2257-85-4Relevant articles and documents
On the photophysical properties of new luminol derivatives and their synthetic phthalimide precursors
Perez-Ruiz, Raul,Fichtler, Robert,Diaz Miara, Yrene,Nicoul, Matthieu,Schaniel, Dominik,Neumann, Helfried,Beller, Matthias,Blunk, Dirk,Griesbeck, Axel G.,Jacobi Von Wangelin, Axel
, p. 657 - 664 (2010)
The photophysical properties of a series of structurally related 4-aminophthalimides and the corresponding 5-aminophthalic hydrazides (luminols) are reported. Absorption, steady-state, and time-resolved fluorescence spectra of luminols exhibited substitution, solvent, and pH dependence. Singlet lifetimes have been determined by time-resolved laser flash spectroscopy. UV spectra in gas phase and DMSO solution were calculated by TD-DFT which revealed the existence of two low-energy excited singlet states with strong pH-sensitivity. Springer Science+Business Media, LLC 2010.
Scaffold Hopping and Optimization of Maleimide Based Porcupine Inhibitors
Ho, Soo Yei,Alam, Jenefer,Jeyaraj, Duraiswamy Athisayamani,Wang, Weiling,Lin, Grace Ruiting,Ang, Shi Hua,Tan, Eldwin Sum Wai,Lee, May Ann,Ke, Zhiyuan,Madan, Babita,Virshup, David M.,Ding, Li Jun,Manoharan, Vithya,Chew, Yun Shan,Low, Choon Bing,Pendharkar, Vishal,Sangthongpitag, Kanda,Hill, Jeffrey,Keller, Thomas H.,Poulsen, Anders
, p. 6678 - 6692 (2017/08/18)
Porcupine is an O-acyltransferase that regulates Wnt secretion. Inhibiting porcupine may block the Wnt pathway which is often dysregulated in various cancers. Consequently porcupine inhibitors are thought to be promising oncology therapeutics. A high throughput screen against porcupine revealed several potent hits that were confirmed to be Wnt pathway inhibitors in secondary assays. We developed a pharmacophore model and used the putative bioactive conformation of a xanthine inhibitor for scaffold hopping. The resulting maleimide scaffold was optimized to subnanomolar potency while retaining good physical druglike properties. A preclinical development candidate was selected for which extensive in vitro and in vivo profiling is reported.
A new efficient synthesis of substituted luminols using multicomponent reactions
Neumann, Helfried,Klaus, Stefan,Klawonn, Markus,Strübing, Dirk,Hübner, Sandra,G?rdes, Dirk,Von Wangelin, Axel Jacobi,Lalk, Michael,Beller, Matthias
, p. 431 - 438 (2007/10/03)
A new general synthesis of substituted luminols (5-amino-2,3- dihydrophthalazine-1,4-diones) is presented. Diversely substituted luminol derivatives can be synthesized in three steps. The products are of interest as new materials, which exhibit chemiluminescence.