NAMES AND DATABASE IDS
NAMES AND DATABASE IDS
Names Database IDs
IUPAC name
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2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetic acid
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IUPAC Traditional name
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Brand Name
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Allvoran
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Apo-Diclo
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Assaren
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Benfofen
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Cataflam
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Delphimix
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Dichlofenac
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Dichronic
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Diclo-Phlogont
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Diclo-Puren
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Diclobenin
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Diclord
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Dicloreum
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Dolobasan
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Duravolten
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Ecofenac
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Effekton
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Kriplex
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Neriodin
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Novapirina
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Novo-Difenac
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Novo-Difenac SR
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Nu-Diclo
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Pennsaid
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Primofenac
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Prophenatin
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Rhumalgan
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Solaraze
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Solaraze T
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Tsudohmin
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Valetan
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Voldal
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Voltaren
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Voltaren Ophtha
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Voltaren Ophthalmic
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Voltaren Rapide
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Voltaren SR
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Voltaren-XR
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Voltarol
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Xenid
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Dyloject
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ProSorb-D
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Synonyms
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Diclofenac Sodium
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Diclofenac Potassium
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Diclofenac Acid
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ISV-205
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Diclofenac
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2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetic acid
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2-(2-((2,6-Dichlorophenyl)amino)phenyl)acetic acid
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CAS Number
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MDL Number
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MFCD00451393
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MFCD00056694
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PubChem SID
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PubChem CID
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DATA SOURCES
DATA SOURCES
All Sources Commercial Sources Non-commercial Sources
CALCULATED PROPERTIES
CALCULATED PROPERTIES
JChem
ALOGPS 2.1
Acid pKa
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3.995652
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H Acceptors
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3
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H Donor
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2
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LogD (pH = 5.5)
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2.7453504
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LogD (pH = 7.4)
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1.0974493
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Log P
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4.2590094
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Molar Refractivity
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75.4614 cm3
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Polarizability
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29.034273 Å3
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Polar Surface Area
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49.33 Å2
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Rotatable Bonds
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4
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Lipinski's Rule of Five
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true
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Log P
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4.98
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LOG S
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-4.82
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Solubility (Water)
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4.47e-03 g/l
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DETAILS
DETAILS
DrugBank
DrugBank -
DB00586
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Item |
Information |
Drug Groups
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approved |
Description
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A non-steroidal anti-inflammatory agent (NSAID) with antipyretic and analgesic actions. It is primarily available as the sodium salt. [PubChem] |
Indication |
For the acute and chronic treatment of signs and symptoms of osteoarthritis and rheumatoid arthritis. |
Pharmacology |
Diclofenac is an acetic acid nonsteroidal antiinflammatory drug (NSAID) with analgesic and antipyretic properties. Diclofenac is used to treat pain, dysmenorrhea, ocular inflammation, osteoarthritis, rheumatoid arthritis, ankylosing spondylitis, and actinic keratosis |
Toxicity |
Symptoms of overdose include loss of consciousness, increased intracranial pressure, and aspiration pneumonitis. LD50=390mg/kg (orally in mice) |
Affected Organisms |
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Humans and other mammals |
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Biotransformation |
Hepatic |
Absorption |
Completely absorbed from the gastrointestinal tract. |
Half Life |
2 hours |
Protein Binding |
More than 99% |
Elimination |
Diclofenac is eliminated through metabolism and subsequent urinary and biliary excretion of the glucuronide and the sulfate conjugates of the metabolites. Little or no free unchanged diclofenac is excreted in the urine. Approximately 65% of the dose is excreted in the urine and approximately 35% in the bile as conjugates of unchanged diclofenac plus metabolites. |
Distribution |
* 1.3 L/kg |
Clearance |
* oral cl=622 mL/min [healthy] * renal cl <1 mL/min [healthy] |
References |
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Kearney PM, Baigent C, Godwin J, Halls H, Emberson JR, Patrono C: Do selective cyclo-oxygenase-2 inhibitors and traditional non-steroidal anti-inflammatory drugs increase the risk of atherothrombosis? Meta-analysis of randomised trials. BMJ. 2006 Jun 3;332(7553):1302-8.
[Pubmed]
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Solomon DH, Avorn J, Sturmer T, Glynn RJ, Mogun H, Schneeweiss S: Cardiovascular outcomes in new users of coxibs and nonsteroidal antiinflammatory drugs: high-risk subgroups and time course of risk. Arthritis Rheum. 2006 May;54(5):1378-89.
[Pubmed]
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• |
FitzGerald GA, Patrono C: The coxibs, selective inhibitors of cyclooxygenase-2. N Engl J Med. 2001 Aug 9;345(6):433-42.
[Pubmed]
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Graham DJ: COX-2 inhibitors, other NSAIDs, and cardiovascular risk: the seduction of common sense. JAMA. 2006 Oct 4;296(13):1653-6. Epub 2006 Sep 12.
[Pubmed]
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Brater DC: Renal effects of cyclooxygyenase-2-selective inhibitors. J Pain Symptom Manage. 2002 Apr;23(4 Suppl):S15-20; discussion S21-3.
[Pubmed]
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Sigma Aldrich
[Link]
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Gan TJ: Diclofenac: an update on its mechanism of action and safety profile. Curr Med Res Opin. 2010 Jul;26(7):1715-31.
[Pubmed]
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External Links |
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REFERENCES
REFERENCES
From Suppliers
Google Scholar
PubMed
Google Books
- • Sigma Aldrich Link
- • Kearney PM, Baigent C, Godwin J, Halls H, Emberson JR, Patrono C: Do selective cyclo-oxygenase-2 inhibitors and traditional non-steroidal anti-inflammatory drugs increase the risk of atherothrombosis? Meta-analysis of randomised trials. BMJ. 2006 Jun 3;332(7553):1302-8. Pubmed
- • Solomon DH, Avorn J, Sturmer T, Glynn RJ, Mogun H, Schneeweiss S: Cardiovascular outcomes in new users of coxibs and nonsteroidal antiinflammatory drugs: high-risk subgroups and time course of risk. Arthritis Rheum. 2006 May;54(5):1378-89. Pubmed
- • FitzGerald GA, Patrono C: The coxibs, selective inhibitors of cyclooxygenase-2. N Engl J Med. 2001 Aug 9;345(6):433-42. Pubmed
- • Graham DJ: COX-2 inhibitors, other NSAIDs, and cardiovascular risk: the seduction of common sense. JAMA. 2006 Oct 4;296(13):1653-6. Epub 2006 Sep 12. Pubmed
- • Brater DC: Renal effects of cyclooxygyenase-2-selective inhibitors. J Pain Symptom Manage. 2002 Apr;23(4 Suppl):S15-20; discussion S21-3. Pubmed
- • Gan TJ: Diclofenac: an update on its mechanism of action and safety profile. Curr Med Res Opin. 2010 Jul;26(7):1715-31. Pubmed
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PATENTS
PATENTS
PubChem Patent
Google Patent