Diclofenac epolamineProduct ingredient for Diclofenac
- Name
- Diclofenac epolamine
- Drug Entry
- Diclofenac
Diclofenac is a phenylacetic acid derivative and non-steroidal anti-inflammatory drug (NSAID).Label NSAIDs inhibit cyclooxygenase (COX)-1 and-2 which are the enzyme responsible for producing prostaglandins (PGs). PGs contribute to inflammation and pain signalling. Diclofenac, like other NSAIDs, is often used as first line therapy for acute and chronic pain and inflammation from a variety of causes. Diclofenac was the product of rational drug design based on the structures of phenylbutazone, mefenamic acid, and indomethacin.12 The addition of two chlorine groups in the ortho position of the phenyl ring locks the ring in maximal torsion which appears to be related to increased potency. It is often used in combination with misoprostol to prevent NSAID-induced gastric ulcers. Diclofenac was first approved by the FDA in July 1988 under the trade name Voltaren, marketed by Novartis (previously Ciba-Geigy).18
- Accession Number
- DBSALT001398
- Structure
Structure for Diclofenac epolamine (DBSALT001398)
- Synonyms
- DHEP / diclofenac 1-(2-hydroxyethyl)pyrrolidinium salt / diclofenac hydroxyethylpyrrolidine / diclofenac-epolamine / DIEP
- UNII
- X5F8EKL9ZG
- CAS Number
- 119623-66-4
- Weight
- Average: 411.32
Monoisotopic: 410.116398 - Chemical Formula
- C20H24Cl2N2O3
- InChI Key
- DCERVXIINVUMKU-UHFFFAOYSA-N
- InChI
- InChI=1S/C14H11Cl2NO2.C6H13NO/c15-10-5-3-6-11(16)14(10)17-12-7-2-1-4-9(12)8-13(18)19;8-6-5-7-3-1-2-4-7/h1-7,17H,8H2,(H,18,19);8H,1-6H2
- IUPAC Name
- 1-(2-hydroxyethyl)pyrrolidin-1-ium 2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetate
- SMILES
- [H][N+]1(CCO)CCCC1.[O-]C(=O)CC1=CC=CC=C1NC1=C(Cl)C=CC=C1Cl
- External Links
- ChemSpider
- 102736
- ChEBI
- 48296
- ChEMBL
- CHEMBL1201180
- Wikipedia
- Diclofenac
- Predicted Properties
Property Value Source logP 4.26 Chemaxon pKa (Strongest Acidic) 4 Chemaxon pKa (Strongest Basic) -2.1 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 52.16 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 86.3 m3·mol-1 Chemaxon Polarizability 27.63 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon