854847-88-4Relevant academic research and scientific papers
Indazole compounds, pharmaceutical compositions and use
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, (2008/06/13)
The invention provides a series of novel heterocyclic amides of the formula I in which the group A CRa can be --CRb=CRa--, --CHRb--CHRa-- or --N=CRa--, the amidic group Re.L can be Re.X.CO.NH, Re.X.CS.NH or Re.NH.CO attached at position 4, 5 or 6 of the benzenoid moiety, Z is an acid group selected from the group consisting of carboxy, an acylsulphonamide residue of the formula CO.NH.SOn Rg and a tetrazolyl residue of the formula II, and the radicals Ra, Rb, Rc, Rd, Re, Rf, Rg, Rh, n, X, G1, Q and G2 have the meanings defined in the following specification. The compounds of formula I are leukotriene antagonists. The invention also provides pharmaceutically acceptable salts of the formula I compounds; pharmaceutical compositions containing the formula I compounds, or their salts, for use in the treatment of, for example, allergic or inflammatory diseases, or endotoxic or traumatic shock conditions; and processes for the manufacture of the formula I compounds, as well as intermediates for use in such manufacture.
C-Nitrosoformamides, a New Class of Transient Dienophiles Formed by Oxidation of N-Hydroxyureas
Christie, Clifford C.,Kirby, Gordon W.,McGuigan, Henry,Mackinnon, John W. M.
, p. 2469 - 2474 (2007/10/02)
Oxidation of hydroxyurea with sodium or tetraethylammonium periodate in the presence of cyclopentadiene gave a cycloadduct (3a) formed, apparently, by capture of the transient dienophile, C-nitrosoformamide.N-Methyl-, N-phenyl-, N,N-dimethyl-, and N,N-diphenyl-C-nitrosoformamide were likewise trapped as their cycloadducts with cyclopentadiene.Cycloadducts of 2,3-dimethylbuta-1,3-diene, thebaine, ergosteryl acetate, and 9,10-dimethylanthracene (DMA) were prepared similarly.The cyclopentadiene adducts (3) dissociated at 80 deg C in the presence of 2,3-dimethylbuta-1,3-diene to give the corresponding adducts (4) of the nitrosoformamides and dimethylbutadiene.Unexpectedly, the 1,4-adducts (4) were accompanied by substantial amounts of hydroxamic acids (5) arising from 'ene' reactions of the nitrosoformamides and dimethylbutadiene.The cyclopentadiene adducts of N,N-dimethyl- and N,N-diphenyl-C-nitrosoformamide, when heated alone, decomposed to give the corresponding carbamic anhydrides.The cycloadduct (15) of DMA and C-nitrosoformamide dissociated at 40 deg C in the presence of thebaine (11) to give the thebaine adduct (12; R=H) and DMA.
