Polysaccharide Based Hydrogels

• US 20130045182A1
• Filed: 11/05/2010
• Published: 02/21/2013
• Est. Priority Date: 11/09/2009
• Status: Active Grant

• Current Assignee: Spotlight Technology Partners LLC
• Original Assignee: Spotlight Technology Partners LLC
• Inventors: Gong, Glen, Pai, Suresh Subraya, Sershen, Scott Robert
• Granted Patent: US 9,700,650 B2
• Time in Patent Office: Days
• US Class Current: 424/93.1
• CPC Class Codes: A61K 47/10 Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
• CPC Class Codes: A61K 47/36 Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
• CPC Class Codes: A61K 47/6903 the form being semi-solid, e.g. an ointment, a gel, a hydrogel or a solidifying gel
• CPC Class Codes: A61L 24/0031 Hydrogels or hydrocolloids
• CPC Class Codes: A61L 24/043 Mixtures of macromolecular materials
• CPC Class Codes: A61L 2400/04 Materials for stopping bleeding
• CPC Class Codes: A61L 26/0052 Mixtures of macromolecular compounds
• CPC Class Codes: A61L 26/008 Hydrogels or hydrocolloids
• CPC Class Codes: A61L 27/26 Mixtures of macromolecular compounds
• CPC Class Codes: A61L 27/34 Macromolecular materials
• CPC Class Codes: A61L 27/52 Hydrogels or hydrocolloids
• CPC Class Codes: A61L 31/041 Mixtures of macromolecular compounds
• CPC Class Codes: A61L 31/145 Hydrogels or hydrocolloids
• CPC Class Codes: A61P 41/00 Drugs used in surgical methods, e.g. surgery adjuvants for preventing adhesion or for vitreum substitution
• CPC Class Codes: A61P 7/00 Drugs for disorders of the blood or the extracellular fluid
• CPC Class Codes: C08J 2300/105 containing carboxyl groups
• CPC Class Codes: C08J 2371/02 Polyalkylene oxides
• CPC Class Codes: C08J 2400/106 containing nitrogen atoms
• CPC Class Codes: C08J 2405/08 Chitin; Chondroitin sulfate; Hyaluronic acid; Derivatives thereof
• CPC Class Codes: C08J 2471/02 Polyalkylene oxides
• CPC Class Codes: C08J 3/075 : Macromolecular gels
• CPC Class Codes: C08J 3/246 : Intercrosslinking of at least two polymers

Abstract

Polysaccharide based hydrogel compositions and methods of making and using the same are provided. The subject polysaccharide based hydrogel compositions are prepared by combining a polysaccharide component with a hydrophilic polymer and a cross-linking agent. Also provided are kits and systems for use in preparing the subject compositions.

Claims

1-161. -161. (canceled)

162. A hydrogel composition, comprising

a polysaccharide substrate or derivative thereof having a molecular weight of 160 Dalton to 80,300 Dalton and comprising at least two reactive nucleophilic groups;

a synthetic, hydrophilic polymer of a molecular weight of 200 Dalton to 100,000 Dalton and comprising at least two nucleophilic reactive groups; and

a crosslinking agent.

163. The composition of claim 162, wherein the polysaccharide substrate is chitosan, carboxymethylcellulose, carboxymethylchitosan, or a derivative thereof.

164. The composition of claim 163, wherein the polysaccharide substrate has a molecular weight of less than or equal to 10,000 Dalton.

165. The composition of claim 163, wherein the polysaccharide substrate has a degree of deacetylation of 30% to 100%.

166. The composition of claim 163, wherein the polysaccharide substrate has a degree of deacetylation greater than or equal to 70%.

167. The composition of claim 162, wherein the synthetic hydrophilic polymer substrate is a polyethylene glycol.

168. The composition of claim 167, wherein the polyethylene glycol is multi-armed.

169. The composition of claim 167, wherein the polyethylene glycol has a molecular weight of 10,000 Dalton to 30,000 Dalton.

170. The composition of claim 162, wherein the crosslinking agent is a polyethylene glycol comprising at least two electrophilic active groups.

171. The composition of claim 170, wherein the polyethylene glycol has a molecular weight of 10,000 Dalton to 30,000 Dalton.

172. The composition of claim 170, wherein the polyethylene glycol is multi-armed.

173. The composition of claim 162, wherein the composition comprises a thickening agent, a foaming agent, a biologically active agent, a pharmaceutically active agent, a visualization agent, or a radiopaque agent.

174. The composition of claim 162, wherein the polysaccharide substrate is soluble in an aqueous solution.

175. The composition of claim 162, wherein the polysaccharide substrate is soluble in an alkaline solution.

176. The composition of claim 162, wherein the polysaccharide substrate is soluble in a solution with a concentration of at least 30 mM.

177. The composition of claim 162, wherein the hydrogel comprises ester groups to provide for degradation via hydrolysis.

178. A hydrogel composition, comprising

a polysaccharide or derivative thereof having a molecular weight of 160 Dalton to 80,300 Dalton, a degree of deacetylation greater or equal to 70%, and at least two reactive nucleophilic groups, wherein the polysaccharide or derivative thereof is soluble in an aqueous solution;

a multifunctional, polyethylene glycol polymer of a molecular weight of 5,000 Dalton to 30,000 Dalton, at least three arms, and comprising at least two nucleophilic reactive groups; and

a multifunctional, multi-armed crosslinker of polyethylene glycol having a molecular weight of 5,000 Dalton to 30,000 Dalton, at least three arms and comprising at least two electrophilic reactive groups.

179. The composition of claim 178, wherein the aqueous solution is alkaline with a concentration of at least 30 mM.

180. A hydrogel composition, comprising

a chitosan or derivative thereof having a molecular weight of less than or equal to 5,000 Dalton, a degree of deacetylation greater or equal to 70%, and at least two reactive nucleophilic groups, wherein the chitosan or derivative thereof is soluble in an aqueous solution;

a multifunctional, polyethylene glycol polymer of a molecular weight of 5,000 Dalton to 30,000 Dalton, at least three arms, and comprising at least two nucleophilic reactive groups; and

a multifunctional, multi-armed crosslinker of polyethylene glycol having a molecular weight of 5,000 Dalton to 30,000 Dalton, at least three arms and comprising at least two electrophilic reactive groups;

wherein the hydrogel comprises ester groups to provide for deagradation via hydrolysis.

181. The composition of claim 180, wherein the aqueous solution is alkaline with a concentration of at least 30 mM.