Diclofenac sodiumProduct ingredient for Diclofenac

Name
Diclofenac sodium
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
DBSALT000466
Structure
Thumb
Synonyms
Not Available
UNII
QTG126297Q
CAS Number
15307-79-6
Weight
Average: 318.13
Monoisotopic: 316.998628658
Chemical Formula
C14H10Cl2NNaO2
InChI Key
KPHWPUGNDIVLNH-UHFFFAOYSA-M
InChI
InChI=1S/C14H11Cl2NO2.Na/c15-10-5-3-6-11(16)14(10)17-12-7-2-1-4-9(12)8-13(18)19;/h1-7,17H,8H2,(H,18,19);/q;+1/p-1
IUPAC Name
sodium 2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetate
SMILES
[Na+].[O-]C(=O)CC1=CC=CC=C1NC1=C(Cl)C=CC=C1Cl
External Links
PubChem Compound
5018304
ChemSpider
25309
ChEBI
4509
ChEMBL
CHEMBL1034
Wikipedia
Diclofenac
Predicted Properties
PropertyValueSource
Water Solubility0.00482 mg/mLALOGPS
logP4.75ALOGPS
logP4.26ChemAxon
logS-4.8ALOGPS
pKa (Strongest Acidic)4ChemAxon
pKa (Strongest Basic)-2.1ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area52.16 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity86.3 m3·mol-1ChemAxon
Polarizability27.62 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon