Diclofenac deanolProduct ingredient for Diclofenac

Name
Diclofenac deanol
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
DBSALT003116
Structure
Synonyms
Not Available
UNII
409Q1531N0
CAS Number
81811-14-5
Weight
Average: 385.29
Monoisotopic: 384.100748
Chemical Formula
C18H22Cl2N2O3
InChI Key
AINBLHPPOHIAEC-UHFFFAOYSA-N
InChI
InChI=1S/C14H11Cl2NO2.C4H11NO/c15-10-5-3-6-11(16)14(10)17-12-7-2-1-4-9(12)8-13(18)19;1-5(2)3-4-6/h1-7,17H,8H2,(H,18,19);6H,3-4H2,1-2H3
IUPAC Name
2-(dimethylamino)ethan-1-ol; 2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetic acid
SMILES
CN(C)CCO.OC(=O)CC1=C(NC2=C(Cl)C=CC=C2Cl)C=CC=C1
ChemSpider
8083776
Predicted Properties
PropertyValueSource
Water Solubility0.00447 mg/mLALOGPS
logP4.98ALOGPS
logP4.26Chemaxon
logS-4.8ALOGPS
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
Polarizability28.35 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon