38987-17-6Relevant articles and documents
Crystal Structure and Magnetic Properties of Pyridyl-substituted Nitronyl Nitroxides
Lee, Chin-Jhan,Wei, Ho-Hsiang,Lee, Gene-Hsiang,Wang, Yu
, p. 349 - 353 (1998)
X-ray crystal structure and cryomagnetic properties of three organic radicals, 2-(2-pyridyl)-4,4,5,5-tetramethyl-4,5-dihydro-1-H-imidazol-1-oxyl-3-N-oxide(NIT- oPy) 1, 2-(3-pyridyl)-4,4,5,5-tetramethyl-4,5-dihydro-1-H-imidazol-1-oxyl-3-N-oxide(NIT- mPy) 2 and 2-(6-methyl-2-pyridyl)-4,4,5,5-tetramethyl-4,5-dihydro-1-H-imidazol-1-oxyl-3-N- oxide(NIT-6M-oPy) 3 were investigated. The crystal structures of compounds 1-3 show the same feature of a P21/c space group of a monoclinic system. Two crystallographically independent molecules were found in the crystals of compounds 1-3. The temperature dependence of magnetic susceptibility of compounds 1-3 revealed an intermolecular antiferromagnetic exchange interaction.
Nitronyl nitroxide as a coupling partner: Pd-mediated cross-coupling of (nitronyl nitroxide-2-ido)(triphenylphosphine)gold(i) with aryl halides
Tanimoto, Ryu,Suzuki, Shuichi,Kozaki, Masatoshi,Okada, Keiji
, p. 678 - 680 (2014/05/20)
A cross-coupling reaction using nitronyl nitroxide (NN) as a coupling partner was developed: Refluxing a mixture of [AuI(NN-2-ido)(PPh3)] and aryl iodide (ArI) in THF in the presence of 10 mol% [Pd(PPh3)4] produced a cross-coupling product NN-Ar in a high yield. This method allowed the direct introduction of the NN radical onto various poly- and heterocyclic aromatic rings.
Novel 2-substituted nitronyl nitroxides as free radical scavengers: Synthesis, biological evaluation and structure-activity relationship
Wu, Yihui,Bi, Lanrong,Bi, Wei,Li, Zeng,Zhao, Ming,Wang, Chao,Ju, Jingfang,Peng, Shiqi
, p. 5711 - 5720 (2007/10/03)
To develop more potent small molecules with enhanced free radical scavenger properties, we designed and synthesized a series of nitronyl nitroxide derivatives 4a-h. A lead compound 4f was discovered based on Ach-induced vascorelaxation assay. Further chemical modification based on this scaffold provided a new series of 2-substituted phenylnitronyl nitroxide derivatives 6a-s. The newly synthesized compounds 6a-s possess improved radical scavenger's activity based on PC12 cell survival assay. Compounds 6g,n,o, and s are some of the most potent compounds in terms of NO, H2O2, and OH scavenging ability. 2-Substitued phenylnitronyl nitroxides had a higher radical scavenging activity with the electron-donating group (EDG). In contrast, the introduction of electron-withdrawing group (EWG) to the aromatic ring led to a dramatic decrease in its radical scavenging activity. These results suggest that the electron-donating group (EDG) of the aromatic ring may be an important factor influencing the radical scavenging behavior of these compounds, and the potency of free radical scavenging activity largely depended on the position and electronic properties of the phenyl ring substituents. The enhanced radical scavenging capacities of the novel 2-substituted nitronyl nitroxides may be potential drug leads against the deleterious action of ROS (reactive oxygen species)/RNS (reactive nitrogen species).