53439-83-1Relevant academic research and scientific papers
Compounds and their use
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, (2008/06/13)
This invention relates to compounds, pharmaceutical compositions, and methods of using the disclosed compounds for inhibiting PARP.
Design and synthesis of poly ADP-ribose polymerase-1 inhibitors. 2. Biological evaluation of aza-5[H]-phenanthridin-6-ones as potent, aqueous-soluble compounds for the treatment of ischemic injuries
Ferraris, Dana,Ko, Yao-Sen,Pahutski, Thomas,Ficco, Rica Pargas,Serdyuk, Larisa,Alemu, Christina,Bradford, Chadwick,Chiou, Tiffany,Hoover, Randall,Huang, Shirley,Lautar, Susan,Liang, Shi,Lin, Qian,Lu, May X.-C.,Mooney, Maria,Morgan, Lisa,Qian, Yongzhen,Tran, Scott,Williams, Lawrence R.,Wu, Qi Yi,Zhang, Jie,Zou, Yinong,Kalish, Vincent
, p. 3138 - 3151 (2007/10/03)
A series of aza-5[H]-phenanthridin-6-ones were synthesized and evaluated as inhibitors of poly ADP-ribose polymerase-1 (PARP-1). Inhibitory potency of the unsubstituted aza-5[H]-phenanthridin-6-ones (i.e., benzonaphthyridones) was dependent on the positio
Photoreaction of 2-halo-N-pyridinylbenzamide: Intramolecular cyclization mechanism of phenyl radical assisted with n-complexation of chlorine radical
Park,Jung,Kim,Kim,Song,Kim
, p. 2197 - 2206 (2007/10/03)
The photochemical behavior of 2-halo-N-pyridinylbenzamide (1-4 in Chart 1) was studied. The photoreaction of 2-chloro-N-pyridinylbenzamides 1a, 2a, 3a, and 4 afforded photocyclized products, benzo[c]naphthyridinones (6-9 and 16), in high yield, whereas the bromo analogues 1b, 2b, and 3b produced extensively photoreduced products, N-pyridinylbenzamides (1c, 10, and 11), with minor photocyclized product. Since the photocyclization reaction of 2-chloro-N-pyridinylbenzamide is retarded by the presence of oxygen and sensitized by the presence of a triplet sensitizer, acetone or acetophenone, a triplet state of the chloro analogue is involved in the reaction. Since several radical intermediates, particularly n-complexes of chlorine radical, are identified in the laser flash photolysis of 2-chloro-N-pyridinylbenzamide, an intramolecular cyclization mechanism of phenyl radical assisted with n-complexation of chlorine radical for the cyclization reaction is proposed: the triplet state (78 kcal/mol) of the chloro analogue (1a), which is populated by the excitation of 1a undergoes a homolytic cleavage of the C-Cl bond to give phenyl and chlorine radicals; while chlorine radical holds the neighbor pyridinyl ring with its n-complexation, the intramolecular arylation of the phenyl radical with the pyridinyl ring proceeds to produce a conjugated 2,3-dihydropyridinyl radical and then the conjugated radical aromatizes to afford a cyclized product, benzo[c]naphthyridinone by ejecting a hydrogen. The photoreduction product can be formed by hydrogen atom abstraction of the phenyl a radical from the environment.
