VETERINARY COMPOSITION AND A PROCESS FOR THE PREPARATION THEREOF

Abstract: The invention relates to an antimicrobial and antiprotozoal wettable powder composition, comprising as active ingredient 50 to 90 % by weight of 5-nitrofurfurylidene-3-amino-2-oxazolidone and surfactant(s) having more than 7 carbon atoms in 5 to 30 % by weight, a polymer having an a value characteristic of the degree of coiling and of the permeability by medium that is greater than 0.6 in 0.1 to 3 % by weight and, optionally other well-known additives suitable for the use in veterinary therapy, such as gliding and colouring agents.

Description: Veterinary composition and a process for the preparation thereof The subject of the invention: Antimicrobial and antiprotozoal wettable powder compositions having a special composition, containing 5-nitrofurfurylideπe-3-amino-2-oxazolidone as active ingredient, and liotropic liquid crystalline compositions, optionally prepared therefrom in situ and a process for the preparation thereof. The compositions according to the invention can be used in veterinary therapy. It is known that 5-nitrofurfurylidene-3- -amino-2-oxazolidone exhibits an antimicrobial, aπti- protozoal and anticoccidial effect and therefore has an application in the form of different compositions in poultry-farming and for the treatment of eπteral infections of newborn animals (pig, calf) (US Patent No. 2 742 462). The purpose of the invention was to prepare such compositions that show a satisfactory stability in both concentrated and diluted conditions, have a uniform distribution of the active ingredient which hereby does not precipitate in the course of the applica- tioπ and therefore the danger of toxicosis is diminished The wettable powder composition of the inven¬ tion contains 5-nitrofurfurylidene-3-amiπo-2-oxazolidone in 50 to 90 % by weight, surfactant(s) having more than 7 carbon atoms in 5 to 30 % by weight, a polymer having an a_ value characteristic of the degree of coiling and of the permeability by medium that is greater than 0.6 in 0.1 to 3 % by weight and, optional¬ ly, other well-known additive(s) suitable for use in veterinary therapy, such as gliding and colouring agents. The above compositions can be prepared by mixing 5-nitro urfurylidene-3-amino-2-oxazolidone in 50 to 90 % by weight, surfactant(s) having more than 7 carbon atoms in 5 to 30 % by weight, a polymer having an a_ value characteristic of the degree of coiling and of the permeability by medium that is greater than 0.6 in 0.1 to 3 % by weight and, optional¬ ly, other well-known additive(s) suitable for use in veterinary therapy, such as gliding and colouring agents; and by converting this mixture into a wettable powder composition according to methods known per se. Alternatively the composition according to the invention may be prepared by carrying out the dissolution of the auxiliary materials and/or co-sur¬ factants and the grafting with the solid materials simultaneously. According to the invention the following surfactants can be used: Aπioπic materials: carboxylic acid salts, e.g. fatty acid soaps; sulfates, e.g. alkyl sulfates, preferably sodium dodecyl sulfate; sulfonic acid salts, e.g. alkyl benzenesulfoπates; phosphates, e.g. alkyl phos¬ phates and their salts; esters of ethoxylated fatty alcohols prepared with inorganic acids, preferably with sulfuric acid, phosphoric acid and their salts, etc. Cationic materials: ammonium salts, e.g. cetyl-tri- methyl-ammonium halides; quaternary nitrogen compounds, e.g. N-alkyl pyridinium salts; salts of adducts of alkyl amines or alkyl amides - with ethylene oxide, e.g. ethoxylated coconut fatty acid amide. Non-ionic