Copper aspirinate

Chemical compound From Wikipedia, the free encyclopedia

Copper(II) aspirinate is an aspirin chelate of copper(II) cations (Cu2+). It is a bright blue solid, forming monoclinic crystals.

Quick facts Names, Identifiers ...
Copper aspirinate
Names
IUPAC name
dicopper;tetrakis(2-acetyloxybenzoate)
Other names
  • Copper, tetrakis[mu-[2-(acetyloxy)benzoato-kappaO:kappaO']]di-
  • tetrakis-μ-acetylsalicylato-dicopper(II)
  • copper(II) aspirinate
  • cupric acetylsalicylate
  • cupric aspirinate
  • cupric aspirin complex
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.041.622 Edit this at Wikidata
  • InChI=1S/4C9H8O4.2Cu/c4*1-6(10)13-8-5-3-2-4-7(8)9(11)12;;/h4*2-5H,1H3,(H,11,12);;/q;;;;2*+2/p-4 ☒N
    Key: BXBJCCCIFADZBU-UHFFFAOYSA-J ☒N
  • InChI=1/4C9H8O4.2Cu/c4*1-6(10)13-8-5-3-2-4-7(8)9(11)12;;/h4*2-5H,1H3,(H,11,12);;/q;;;;2*+2/p-4
    Key: BXBJCCCIFADZBU-XBHQNQODAY
  • CC(=O)Oc1ccccc1C(=O)[O-].CC(=O)Oc1ccccc1C(=O)[O-].CC(=O)Oc1ccccc1C(=O)[O-].CC(=O)Oc1ccccc1C(=O)[O-].[Cu+2].[Cu+2]
  • CC(=O)Oc0ccccc0[C-](O[Cu+2]123)O[Cu+2](O[C-](O1)c0ccccc0OC(=O)C)(O[C-](O2)c0ccccc0OC(=O)C)O[C-](O3)c0ccccc0OC(=O)C
Properties
Cu2C36H28O16
Molar mass 843.696 g·mol−1
Appearance bright blue solid
Melting point 255 °C (491 °F; 528 K)[1] (decomposes)
Structure[2]
monoclinic
P21/c
a = 8.208, b = 10.39, c = 21.56
α = 90°, β = 104.74°, γ = 90°
4 units per cell
Pharmacology
Pharmacokinetics:
8.67 h (Human)[citation needed]
Hazards
NIOSH (US health exposure limits):[3]
PEL (Permissible)
 TWA 1 mg/m3 (as Cu)
REL (Recommended)
 TWA 1 mg/m3 (as Cu)
IDLH (Immediate danger)
 TWA 100 mg/m3 (as Cu)
Related compounds
Other anions
Related compounds
 Aspirin
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Preparation

Copper aspirinate can be prepared treating a solution of aspirin and potassium bicarbonate with copper(II) sulfate solution.[1]

Heating an equimolar mixture of aspirin and copper salicylate tetrahydrate in 50% aqueous ethanol results in dark blue crystals.[4]

Research

Copper aspirinate has been investigated for its claimed anti-inflammatory,[5][6] antioxidative,[1] and antithrombotic[7] properties as well as a potential treatment for skin disorders.[8]

The use of copper aspirinate as a pigment in PVC and polystyrene has also been investigated.[9][why?][needs update]

External links

Footnotes

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