Wound Closing Compounds With Additives

• US 20100197826A1
• Filed: 01/30/2009
• Published: 08/05/2010
• Est. Priority Date: 01/30/2009
• Status: Abandoned Application

• Current Assignee: Doheny Eye Institute
• Original Assignee: Doheny Eye Institute
• Inventors: Eliott, Dean, Agrawal, Rajat, Humayun, Mark
• Application Number:
  US12/363,594
• Publication Number:
  US 20100197826A1
• Time in Patent Office: Days
• US Class Current: 523/118
• CPC Class Codes: A61L 24/06 obtained by reactions only involving carbon-to-carbon unsaturated bonds A61L24/043, A61L24/046 take precedence
• CPC Class Codes: C08L 33/26 Homopolymers or copolymers of acrylamide or methacrylamide

Abstract

According to one embodiment of the present invention, there is provided a polyacrylamide or derivative thereof, such as poly-N-isopropyl acrylamide (pNIPAM) for use in the closure of wounds. Also provided is a composition comprising a polyacrylamide or derivative thereof in an amount effective for closing a wound, at least in part, and one or more pharmaceutically acceptable carriers. The a polyacrylamide or derivative thereof may be used in the composition according to the invention in various concentrations and may be combined with other therapeutic compounds. In another embodiment, a method for treating a wound with the compounds and compositions described herein is provided. The method comprises administering to a mammal a polyacrylamide or derivative thereof in an amount effective to close at least a part of a wound.

Claims

1. A compound, for use in the closure of wounds, the compound comprising a polyacrylamide or a derivative thereof.

2. A compound according to claim 1 wherein the polyacrylamide or derivative thereof has an adhesive property.

3. A compound according to claim 1 wherein the polyacrylamide or derivative thereof changes from a hydrophilic to a hydrophobic state with a change in temperature.

4. A compound according to claim 1 wherein the polyacrylamide or derivative thereof is a compound of Formula II with an adhesive property:

(—

C(R₁)(R₂)CR₃(CONR₄R₅)—

)_n  

 

II

wherein

R₁, R₂, and R₃ are each independently selected from the group consisting of hydrogen, halogen, C₁-C₆ alkyl, C₁-C₆ aryl, and C₁-C₆ cycloalkyl,

R₄ and R₅ are each independently selected from the group consisting of hydrogen, C₁-C₁₀ alkyl, C₁-C₁₀ aryl, C₁-C₁₀ arylalkylene, C₁-C₁₀ alkylaryl, C₁-C₁₀ cycloalkyl, C₁-C₁₀ cycloalkylalkylene, C₁-C₁₀ alkylcycloalkyl, C₁-C₁₀ heterocyclyl, C₁-C₁₀ alkylheterocyclyl, C₁-C₁₀ heterocyclylalkylene, C₁-C₁₀ heteroaryl groups, C₁-C₁₀ heteroarylalkylene, and C₁-C₁₀ alkylheteroaryl, or R₄ and R₅ are taken together with the N to which they are attached to form a five- or six-membered nitrocyclic ring.

5. A compound according to claim 1 wherein the polyacrylamide derivative is N-substituted with at least one C₁-C₁₀ alkyl group.

6. A compound according to claim 1 wherein the polyacrylamide is poly-N-isopropylacrylamide or a derivative thereof.

7. A composition for use in the closure of a wound, the composition comprising:

a compound according to claim 1; and

one or more pharmaceutically acceptable carriers.

8. A composition according to claim 7 wherein the compound is poly-N-isopropylacrylamide or a derivative thereof.

9. A composition for use in the closure of a wound, the composition comprising:

a compound according to claim 1; and

one or more therapeutic compounds.

10. A composition according to claim 9 wherein the compound is poly-N-isopropylacrylamide or a derivative thereof.

11. A composition according to claim 9 wherein the therapeutic compound is selected from the group consisting of antibiotics, antifungal agents, growth factors, inhibitory growth factors, steroids, and combinations thereof.

12. A method for treating a wound, the method comprising the administration to a mammal of a compound comprising a polyacrylamide or a a derivative thereof in an amount effective to close at least a part of a wound.

13. The method according to claim 12 wherein the compound is poly-N-isopropylacrylamide or a derivative thereof.

18. The method of claim 12, wherein the polyacrylamide or derivative thereof changes from a hydrophilic state to a hydrophobic state with a change in temperature.

19. The method of claim 12, wherein the polyacrylamide or derivative thereof is a compound of Formula II with an adhesive property:

(—

C(R₁)(R₂)CR₃(CONR₄R₅)—

)_n 

 

II

wherein

R₁, R₂, and R₃ are each independently selected from the group consisting of hydrogen, halogen, C₁-C₆ alkyl, C₁-C₆ aryl, and C₁-C₆ cycloalkyl,

R₄ and R₅, are each independently selected from the group consisting of hydrogen, C₁-C₁₀ alkyl, C₁-C₁₀ aryl, C₁-C₁₀ arylalkylene, alkylaryl, C₁-C₁₀ cycloalkyl, C₁-C₁₀ cycloalkylalkylene, alkylcycloalkyl, C₁-C₁₀ heterocyclyl, C₁-C₁₀ alkylheterocyclyl, C₁-C₁₀ heterocyclylalkylene, C₁-C₁₀ heteroaryl groups, C₁-C₁₀ heteroarylalkylene, and C₁-C₁₀ alkylheteroaryl, or R₄, and R₅, are taken together with the N to which they are attached to form a five- or six-membered nitrocyclic ring.

20. The method of claim 12, wherein the polyacrylamide or derivative thereof is a polyacrylamide derivative that is N-substituted with at least one C₁-C₁₀ alkyl group.

14. A method for treating a mammal having a wound, the method comprising the administration to the mammal of a composition in amount effective to close at least a part of a wound, the composition comprising:

a compound comprising a polyacrylamide or a derivative thereof, and;

one or more therapeutic compounds.

15. The method of claim 14, wherein the compound is poly-N-isopropylacrylamide or a derivative thereof.

16. The method of claim 14, wherein the one or more therapeutic compounds is selected from the group consisting of antibiotics, antifungal agents, growth factors, inhibitory growth factors, steroids, and combinations thereof.

17. The method of claim 14, wherein the composition further comprises one or more pharmaceutically acceptable carriers.