Title: PBN
CAS Registry Number: 3376-24-7
CAS Name: 2-Methyl-N-(phenylmethylene)-2-propanamine N-oxide
Additional Names: benzylidene-tert-butylamine oxide; N-tert-butyl-a-phenylnitrone
Molecular Formula: C11H15NO
Molecular Weight: 177.24
Percent Composition: C 74.54%, H 8.53%, N 7.90%, O 9.03%
Literature References: Spin trapping agent for short-lived radicals in biological systems. Prepn: W. D. Emmons, J. Am. Chem. Soc. 79, 5739 (1957); R. W. Murray et al., J. Org. Chem. 61, 8099 (1996). Effects on ischemia in brain: J. W. Phillis, C. Clough-Helfman, Med. Sci. Res. 18, 403 (1990); K. Pahlmark, B. K. Siesjö, Acta Physiol. Scand. 157, 41 (1996). Review of chemical properties and biological applications: G. Chen et al. in The Oxygen Paradox, PBN and Its Applications in Biology, K. J. A. Davies, F. Ursini, Eds. (Cleup Press, Italy, 1995) pp. 789-800.
Properties: Crystals, mp 72-74°. Stored at amibient temperature, it is stable for one year unopened. Sensitive to light, especially in solution. Easily sol in medium polar organic solvents such as methanol, ethanol, acetonitrile, toluene, benzene and chloroform. Soly: 2.9% (water); 2.3% (saline); >5% (chloroform). uv max (ethanol): 293.5, 224 nm (e 17700, 7240); (CH3CN): 298 nm (e 17716).
Melting point: mp 72-74°
Absorption maximum: uv max (ethanol): 293.5, 224 nm (e 17700, 7240)
Use: Spin trap reagent for carbon- or oxygen- or nitrogen-centered free radicals. |