IPC분류정보
국가/구분 |
United States(US) Patent
등록
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국제특허분류(IPC7판) |
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출원번호 |
US-0497732
(2009-07-06)
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등록번호 |
US-8551136
(2013-10-08)
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발명자
/ 주소 |
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출원인 / 주소 |
- Actamax Surgical Materials, LLC
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대리인 / 주소 |
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인용정보 |
피인용 횟수 :
6 인용 특허 :
51 |
초록
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A high swell, long-lived hydrogel sealant formed by reacting a highly oxidized polysaccharide containing aldehyde groups with a multi-arm amine is described. The hydrogel sealant may be particularly suitable for applications requiring high swell and slow degradation, for example, tissue augmentation
A high swell, long-lived hydrogel sealant formed by reacting a highly oxidized polysaccharide containing aldehyde groups with a multi-arm amine is described. The hydrogel sealant may be particularly suitable for applications requiring high swell and slow degradation, for example, tissue augmentation, both cosmetic and reconstructive; void filling; tissue bulking, for example treatment of urinary incontinence and acid reflux; and embolization. The high swell, long-lived hydrogel sealant may also be useful as a tissue sealant and adhesive, and as an anti-adhesion barrier.
대표청구항
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1. A kit for preparing a high swell, long-lived sealant comprising: a) a first aqueous solution or dispersion comprising at least one highly oxidized polysaccharide containing aldehyde groups, said highly oxidized polysaccharide having a weight-average molecular weight of about 1,000 to about 1,000,
1. A kit for preparing a high swell, long-lived sealant comprising: a) a first aqueous solution or dispersion comprising at least one highly oxidized polysaccharide containing aldehyde groups, said highly oxidized polysaccharide having a weight-average molecular weight of about 1,000 to about 1,000,000 Daltons and an equivalent weight per aldehyde group of about 65 to about 85 Daltons, wherein said first aqueous solution or dispersion contains said highly oxidized polysaccharide at a concentration of greater than or equal to about 3% but less than 6% by weight; andb) a second aqueous solution or dispersion comprising at least one water-dispersible, multi-arm amine wherein at least three of the arms are terminated by at least one primary amine group, said multi-arm amine having a number-average molecular weight of about 450 to about 200,000 Daltons, wherein said second aqueous solution or dispersion contains said multi-arm amine at a concentration of about 5% to about 70% by weight;wherein the high swell, long-lived sealant is formed when(i) the concentration of the highly oxidized polysaccharide in the first aqueous solution or dispersion is equal to or greater than 5 wt % but less than 6 wt %, the equivalent weight per aldehyde group of the highly oxidized polysaccharide is about 80 to about 85 Daltons; or(ii) the concentration of the highly oxidized polysaccharide in the first aqueous solution or dispersion is equal to or greater than 3 wt % but less than 5 wt %, the equivalent weight per aldehyde group of the highly oxidized polysaccharide is about 65 to about 85 Daltons. 2. The kit according to claim 1 wherein the polysaccharide is selected from the group consisting of dextran, starch, agar, cellulose, and hyaluronic acid. 3. The kit according to claim 1 wherein the water-dispersible, multi-arm amine is selected from the group consisting of amino-terminated star polyethylene oxides, amino-terminated dendritic polyethylene oxides, amino-terminated comb polyethylene oxides, amino-terminated star polypropylene oxides, amino-terminated dendritic polypropylene oxides, amino-terminated comb polypropylene oxides, amino-terminated star polyethylene oxide-polypropylene oxide copolymers, amino-terminated dendritic polyethylene oxide-polypropylene oxide copolymers, amino-terminated comb polyethylene oxide-polypropylene oxide copolymers, polyoxyalkylene triamines, amino-terminated dendritic polyamidoamines, and multi-arm branched end amines. 4. The kit according to claim 1 wherein the polysaccharide is dextran and the water-dispersible, multi-arm amine is a multi-arm polyethylene glycol amine. 5. The kit according to claim 1 further comprising at least one multi-functional amine having one or more primary amine groups, wherein said multi-functional amine is contained in at least one of the following: a) the first aqueous solution or dispersion;b) the second aqueous solution or dispersion;c) a third solution. 