2,2'-Azobis(2-amidinopropane) dihydrochloride

Chemical compound From Wikipedia, the free encyclopedia

2,2'-Azobis(2-amidinopropane) dihydrochloride (abbreviated AAPH or AMPA) is a chemical compound used to study the chemistry of the oxidation of drugs.[1]

Quick facts Names, Identifiers ...
2,2'-Azobis(2-amidinopropane) dihydrochloride
Names
IUPAC name
(1Z,1'Z)-2,2'-[(E)-1,2-Diazenediyl]bis(2-methylpropanimidamide) dihydrochloride
Other names
AAPH; AMPA; 2,2'-Azobisisobutyramidinium chloride
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C8H18N6.2ClH/c1-7(2,5(9)10)13-14-8(3,4)6(11)12;;/h1-4H3,(H3,9,10)(H3,11,12);2*1H/b14-13+
    Key: LXEKPEMOWBOYRF-QDBORUFSSA-N
  • Cl.Cl.[N@H]=C(N)C(/N=N/C(C(=[N@H])N)(C)C)(C)C
Properties
C8H20Cl2N6
Molar mass 271.19 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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It is a free radical-generating azo compound. It is gaining prominence as a model oxidant in small molecule and protein therapeutics for its ability to initiate oxidation reactions via both nucleophilic and free radical mechanisms.[2]

2,2′-azobis (2-amidinopropane) dihydrochloride has been used in experiments on linoleic acid subjected to induced oxidation with different combinations of binary mixtures of natural phenolics. The experiments show that some binary mixtures can lead to a synergetic antioxidant effect while other mixtures lead to an antagonistic effect.[3]

References

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