Antimicrobial Devices and Compositions

• US 20090035342A1
• Filed: 08/01/2005
• Published: 02/05/2009
• Est. Priority Date: 07/30/2004
• Status: Active Grant

• Current Assignee: Avent Incorporated (Avanos Medical, Inc.)
• Original Assignee: Avent Incorporated (Avanos Medical, Inc.)
• Inventors: Cornell, Ken A., Karandikar, Bhalchandra M., Gibbins, Bruce L.
• Granted Patent: US 10,251,392 B2
• Time in Patent Office: Days
• US Class Current: 424/411
• CPC Class Codes: A01N 25/04 Dispersions, emulsions, suspoemulsions, suspension concentrates or gels foams A01N25/16
• CPC Class Codes: A01N 25/34 Shaped forms, e.g. sheets, not provided for in any other sub-group of this main group
• CPC Class Codes: A01N 43/80 five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
• CPC Class Codes: A01N 59/16 Heavy metals; Compounds thereof
• CPC Class Codes: A01N 59/20 Copper
• CPC Class Codes: A61L 15/46 Deodorants or malodour counteractants, e.g. to inhibit the formation of ammonia or bacteria
• CPC Class Codes: A61L 2300/102 Metals or metal compounds, e.g. salts such as bicarbonates, carbonates, oxides, zeolites, silicates
• CPC Class Codes: A61L 2300/104 Silver, e.g. silver sulfadiazine
• CPC Class Codes: A61L 2300/404 Biocides, antimicrobial agents, antiseptic agents
• CPC Class Codes: A61L 27/54 Biologically active materials, e.g. therapeutic substances A61L27/227 takes precedence
• CPC Class Codes: A61L 29/16 Biologically active materials, e.g. therapeutic substances A61L29/048 takes precedence
• CPC Class Codes: A61P 31/00 Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics

Abstract

The present invention comprises methods and compositions for antimicrobial devices comprising metal containing compositions which are resistant to heat and light discoloration. The metal containing compositions may comprise salts or complexes of silver, copper or zinc. In one aspect the compositions comprise silver salts. In another aspect, the compositions comprise silver complexes. In one aspect, the metal salts may comprise metal salts of saccharin, acesulfame, long chain fatty acids, and alkyl dicarboxylic acids. The compositions further comprise polymers which form salts or complexes with silver, copper or zinc. The methods of the present invention comprise treating devices with the metal containing compositions, including, but not limited to, such devices as woven wound care materials, catheters, patient care devices, and collagen matrices. The present invention further comprises treatment of humans and animals with the antimicrobial devices described herein.

Claims

1. An antimicrobial medical device, comprising, an article, comprising, at least one surface contacted by a composition comprising a silver, zinc, or copper compound, wherein the article is resistant to discoloration by heat and light.

2. The medical device of claim 1, wherein the article comprises a hydrophilic matrix device, comprising cellulose ether derivatives, hydroxyl alkyl cellulose ether derivatives, hydroxyl alkyl cellulose derivatives or mixtures thereof, or a matrix device of cotton, rayon, acrylics, acetate fibers, alginates and other synthetic and natural polymers or blends;

moisture containing wound dressings, monitor leads, wound dressings, hydrated plastic implants, hydrocolloid dressings, dressings used in wet therapy, superabsorbent foams, hydrophilic polyurethane foams, activated charcoal dressings, compresses, xeroform petrolatum dressings, venous, urinary and pain management system catheters, stents, guidewires, shunts, cannulae, catheter adapters or other solid or hollow tubular devices, tracheal tubes, contact lens cases, nebulizers, sutures, incontinence products;

feminine hygiene products, ostomy pouches;

ostomy plugs, respiratory appliances, feeding appliances, contact lenses, hearing aids, haemostats, or urine or waste collection bags.

3. The device of claim 1, wherein the article comprises woven cotton gauzes, and other woven and nonwoven materials like polyesters, rayon, acetate, nylon and nylon blends with cotton of one to ten ply.

4. The device of claim 1, wherein the composition further comprises at least one active agent or additive.

5. The device of claim 4, wherein the active agents comprise antimicrobial agents, antifungal agents, antiviral agents, growth factors, angiogenic factors, anaesthetics, mucopolysaccharides and wound healing proteins.