6. A dried hydrogel for preparing a high swell, long-lived sealant, the dried hydrogel formed by a process comprising the steps of: a) combining (i) a first solution or dispersion comprising at least one highly oxidized polysaccharide containing aldehyde groups in a first solvent, said oxidized polysaccharide having a weight-average molecular weight of about 1,000 to about 1,000,000 Daltons and an equivalent weight per aldehyde group of about 65 to about 85 Daltons, said first solution or dispersion containing said highly oxidized polysaccharide at a concentration of greater than or equal to about 3% but less than 6% by weight; with (ii) a second solution or dispersion comprising at least one water-dispersible, multi-arm amine in a second solvent, wherein at least three of the arms of the multi-arm amine are terminated by at least one primary amine group, said multi-arm amine having a number-average molecular weight of about 450 to about 200,000 Daltons, wherein said second solution or dispersion contains said multi-arm amine at a concentration of about 5% to about 70% by weight, to form a hydrogel, wherein the first solvent is either the same as or different from the second solvent; andb) treating the hydrogel to remove at least a portion of said first solvent and said second solvent to form the dried hydrogel;wherein the high swell, long-lived sealant is formed when(i) the concentration of the highly oxidized polysaccharide in the first solution or dispersion is equal to or greater than 5 wt % but less than 6 wt %, the equivalent weight per aldehyde group of the highly oxidized polysaccharide is about 80 to about 85 Daltons; or(ii) the concentration of the highly oxidized polysaccharide in the first solution or dispersion is equal to or greater than 3 wt % but less than 5 wt %, the equivalent weight per aldehyde group of the highly oxidized polysaccharide is about 65 to about 85 Daltons. 7. The dried hydrogel according to claim 6 wherein said dried hydrogel is in the form of a film. 8. The dried hydrogel according to claim 6 wherein the process further comprises the step of comminuting the dried hydrogel to form finely divided particles. 9. The dried hydrogel according to claim 6 wherein the polysaccharide is selected from the group consisting of dextran, starch, agar, cellulose, and hyaluronic acid. 10. The dried hydrogel according to claim 6 wherein the water-dispersible, multi-arm amine is selected from the group consisting of amino-terminated star polyethylene oxides, amino-terminated dendritic polyethylene oxides, amino-terminated comb polyethylene oxides, amino-terminated star polypropylene oxides, amino-terminated dendritic polypropylene oxides, amino-terminated comb polypropylene oxides, amino-terminated star polyethylene oxide-polypropylene oxide copolymers, amino-terminated dendritic polyethylene oxide-polypropylene oxide copolymers, amino-terminated comb polyethylene oxide-polypropylene oxide copolymers, polyoxyalkylene triamines, amino-terminated dendritic polyamidoamines, and multi-arm branched end amines. 11. The dried hydrogel according to claim 6 wherein the polysaccharide is dextran and the multi-arm amine is a multi-arm polyethylene glycol amine. 12. The dried hydrogel according to claim 6 wherein the first solvent and the second solvent are water. 13. A method for applying a coating comprising a high swell long-lived sealant to an anatomical site on tissue of a living organism comprising: applying to the site (a) a first aqueous solution or dispersion comprising at least one highly oxidized polysaccharide containing aldehyde groups, said highly oxidized polysaccharide having a weight-average molecular weight of about 1,000 to about 1,000,000 Daltons and an equivalent weight per aldehyde group of about 65 to about 85 Daltons, wherein said first aqueous solution or dispersion contains said highly oxidized polysaccharide at a concentration of greater than or equal to about 3% but less than 6% by weight; followed by (b) a second aqueous solution or dispersion comprising at least one water-dispersible, multi-arm amine wherein at least three of the arms are terminated by at least one primary amine group, said multi-arm amine having a number-average molecular weight of about 450 to about 200,000 Daltons, wherein said second aqueous solution or dispersion contains said multi-arm amine at a concentration of about 5% to about 70% by weight, orapplying (b) followed by (a) and mixing (a) and (b) on the site, orpremixing (a) and (b) to form a mixture and applying said mixture to the site;wherein the high swell, long-lived sealant is formed when(i) the concentration of the highly oxidized polysaccharide in the first aqueous solution or dispersion is equal to or greater than 5 wt % but less than 6 wt %, the equivalent weight per aldehyde group of the highly oxidized polysaccharide is about 80 to about 85 Daltons; or(ii) the concentration of the highly oxidized polysaccharide in the first aqueous solution or dispersion is equal to or greater than 3 wt % but less than 5 wt %, the equivalent weight per aldehyde group of the highly oxidized polysaccharide is about 65 to about 85 Daltons. 