26570-48-9Relevant articles and documents
A facile approach to bis(Isoxazoles), promising ligands of the ampa receptor
Averina, Elena B.,Grigoriev, Vladimir V.,Grishin, Yuri K.,Karlov, Dmitry S.,Kuznetsova, Tamara S.,Palyulin, Vladimir A.,Radchenko, Eugene V.,Rybakov, Victor B.,Sadovnikov, Kirill S.,Sedenkova, Kseniya N.,Vasilenko, Dmitry A.,Zamoyski, Vladimir L.
, (2021/11/01)
A convenient synthetic approach to novel functionalized bis(isoxazoles), the promising bivalent ligands of the AMPA receptor, was elaborated. It was based on the heterocyclization reactions of readily available electrophilic alkenes with the tetranitromethane-triethylamine complex. The structural diversity of the synthesized compounds was demonstrated. In the electrophysi-ological experiments using the patch clamp technique on Purkinje neurons, the compound 1,4-phenylenedi(methylene)bis(5-aminoisoxazole-3-carboxylate) was shown to be highly potent positive modulator of the AMPA receptor, potentiating kainate-induced currents up to 70% at 10?11 M.
Multifunctional monomers based on vinyl sulfonates and vinyl sulfonamides for crosslinking thiol-Michael polymerizations: Monomer reactivity and mechanical behavior
Sinha, Jasmine,Podgórski, Maciej,Huang, Sijia,Bowman, Christopher N.
supporting information, p. 3034 - 3037 (2018/03/28)
Multifunctional vinyl sulfonates and vinyl sulfonamides were conveniently synthesized and assessed in thiol-Michael crosslinking polymerizations. The monomer reactivities, mechanical behavior and hydrolytic properties were analyzed and compared with those of analogous thiol-acrylate polymerizations. Materials with a broad range of mechanical properties and diverse hydrolytic stabilities were obtained.
Synthesis and activity of novel homodimers of Morita–Baylis–Hillman adducts against Leishmania donovani: A twin drug approach
da Silva, Wagner A.V.,Rodrigues, Daniele C.,de Oliveira, Ramon G.,Mendes, Rhuan K.S.,Olegário, Tayná R.,Rocha, Juliana C.,Keesen, Tatjana S.L.,Lima-Junior, Claudio G.,Vasconcellos, Mário L.A.A.
supporting information, p. 4523 - 4526 (2016/08/24)
It is reported here the synthesis of novel Homodimers 12–19 of Morita–Baylis–Hillman adducts (MBHA) from one-pot Morita–Baylis–Hillman Reaction (MBHR) between aromatic aldehydes as eletrophiles and ethylene glycol diacrylate as Michael acceptor (35–94% yields) using cheap and green conditions. The bioactivities were evaluated against promastigote form of Leishmania donovani. All homodimers showed to be more potent than corresponding monomers. It is worth highlighting that the halogenated homodimers 17 and 18 (0.50?μM) is almost 400 times more active than the corresponding monomer 10 and 1.24 times more potent than the second-line drug amphotericin B (0.62?μM). Moreover, the selectivity index to 18 is very high (SIrb?>?400) far better than amphotericin B (SIrb?=?18.73). This is the first report of twin drugs strategy applied on Morita–Baylis–Hillman adducts.
Method for catalytically synthesizing diethylene glycol di(methyl) acrylate by calcium glyceroxide
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Paragraph 0041; 0042, (2017/01/02)
The invention discloses a method for catalytically synthesizing diethylene glycol di(methyl) acrylate by calcium glyceroxide, and belongs to the field of fine chemical engineering. (Methyl) alkyl acrylate and diethylene glycol are used as raw materials; a reaction-rectification coupling process is adopted; a copper-wire-net-filled modified rectification column is used; the catalyst calcium glyceroxide is added; enough product purity and yield can be obtained after a simple aftertreatment process. The method overcomes multiple disadvantages of an existing transesterification catalyst, and is high in yield and simple in post-processing. Compared with a conventional transesterification method, the method provided by the invention can improve the total yield and the processing capacity; energy needed for separation is supplied by utilizing reaction heat, so that the energy consumption is decreased, and an investment is reduced. The method provided by the invention is simple and short in process flow; the raw materials are easily obtained; equipment is simple; reaction conditions are easy to control. The method is mild in the reaction conditions and simple in purification and refining processes; a product is stable, is easy to separate, and is not liable to generate a polymerization phenomenon.
Chemoselective Transesterification of Acrylate Derivatives for Functionalized Monomer Synthesis Using a Hard Zinc Alkoxide Generation Strategy
Nakatake, Daiki,Yazaki, Ryo,Ohshima, Takashi
supporting information, p. 3696 - 3699 (2016/08/20)
A new practical method for the synthesis of functionalized acrylate derivatives with the view to prepare functional polymers was explored. Hard zinc alkoxide generation enabled the highly chemoselective transesterification of acrylate derivatives over the undesired conjugate addition, which caused polymerization. The combined use of the catalytic zinc cluster Zn4(OCOCF3)6O and 4-(dimethylamino)pyridine delivered various functionalized acrylate derivatives through the transesterification of commercially available methyl acrylate derivatives with functionalized alcohols under mild conditions.