6. The device of claim 5, wherein the antimicrobial agents comprise isoniazid, ethambutol, pyrazinamide, streptomycin, clofazimine, rifabutin, fluoroquinolones, ofloxacin, sparfloxacin, rifamin, azithromycin, clarithromycin, dapsone, tetracycline, erythromycin, ciprofloxacin, doxycycline, ampicillin, amphotericin B, ketoconazole, fluconazole, pyrimethamine, sulfadiazine, clindamycin, lincomycin, pentamidine, atovaquone, paromomycin, diclarazil, acyclovir, trifluorouridine, foscarnet, penicillin, gentamicin, ganciclovir, iatroconazole, miconazole, zinc-pyrithione, heavy metals including but not limited to platinum or gold, and their combined forms including salts such as halides, saccharinates and complexes with carriers and other forms, or nanoparticles of silver, zinc and copper.

7. The device of claim 1, wherein the composition comprises a silver compound of silver thiocyanate, silver oxide, silver sulfate, silver alkyl carboxylate (C1 to C12), silver aryl sulfonate (C1 to C4 alkyl phenyl), silver carbonate, silver sulfide, silver phosphoranilide, silver phosphate, silver hydroxide, silver hyaluronate, silver benzoate, silver tartarate, silver thiosulfate complex, silver laurate, silver zeolite, silver zirconium phosphate, silver alginate, silver ascorbate, silver folate, silver gluconate, silver salicylate, silver para amino benzoate, silver para amino salicylate, silver acetyl salicylate, silver EDTA, silver laurate, silver zeolite, silver zirconium phosphate, silver alginate, silver ascorbate, silver folate, silver iodate, silver oxalate, silver palmitate, silver perborate, silver stearate, silver succinate, silver thioglycolate, silver hydantoin complex, silver barbiturate, silver allantoinate, silver amine complexes (primary amine, tetiary amine), silver salicylate, silver para amino benzoate, silver para amino salicylate, silver acetyl salicylate, silver EDTA, or silver gluconate.

8. The device of claim 1, wherein the composition comprises a silver compound M⁺X_(n) where M is silver, n is 1 or more, X is selected from A, B or C, and where R₁ and R₂ are —

P or —

WP; and

W is a linker of branched alkyl chain of 1-27 carbon atoms, straight alkyl chain of 1-27 carbon atoms, monoethers containing 2-20 carbon atoms and polyethers containing 2-20 carbon atoms; and

P is hydrogen, halogen atoms, haloalkyl, amide, sulfate, phosphate, quarternary ammonium, hydroxyl, hydroxymethyl, phosphonate, amino, carboxyl, carboxymethyl, carbonyl, acetyl, succinimidyl ester, isothiocyanate, isocyanate, iodoacetamide, maleimide, sulfonyl halide, phosphoramidite, alkylimidate, arylimidate, acide halide, substituted hydrazines, substituted hydroxylamines, carbodiimides, cyano, nitro, fluormethyl, nitrophenyl, sulfonamide, alkenyl or alkynyl; and

R₃ and R₄ are hydrogen, straight alkyl with C₁-C₈ carbon atoms, optionally terminating in aryl or substituted aryl groups, branched alkyl with C₁-C₈ carbon atoms, phenyl, substituted phenyl, benzyl, substituted benzyl and fluoromethyl; and

A is one of the following;

9. The device of claim 1, wherein the composition comprises a silver compound M⁺[Y⁻

]_n where M is silver, n is 1 or more;

Y is the following;

10. The device of claim 1, wherein the composition comprises a silver compound where M⁺[Y⁻

]_n where M is silver, n is 1 or more, and Y—

is the following;

11. The device of claim 1, wherein the composition comprises a silver compound that is the silver metal salt of carboxylic acid and carboxylic acid ester derivative of 1,1-Dioxo-1,2-dihydro-1λ

⁶-benzo[d]isothiazol-3-one comprising the formula

12. The device of claim 1, wherein the composition comprises a silver compound that is the silver metal salt of 1,1-Dioxo-1,2-dihydro-1λ

⁶-benzo[d]isothiazol-3-one derivatives comprising the formula

13. An antimicrobial composition comprising a silver, zinc, or copper compound, wherein the composition is resistant to discoloration by heat and light.

14. The composition of claim 13, wherein the composition further comprises suspensions, lotions and creams, ointments, jellies, gels, pessaries, inorganic carriers, porous glasses, oxides, silicates, talc, mica, silica, titania, zirconia, insoluble polymeric microspheres, hydroxy apatite, cellulose powder, chitin, chitosan, cross-linked polymers or topical gels.