14. The method according to claim 13 wherein the polysaccharide is dextran and the multi-arm amine is a multi-arm polyethylene glycol amine. 15. A method for completely or partially blocking or filling a lumen or void within the body of humans or animals comprising the steps of: applying into said lumen or void (a) a first aqueous solution or dispersion comprising at least one highly oxidized polysaccharide containing aldehyde groups, said highly oxidized polysaccharide having a weight-average molecular weight of about 1,000 to about 1,000,000 Daltons and an equivalent weight per aldehyde group of about 65 to about 85 Daltons, wherein said first aqueous solution or dispersion contains said highly oxidized polysaccharide at a concentration of greater than or equal to about 3% but less than 6% by weight; followed by (b) a second aqueous solution or dispersion comprising at least one water-dispersible, multi-arm amine wherein at least three of the arms are terminated by at least one primary amine group, said multi-arm amine having a number-average molecular weight of about 450 to about 200,000 Daltons, wherein said second aqueous solution or dispersion contains said multi-arm amine at a concentration of about 5% to about 70% by weight, or applying (b) followed by (a), or applying (a) and (b) simultaneously orpremixing (a) and (b) to form a mixture and applying said mixture to the lumen or void;wherein a high swell, long-lived sealant is formed when(i) the concentration of the highly oxidized polysaccharide in the first aqueous solution or dispersion is equal to or greater than 5 wt % but less than 6 wt %, the equivalent weight per aldehyde group of the highly oxidized polysaccharide is about 80 to about 85 Daltons; or(ii) the concentration of the highly oxidized polysaccharide in the first aqueous solution or dispersion is equal to or greater than 3 wt % but less than 5 wt %, the equivalent weight per aldehyde group of the highly oxidized polysaccharide is about 65 to about 85 Daltons. 16. The method according to claim 15 wherein the polysaccharide is dextran and the water-dispersible, multi-arm amine is a multi-arm polyethylene glycol amine. 17. A composition comprising the reaction product of: a) a first aqueous solution or dispersion comprising at least one highly oxidized polysaccharide containing aldehyde groups, said highly oxidized polysaccharide having a weight-average molecular weight of about 1,000 to about 1,000,000 Daltons and an equivalent weight per aldehyde group of about 65 to about 85 Daltons, wherein said first aqueous solution or dispersion contains said highly oxidized polysaccharide at a concentration of greater than or equal to about 3% but less than 6% by weight; andb) a second aqueous solution or dispersion comprising at least one water-dispersible, multi-arm amine wherein at least three of the arms are terminated by at least one primary amine group, said multi-arm amine having a number-average molecular weight of about 450 to about 200,000 Daltons, wherein said second aqueous solution or dispersion contains said multi-arm amine at a concentration of about 5% to about 70% by weight;wherein a high swell, long-lived sealant is formed when(i) the concentration of the highly oxidized polysaccharide in the first aqueous solution or dispersion is equal to or greater than 5 wt % but less than 6 wt %, the equivalent weight per aldehyde group of the highly oxidized polysaccharide is about 80 to about 85 Daltons; or(ii) the concentration of the highly oxidized polysaccharide in the first aqueous solution or dispersion is equal to or greater than 3 wt % but less than 5 wt %, the equivalent weight per aldehyde group of the highly oxidized polysaccharide is about 65 to about 85 Daltons. 18. The composition according to claim 17 wherein the polysaccharide is selected from the group consisting of dextran, starch, agar, cellulose, and hyaluronic acid. 19. The composition according to claim 17 wherein the water-dispersible multi-arm amine is selected from the group consisting of amino-terminated star polyethylene oxides, amino-terminated dendritic polyethylene oxides, amino-terminated comb polyethylene oxides, amino-terminated star polypropylene oxides, amino-terminated dendritic polypropylene oxides, amino-terminated comb polypropylene oxides, amino-terminated star polyethylene oxide-polypropylene oxide copolymers, amino-terminated dendritic polyethylene oxide-polypropylene oxide copolymers, amino-terminated comb polyethylene oxide-polypropylene oxide copolymers, polyoxyalkylene triamines, amino-terminated dendritic polyamidoamines, and multi-arm branched end amines. 20. The composition according to claim 17 wherein the polysaccharide is dextran and the water-dispersible, multi-arm amine is a multi-arm polyethylene glycol amine.
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