130536-39-9Relevant academic research and scientific papers
A New Synthetic Route to Non-K and Bay Region Arene Oxide Metabolites From cis-Diols
Boyd, Derek R.,Sharma, Narain D.,Agarwal, Rajiv,Kerley, Nuala A.,McMordie, R. Austin S.,et al.
, p. 1693 - 1694 (2007/10/02)
Arene oxides of naphthalene, quinoline, tripphenylene, benzoppyrene, and dibenzanthracene have been synthesised in enantiopure (1a-c) or racemic form (1d-f), free from oxepine isomers (3d-f) from cis-diol precursors (7a-f) via chloroacetate (9a-f) or dimesylate (13a) intermediates.
Synthesis of Arene Oxide and trans-Dihydrodiol Metabolites of Quinoline
Agarwal, Shiv K.,Boyd, Derek R.,Davies, R. Jeremy H.,Hamilton, Lynne,Jerina, Donald M.,et al.
, p. 1969 - 1974 (2007/10/02)
Racemic samples of 5,6-epoxy-5,6-dihydroquinoline (2) (quinoline 5,6-oxide) and 7,8-epoxy-7,8-dihydroquinoline (4) (quinoline 7,8-oxide) have been synthesised by two methods from the corresponding dihydroquinoline precursors. trans-5,6-Dihydroquinoline-5,6-diol (3) and trans-7,8-dihydroquinoline-7,8-diol (5) were obtained both by multi-step synthetic routes from the corresponding dihydroquinolines and by the direct base-catalysed hydration of the corresponding arene oxides (2) and (4).
ARENE OXIDES AND trans-DIHYDRODIOLS OF QUINOLINE
Agarwal, S. K.,Boyd, D. R.,Porter, H. P.,Jennings, W. B.,Grossman, S. J.,Jerina, D. M.
, p. 4253 - 4256 (2007/10/02)
Arene oxides and trans-dihydrodiols at the 5,6- and 7,8-positions of quinoline have been synthesized.High stability of both arene oxides allowed identification of the 5,6-oxide as a liver microsomal metabolite of quinoline.Both arene oxides are converted to trans-dihydrodiols by microsomal epoxide hydrolase.