Method for synthesizing (methyl) acrylate glyceride through catalysis of calcium glyceroxide
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Paragraph 0041; 0042, (2017/09/14)
The invention discloses a method for synthesizing (methyl) acrylate glyceride through catalysis of calcium glyceroxide and belongs to the field of fine chemical engineering. The method comprises the steps that a reaction-rectification technology is adopted, a refit rectification column filled with copper wire gauze is used, and alkyl (meth) acrylate, glycerol, a polymerization inhibitor and a catalyst are added; under the string condition, air is introduced, and heating is carried out until a reaction solution flows back, wherein the temperature ranges from 60 DEG C to 140 DEG C; after the reaction is finished, a reaction solution is cooled to 50 DEG C, active carbon is added, stirring is continuously carried out for 0.5-1 h with the temperature maintained, the reaction solution is subjected to pressure reduction suction filtration after the reaction is finished, filter liquor is subjected to pressure reduction rotary steaming to remove the excessive raw material ester, and the (methyl) acrylate glyceride reactive diluent product is obtained. The method overcomes the defects of an existing ester exchange catalyst, and is high in yield, simple in aftertreatment and easy to implement.
Low molecular weight PEI-based polycationic gene vectors via Michael addition polymerization with improved serum-tolerance
Xun, Miao-Miao,Xiao, Ya-Ping,Zhang, Ji,Liu, Yan-Hong,Peng, Qi,Guo, Qian,Wu, Wan-Xia,Xu, Yong,Yu, Xiao-Qi
, p. 45 - 54 (2015/04/22)
A series of polycationic gene delivery vectors were synthesized via Michael addition from low molecular weight PEI and linking compounds with various heteroatom compositions. Agarose gel electrophoresis results reveal that these polymers can well condense plasmid DNA and can protect DNA from degradation by nuclease. The formed polyplexes, which are stable toward serum, have uniform spherical nanoparticles with appropriate sizes around 200-350 nm and zeta-potentials about +40 mV. In vitro experiments show that these polymers have lower cytotoxicity and higher transfection efficiency than 25 KDa PEI. Furthermore, the title materials exhibit excellent serum tolerance. With the present of 10% serum, up to 19 times higher transfection efficiency than PEI was obtained, and no obvious decrease of TE was observed even the serum concentration was raised to >40%. Flow cytometry and confocal microscopy studies also demonstrate the good serum tolerance of the materials.
FLEXIBLE TO RIGID NANOPOROUS POLYURETHANE-ACRYLATE (PUAC) TYPE MATERIALS FOR STRUCTURAL AND THERMAL INSULATION APPLICATIONS
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, (2015/11/03)
Novel urethane-acrylate (UAC) Star monomers and polyurethane-acrylate (PUAC) aerogel polymers derived therefrom are described herein, along with other novel, related monomers and polymers. Also described herein are processes for preparing the UAC Star monomers, the PUAC aerogel polymers, and the other related monomers and polymers. The PUAC and related polymers herein are useful in various applications including in structural and thermal insulation.
A unique aliphatic tertiary amine chromophore: Fluorescence, polymer structure, and application in cell imaging
Sun, Miao,Hong, Chun-Yan,Pan, Cai-Yuan
supporting information, p. 20581 - 20584 (2013/02/22)
Although photoluminescence of tertiary aliphatic amines has been extensively studied, the usage of this fundamental chromophore as a fluorescent probe for various applications has unfortunately not been realized because their uncommon fluorescence is easily quenched, and strong fluorescence has been observed only in vapor phase. The objective of this study is how to retain the strong fluorescence of tertiary amines in polymers. Tertiary amines as branching units of the hyperbranched poly(amine-ester) (HypET) display relatively strong fluorescence (Φ = 0.11-0.43). The linear polymers with tertiary amines in the backbone or as the side group are only very weakly fluorescent. The tertiary amine of HypET is easily oxidized under ambient conditions, and red-shifting of fluorescence for the oxidized products has been observed. The galactopyranose-modified HypET exhibits low cytotoxicity and bright cell imaging. Thus, this study opens a new route of synthesizing fluorescent materials for cell imaging, biosensing, and drug delivery.
Hydroxy functional acrylate and methacrylate monomers prepared via lipase-catalyzed transacylation reactions
Popescu, Dragos,Hoogenboom, Richard,Keul, Helmut,Moeller, Martin
experimental part, p. 80 - 89 (2010/08/20)
Candida antarctica lipase B (CAL-B, Novozyme 435) catalyzes the transacylation of methyl acrylate and methyl methacrylate with diols and triols in 2-methyl-2-butanol at 50 °C. Under the experimental conditions, up to 70 mol% of the acyl donor methyl acrylate was converted. Methyl methacrylate is the less efficient acyl donor (up to 60 mol%) due to the higher sterical hindrance in the enzymatic transacylation. Under the reaction conditions high yields of the mono-acylated products are obtained, which contain minor amounts of bis(meth)acrylates. In addition it was observed that Novozyme 435 catalyzes regioselectively the acylation of the primary hydroxyl groups. In comparison with the chemical catalyzed route no selectivity was observed for unsubstituted diols. For substituted diols more mono-acylated product was formed in the lipase-catalyzed reaction than in the chemical catalyzed reaction.
