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Controlled drug dissolution by radiation-induced polymerization in the presence of dimethylaminoethyl methacrylate-methyl methacrylate copolymer or methacrylic acid-methyl acrylate copolymer.

Polymer-containing tablet preparation was studied using radiation-induced polymerization of glass-forming monomers at low temperatures in the presence of dimethylaminoethyl methacrylate-methyl methacrylate copolymer or methyl acrylate-methacrylic acid copolymer. Drug dissolution from tablets was in the pH 3.0-8.0 range. A copolymer contained in the tablets dissolved in the dissolution medium at a specific pH. Drug dissolution from tablets took place rapidly at pH greater than 6.0 in the presence of methyl acrylate-methacrylic acid copolymer and at pH less than 5.0 in the presence of dimethylaminoethyl methacrylate-methyl methacrylate copolymer. The polymers had fibrous or capillary pore structures in contrast to the spherical pore structures formed in the presence of polyethylene glycol 600.

Acrylic Resins

Controlled release of tetracycline I: In vitro studies with a trilaminate 2-hydroxyethyl methacrylate-methyl methacrylate system.

A membrane-controlled drug delivery device was developed to release tetracycline at zero-order rates. The tetracycline delivery vehicle is a trilaminate disk consisting of core and coating membranes fabricated from a series of 2-hydroxyethyl methacrylate and methyl methacrylate copolymers. Appropriate adjustment of the monomer composition ratio imparts a hydrophobic nature to the copolymer outer coating membrane (relative to the core material), which serves as the rate-limiting membrane in drug diffusion. The trilaminate disks demonstrated a zero-order tetracycline release over 4 months in vitro. The zero-order release rate was a function of the general device geometry, coating membrane thickness, disk surface, area, level of core reservoir drug loading, and membrane coating copolymer composition. Permeability parameters of tetracycline diffusion through a series of 2-hydroxyethyl methacrylate-methyl methacrylate copolymer membranes were determined by a flux-lag time method. Equilibrium hydration values of these membranes also were determined. The ability of trilaminate 2-hydroxyethyl methacrylate-methyl methacrylate devices to release tetracycline at constant rates over a prolonged period offers unique therapeutic and investigational possibilities.

Acrylates

Toxicology of methyl methacrylate: the rate of disappearance of methyl methacrylate in human blood in vitro.

1. The rate of disappearance of methyl methacrylate in blood has been determined using an isotope dilution technique. 2. At a concentration of 10(-4) mol dm(-3), methyl methacrylate disappears with pseudo first order kinetics. 3. The half-life of methyl methacrylate in blood at 37 degrees C lies in the range 20--40 min. 4. The half-life showed no dependence on the age or sex of the blood donor. 5. A major, possibly the only, pathway of metabolism is by hydrolysis to methacrylic acid.

Adult

Tissue reaction to methyl methacrylate monomer. A comparative study in the rabbit's ear on the toxicity of methyl methacrylate monomer of varying composition.

The aim of the present investigation was to evaluate if a bone cement monomer with a high concentration of accelerator (N,N-dimethyl-p-toluidine) is more toxic than a methyl methacrylate monomer, free from accelerator. 1) No difference in the acute local toxicity between CMW, Simplex-P and pure methyl methacrylate monomer was seen. 2) By gas chromatography. N,N-dimethyl-p-toluidine was shown to be water soluble to a small extent. Any bone cement monomer in current use can be fully dissolved in saline to a concentration of about 1 per cent.

Animals

[Studies on the dental methacrylic resins (part 4). Flow properties and curing times of the pour methacrylic resins (author's transl)].

Flow properties and curing times of the pour resins consisted of polymethyl methacrylate and methyl methacrylate were investigated by the viscosity and the temperature measurements. The polymers with various article sizes and molecular weights and the monomer with 0.005 per cent hydroquinone were used the pour resins respectively. The initiator system of benzoyl peroxide--N, N-dimethyl-p-toluidine was used for the polymerization. The results were as follows: 1) The viscosities of the pour resins were increased with the time elapsed. That was for reasons of physical phenomenon, that is, dissolution of polymer into monomer. The logarithmic viscosities increased linearly in proportion to the time elapsed. 2) The viscosities of the pour resins were increased by the reduction of the particle size of the polymer and by the increase of the molecular weight of the polymer. 3) The curing times of the pour resins were reduced by the increase of the concentrations of benzoyl peroxide and N, N-dimethyl-p-toluidine, and by the reduction of the particle size and the molecular weight of the polymer respectively.

Acrylic Resins

[Studies of dental methacrylic resin. (Part. 6) Adhesive strength of self-curing methacrylic resin to polymethylmetacrylates with various cross-linking density. (author's transl)].

