Diclofenac diethylamineProduct ingredient for Diclofenac

Name
Diclofenac diethylamine
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
DBSALT001945
Structure
Thumb
Synonyms
Diclofenac diethylamine salt / Diclofenac diethylammonium / Diclofenac diethylammonium salt
UNII
6TGQ35Z71K
CAS Number
78213-16-8
Weight
Average: 369.29
Monoisotopic: 368.1058334
Chemical Formula
C18H22Cl2N2O2
InChI Key
ZQVZPANTCLRASL-UHFFFAOYSA-N
InChI
InChI=1S/C14H11Cl2NO2.C4H11N/c15-10-5-3-6-11(16)14(10)17-12-7-2-1-4-9(12)8-13(18)19;1-3-5-4-2/h1-7,17H,8H2,(H,18,19);5H,3-4H2,1-2H3
IUPAC Name
2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetic acid; diethylamine
SMILES
CCNCC.OC(=O)CC1=CC=CC=C1NC1=C(Cl)C=CC=C1Cl
ChemSpider
102990
Wikipedia
Diclofenac
Predicted Properties
PropertyValueSource
logP4.26ChemAxon
pKa (Strongest Acidic)4ChemAxon
pKa (Strongest Basic)-2.1ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area49.33 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity75.46 m3·mol-1ChemAxon
Polarizability28.01 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon