38858-02-5Relevant academic research and scientific papers
Metal-free oxyaminations of alkenes using hydroxamic acids
Schmidt, Valerie A.,Alexanian, Erik J.
supporting information; scheme or table, p. 11402 - 11405 (2011/09/16)
A radical-mediated approach to metal-free alkene oxyamination is described. This method capitalizes on the unique reactivity of the amidoxyl radical in alkene additions to furnish a general difunctionalization using simple diisopropyl azodicarboxylate (DIAD) as a radical trap. This protocol capitalizes on the intramolecular nature of the process, providing single regioisomers in all cases. Difunctionalizations of cyclic alkenes provide trans oxyamination products inaccessible using current methods with high levels of stereoselectivity, complementing cis-selective oxyamination processes.
Novel Heteroarotinoids as Potential Antagonists of Mycobacterium bovis BCG
Brown, Chad W.,Liu, Shengquan,Klucik, Jozef,Berlin, K. Darrell,Brennan, Patrick J.,Kaur, Devinder,Benbrook, Doris M.
, p. 1008 - 1017 (2007/10/03)
A series of 15 heteroarotinoids has been prepared and evaluated for activity against Mycobacterium bovis BCG with the thiourea-containing isoxyl (7) (0.5 μg/mL) as the standard. 2,2,4-Trimethyl-2H-chromen-7-yl 4-(methoxycarbonyl)benzoate (8) displayed the most significant activity (2.0-4. 0 μg/mL) in terms of the lowest concentration (μg/mL) (MIC, minimum inhibitory concentration) required to produce a 99% reduction in the number of colonies on a plate as compared to that system free of the agent at the same dilution of the culture suspension. Ethyl 4-{[N-(2,2,4,4-tetramethylchroman-6-yl)thiocarbamoyl]amino}benzoate (9) and [(1E,3Z,5E)-1-aza-4-methyl-6-(1,2,2,4-tetramethyl(1,2-dihydroquinolyl))hexa-1,3, 5-trienyl]amino}aminomethane-1-thione (10) exhibited activity at 5.0-10.0 and 10.0-20.0 μg/mL, respectively, while the other examples had MIC values of 20 μg/mL or greater. The inhibitory ability of 8 may occur via the inhibition of mycolic acid synthesis in a like manner as found with 7, but this requires further study. The heteroarotinoids are the first examples to exhibit inhibitory ability against the growth of Mycobacterium bovis BCB.