15. The composition of claim 13, wherein the composition further comprises at least one active agent or additive.

16. The composition of claim 15, wherein the active agents comprise antimicrobial agents, antifungal agents, antiviral agents, growth factors, angiogenic factors, anaesthetics, mucopolysaccharides and wound healing proteins.

17. The device of claim 16, wherein the antimicrobial agents comprise isoniazid, ethambutol, pyrazinamide, streptomycin, clofazimine, rifabutin, fluoroquinolones, ofloxacin, sparfloxacin, rifamin, azithromycin, clarithromycin, dapsone, tetracycline, erythromycin, ciprofloxacin, doxycycline, ampicillin, amphotericin B, ketoconazole, fluconazole, pyrimethamine, sulfadiazine, clindamycin, lincomycin, pentamidine, atovaquone, paromomycin, diclarazil, acyclovir, trifluorouridine, foscarnet, penicillin, gentamicin, ganciclovir, iatroconazole, miconazole, zinc-pyrithione, heavy metals including but not limited to platinum or gold, and their combined forms including salts such as halides, saccharinates and complexes with carriers and other forms, or nanoparticles of silver, zinc and copper.

18. The composition of claim 13, wherein the composition comprises a silver compound of silver thiocyanate, silver oxide, silver sulfate, silver alkyl carboxylate (C1 to C12), silver aryl sulfonate (C1 to C4 alkyl phenyl), silver carbonate, silver sulfide, silver phosphoranilide, silver phosphate, silver hydroxide, silver hyaluronate, silver benzoate, silver tartarate, silver thiosulfate complex, silver laurate, silver zeolite, silver zirconium phosphate, silver alginate, silver ascorbate, silver folate, silver gluconate, silver salicylate, silver para amino benzoate, silver para amino salicylate, silver acetyl salicylate, silver EDTA, silver laurate, silver zeolite, silver zirconium phosphate, silver alginate, silver ascorbate, silver folate, silver iodate, silver oxalate, silver palmitate, silver perborate, silver stearate, silver succinate, silver thioglycolate, silver hydantoin complex, silver barbiturate, silver allantoinate, silver amine complexes (primary amine, tetiary amine), silver salicylate, silver para amino benzoate, silver para amino salicylate, silver acetyl salicylate, silver EDTA, or silver gluconate.

19. The device of claim 13, wherein the composition comprises a silver compound M⁺X_(n) where M is silver, n is 1 or more, X is selected from A, B or C, and where R₁ and R₂ are —

P or —

WP; and

W is a linker of branched alkyl chain of 1-27 carbon atoms, straight alkyl chain of 1-27 carbon atoms, monoethers containing 2-20 carbon atoms and polyethers containing 2-20 carbon atoms; and

P is hydrogen, halogen atoms, haloalkyl, amide, sulfate, phosphate, quarternary ammonium, hydroxyl, hydroxymethyl, phosphonate, amino, carboxyl, carboxymethyl, carbonyl, acetyl, succinimidyl ester, isothiocyanate, isocyanate, iodoacetamide, maleimide, sulfonyl halide, phosphoramidite, alkylimidate, arylimidate, acide halide, substituted hydrazines, substituted hydroxylamines, carbodiimides, cyano, nitro, fluormethyl, nitrophenyl, sulfonamide, alkenyl or alkynyl; and

R₃ and R₄ are hydrogen, straight alkyl with C₁-C₈ carbon atoms, optionally terminating in aryl or substituted aryl groups, branched alkyl with C₁-C₈ carbon atoms, phenyl, substituted phenyl, benzyl, substituted benzyl and fluoromethyl; and

A is one of the following;

20. The device of claim 13, wherein the composition comprises a silver compound M⁺[Y⁻

]_n where, M is silver, n is 1 or more; and

Y is the following;

21. The device of claim 13, wherein the composition comprises a silver compound M⁺[Y⁻

]_n where M is silver, n is 1 or more, and Y—

is the following;

22. The composition of claim 13, wherein the composition comprises a silver compound that is the silver metal salt of carboxylic acid and carboxylic acid ester derivative of 1,1-Dioxo-1,2-dihydro-1λ

⁶-benzo[d]isothiazol-3-one comprising the formula

23. The composition of claim 13, wherein the composition comprises a silver compound that is the silver metal salt of 1,1-Dioxo-1,2-dihydro-1λ

⁶-benzo[d]isothiazol-3-one derivatives comprising the formula

24. A method of treating an animal with a condition caused by a microbial organism comprising, applying a composition or device comprising a silver compound, wherein the composition or device is resistant to discoloration due to heat or light.