materials: fatty acid esters of polyhydric lcohols, ethoxylated-dianhydrosorbitol-steara es, o-phosphoric acid-trialkyl esters . ; ethylene oxide adducts, e.g. fatty acid - polyethylene glycol esters, fatty alcohol - ethylene oxide adducts, adducts of alkyl phenols and ethylene oxide, preferably alkyl phenol - polyglycol ether; adducts of alkyl amines or alkyl amides with ethylene oxide; adducts of polypropylene glycols with ethylene oxide; o-phosphoric acid triesters of alkyl polyethylene glycol ethers, etc. Amphoteric materials: preferably internal salts of betains or phosphoric acid derivatives formed with choliπe. In the compositions according to the invention the following solvents may be used: water, aliphatic and/or aromatic solvents, e.g. mineral oils, low mole¬ cular ketones, mono- or polyhydric alcohols and ethers; vegetable and animal oils, saturated or unsaturated carboxylic acid having 1 to 6 carbon atoms or unsaturated carboxylic acids having more than 6 carbon atoms. As co-surfactants alcohols, ketones and esters containing one or more polar groups; fatty alcohols, e.g. iso-octanol, dodecanol may be used. As polymer polyelectrolytes, neutral poly- mers, natural macromolecules and derivatives thereof, polypeptides having an a_ value higher than 0.6, may be used. As polymer polyvinyl pyrrolidoπe (Mw = 18 000 - - 25000; a = 0.77 - 0,85), polyethylene oxide (Mw = 1 000; a = 0.82), polyvinyl alcohol (Mw = 78 000; a = 0.77), polyethylene amine (Mw = 12 000; a = 0.89), polyacrylate (Mw = 500 000; a = 0.91), oligodextrane (Mw = 2 000; a = 0.60) and polyethylene oxide - poly¬ propylene oxide (Mw = 10 000; a = 0.84) may preferably be used. The wettable compositions according to the invention form stable suspensions that show a liotropic liquid crystalline structure. The present invention also provides antimicrobial and antiprotozal liotropic liquid crystalline compositions, which compositions contain a .wettable powder composition according to the invention in 0.1 to 10 % by weight and water in an amount that makes up to 100 % by weight. The liotropic liquid crystalline composi¬ tions may, optionally be prepared in situ by. mixing an appropriate amount of the wettable powder with the drinking-water of the animals. The compositions according to the invention can be applied against the following microorganisms that are infectious for animals: Gram positive cocci: Streptococcus haemolyticus Stretpcoccus faecalis 10 Gram negative cocci: Neisseriae Gram positive bacilli: Bacillus anthracis Clostridium perfringens Corynebacteria Gram negative bacilli: Aerobacter aerogenes - * --' Escherichia coli Klebsiellae, Salmonellae, Shiπgellae, Proteae Protozoa: Giardia, Trypanosoma, Trichomonas Fungi 20 The ready-to-use solutions contain 10 to 40 mg/ml active ingredient. The details of the invention are illustrated by the following examples: *■* - •* ' Example 1 Wettable powder composition The active ingredient and the additives, used optionally, are homogenized. The mixture of the surfactant(s) and the polymer is added to the homo¬ genized powder in small portions. After each addition, the constituents are carefully homogenized. a) active ingredient 85.5 % by weight aerosil 300 0.2 % by weight polyoxyethylene/20/-sorbitane- monostearate (T EEN 60) 13.8 % by weight 10 polyethylene oxide (Mw = 1 000; a = 0.82) 0.5 % by weight b) active ingredient 50 % by weight aerosil 300 0.3 % by weight - 5 polyoxyethylene/20/-sorbitane- tristearate (TWEEN 65) 13.3 % by weight polyvinyl pyrrolidone (Mw = 25 000; a = 0.85) 1 % by weight saccharose ad 100 % by weight 20 c) active ingredient 90 % by weight Tween 60 9.5 % by weight polyacrylic acid (Mw = 500 000, a = 0.91) 0.5 % by weight ? *- J■ "_ Example 2 Liotropic liquid crystalline composition The composition according to Example la is diluted with water to different extent: active ingredient aerosil TWEEN 60 polyethylene oxide (Mw = 1 000; a = 0.82) water ad 100 ad 100 % ad 100 by weight 2 hours after the dilution the above compositions show a liquid crystalline structure examined with a polarization microscope (using crossed polarizer and analyzer and calcium sulphate red plate). Example 3 Comparative composition a) active ingredient 85.5 % by weight aerosil 300 0.2 % by weight polyoxyethylene-sorbitol-septaoleate 8.3 % by weight (HLB 9.5) ethoxylated πonylpheπol polyglycol ether (E0 = 10) 4.5 % by weight saccharose 1.5 % by weight b) active ingredient 50 % by weight aerosil 300 0.3 % by weight polyoxyethylene-sorbitol-septa- loate (HLB 9.5) 7.0 % by weight ethoxylated πonylphenol polyglycol ether (E0 = 10) 5.0 % by weight soybean lecithine 2.0 % by weight saccharose ad 100 % by weight c) active ingredient 90 % by weight Tween 60 10 % by weight The compositions 3a and 3b are diluted to 0.2 % by weight regarding the active agent. 2 hours after the dilution the diluted composi¬ tions do not show any liquid crystalline structure. Floatability composition concn. of in standard hard water in standard soft water of the the active within 30 within 2 within within 30 within 2 la. 0.2 80 70 85 80 (Example 2a) I la. 0.5 78 71 83 81 ON I la. 2.0 78 70 83 78 lc 0.2 100 100 100 3a. 0.2 69 45 73 58 3b. 0.2 65 40 70 55 2lL_ H-2 1HQ IH 10 e OS

Claims: C l a i s 1. An antimicrobial and antiprotozal wett¬ able powder composition, comprising as active ingre- dient 50 to 90 % by weight of 5-nitrofurfurylideπe- -3-amino-2-oxazolidoπe and surfactant(s) having more than 7 carbon atoms in 5 to 30 % by weight, a polymer having an a_ value characteristic of the degree of coiling and of the permeability by medium that is greater than 0.6 in 0.1 to 3 % by weight and, optional¬ ly, other well-known additives suitable for the use in veterinary therapy, such as gliding and colouring agents. 2. A process for the preparation of the composition in Claim 1, wherein 5-nitrofurfurylidene- -3-amino-2-oxazolidone in 50 to 90 % by weight, surfac- tant(s) having more than 7 carbon atoms in 5 to 30 % by weight, a polymer having an a_ value characteristic ofthe degree of coiling and of the permeability by medium that is greater than 0.6 in 0.1 to 3 % by weight and, optionally, other well-known additives suitable for use in veterinary therapy, such as gliding and colouring agents are mixed together and converted into a wettable powder composition by methods known per se. 3. An antimicrobial and antiprotozoal inocu¬ lated liotropic liquid crystalline composition, compris¬ ing the composition of claim 1 in 0.1 to 10 % by weight and an additional amount of water that makes up to 100 % by weight. 4. A process for the preparation of the composition of Claim 3, comprising admixing the composi- -> tion of Claim 1 in 0.1 to 10 by weight with an addi¬ tional amount of water that makes up to 100 % by weight,

Inventors: DETRE TAMAS, GROSCH JANOS, KARADI ZOLTAN, KOLLARIK VIKTORIA, MAGYARODI EVA, MARMAROSI KATALIN, PALOS ANIKO, REJTOE LAJOS, SARKOEZY PETER, SZABO ZOLTAN, SZEGOE ANDRAS, ZSOLDOS AGNES, DETRE, TAMAS, GROSCH, JANOS, KARADI, ZOLTAN, KOLLARIK, VIKTORIA, MAGYARODI, EVA, MARMAROSI, KATALIN, PALOS, ANIKO, REJTOE, LAJOS, SARKOEZY, PETER, SZABO, ZOLTAN, SZEGOE, ANDRAS, ZSOLDOS, AGNES
Applicants: CHINOIN GYOGYSZER ES VEGYESZET, CHINOIN GYOGYSZER ES VEGYESZETI TERMEKEK GYARA RT.
Application year: 1989
Main classification: A61K31
IPC codes: A61K31, A61K47