948841-08-5Relevant academic research and scientific papers
Solvatochromism and intramolecular charge transfer in dialkylamino-substituted halogenated thienyl chalcone analogues
Echevarria, Lorenzo,Fernández-Terán, Ricardo,Hernández, Florencio Eloy,Sucre-Rosales, Estefanía,Urdaneta, Neudo
, (2020/05/29)
Herein, we present the study of two complementary intramolecular charge transfer (ICT) transitions in two sets of dialkylamino-substituted halogenated thienyl chalcones. We demonstrate that while the first (and stronger) ICT takes place from the 4-(dialkylamino)phenyl moiety to the enone, the second ICT involves the thienyl substituent as the donor. The former is evidenced by a robust solvatochromic shift in both absorption and emission spectra, implying a large increase in the dipole moment upon excitation to the lowest excited state. The latter, a short-range ICT process, is confirmed upon photoexcitation of the higher energy bands, and its enhancement by the larger polarizability of the iodine substituent. With the help of (TD)-DFT calculations and the solvatochromic method, we quantified the extent of these effects and set the stage for further developments towards the design of new chalcone-based dyes. We demonstrated that theoretical calculations allow fine-tuning the sensitive balance between these complementary ICT processes.
COMPOSITION FOR DIAGNOSIS OF AMYLOID-RELATED DISEASE
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, (2010/12/29)
There is provided a composition comprising a compound represented by general formula (I), wherein Rl represents a 5-iodothiophen-2-yl group or the like, and R2 represents a 4-dimethylaminophenyl group or the like. This composition is useful for diagnosis of an amyloid-related disease such as Alzheimer's disease because the compound has high binding specificity to amyloid β protein, high permeability through the blood-brain barrier, and a property of being rapidly eliminated from sites other than senile plaques in the brain.
COMPOSITION FOR DIAGNOSING AMYLOID-RELATED DISEASE
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Page/Page column title page; 20; 46, (2009/04/23)
There is provided a composition comprising a compound represented by general formula (I), wherein R1 represents a 5-iodothiophen-2-yl group or the like, and R2 represents a 4-dimethylaminophenyl group or the like. This composition is useful for diagnosis of an amyloid-related disease such as Alzheimer's disease because the compound has high binding specificity to amyloid β protein, high permeability through the blood-brain barrier, and a property of being rapidly eliminated from sites other than senile plaques in the brain.
Structure-activity relationship of chalcones and related derivatives as ligands for detecting of β-amyloid plaques in the brain
Ono, Masahiro,Hori, Miyuki,Haratake, Mamoru,Tomiyama, Takami,Mori, Hiroshi,Nakayama, Morio
, p. 6388 - 6396 (2008/03/27)
A series of novel chalcones and their related derivatives were synthesized and evaluated as β-amyloid imaging probes. In the structure-activity relationship of binding affinities to synthetic Aβ(1-42) aggregates, compound 14 displayed the highest binding
