Ibuprofen sodiumProduct ingredient for Ibuprofen

Name
Ibuprofen sodium
Drug Entry
Ibuprofen

Ibuprofen is a non-steroidal anti-inflammatory drug (NSAID) derived from propionic acid and it is considered the first of the propionics.7 The formula of ibuprofen is 2-(4-isobutylphenyl) propionic acid and its initial development was in 1960 while researching for a safer alternative for aspirin.8 Ibuprofen was finally patented in 1961 and this drug was first launched against rheumatoid arthritis in the UK in 1969 and USA in 1974. It was the first available over-the-counter NSAID.9

On the available products, ibuprofen is administered as a racemic mixture. Once administered, the R-enantiomer undergoes extensive interconversion to the S-enantiomer in vivo by the activity of the alpha-methylacyl-CoA racemase. In particular, it is generally proposed that the S-enantiomer is capable of eliciting stronger pharmacological activity than the R-enantiomer.24

Accession Number
DBSALT001483
Structure
Thumb
Synonyms
Not Available
UNII
RM1CE97Z4N
CAS Number
527688-20-6
Weight
Average: 264.297
Monoisotopic: 264.13375344
Chemical Formula
C13H21NaO4
InChI Key
VTGPMVCGAVZLQI-UHFFFAOYSA-M
InChI
InChI=1S/C13H18O2.Na.2H2O/c1-9(2)8-11-4-6-12(7-5-11)10(3)13(14)15;;;/h4-7,9-10H,8H2,1-3H3,(H,14,15);;2*1H2/q;+1;;/p-1
IUPAC Name
sodium 2-[4-(2-methylpropyl)phenyl]propanoate dihydrate
SMILES
O.O.[Na+].CC(C)CC1=CC=C(C=C1)C(C)C([O-])=O
ChemSpider
9805077
ChEMBL
CHEMBL3989408
Wikipedia
Ibuprofen
Predicted Properties
PropertyValueSource
Water Solubility0.0219 mg/mLALOGPS
logP4.15ALOGPS
logP3.84ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)4.85ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area40.13 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity71.57 m3·mol-1ChemAxon
Polarizability23.35 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon