4-nitrophenyl Acrylate Research Articles

Synthesis of tetrahydropyrans via an intermolecular oxa-michael/michael stepwise cycloaddition

An intermolecular highly diastereoselective oxa-Michael/Michael type stepwise cycloaddition was developed to synthesize tetrahydropyrans, using an allylic alcohol obtained from Baylis-Hillman reaction and methyl 2-(4-nitrophenyl) acrylate. These molecules were obtained in low to good yields using DBU as a base at 70 °C. This methodology provides a convenient and atom-economical approach for accessing tetrahydropyrans bearing three stereogenic centers, expanding the synthetic applicability and versatility of the oxa-Michael reactions.

Synthetic immunogen for the anti-relapse treatment of opioid dependence

A synthetic immunogen representing a complex of a conjugate of a macromolecular carrier (natural protein) and a hapten (morphine drug) covalently bound to poly(4-nitrophenyl acrylate) (PNPA) has been developed. The macromolecular carrier in the conjugate is a human serum protein (human gamma-globulin, HGG, or human serum albumin, HSA). The optimal design of the synthetic immunogen was developed. The epitope accessibility and specificity of the immunogen complexes were investigated by ELISA. It was established that antigenic determinants are not shielded upon binding to antibodies for complexes with the optimal (1: 10) ratio of the conjugate to the synthetic polymer. The accute toxicity of PNPA was estimated. The immunogenicity of synthetic complexes was studied in rat immunization models. An influence of the immunogen structure and vaccination dose on the ability to produce specific antibodies to morphine was found.

Synthesis Methyl Nitrophenyl Acrylate and Cytotoxic Activity Test against P388 Leukemia Cells

Synthesis of methyl nitrophenyl acrylate via modification of methyl trans-cinnamate had been done to improve its biological activity. The reaction of methyl trans-cinnamate with nitrating agent gave methyl 3-(2-nitrophenyl)acrylate and methyl 3-(4-nitrophenyl)acrylate with an ortho/para ratio of 1:8. Its structure was confirmed with 1H-NMR, 13C-NMR, FTIR, GC-MS. Biological activity of methyl 3-(4-nitrophenyl)acrylate and methyl 3-(2-nitrophenyl)acrylate assays was performed on Cancer cells against P388 Murine Leukemia with IC50= 7.98 μg/mL, IC50 = 27.78 μg/mL.

Removal of an olefin metathesis catalyst using 4-nitrophenyl acrylate based polymer supports

A polymer-supported 1,4-butanediolvinyl ether derivative was used for removal of an olefin metathesis catalyst (PCy 3) 2(Cl) 2Ru(3-phenyl-indenylid-1-ene) ( M1, PCy 3 = tricyclohexylphosphine) from the reaction solution. Poly(styrene- co-4-nitrophenyl acrylate), cross-linked with either ethylene glycol dimethacrylate or divinylbenzene was prepared via suspension polymerisation and modified chemically to yield a supported acid chloride and subsequently a 1,4-butanediolvinyl ether derivative. A batch reaction of supported vinyl ether with M1 resulted in binding of the catalyst onto the polymer. A high accessibility of up to 43% of reactive sites in the polymer matrix could be achieved.

Polymerization of 4-nitrophenylacrylate under microwave heating conditions

The 2,2'-azodiisobutyronitrile-induced radical polymerization in solution of 4-nitrophenyl acrylate was performed under microwave heating at a frequency of 2.45 GHz. This approach allows the control of the molecular mass of poly(4-nitrophenyl acrylate) used in the synthesis of multivalent glycoconjugates. It was found that the polymerization of 4-nitrophenyl acrylate under microwave irradiation results in products with a narrower molecular mass distribution than at conventional heating.

Conversion of Complex Sialooligosaccharides into Polymeric Conjugates and their Anti-Influenza Virus Inhibitory Potency

