77619-89-7Relevant academic research and scientific papers
Novel 3-benzylidene/benzylphthalide Mannich base derivatives as potential multifunctional agents for the treatment of Alzheimer's disease
Cao, Zhongcheng,Song, Qing,Yu, Guangjun,Liu, Zhuoling,Cong, Shiqing,Tan, Zhenghuai,Deng, Yong
, (2021/03/01)
To discover novel multifunctional agents for the treatment of Alzheimer's disease, a series of 3-benzylidene/benzylphthalide Mannich base derivatives were designed, synthesized and evaluated. The biological screening results indicated that most of these d
Design, synthesis, and in vitro evaluation of 4-aminoalkyl-1(2H)-phthalazinones as potential multifunctional anti-Alzheimer's disease agents
Ye, Chanyuan,Xu, Rui,Cao, Zhongcheng,Song, Qing,Yu, Guangjun,Shi, Yichun,Liu, Zhuoling,Liu, Xiuxiu,Deng, Yong
, (2021/04/22)
A series of 4-aminoalkyl-1(2H)-phthalazinone derivatives was designed and synthesized as potential multifunctional agents for Alzheimer's disease (AD) treatment. In vitro biological assay results demonstrated that most synthesized compounds exhibited sign
Indandione-Terminated Quinoids: Facile Synthesis by Alkoxide-Mediated Rearrangement Reaction and Semiconducting Properties
Du, Tian,Gao, Ruiheng,Deng, Yunfeng,Wang, Cheng,Zhou, Qian,Geng, Yanhou
supporting information, p. 221 - 225 (2019/11/28)
A series of 1,3-indandione-terminated π-conjugated quinoids were synthesized by alkoxide-mediated rearrangement reaction of the respective alkene precursors, followed by air oxidation. This new protocol allows access to quinoidal compounds with variable termini and cores. The resulting quinoids all show LUMO levels below ?4.0 eV and molar extinction coefficients above 105 L mol?1 cm?1. The optoelectronic properties of these compounds can be regulated by tuning the central cores as well as the aryl termini ascribed to the delocalized frontier molecular orbitals over the entire molecular skeleton involving aryl termini. n-Channel organic thin-film transistors with electron mobility of up to 0.38 cm2 V?1 s?1 were fabricated, showing the potential of this new class of quinoids as organic semiconductors.
Studies on the phthalidation of heteroarenes: A facile preparation of 3-(heteroaryl)phthalides via triflic acid mediated phthalidation
Nandakumar, Meganathan,Sankar, Elumalai,Mohanakrishnan, Arasambattu K.
supporting information, p. 509 - 514 (2014/03/21)
A triflic acid mediated heteroarylation of phthalaldehydic acid in 1,2-dichloroethane at reflux temperature leads to the formation of 3-heteroarylphthalides. This method for the phthalidation of heteroarenes can be utilized for the successful preparation of mono-, bis- and tris- heteroarylphthalides. Georg Thieme Verlag Stuttgart. New York.
Synthesis and biological evaluation of new carbohydrate-substituted indenoisoquinoline topoisomerase I inhibitors and improved syntheses of the experimental anticancer agents indotecan (LMP400) and indimitecan (LMP776)
Beck, Daniel E.,Agama, Keli,Marchand, Christophe,Chergui, Adel,Pommier, Yves,Cushman, Mark
, p. 1495 - 1512 (2014/03/21)
Carbohydrate moieties were strategically transported from the indolocarbazole topoisomerase I (Top1) inhibitor class to the indenoisoquinoline system in search of structurally novel and potent Top1 inhibitors. The syntheses and biological evaluation of 20 new indenoisoquinolines glycosylated with linear and cyclic sugar moieties are reported. Aromatic ring substitution with 2,3-dimethoxy-8,9-methylenedioxy or 3-nitro groups exerted strong effects on antiproliferative and Top1 inhibitory activities. While the length of the carbohydrate side chain clearly correlated with antiproliferative activity, the relationship between stereochemistry and biological activity was less clearly defined. Twelve of the new indenoisoquinolines exhibit Top1 inhibitory activity equal to or better than that of camptothecin. An advanced synthetic intermediate from this study was also used to efficiently prepare indotecan (LMP400) and indimitecan (LMP776), two anticancer agents currently under investigation in a Phase I clinical trial at the National Institutes of Health.
General Method for the Synthesis of Phthalaldehydic Acids and Phthalides from o-Bromobenzaldehydes via Ortho-Lithiated Aminoalkoxides
Sinhababu, Achintya K.,Borchardt, Ronald T.
, p. 2356 - 2360 (2007/10/02)
A general method for the synthesis of phthalaldehydic acids and phthalides, many of which are key intermediates in natural product synthesis, has been developed. o-Bromobenzaldehydes 1a-f were first protected in situ as α-morpholinoalkoxides by reaction with lithium morpholide.Treatment of the α-morpholinoalkoxides 3a-f with n-butyllithium (to exchange bromine with lithium) followed by sequential treatment with solid CO2 and dilute acid afforded the phthalaldehydic acids 6a-f, respectively.Reduction of 6a-f with NaBH4 in EtOH furnished the phthalides 7a-f, respectively, in nearly quantitative yields.Efficient methods for the synthesis of the o-bromobenzaldehydes 1a-d, which were not readily available, are also described.
