1035918-76-3Relevant articles and documents
Novel anilinophthalimide derivatives as potential probes for β-amyloid plaque in the brain
Duan, Xin-Hong,Qiao, Jin-Ping,Yang, Yang,Cui, Meng-Chao,Zhou, Jiang-Ning,Liu, Bo-Li
experimental part, p. 1337 - 1343 (2010/04/26)
A group of novel 4,5-dianilinophthalimide derivatives has been synthesized in this study for potential use as β-amyloid (Aβ) plaque probes. Staining of hippocampus tissue sections from Alzheimer's disease (AD) brain with the representative compound 9 indicated selective labeling of it to Aβ plaques. The binding affinity of radioiodinated [125I]9 for AD brain homogenates was 0.21 nM (Kd), and of other derivatives ranged from 0.9 to 19.7 nM, except for N-methyl-4,5-dianilinophthalimide (Ki > 1000 nM). [125I]9 possessed the optimal lipophilicity with Log P value of 2.16, and its in vivo biodistribution in normal mice exhibited excellent initial brain uptake (5.16% ID/g at 2 min after injection) and a fast washout rate (0.56% ID/g at 60 min). The encouraging results suggest that this novel derivative of [123I]9 may have potential as an in vivo SPECT probe for detecting amyloid plaques in the brain.
Switchable fluorescent and solvatochromic molecular probes based on 4-amino-N-methylphthalimide and a photochromic diarylethene
Yan, Sergey F.,Belov, Vladimir N.,Bossi, Mariano L.,Hell, Stefan W.
experimental part, p. 2531 - 2538 (2009/04/05)
New fluorescent photochromic compounds (1-H and 1-Boc) have been synthesized and characterized in different solvents. The fluorescence emission can be switched on and off with visible light and UV, respectively, by means of the photochromic reaction. The emission wavelength and efficiency strongly depend on the polarity of the solvent. The compounds show a positive solvatochromic effect in the emission maxima, and their fluorescence quantum yield decreases as the solvent's polarity increases (from cyclohexane to dioxane). In solvents more polar than dioxane the emission is too weak and therefore undetectable, and thus 1-H and 1-Boc behave as normal photochromic compounds. The photochromic reaction is also sensitive to the environment. A decrease of more than an order of magnitude was found for the quantum yield of the colouring reaction (ΦOF→CF) for 1-H in ethanol compared with cyclohexane, and an about threefold decrease in ΦOF→CF was observed for the compound 1-Boc in polar solvents (compared with apolar solvents). For both compounds the ring-opening reaction was found not to dependent on the solvent. The novel fluorescent molecular switches 1-H and 1-Boc are able to probe the polarity of their microenvironment. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