ABSTRACT To investigate the specificity of various influenza virus strains we have prepared polyacrylic type conjugates of undecasaccharide (Neu5Acα2-6Galβ1-4GlcNAcβ1-2Manα1)2-3,6Manβ1-4GlcNAcβ1-4GlcNAc (YDS), and trisaccharides 6‵-sialyl-N-acetyllactosamine (6‵SLN), 6‵-sialyllactose (6‵SL), and 3‵-sialyllactose (3‵SL). Free oligosaccharides were transformed to glycosylamine-1-N-glycyl derivatives by sequential action of NH4HCO3, chloroacetic anhydride, and aqueous NH3. The known derivatization protocol has been optimized for these sialooligosaccharides. Coupling of obtained amino-spacered derivatives with poly(4-nitrophenyl acrylate) gave rise to two types of conjugates, namely with polyacrylic acid and polyacrylamide backbones; the conversion proceeded quantitatively and without destruction of the oligosaccharides. The content of oligosaccharides in the conjugates was 10, 20, and 30% mol for 3‵SL, 6‵SL, 6‵SLN, and 2, 5 and 10% mol for YDS. Free oligosaccharides and the glycoconjugates were tested as inhibitors of influenza virus adhesion, and also as blockers of virus infectivity in MDCK cell culture. Biantennary YDS demonstrated similar activity to trisaccharide 6‵SLN both as the free form and neoglycoconjugate.

COPOLYMERIZATION OF 4-NITROPHENYL ACRYLATE (NPA) WITH METHYL METHACRYLATE (MMA): SYNTHESIS, CHARACTERIZATION AND REACTIVITY RATIOS

4-Nitrophenyl acrylate (NPA) has been synthesized from the precursor viz 4-nitrophenol, and characterized by IR, 1H and 13C NMR spectroscopic methods. Homo- and copolymerization of NPA with methyl methacrylate (MMA) has been carried out in 2-butanone by free radical polymerization using benzoyl peroxide (BPO) as initiator at 70°C. Poly(NPA) and poly(NPA-co-MMA) were characterized by IR, 1H and 13C NMR spectral studies and their copolymer compositions were evaluated by 1H NMR spectroscopy. The reactivity ratios were calculated by Fineman-Ross, Kelen-Tudos, and Extended Kelen-Tudos methods. The Q and e values for NPA has been determined by using Alfrey-Price scheme. The thermal properties of the polymers have been studied by TGA and DSC analysis. The molecular

Copolymerization of 4-nitrophenyl acrylate with glycidyl methacrylate: Synthesis, characterization, and reactivity ratios

4-Nitrophenyl acrylate (NPA) was prepared and characterized by IR and NMR spectroscopic techniques. Poly(4-nitrophenyl acrylate) [poly(NPA)] and copolymers of glycidyl methacrylate ( GMA) and NPA having various feed compositions in a 2-butanone solution using benzoyl peroxide as an initiator at 65°C ± 0.5°C were prepared. Copolymer compositions were determined by 1 H-NMR analysis. The monomer reactivity ratios were determined by Fineman-Ross, Kelen-Tudos, and extended Kelen-Tudos methods. The molecular weights of the polymers were determined by gel permeation chromatography. Thermogravimetric analysis of the polymers was performed in air and their thermal stability was studied.

Copolymers of 4-nitrophenyl acrylate with styrene: Synthesis, characterization and monomer reactivity ratios

4-Nitrophenyl acrylate (NPA) was prepared and polymerized in methyl ethyl ketone using benzoyl peroxide as initiator. Copolymers of NPA with styrene were also prepared. The homopolymer and copolymers were characterized by IR, 1H-NMR and 13C-NMR; the copolymer compositions were determined by 1H-NMR analysis. The monomer reactivity ratios were evaluated by the application of the Fineman-Ross and Kelen-Tudos methods. The molecular weights of the polymers were determined by gel permeation chromatography. Thermogravimetric analyses of the polymers were performed in air.

Chemical modification of crosslinked phenyl acrylate copolymers with monoethanolamine

AbstractCopolymerisation of phenyl methacrylate, 4‐chlorophenyl acrylate, 4‐nitrophenyl acrylate and 2,4,6‐tribromophenyl acrylate with divinyl benzene was carried out in aqueous suspension medium at 80°C using benzoyl peroxide as radical initiator. The resulting beaded copolymers were characterised by FTIR. optical and scanning electron microscopy. Polymer analogue reactions of these particulate copolymers with monoethanolamine were carried out at 60.80 and 100°C in dimethyl sulphoxide as solvent. The progress of the reactions was followed by observing the disappearance of phenyl ester carbonyl absorption at 1750 cm−1 and the appearance of 1650cm−1 vibration corresponding to the characteristic amide carbonyl. The percentage conversions were calculated, and the effect of polar substituents in the phenyl acrylates as well as temperature on the reaction are discussed.

Crystal state photodimerization of methyl .alpha.-(4-nitrophenyl)acrylate and 4-nitrostyrene

Crystal state photodimerization of methyl .alpha.-(4-nitrophenyl)acrylate and 4-nitrostyrene