89654-16-0Relevant academic research and scientific papers
Polyarylene resins
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Page/Page column 26, (2021/01/26)
Certain cyclopentadienone monomers having polar moieties are useful in forming polyarylene resins having improved solubility in certain organic solvents and are useful in forming polyarylene resin layers in electronics applications.
Preparation method and application for 1,3-bis(4,4-methyl formate phenyl)acetone
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Paragraph 0018-0020, (2019/08/20)
The invention provides a preparation method and an application for 1,3-bis(4,4-methyl formate phenyl)acetone, belonging to the fields of medical technologies and photoelectric materials. According tothe invention, with 4-(bromomethyl)methyl benzoate and p
Novel Symmetrical Benzazolyl Derivatives Endowed with Potent Anti-Heparanase Activity
Messore, Antonella,Madia, Valentina Noemi,Pescatori, Luca,Saccoliti, Francesco,Tudino, Valeria,De Leo, Alessandro,Bortolami, Martina,De Vita, Daniela,Scipione, Luigi,Pepi, Federico,Costi, Roberta,Rivara, Silvia,Scalvini, Laura,Mor, Marco,Ferrara, Fabiana Fosca,Pavoni, Emiliano,Roscilli, Giuseppe,Cassinelli, Giuliana,Milazzo, Ferdinando M.,Battistuzzi, Gianfranco,Di Santo, Roberto,Giannini, Giuseppe
, p. 10834 - 10859 (2019/01/03)
Heparanase is the only mammalian endo-β-d-glucuronidase involved in a variety of major diseases. The up-regulation of heparanase expression increases tumor size, angiogenesis, and metastasis, representing a validated target in the anti-cancer field. To date, only a few small-molecule inhibitors have been described, but none have gotten through pre-clinical development. Previously, we explored 2-(4-(4-(bromo-methoxybenzamido)benzylamino)phenyl) benzazole derivatives as anti-heparanase agents, proposing this scaffold for development of broadly effective heparanase inhibitors. Herein, we report an extended investigation of new symmetrical 2-aminophenyl-benzazolyl-5-acetate derivatives, proving that symmetrical compounds are more effective than asymmetrical analogues, with the most-potent compound, 7g, being active at nanomolar concentration against heparanase. Molecular docking studies were performed on the best-acting compounds 5c and 7g to rationalize their interaction with the enzyme. Moreover, invasion assay confirmed the anti-metastatic potential of compounds 5c, 7a, and 7g, proving the inhibition of the expression of proangiogenic factors in tumor cells.
Predicting the UV-vis spectra of tetraarylcyclopentadienones: Using DFT molecular orbital energies to model electronic transitions of organic materials
Potter, Robert G.,Hughes, Thomas S.
, p. 2995 - 3004 (2008/09/19)
(Chemical Equation Presented) Tetraphenylcyclopentadienone, due to its intrinsically low HOMO-LUMO gap, has been suggested as a valuable repeat unit in conducting polymers for nanoscale electronics. The HOMO and LUMO of tetraphenylcyclopentadienone appear
Synthesis of poly(para-phenylene)(2-isocyano-2-tosylpropane-1,3-diyl), poly(para-phenylene)(2-oxopropane-1,3-diyl) and oligo(cyclopentadienones) via carbonylative coupling of α,α′-dibromoxylene
Potter, Robert G.,Hughes, Thomas S.
, p. 4665 - 4667 (2008/10/09)
Poly(para-phenylene)(2-oxopropane-1,3-diyl), a potential precursor of linear graphene, is generated in low yield from hydrolysis of a previously unknown poly(para-phenylene)(2-isocyano-2-tosylpropane-1,3-diyl) generated from inexpensive, commercially available starting materials. The Royal Society of Chemistry.
Synthesis of heterosubstituted hexaarylbenzenes via asymmetric carbonylative couplings of benzyl halides
Potter, Robert G.,Hughes, Thomas S.
, p. 1187 - 1190 (2008/01/04)
Asymmetric carbonylative couplings of benzyl halldes have been shown to give heterosubstituted 1,3-diarylacetones In moderate to high yields. These asymmetric ketones were converted via Knoevenagel condensations to tetraarylcyclopentadienones, and further
Metallic Nickel-Mediated Synthesis of Ketones by the Reaction of Benzylic, Allylic, Vinylic, and Pentafluorophenyl Halides with Acid Halides
Inaba, Shin-ichi,Rieke, Reuben D.
, p. 1373 - 1381 (2007/10/02)
Metallic nickel was investigated as a convenient coupling reagent for the synthesis of ketones by the reaction of benzylic, allylic, vinylic, and pentafluorophenyl halides with acid halides at 85 deg C in glyme.A variety of benzylic ketones with functional groups including halogen, cyano, methoxycarbonyl, and hydroxycarbonyl groups were prepared in good yields by this method.The reaction was demonstrated to proceed via organonickel halide intermediates formed by the smooth oxidative addition of benzylic and acyl halides to metallic nickel, which were trapped with electron-deficient olefins. (?-Allyl)nickel halides, prepared in situ at 85 deg C from allylic halides and the nickel, also worked for the preparation of ketones.Vinylic and pentafluorophenyl halides but not alkyl halides reacted with acid halides to give the corresponding ketones in moderate yields.
ACTIVATED METALLIC NICKEL IN PREPARATION OF SYMMETRICAL 1,3-DIARYLPROPAN-2-ONES FROM BENZYLIC HALIDES AND OXALYL CHLORIDES
Inaba, Shin-ichi,Rieke, Reuben D.
, p. 25 - 28 (2007/10/02)
Oxidative addition of benzylic halides to nickel in the metallic state followed by insertion of carbon monoxide generated from alkyl oxalyl chlorides proceeded smoothly to give symmetrical 1,3-diarylpropan-2-ones in moderate yields.
