5415-62-3Relevant academic research and scientific papers
Synthesis and Structural Investigation of Some Electron-Rich Nitroaromatics
White, Jonathan M.,Skene, Colin E.,Deadman, John,Epa, Ruwan,Foenander, Sarah,Hamer, Kyle,Fellowes, Thomas,Lim, Shea Fern,Marcuccio, Sebastian M.,Martin, Roger F.
, p. 311 - 327 (2019/02/07)
2,4-Difluoro-, 2,4,6-Trifluoro-, and 2,3,4,6,tetrafluoronitrobenzenes undergo nucleophilic aromatic substitution, once, twice, and three times with a variety of amine substituents with a high degree of regiochemical control to provide a range of electron-
Synthesis and Optimization of Kv7 (KCNQ) Potassium Channel Agonists: The Role of Fluorines in Potency and Selectivity
Liu, Ruiting,Tzounopoulos, Thanos,Wipf, Peter
supporting information, p. 929 - 935 (2019/06/13)
Based on the potent Kv7 agonist RL-81, we prepared new lead structures with greatly improved selectivity for Kv7.2/Kv7.3 over related potassium channels, i.e., Kv7.3/Kv7.5, Kv7.4, and Kv7.4/7.5. RL-36 and RL-12 maintain an agonist EC2x of ca. 1 μM on Kv7.2/Kv7.3 in a high-throughput assay on an automated electrophysiology platform in HEK293 cells but lack activity on Kv7.3/Kv7.5, Kv7.4, and Kv7.4/7.5, resulting in a selectivity index SI > 10. RL-56 is remarkably potent, EC2x 0.11 ± 0.02 μM, and still shows an SI = 2.5. We also identified analogues with significant selectivity for Kv7.4/Kv7.5 over Kv7.2/Kv7.3. The extensive use of fluorine in iterative core structure modifications highlights the versatility of these substituents, including F, CF3, and SF5, to span orders of magnitude of potency and selectivity in medicinal chemistry lead optimizations.
SELECTIVE POTASSIUM CHANNEL AGONISTS
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Page/Page column 43, (2019/11/12)
Selective potassium channel agonists and methods of use thereof are disclosed. A compound, or a pharmaceutically acceptable salt thereof, having a formula (I) wherein R1 is H or optionally-substituted alkyl; R2 is optionally-substituted C1-C6 alkyl or optionally- substituted cyclopropyl; R3 and R4 are each independently H or optionally- substituted alkyl; R5 is H, optionally-substituted alkyl, acyl, or alkoxycarbonyl; R6 and R7 are each independently H, optionally- substituted alkyl, or R6 and R7 together form a carbocycle; R8 is substituted phenyl or optionally-substituted pyridinyl, provided that if R8 is substituted phenyl, then R2 is optionally-substituted cyclopropyl; and R9, R10 and R11 are each independently H, halo, or optionally- substituted alkyl.
PYRAZOLOPYRIDINONE COMPOUNDS
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Page/Page column 113; 114, (2019/06/11)
Pyrazolopyridinone compounds, the pharmaceutical compositions comprising said compounds, and the use of said compounds as FGFR (fibroblast growth factor receptor) inhibitors and their use in the treatment of diseases, e.g. cancer.
Novel compounds and compositions for treating diseases asociated with protease activity
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, (2008/06/13)
Novel compounds, compositions and methods effective for the prevention and treatment of mast-cell mediated inflammatory disorders are described. The compounds, compositions and methods are effective for the prevention and treatment of inflammatory diseases associated with the respiratory tract, such as asthma and allergic rhinitis, as well as other types of immunomediated inflammatory disorders, such as rheumatoid arthritis, conjunctivitis and inflammatory bowel disease, various dermatological conditions, as well as certain viral conditions. The compounds comprise potent and selective inhibitors of the mast cell protease tryptase. The compositions for treating these conditions include oral, inhalant, topical and parenteral preparations as well as devices comprising such preparations.
AROMATIC POLYFLUORO COMPOUNDS LVII . NUCLEOPHILIC REPLACEMENT REACTIONS OF 1,2,3,5-TETRAFLUORO-4-NITROBENZENE, 1,2,3,5-TETRAFLUORODINITROBENZENE AND 1-BROMO-2,3,4,6-TETRAFLUORO-5-NITROBENZENE
Burdon, James,Fisher, Derek,Parsons Ian W.,Tatlow, John Colin
, p. 507 - 514 (2007/10/02)
The title compounds have been treated with dimethylamine and sodium methoxide in polar solvents, and the isomer ratios of the products determined.Although attack para to the nitro group is in each case favoured over ortho, it is so by only surprisingly small factors.Structures have mostly been assigned spectroscopically, supported in one case by a chemical proof.The dinitrotetrafluorobenzene is activated sufficiently to react directly with methanol at 35 deg C, with a pseudo first order rate constant of (7 +/- 1) * 10-5 s-1.
