Copper ibuprofenate

Copper ibuprofenate is a chemical complex consisting of copper(II) and the chelate form of the anti-inflammatory drug ibuprofen.[1][2] The compound is prepared by the reaction of sodium ibuprofenate with copper(II) sulfate.

Copper ibuprofenate
Names
IUPAC name
bis[2-(4-isobutylphenyl)propionato]copper(II)
Identifiers
3D model (JSmol)
  • InChI=1S/4C13H17O2.2Cu/c4*1-9(2)8-11-4-6-12(7-5-11)10(3)13(14)15;;/h4*4-7,9-10H,8H2,1-3H3;;/q4*-3;2*+6
    Key: HEFOJHHJEKPEDO-UHFFFAOYSA-N
  • c0cc(CC(C)C)ccc0C(C)[C-](O[Cu+2]123)O[Cu+2](O[C-](O1)C(C)c0ccc(CC(C)C)cc0)(O[C-](O2)C(C)c0ccc(CC(C)C)cc0)O[C-](O3)C(C)c0ccc(CC(C)C)cc0
Properties
C52H68Cu2O8
Molar mass 948.200 g·mol−1
Appearance Green powder
Slightly soluble
Solubility in isopropanol Slightly soluble
Related compounds
Related compounds
 Copper aspirinate

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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Infobox references

It has been suggested that copper complexes of anti-inflammatory drugs are more active than the parent drug[3] and produce fewer gastrointestinal side-effects.[4] In 2008, a United States patent was issued for the utilization of ibuprofenate complexes (including copper ibuprofenate) as a wood preservative.[5]

References
  1. Frazier, D. R.; S. K. Lynch; G. O. Carlisle (1981). "Synthesis and magnetic properties of bis[2-(4-isobutylphenyl)propionato]copper(II)". Journal of Inorganic and Nuclear Chemistry. 43 (11): 2747–2748. doi:10.1016/0022-1902(81)80610-0.
  2. Abuhijleh AL (September 1994). "Mononuclear and binuclear copper(II) complexes of the antiinflammatory drug ibuprofen: synthesis, characterization, and catecholase-mimetic activity". J. Inorg. Biochem. 55 (4): 255–62. doi:10.1016/0162-0134(94)85010-0. PMID 7964714.
  3. Sorenson JR (1989). "Copper complexes offer a physiological approach to treatment of chronic diseases". Prog Med Chem. Progress in Medicinal Chemistry. 26: 437–568. doi:10.1016/s0079-6468(08)70246-7. ISBN 9780444810380. PMID 2690187.
  4. Gordijo CR, Barbosa CA, Da Costa Ferreira AM, Constantino VR, de Oliveira Silva D (May 2005). "Immobilization of ibuprofen and copper-ibuprofen drugs on layered double hydroxides". J Pharm Sci. 94 (5): 1135–48. doi:10.1002/jps.20336. PMID 15793807.
  5. US patent 7462227, Anderson, Albert Gordon; Feaster, John; Patel, Damini; Scialdone, Mark, "Ibuprofen complexes as wood preservatives", issued 2007-07-26

Further reading
  • A. Latif, Abuhijleh (1997). "Synthesis and characterization of copper-ibuprofenate complexes with 2,2'-bipyridine and 1,10-phenanthrolines and their hydrolytic activities in phosphate diester cleavage". Polyhedron. 16 (4): 733–740. doi:10.1016/0277-5387(96)00214-8.
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