A study of the polarographic reduction of methaqualone |
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Authors: | Leslie G Chatten Richard E Moskalyk Andy Chin Petr Zuman |
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Institution: | Faculty of Pharmacy and Pharmaceutical Sciences, University of Alberta, Edmonton, Alberta T6G 2N8 Canada;Department of Chemistry, Clarkson University, Potsdam, NY, 13676 U.S.A. |
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Abstract: | Methaqualone 2-methyl-3-o-tolyl-4(3H)-quinazolinone] is reduced at pH 1.5–5 in a single two-electron step. At pH 1.5–3, wave i1 appears and is gradually replaced by wave i2 which predomiantes in the solution between pH 4.5 and 6.5. At pH > 5, the height of wave i2 decreases in the shape of a dissociaton curve with increasing pH. For both waves, the diprotonated form of methaqualone (Ia) is reduced to 1,2,-dihydromethaqualone as the final product. In wave i1, the monoprotonated form Ib is further protonated at the electrode surface before it accepts the first electron; in wave i2, the free base form I accepts two protons at the electrode surface before the first electron uptake. Polarographic curves are complicated by the presence of three waves of catalytic hydrogen evolution. Wave i1, cata appears at pH < 5, waves i2,cata at ?1.5 V and i3,cata at ?1.7 V at pH > 5. Citrate buffers pH 1.5–3 or Britton-Robinson buffers at pH 2.6–3.6 are most suitable for quantitative work with eitehr d.c. polarography or differential pulse polarography. |
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