7646-67-5Relevant academic research and scientific papers
Method for synthesizing acrylamide derivative
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Paragraph 0029; 0047; 0051, (2019/10/01)
The invention relates to a method for synthesizing an acrylamide derivative from alkyl primary amine and acrylamide as raw materials and belongs to the field of chemical product synthesis methods. Themethod for synthesizing the acrylamide derivative comprises the following steps: 1) under conditions of 150-160 DEG C and 0.6-1MPa, conducting a Diels-Alder reaction on acrylamide and anthracene so as to obtain an acrylamide addition intermediate of 1:1; 2) conducting backflowing on the addition intermediate, alkyl primary amine and a catalyst for 6-20 hours at 50-180 DEG C, and conducting an amino exchange reaction so as to obtain an acrylamide derivative addition intermediate; and 3) carrying out thermal cracking on the acrylamide derivative addition intermediate at 150-180 DEG C and 1-3kPa, conducting rectification so as to obtain an acrylamide derivative, conducting sublimation recycling on anthracene, and repeating the process. The method for synthesizing the acrylamide derivative, which is provided by the invention, is free of liquid solvent, is capable of effectively reducing the content of VOCs (volatile organic compounds) in the generation process, and is simple in reaction process, easy in product and recycling raw material separation, easy in reaction condition control, high in security, high in reaction yield, small in byproduct amount, simple in aftertreatment, high in product purity and easy in industrial production.
Transiently Thermoresponsive Acetal Polymers for Safe and Effective Administration of Amphotericin B as a Vaccine Adjuvant
Van Herck, Simon,Van Hoecke, Lien,Louage, Benoit,Lybaert, Lien,De Coen, Ruben,Kasmi, Sabah,Esser-Kahn, Aaron P.,David, Sunil A.,Nuhn, Lutz,Schepens, Bert,Saelens, Xavier,De Geest, Bruno G.
, p. 748 - 760 (2017/12/18)
The quest for new potent and safe adjuvants with which to skew and boost the immune response of vaccines against intracellular pathogens and cancer has led to the discovery of a series of small molecules that can activate Toll-like receptors (TLRs). Whereas many small molecule TLR agonists cope with a problematic safety profile, amphotericin B (AmpB), a Food and Drug Administration approved antifungal drug, has recently been discovered to possess TLR-triggering activity. However, its poor aqueous solubility and cytotoxicity at elevated concentrations currently hampers its development as a vaccine adjuvant. We present a new class of transiently thermoresponsive polymers that, in their native state, have a phase-transition temperature below room temperature but gradually transform into fully soluble polymers through acetal hydrolysis at endosomal pH values. RAFT polymerization afforded well-defined block copolymers that self-assemble into micellar nanoparticles and efficiently encapsulate AmpB. Importantly, nanoencapsulation strongly reduced the cytotoxic effect of AmpB but maintained its TLR-triggering capacity. Studies in mice showed that AmpB-loaded nanoparticles can adjuvant an RSV vaccine candidate with almost equal potency as a highly immunogenic oil-in-water benchmark adjuvant.
Preparation method of acrylamide-based compounds
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Paragraph 0021, (2018/01/11)
The present invention relates to the field of fine chemical materials, particularly to a new mild, efficient and economical preparation process technology of a class of acrylamide-type compounds, wherein a beta-amine substituted propionamide precursor is subjected to an in-situ amine elimination reaction under the action of a suitable electrophilic reagent so as to prepare the target product.
Hydrophobic Nanoparticles Reduce the β-Sheet Content of SEVI Amyloid Fibrils and Inhibit SEVI-Enhanced HIV Infectivity
Sheik, Daniel A.,Chamberlain, Jeffrey M.,Brooks, Lauren,Clark, Melissa,Kim, Young Hun,Leriche, Geoffray,Kubiak, Clifford P.,Dewhurst, Stephen,Yang, Jerry
, p. 2596 - 2602 (2017/03/20)
Semen-derived enhancer of virus infection (SEVI) fibrils are naturally abundant amyloid aggregates found in semen that facilitate viral attachment and internalization of human immunodeficiency virus (HIV) in cells, thereby increasing the probability of infection. Mature SEVI fibrils are composed of aggregated peptides exhibiting high β-sheet secondary structural characteristics. Herein, we show that polymers containing hydrophobic side chains can interact with SEVI and reduce its β-sheet content by ～45% compared with the β-sheet content of SEVI in the presence of polymers with hydrophilic side chains, as estimated by polarization modulation-infrared reflectance absorption spectroscopy measurements. A nanoparticle (NP) formulation of this hydrophobic polymer reduced SEVI-mediated HIV infection in TMZ-bl cells by 60% compared with the control treatment. Although these NPs lacked specific amyloid-targeting groups, thus requiring high concentrations to observe biological activity, the use of hydrophobic interactions to alter the secondary structure of amyloids represents a useful approach to neutralizing the SEVI function. These results could, therefore, have general implications in the design of novel materials that can modify the activity of amyloids associated with a variety of other neurological and systemic diseases.
