Diclofenac Diethylamine
M02A - Topical products for joint and muscular pain
ATC M02AA15
Small molecule
approved 1988
Oral
Parenteral
Topical
Natural product
Black-box warning
JFDA label: Voldic emulgel
⚠ Black-Box Warning
- gastrointestinal toxicity — ChEMBL drug_warning (Black Box Warning) | United States
- neurotoxicity — ChEMBL drug_warning (Black Box Warning) | United States
- cardiotoxicity — ChEMBL drug_warning (Black Box Warning) | United States
- musculoskeletal toxicity — ChEMBL drug_warning (Black Box Warning) | United States
Mechanism of Action
Inhibitor of Cyclooxygenase — Cyclooxygenase inhibitor
| Target | Action | Gene / class |
|---|---|---|
| Cyclooxygenase efficacy | INHIBITOR |
Indications
Approved
- Arthritis, Rheumatoid — rheumatoid arthritis
- Duodenal Ulcer — duodenal ulcer
- Hemorrhage — hemorrhage
- Osteoarthritis — osteoarthritis
- Pain — pain
Off-label
- Anemia
- Chronic Pain
- Gout
- Keratosis, Actinic
- Low Back Pain
- Muscular Diseases
- Osteoarthritis, Knee
- Otitis Externa
- Radiculopathy
- Sciatica
- Sprains and Strains
- Sunburn
- Toothache
- Urinary Bladder Neoplasms
Pregnancy & Lactation
Pregnancy
Chemistry & Properties
| Formula | C14H10Cl2NNaO2 |
|---|---|
| Molecular weight | 318.14 g/mol |
| IUPAC name | 2-[2-(2,6-dichloroanilino)phenyl]acetic acid;N-ethylethanamine |
| CAS | 78213-16-8 |
| PubChem CID | 115087 |
| InChIKey | KPHWPUGNDIVLNH-UHFFFAOYSA-M |
| logP | 4.36 |
| Polar surface area | 49.33 Ų |
| H-bond acceptors / donors | 2 / 2 |
| Drug-likeness (QED) | 0.88 |
| Lipinski violations | 0 |
SMILES
O=C([O-])Cc1ccccc1Nc1c(Cl)cccc1Cl.[Na+]Biology & Pharmacokinetics
Pharmacokinetics predicted
| Bioavailability | 10.0% |
|---|---|
| Half-life | 1.64 h |
| Volume of distribution | 0.18 L/kg |
| Protein binding | 99.2% |
| BBB penetrant | Yes |
Enzyme interactions
| Enzyme | Role | Detail |
|---|---|---|
| CYP1A2 | Substrate | — |
| CYP2B6 | Substrate | — |
| CYP2C19 | Substrate | — |
| CYP2C9 | Inhibitor | — |
| CYP2C9 | Substrate | — |
| CYP3A4 | Substrate | — |
Transporters
BCRP (Inhibitor)BCRP (Inhibitor)BSEP (Inhibitor)MCT (Inhibitor)MCT1 (Inhibitor)MCT4 (Inhibitor)MDR1 (Inhibitor)MRP1 (Inhibitor)MRP2 (Inhibitor)MRP4 (Inhibitor)OAT1 (Inhibitor)OAT2 (Inhibitor)OAT3 (Inhibitor)OAT4 (Inhibitor)OATP1B1 (Inhibitor)OATP1B1 (Inhibitor)OATP1B3 (Inhibitor)OATP1B3 (Inhibitor)OATP2B1 (Inhibitor)OCT1 (Inhibitor)P-gp (Inhibitor)MDR1 (Substrate)P-gp (Substrate)
Registered Products (14)
| Brand | Form / strength | Pack | Agent | Citizen (JOD) |
|---|---|---|---|---|
| Jofenac Gel | Gel 1.16 % | 30 GM | JERASH PHARMACEUTICALS LTD.CO/JORDAN | 1.060 |
| Diclofen Cremogel | Cream 1.16 % | 30 g tube pack varies | UNITED PHARM.MFG.CO.LTD(UPM)/JORDAN | 1.270 |
| Locagel Gel | Gel 1.16 % | 30 g tube pack varies | Hayat Pharmaceutical Industries CO.PLC/JORDAN | 1.420 |
| Algadeed Diclo | Cream 11.6 mg/1GM | 30 GM/1 TUB | AlGadeed Pharmaceutical Industries | 1.480 |
| Voldic emulgel | Cream 1.16 % | 30 g tube pack varies | Pharma International Company/ Jordan | 1.500 |
| Diclofen Cremogel | Cream 1.16 % | 50 g tube pack varies | UNITED PHARM.MFG.CO.LTD(UPM)/JORDAN | 1.970 |
| Locagel Gel | Gel 1.16 % | 50 g tube pack varies | Hayat Pharmaceutical Industries CO.PLC/JORDAN | 2.370 |
| Voldic emulgel | Gel 1.16 % | 50 g tube pack varies | Pharma International Company/ Jordan | 2.410 |
| Voltaren Emulgel 50gm | Gel 1.16 % | 50 g tube | Sukhtian Group | 3.080 |
| Oskar Cremogel | Cream 2.32 % % | 50 GM/1 TUB pack varies | Sukhtian Pharma Co. (SP) | 3.120 |
| Voltaren Emulgel 12 hr | Cream 2.32 % | 50 g tube pack varies | Sukhtian Group | 5.180 |
| DicloAction Forte 23.2 mg/g gel | Gel Diclofenac Diethylamine 23.2 mg/1 g | (100 GM) | InterPharma | 5.190 |
| Oskar Cremogel | Cream 2.32 % % | 100 GM/1 TUB pack varies | Sukhtian Pharma Co. (SP) | 5.940 |
| Voltaren Emulgel 12 hr | Cream 2.32 % | 100 g tube pack varies | Sukhtian Group | 7.420 |