Diclofenac potassium

Names

[ Name ]:
Diclofenac potassium

[Synonym ]:
Diclofenic potassium
Potassium {2-[(2,6-dichlorophenyl)amino]phenyl}acetate
Benzeneacetic acid, 2-[(2,6-dichlorophenyl)amino]-, potassium salt (1:1)
potassium 2-(2-(2,6-dichlorophenylamino)phenyl)acetate
2-((2,6-Dichlorophenyl)amino)benzeneacetic Acid Monopotassium Salt
Diclofenac potassium
2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetic acid, potassium salt
Potassium [2-[(2,6-dichlorophenyl)amino]phenyl]acetate
UNII-L4D5UA6CB4
MFCD00082254
Cataflam
CGP 45840B
CGP-45840B
2-[(2,6-Dichlorophenyl)amino]benzeneacetic acid potassium salt, Diclofenac potassium salt

Biological Activity

[Description]:

Diclofenac potassium is a potent and nonselective anti-inflammatory agent, acts as a COX inhibitor, with IC50s of 4 and 1.3 nM for human COX-1 and COX-2 in CHO cells[1], and 5.1 and 0.84 μM for ovine COX-1 and COX-2, respectively[2]. Diclofenac potassium induces apoptosis of neural stem cells (NSCs) via the activation of the caspase cascade[3].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Inflammation/Immunology

Signaling Pathways >> Immunology/Inflammation >> COX

[Target]

Human COX-2:1.3 nM (IC50, in CHO cells)

Human COX-1:4 nM (IC50, in CHO cells)

Ovine COX-2:0.84 nM (IC50)

Ovine COX-1:5.1 nM (IC50)

[In Vitro]

Diclofenac effectively blocks COX-1 mediated prostanoid production from U937 cell microsomes, with an IC50 of 7±3 nM[1]. Diclofenac (1-60 μM; 1 day) induces neural stem cells (NSCs)death in a concentration-dependent manner[3]. Diclofenac (10-60 μM; 6 hours) increases the expression of cleaved (activated) caspase-3[3]. Cell Viability Assay[3] Cell Line: Neural stem cells (NSCs) Concentration: 1, 3, 10, 30, 60 μM Incubation Time: 1 day Result: Induction of cell death was concentration-dependent and the effect was not saturated at a concentration of up to 60 μM. Western Blot Analysis[3] Cell Line: Neural stem cells (NSCs) Concentration: 10, 30 or 60 μM Incubation Time: 6 hours Result: The activation of caspase-3 was increased in a concentration-dependent manner.

[In Vivo]

Diclofenac (3 mg/kg, b.i.d., for 5 days) significantly increases faecal 51Cr excretion in rats, and such effect is also observed in squirrel monkeys after administrated of 1 mg/kg twice daily for 4 days[1]. Diclofenac (10 mg/kg; administered via oral route just prior to induction of inflammation) shows in vivo anti-inflammatory activity in Wistar rats[1]. Animal Model: Male Sprague-Dawley rats (150±200 g)[1] Dosage: 3 mg/kg Administration: Oral administration, b.i.d., for 5 days Result: Resulted in a significant increase in faecal 51Cr excretion. Animal Model: Wistar rats (150-175 g) bearing Formalin-induced rat foot paw edema model[2] Dosage: 10 mg/kg Administration: Administered via oral route just prior to induction of inflammation Result: Showed in vivo anti-inflammatory activity (% edema inhibition=29.2, 1 h; 22.2, 3 h; 20, 6 h).

[References]

[1]. Riendeau D, et al. Biochemical and pharmacological profile of a tetrasubstituted furanone as a highly selective COX-2 inhibitor. Br J Pharmacol. 1997 May;121(1):105-17.

[2]. Labib MB, et al. Design, synthesis of novel isoindoline hybrids as COX-2 inhibitors: Anti-inflammatory, analgesic activities and docking study. Bioorg Chem. 2018 Oct;80:70-80.

[3]. Chiho Kudo, et al. Diclofenac Inhibits Proliferation and Differentiation of Neural Stem Cells. Biochem Pharmacol. 2003 Jul 15;66(2):289-95.

Chemical & Physical Properties

[ Boiling Point ]:
412ºC at 760 mmHg

[ Melting Point ]:
156-158ºC

[ Molecular Formula ]:
C₁₄H₁₀Cl₂KNO₂

[ Molecular Weight ]:
334.239

[ Flash Point ]:
203ºC

[ Exact Mass ]:
332.972565

[ PSA ]:
52.16000

[ LogP ]:
3.10240

[ Vapour Pressure ]:
1.59E-07mmHg at 25°C

Safety Information

[ Symbol ]:

GHS07, GHS09

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H411

[ Precautionary Statements ]:
P301 + P312 + P330

[ Hazard Codes ]:
T: Toxic;

[ Risk Phrases ]:
22-51/53

[ Safety Phrases ]:
61

[ RIDADR ]:
2811.0

[ HS Code ]:
2922499990

Customs

[ HS Code ]: 2922499990

[ Summary ]:
HS:2922499990 other amino-acids, other than those containing more than one kind of oxygen function, and their esters; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:6.5% General tariff:30.0%

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