MANUFACTURING METHOD OF β-SUBSTITUTED PROPIONIC ACID AMIDE AND N-SUBSTITUTED (METH)ACRYLAMIDE
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Paragraph 0055; 0057; 0060; 0064, (2018/07/03)
PROBLEM TO BE SOLVED: To provide a method for industrially manufacturing β-alkoxy propionic acid amide, β-amino propionic acid amide and N-substituted (meth)acryl amide using (meth)acrylic acid ester as starting material at high yield and high purity. SOLUTION: There is provided a method for obtaining N-substituted (meth)acryl amide represented by target compound formula (7) by conducting an amidation reaction with amine using β-substituted propionic acid ester represented by the formula (1) of a product of a Michael addition reaction of (meth)acrylic acid ester and alcohol or amine in presence of a metal complex as a catalyst to obtain β-substituted propionic acid amide represented by the formula (3) and conducting a thermal decomposition reaction of β-substituted propionic acid amide in presence of the metal complex as the catalyst to eliminate alcohol or amine. A-CH2-C(R1)H-C(=O)-OR2 (1), A-CH2-C(R1)H-C(=O)-N(R3)R4 (3), CH2=C(R1)-C(=O)-N(R3)R4 (7) SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT
Method for preparing N-hydroxyethyl acrylamide
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Paragraph 0017; 0018; 0019; 0020; 0021; 0022, (2017/10/28)
The invention discloses a method for preparing N-hydroxyethyl acrylamide. Acrylic anhydride and amino-ethanol perform reaction mildly at low temperature. Acrylic acid serving as a byproduct and a product are separated in distillation mode. The N-hydroxyethyl acrylamide obtained by the method has high purity and high yield, and the production process is simple and easily available.
METHOD FOR PRODUCING 2-HYDROXYALKYL (METH) ACRYLAMIDE
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Paragraph 0039, (2017/06/02)
PROBLEM TO BE SOLVED: To provide a method for producing N-(2-hydroxyalkyl)(meth) acrylamide. SOLUTION: The reaction of a ketimine compound or an aldimine compound of 2-aminoalkyl (meth) acrylate with water makes it possible to produce N-(2-hydroxyalkyl)(meth) acrylamide with high yields. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT
(Meth) acrylamide N-substituted (by machine translation)
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Paragraph 0054; 0055; 0056; 0057, (2018/12/12)
PROBLEM TO BE SOLVED: a (meth) acrylic acid and a starting material, high yield, high-purity (meth) and N-substituted carboxylic acid amide derivative norbonene alkylacrylamide industrial production method. SOLUTION: and (meth) acrylic acid aminopentadienoic cyclometallized Diels-Alder reaction product of, norbonene carboxylic acid derivative, and silica as a main catalyst in the presence of an inorganic material, and amide-amine compound, norbonene carboxylic acid amide derivative. Furthermore, the vapor phase of the norbonene vinylcarboxamide deriv. aminopentadienoic cyclometallized by thermal decomposition reaction by desorbing, (meth) acrylamide purpose compd. N-substituted. Selected drawing: no (by machine translation)
METHOD FOR PRODUCING N-SUBSTITUTED (METH)ACRYLAMIDE
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Paragraph 0053; 0056; 0057, (2018/11/22)
PROBLEM TO BE SOLVED: To provide an industrial method for efficiently producing a high-purity N-substituted (meth)acrylamide in a short time even under mild reaction conditions, which uses (meth)acrylic acid as a starting material and generates only water as a byproduct. SOLUTION: There is provided a method for producing an N-substituted (meth)acrylamide to obtain an objective compound, N-substituted (meth)acrylamide by the step of: reacting a (meth)acrylic and an amine compound to synthesize an aminopropionic acid derivative; then adding an inorganic material composed mainly of silica as a catalyst and performing amidation with the same amine compound to obtain an aminopropionic acid derivative; and subsequently eliminating an amine by the thermal decomposition reaction. COPYRIGHT: (C)2015,JPOandINPIT
METHOD FOR PRODUCING N-SUBSTITUTED (METH)ACRYLAMIDE
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Paragraph 0057; 0060, (2017/01/05)
PROBLEM TO BE SOLVED: To provide an industrial method for producing a high-purity alkoxy propionic acid amide derivative and N-substituted (meth)acrylamide in a high yield, which uses a (meth)acrylic acid as a starting material. SOLUTION: There is provided a method for producing an objective compound, N-substituted (meth)acrylamide by the step of: amidating an alkoxy propionic acid derivative, which is synthesized from a (meth)acrylic acid and alcohol and represented by the formula [1], with an amine compound; R3-NH-R4(R3 and R4 each independently represents a hydrogen atom or a linear or branched alkyl group having 1 to 6 carbon atoms or may form a saturated 5- to 7-membered ring with a nitrogen atom supporting them) in the presence of an inorganic material composed mainly of silica as a catalyst to obtain an alkoxy propionic acid amide derivative; and eliminating alcohol by the liquid phase thermal decomposition reaction of the alkoxy propionic acid amide derivative. (R1 represents H or a methyl group; and R2 represents a linear or branched alkyl group having 1 to 6 carbon atoms or an alkenyl group.) COPYRIGHT: (C)2015,JPOandINPIT
