Copper ibuprofenate
{{chembox
| Watchedfields = changed
| verifiedrevid = 424908581
| Name =
| ImageFile = Copper(II) Ibuprofenate.jpg
| ImageFile1 = IBPCOP.jpg
| IUPACName = bis[2-(4-isobutylphenyl)propionato]copper(II)
| OtherNames =
| SystematicName =
| Section1 = {{Chembox Identifiers
| Abbreviations =
| CASNo_Ref = {{cascite|correct|??}}
| CASNo = 66840-44-6
| EINECS =
| PubChem =
| SMILES = 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
| StdInChI=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
| StdInChIKey=HEFOJHHJEKPEDO-UHFFFAOYSA-N
| RTECS =
| MeSHName =
| ChEBI =
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG =
}}
| Section2 = {{Chembox Properties
| C=52 | H=68 | O=8 | Cu=2
| Appearance = Green powder
| Density =
| MeltingPt =
| MeltingPt_notes =
| BoilingPt =
| BoilingPt_notes =
| Solubility = Slightly soluble
| SolubleOther = Slightly soluble
| Solvent = isopropanol
| pKa =
| pKb = }}
| Section3 = {{Chembox Structure
| CrystalStruct =
| Coordination =
| MolShape = }}
| Section4 = {{Chembox Thermochemistry
| DeltaHf =
| DeltaHc =
| Entropy =
| HeatCapacity = }}
| Section5 = {{Chembox Pharmacology
| AdminRoutes =
| Bioavail =
| Metabolism =
| HalfLife =
| ProteinBound =
| Excretion =
| Legal_status =
| Legal_US =
| Legal_UK =
| Legal_AU =
| Legal_CA =
| Pregnancy_category =
| Pregnancy_AU =
| Pregnancy_US = }}
| Section6 = {{Chembox Explosive
| ShockSens =
| FrictionSens =
| DetonationV =
| REFactor = }}
| Section7 = {{Chembox Hazards
| MainHazards =
| NFPA-H =
| NFPA-F =
| NFPA-R =
| NFPA-S =
| FlashPt =
| AutoignitionPt =
| ExploLimits =
| PEL = }}
| Section8 = {{Chembox Related
| OtherAnions =
| OtherCations =
| OtherFunction =
| OtherFunction_label =
| OtherCompounds = Copper aspirinate
}}
Copper ibuprofenate is a chemical complex consisting of copper(II) and the chelate form of the anti-inflammatory drug ibuprofen.{{cite journal|last=Frazier|first=D. R. |author2=S. K. Lynch |author3=G. O. Carlisle|year=1981|title=Synthesis and magnetic properties of bis[2-(4-isobutylphenyl)propionato]copper(II) |journal=Journal of Inorganic and Nuclear Chemistry|volume=43|issue=11|pages=2747–2748 | doi = 10.1016/0022-1902(81)80610-0}}{{cite journal |author=Abuhijleh AL |title=Mononuclear and binuclear copper(II) complexes of the antiinflammatory drug ibuprofen: synthesis, characterization, and catecholase-mimetic activity |journal=J. Inorg. Biochem. |volume=55 |issue=4 |pages=255–62 |date=September 1994 |pmid=7964714 |doi= 10.1016/0162-0134(94)85010-0}} The compound is prepared by the reaction of sodium ibuprofenate with copper(II) sulfate.
It has been suggested that copper complexes of anti-inflammatory drugs are more active than the parent drug{{cite journal |author=Sorenson JR |title=Copper complexes offer a physiological approach to treatment of chronic diseases |journal=Prog Med Chem |series=Progress in Medicinal Chemistry |volume=26 |pages=437–568 |year=1989 |pmid=2690187 |doi= 10.1016/s0079-6468(08)70246-7|isbn=9780444810380 }} and produce fewer gastrointestinal side-effects.{{cite journal |vauthors=Gordijo CR, Barbosa CA, Da Costa Ferreira AM, Constantino VR, de Oliveira Silva D |title=Immobilization of ibuprofen and copper-ibuprofen drugs on layered double hydroxides |journal=J Pharm Sci |volume=94 |issue=5 |pages=1135–48 |date=May 2005 |pmid=15793807 |doi=10.1002/jps.20336 }} In 2008, a United States patent was issued for the utilization of ibuprofenate complexes (including copper ibuprofenate) as a wood preservative.{{US patent reference
| number = 7462227
| issue-date = 2007-07-26
| inventor = Anderson, Albert Gordon; Feaster, John; Patel, Damini; Scialdone, Mark
| title = Ibuprofen complexes as wood preservatives
}}
References
{{reflist}}
Further reading
- {{cite journal|last=A. Latif |first=Abuhijleh|year=1997|title=Synthesis and characterization of copper-ibuprofenate complexes with 2,2'-bipyridine and 1,10-phenanthrolines and their hydrolytic activities in phosphate diester cleavage|journal=Polyhedron|volume=16|issue=4|pages=733–740| doi = 10.1016/0277-5387(96)00214-8}}