17647-70-0Relevant articles and documents
N -Oxide-Controlled Chemoselective Reduction of Nitrofuroxans
Fershtat, Leonid L.,Bystrov, Dmitry M.,Zhilin, Egor S.,Makhova, Nina N.
, p. 747 - 756 (2019/01/23)
A facile and chemoselective SnCl 2 -mediated mild reduction of regioisomeric 3- and 4-nitrofuroxans for the synthesis of aminofurazans and aminofuroxans in good yields is developed. Reduction of 4-nitrofuroxans results in the selective formation of 4-aminofuroxans, while analogous reduction of 3-nitrofuroxans affords 3-aminofurazans as a result of simultaneous reduction of the nitro group and exocyclic N-O bond.
Synthesis of novel 1,2,5-oxadiazoles and evaluation of action against Acinetobacter baumannii
Christoff, Rebecca M.,Murray, Gerald L.,Kostoulias, Xenia P.,Peleg, Anton Y.,Abbott, Belinda M.
supporting information, p. 6267 - 6272 (2017/10/13)
With multidrug resistant bacteria on the rise, novel antibiotics are becoming highly sought after. In 2008, eleven compounds were identified by high throughput screening as inhibitors of BasE, a key enzyme of the non-ribosomal peptide synthetase pathway found in Acinetobacter baumannii. Herein, we describe the preparation of four structurally similar heterocyclic lead compounds from that study, including one 1,2,5-oxadiazole. A further library of 30 analogues containing the oxadiazole moiety was then generated. All compounds were screened against Acinetobacter baumannii and their minimum inhibitory concentration data is reported, with (E)-3-(2-hydroxyphenyl)-N-(4-methyl-1,2,5-oxadiazol-3-yl)acrylamide 32 found to have an MIC of 0.5 mM. This work provides the foundation for further investigation of 1,2,5-oxadizoles as novel inhibitors of A. baumannii.
Synthesis of 3-alkyl-4-aminofurazans
Sheremetev,Shamshina,Dmitriev
, p. 1032 - 1037 (2007/10/03)
A "one-pot" method for the synthesis of 3-alkyl-4-aminofurazans from ethyl β-alkyl-β-oxopropionates was developed. The multistep process involves hydrolysis of the ester, nitrosation at the activated methylene group, and treatment of the resulting intermediate with an alkaline solution of hydroxylamine in the presence of urea.
REARRANGEMENT OF 1-OXA-2-AZOLES. 4. SYNTHESIS AND REARRANGEMENT OF ISOXAZOLE- AND 4,5-DIHYDROISOXAZOLE-3-CARBOXYLIC ACID AMIDOXIMES
Andrianov, V. G.,Semenikhina, V. G.,Eremeev, A. V.
, p. 651 - 656 (2007/10/02)
Isoxazole- and 4,5-dihydroisoxazole-3-carboxylic acid amidoximes were obtained in the reaction of 5-trifluoromethyl-1,2,4-oxadiazole-3-carbohydroximic acid bromide in the presence of sodium bicarbonate with monosubstituted ethylenes and acetylenes with su
INVESTIGATION OF THE MECHANISM OF FORMATION OF HETEROCYCLES BY NMR SPECTROSCOPY. V. 3-AMINO-4-METHYLFURAZAN
Vergizov, S. N.,Selivanov, S. I.,Mel'nikova, S. F.,Ershov, B. A.,Tselinskii, I. V.
, p. 374 - 377 (2007/10/02)
The kinetics of the reaction of hydroxyiminoacetone with hydroxylamine were studied by PMR spectroscopy.The formation of 3-amino-4-methylfurazan is a multistage process; the intermediate products are methylglyoxime, methylfurazan, α-hydroxyiminopropionitrile, and methylaminoglyoxime, and the side product is α-hydroxyiminopropionamide.