The adhesive property of dental acrylic resin to resin teeth and denture base resins is an important property, in the case of preperating, repairing and rebasing denture. Then, as models of denture base resin and resin tooth, heat-curing methacrylic resins which were cross-linked with three kinds of polyethylene glycol dimethacrylate, i.e., EDMA, tri-EDMA, nona-EDMA, were prepared, and the tensile adhesive strengths of self-curing methacrylic resin to them were examined. The results were as follows. 1) The tensile adhesive strength under the dry condition was dependent on cross-linking density of adherent resin, and decreased according to the increase of concentration of cross-linking agent added in adherent resin. 2) The greater the number of chain members of cross-linking agent used to adherent resin was, the higher the adhesive strength was. In particular, the adhesive strength to adherent resin added with nona-EDMA in concentration from 16.7 to 30 mole%, agreed with the tensile strength of adherent resin itself indicating a favourable adhesion. 3) The adhesive strengths under the wet condition, that is, when specimens were immersed in water at 37 degrees C for 21 days, decreased from 30 to 50%, compared with that under the dry condition.

Acrylic Resins

[Studies of dental methacrylic resin. (Part 7) Adhesive strength of fluid methacrylic resin to polymethylmethacrylates with various cross-linked density (author's transl)].

Heat-curing methacrylic resins cross-linked with three kinds of dimethacrylates, i.e. EDMA, tri-EDMA and nona-EDMA, were prepared, and the tensile adhesive strength of fluid methacrylic resin to them was examined. The results obtained were as follows. (1) To adherent resin cross-linked with EDMA, the adhesive strength of fluid resin showed the maximum at the concentration near 2 mole% and decreased with increasing the concentration. (2) To adherent resin cross-linked with tri-EDMA or nona-EDMA, the effect of the concentration of cross-linking agent on the adhesive strength was little, except that the adhesive strength to the latter adherent resin showed a steep increase in the range of lower concentration. (3) The adhesive strength did not appreciably change in the range of L/P ratio of fluid resin from 0.57 to 0.71 ml/g. (4) The adhesive strength under the wet condition decreased about 40 to 50% compared under the dry condition. (5) To cross-linked adherent resin, the adhesive strength of fluid resin was somewhat higher than that of self-curing resin under the dry condition. But, under the wet condition this difference was little. (6) Contrarily, to non-cross-linked adherent resin, the adhesive strength of fluid resin was somewhat lower than of self-curing resin. This may be because the cracks, which are occured on the surface of non-cross-linked adherent resin by contact with abundant MMA of fluid resin, work as defects to decrease the adhesive strength.

Acrylic Resins

Affinity chromatography on hydroxyalkyl methacrylate gels. III. Adsorption of chymotrypsin to poly(hydroxyalkyl methacrylates) with covalently bound benzyloxycarbonyl-glycyl-D-phenylalanine and -D-leucine as function of pH and ionic strength.

Chymotrypsin is specifically adsorbed at low ionic strength and alkaline pH to hydroxyalkyl methacrylate gels with N-benzyloxycarbonylglycl-D-phenylalanine or N-benzyloxycarbonylglycyl-D-leucine attached through 1,6-hexanediamine. Chymotrypsin is not adsorbed either to the unmodified gel (Spheron) or to the gel with attached, 1,6-hexanediamine (NH2-Spheron). The adsorption of chymotrypsin to Z-Gly-D-Phe-NH2-Spheron was investigated as a function of pH and ionic strength. Trypsin is not adsorbed to this gel. Chymotrypsin isolated from a crude pancreatic extract by affinity chromatography on Z-Gly-D-Phe-NH2-Spheron had the same activity as the enzyme isolated on a column of Spheron, to which the naturally-occurring trypsin inhibitor had been coupled.

Binding Sites

Sensitization potentials of methyl, ethyl, and n-butly methacrylates and mutual cross-sensitivity in guinea pigs.

Guinea pigs could be strongly sensitized to methyl, ethyl, and n-butyl methacrylates in ethanol or olive oil by the topical route, or in saline by the intradermal route. For elicitation of skin reactons, topical challenge with the compounds in olive oil or intradermal challenge with saline as the solvent was neccessary. Topical challenge with the methacrylates in ethanol failed to elicit any allergic skin reactions because of their volatility. All sensitized animals responded strongly not only to the inducing methacrylate but also to the other methacrylates, showing that mutual cross-sensitivity had occurred. Since methyl methacrylate has been reported to be a potent sensitizer in humans, the guinea-pig model described here may be useful for screening products before marketing.

