenac is a phenylacetic acid derivative belonging to the class of the non-selective non-steroidal anti-inflammatory drugs (NSAIDs). It exhibits analgesic, antipyretic and anti-inflammatory activity. Due to its poor solubility, the parenteral formulation of diclofenac sodium (Voltarol ampoules) currently available in Europe contains the solvents propylene glycol and benzyl alcohol that allows intramuscular and intravenous administration. Diclofenac sodium has long been used to treat acute pain and inflammation, and is effective in various acute forms of pain.

Mechanisms of action

Putative mechanisms of action of diclofenac may include inhibition of leukotriene synthesis, inhibition of phospholipase A2, modulation of free arachidonic acid levels, stimulation of adenosine triphosphate-sensitive potassium channels via the L-arginine-nitric oxide-cyclic guanosine monophosphate pathway and centrally mediated and neuropathic mechanisms. Other emerging mechanisms of action may include inhibition of peroxisome proliferator activated receptor-c, reduction in plasma and synovial substance P and interleukin-6 levels, inhibition of the thromboxane-prostanoid receptor and inhibition of acid-sensing ion channels.

Clinical Application

Clinical trials have demonstrated the analgesic efficacy of diclofenac sodium in terms of relieving moderate to severe postoperative pain in patients undergoing dental surgery or minor orthopaedic surgery. Subcutaneous diclofenac sodium also effectively relieved moderate to severe neuropathic pain, related to cancer or not. Diclofenac sodium was generally well tolerated in clinical trials, with injection-site reactions among the most commonly reported adverse events.

Chemical Properties

Off-White Crystalline Solid

Originator

Voltaren,Fujisawa,Japan,1974

Uses

A nonsteroidal anti-inflammatory compound an decycloxygenase (COX) inhibitor.

Uses

A nonsteroidal anti-inflammatory compound and cyclooxygenase (COX) inhibitor

Uses

An inhibitor of Cox-1 and Cox-2.

Definition

ChEBI: The sodium salt of diclofenac.

Manufacturing Process

Four grams of N-chloroacetyl-N-phenyl-2,6-dichloroaniline and 4 grams of aluminum chloride are well mixed together and heated for 2 hours at 160°C. The melt is cooled and poured onto about 50 grams of ice while it is still warm. The oil which separates is dissolved in 50 ml of chloroform, the chloroform solution is washed with 10 ml of water, dried over sodium sulfate and concentrated under 11 torr. The residue is distilled. The 1-(2,6- dichlorophenyl)-2-indolinone melts at 126°-127°C.
A solution of 186 grams of 1-(2,6-dichlorophenyl)-2-indolinone in 660 ml of ethanol and 660 ml of 2 N sodium hydroxide solution is refluxed for 4 hours. The solution is then cooled and left to stand for 4 hours at 0°-5°C. The crystals which form are filtered off and recrystallized from water. The sodium salt of 2-(2,6-dichloroanilino)-phenylacetic acid melts at 283°-285°C. The yield is 97% of theoretical, according to US Patent 3,558,690.

brand name

Solaraze (Bioglan); Voltaren (Novartis);Aflamin;Alfamin;Allvoran;Artren;Blesin;B-voltaren;Cgp 9194;Chlorgyl;Ct-diclo;Dichloronic;Diclo attritin;Diclo spondril;Diclo-attritin;Diclo-burg;Diclo-phlohont;Diclo-puren;Diclo-recip;Dicloreum;Diclo-spondyril;Diclo-wolf;Dolobasan;Dolotrem;Doragon;Duravolten;Duvavotten;Feloran;Fenoflam;Flogofenac;Flogogenac;Forgenac;Inflamac;Klast;Monoflam;Myogit;Neuro-effekton;Neurofenac;Neuro-voltaren;Neviodin;Olfen;Panamor;Rewodina;Rheumalgen;Rheumavincin-n;Seecoren;Shignol;Silino;Sofarin;Thicataren;Toryxil;Tsudomin;Voltarene.

Therapeutic Function

Antiinflammatory

World Health Organization (WHO)

The World Health Organization currently has no information to suggest that diclofenac is less safe than other widely available non-steroidal antiinflammatory substances of this type, or that children are particularly liable to react adversely. It is registered in many countries in several dosage forms, including a 12.5 mg suppository indicated for juvenile arthritis.

Clinical Use

Diclofenac sodium is indicated for the treatment of rheumatoid arthritis, osteoarthritis, and ankylosing spondylitis.

Veterinary Drugs and Treatments

The equine topical cream (Surpass?) is labeled for the control of pain and inflammation associated with osteoarthritis in tarsal, carpal, metacarpophalangeal, metarsophalangeal, and proximal interphalangeal (hock, knee, fetlock, pastern) joints for use up to 10 days duration. While, theoretically, diclofenac could be used systemically (orally) in other veterinary species, there are approved and safer alternatives.

Diclofenac sodium Preparation Products And Raw materials

Raw materials

Diclofenac sodiumSupplier

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