Copper ibuprofenate

Chemical compound From Wikipedia, the free encyclopedia

Copper ibuprofenate is a coordination complex consisting of copper(II) and the conjugate base of ibuprofen.

Quick facts Names, Identifiers ...
Copper ibuprofenate
Anhydrous
Monohydrate
R = (CH3)2CHCH2C6H4CH(CH3)-
Names
IUPAC name
bis[2-(4-isobutylphenyl)propionato]copper(II)
Identifiers
3D model (JSmol)
  • InChI=1S/4C13H17O2.2Cu/c41-9(2)8-11-4-6-12(7-5-11)10(3)13(14)15;;/h44-7,9-10H,8H2,1-3H3;;/q4*-3;2*+6
    Key: HEFOJHHJEKPEDO-UHFFFAOYSA-N
  • c0cc(CC(C)C)ccc0C(C)C-OCu+2(OC-C(C)c0ccc(CC(C)C)cc0)OC-C(C)c0ccc(CC(C)C)cc0
Properties
C52H68Cu2O8
Molar mass 948.200 g·mol−1
Appearance Blue Powder
Density 1.299 g/cm3[1]
Slightly soluble
Solubility in isopropanol Slightly soluble
Related compounds
Other anions
 Copper aspirinate
Related compounds
 Ibuprofen
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Structure

Copper ibuprofenate adopts a typical Chinese lantern structure, as seen for many transition metal carboxylate complexes. X-ray crystallography reveals a polymer with a bonding motif very similar to that of copper(II) trifluoroacetate.[1]

Preparation

The compound is prepared by the reaction of sodium ibuprofenate with copper(II) sulfate.[2][3]

Uses

It has been suggested that copper complexes of anti-inflammatory drugs are more active than the parent drug[4] and produce fewer gastrointestinal side-effects.[5]

In 2008, a United States patent was issued for the utilization of ibuprofenate complexes (including copper ibuprofenate) as a wood preservative.[6]

References

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