Acrylates

Aldehyde methacrylates derived from hydroxybenzaldehydes.

Three crystalline aldehyde methacrylates with low melting points were synthesized from the readily available, isomeric hydroxybenzaldehydes and 2-bromoethyl methacrylate. These monomers can be purified by recrystallization and liquified by admixture in various proportions to obtain polymerizable liquids having workable viscosities at room temperature. These monomers may be used alone or as blends with other methacrylates since they are miscible and copolymerizable with the usual dental monomers. Also, they should be studied with other functional methacrylates designed to promote adhesion via the mineral phase to determine if this synergistic approach can improve the adhesion of dental resins to dentin. These aldehyde methacrylates, their mixtures, polymers and copolymers merit evaluation as adhesion-promoting agents for proteinaceous substrates such as bone and dentin.

Acrylates

Influence of methyl methacrylate on quantitative gel diffusion assay of immunoglobulins.

Infection is not a common problem following implant surgery using the bone cement, polymethyl methacrylate. When infection occurs, its often disastrous results makes for major complications. Many methods have been used in an attempt to reduce bacterial contamination at the time of implant surgery, but little attention has been given to the problem of possible effects of implant materials on the immune mechanisms of the host. In the experiments reported here, the in vitro effect of methyl methacrylate monomer on human immunoglobulins was determined using a quantitative gel diffusion technique. When methyl methacrylate monomer was added to serum samples containing immunoglobulin, it caused no statistically significant change in the immunoglobulin concentration of immunoglobulin-G, immunoglobulin-A, or immunoglobulin-M. It is possible that methyl methacrylate could affect other types of antigen antibody reactions which may be important in resisting infection, but the evidence reported here indicates that in low concentrations, methyl methacrylate monomer does not affect the normal reactivity of immunoglobulins of the G, M, or A class.

Agar

Analysis and purification of 2-hydroxyethyl methacrylate by means of thin-layer chromatography.

Poly(2-hydroxyethyl methacrylate) is nowadays accepted as a biocompatible, safe and stable hydrogel for medical use. In this paper, the use of thin-layer chromatography for the analysis and small-scale preparation of the initial monomer, 2-hydroxyethyl methacrylate, is described. Development on silica gel, with n-hexane-diethyl ether (1:1, v/v) and/or n-hexane-isobutyl methyl ketone-n-octanol (9:2:1, v/v; saturated with 25% nitric acid) is recommended for qualitative analysis. Preparative-scale work is preferably carried out on sulphuric acid-impregnated silica gel, with n-hexane-diethyl ether (1:1, v/v) as mobile phase. Inhibitors are detected by thin-layer chromatography and a drop-test procedure with diazotised sulphanilic acid. The nature of the contaminants present in several commercial samples of 2-hydroxyethyl methacrylate is discussed. n20D values are reported for the system 2-hydroxyethyl methacrylate-water.

Acrylates

Remaining methacrylate groups in composite restorative materials.

The quantity of the remaining unreacted methacrylate groups in polymerized composite materials has been determined. Six proprietary composites were investigated by infrared multiple internal reflection spectroscopy. Infrared reflectance measurements were made before polymerization and repeated after the composites were subjected to polymerization at 37 degrees C for 24 hours. The quantities of remaining unreacted methacrylate groups were determined and the data expressed as percentages of the total amount of methacrylate groups in the unpolymerized materials. The specimens were specially prepared to ensure that the surface properties simulated the bulk properties of the polymerized composites. The quantities of remaining methacrylate groups in the six composites determined by this surface measuring technique ranged from 25 to 48%. The results demonstrate that commercially available composite materials exhibit different degrees of conversion 24 hours after the start of polymerization. These differences can be correlated to the different monomer compositions of the composite restorative resins.

Acrylates

N-Butyl methacrylate and paraffin as an embedding medium for light microscopy.

A method of tissue embedding using n-butyl methacrylate and paraffin is described. Following alcohol dehydration and infiltration with the methacrylate monomer, tissues are embedded in gelatin capsules in a mixture consisting of 3.5 g of paraffin for each 10 ml of methacrylate. Benzoyl peroxide (0.2 g for each 10 ml of monomer) is added as the catalyst and the methacrylate polymerized in a 50 C oven for 18--24 h. Following polymerization the block is trimmed and embedded in paraffin to provide a firm support during sectioning. A water trough attached to the microtome knife is essential to facilitate the handling of sections and ribbons. For serial sections a mixture of equal weights of beeswax and paraffin is used to make the sections adhere to each other. Usual staining procedures can be used since the embedding medium is readily soluble in xylene.

Acrylates