61732-53-4Relevant academic research and scientific papers
Synthesis of luminescent squaramide monoesters: Cytotoxicity and cell imaging studies in HeLa cells
Fernández-Moreira, Vanesa,Alegre-Requena, Juan V.,Herrera, Raquel P.,Marzo, Isabel,Gimeno, M. Concepción
, p. 14171 - 14177 (2016)
Novel luminescent squaramide monoesters functionalised with different fluorophore groups have been synthesised and explored in cell imaging for the first time. Cytotoxicity studies performed in HeLa cervical cancer cells revealed high activity for some of these novel structures, highlighting the importance of the fluorescent fragment in the efficiency of these promising anticancer agents. In addition, fluorescence cell microscopy disclosed the different biodistribution behaviour depending on the fluorescent moiety, and the possibility of nuclear localisation of chiral non planar squaramide monoesters.
Squaraine chemistry. Synthesis of bis(4-dimethylaminophenyl)squaraine from dialkyl squarates. Mechanism and scope of the synthesis
Law, Kock-Yee,Bailey, F. Court
, p. 2267 - 2273 (2007/10/02)
The mechanism and the scope of the synthesis of bis(4-dialkylaminoaryl)squaraines from di-n-butyl squarate and N,N-dialkylanilines have been studied.Results show that water and acid are key factors of the synthesis, and these two factors have been optimized.Yields of squaraine are also found to be sensitive to the steric effect provided by the alkyl chain in dialkyl squarates as well as to the concentration of the aniline reagent used in the synthesis.Mechanistic results suggest that alkyl squarate is the precursor of the synthesis, and that squaraine is formed by diarylation of alkyl squarate with and N,N-dialkylaniline derivative.Under optimized conditions, a number of squaraines have been synthesized.Yields, which are comparable to those synthesized from squaric acid, are obtained.Product analysis with good material balance has been achieved, and results show that arylation and diarylation of the starting di-n-butyl squarate are major side reactions in the squaraine synthesis.
Preparation of 3-Alkoxy-4-alkyl-3-cyclobutene-1,2-diones
Dehmlow, Eckehard V.,Schell, Hans G.
, p. 1 - 8 (2007/10/02)
Several squaric acid esters (2a-g) are prepared.They react with Grignard compounds to give the title compounds (11a-n). 1,2- vs. 1,4-Grignard addition and the benzyl-tolyl rearrangement coincidental with the Grignard reaction are discussed.Hydrolysis of compounds 11 leads to 4-alkyl-3-hydroxy-3-cyclobutene-1,2-diones (12).
