Antiseptic derivatives with broad spectrum antimicrobial activity for the impregnation of surfaces

• US 7,713,472 B2
• Filed: 01/11/2002
• Issued: 05/11/2010
• Est. Priority Date: 01/12/2001
• Status: Expired due to Fees

• Current Assignee: Board of Regents of the University of Texas System (University of Texas System)
• Original Assignee: Board of Regents of the University of Texas System (University of Texas System)
• Inventors: Raad, Issam, Nabulsi, Nabeel, Hanna, Hend A.
• Primary Examiner(s): McKane; Elizabeth L
• Application Number:
  US10/044,842
• Publication Number:
  US 20030078242A1
• Time in Patent Office: 3,042 Days
• Field of Search: 422/28, 514/642
• US Class Current: 422/28
• CPC Class Codes: A01N 2300/00 Combinations or mixtures of active ingredients covered by classes A01N27/00 - A01N65/48 with other active or formulation relevant ingredients, e.g. specific carrier materials or surfactants, covered by classes A01N25/00 - A01N65/48
• CPC Class Codes: A01N 31/12 Bis-chlorophenols
• CPC Class Codes: A01N 31/16 with two or more oxygen or sulfur atoms directly attached to the same aromatic ring system
• CPC Class Codes: A01N 33/06 Nitrogen directly attached to an aromatic ring system
• CPC Class Codes: A01N 33/26 containing nitrogen-to-nitrogen bonds, e.g. azides, diazo-amino compounds, diazonium compounds, hydrazine derivatives
• CPC Class Codes: A01N 43/16 with oxygen as the ring hetero atom
• CPC Class Codes: A01N 43/38 condensed with carbocyclic rings
• CPC Class Codes: A01N 43/40 six-membered rings
• CPC Class Codes: A01N 43/42 condensed with carbocyclic rings
• CPC Class Codes: A01N 43/90 having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
• CPC Class Codes: A01N 47/44 Guanidine; Derivatives thereof
• CPC Class Codes: A61L 2/16 using chemical substances
• CPC Class Codes: A61L 2300/206 Biguanides, e.g. chlorohexidine
• CPC Class Codes: A61L 2300/404 Biocides, antimicrobial agents, antiseptic agents
• CPC Class Codes: A61L 2300/442 Colorants, dyes
• CPC Class Codes: A61L 2300/45 Mixtures of two or more drugs, e.g. synergistic mixtures
• CPC Class Codes: A61L 2300/606 Coatings
• 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: A61L 31/16 Biologically active materials, e.g. therapeutic substances A61L31/047 takes precedence
• CPC Class Codes: C02F 1/50 : by addition or application of a germicide or by oligodynamic treatment C02F1/4606, C02F1/467, C02F1/76 take precedence

Abstract

The present invention provides novel broad spectrum antiseptic compounds that further have properties that allow them to be coated/impregnated into polymer surfaces. Methods for coating these antiseptic compounds onto medical devices especially in-dwelling medical devices to prevent the growth of pathogens in such devices and hence, to prevent infection to patients via such devices are provided. The invention also provides antiseptics that are useful as general surface disinfectants and sterilizers, fluid disinfectants and biocide preservatives.

Claims

1. A method for disinfecting and/or sterilizing a floor, a table-top, a counter-top, hospital equipment, a wheel chair, or a medical device comprising applying a composition consisting essentially of chlorhexidine and a dye selected from the group consisting of gentian violet and brilliant green to the floor, table-top, counter-top, hospital equipment, wheel chair, or medical device, wherein the molar ratio of chlorhexidine:

dye in the composition is 1;

1 to 25;

1.

2. The method of claim 1, further defined as a method for disinfecting and/or sterilizing a medical device comprised of a polymer.

3. The method of claim 2, wherein the polymer is silicone, polyvinyl chloride, polyurethane, polyethylene, silastic elastomers, polytetrafluoroethylene, dacron, collodion, carboethane or nylon.

4. The method of claim 3, wherein the medical device is comprised of silicone.

5. The method of claim 1, wherein the dye is gentian violet.

6. The method of claim 1, wherein the dye is brilliant green.

7. The method of claim 1, further defined as a method for disinfecting and/or sterilizing a medical device selected from the group consisting of an endotracheal tube, a catheter, a nephrostomy tube, a biliary stent, an orthopedic device, a prosthetic valve, a medical implant, a blood exchanging device, a vascular access port, an extracorporeal circuit, a stent, an implantable prosthesis, a vascular graft, a pump, and a heart valve.

8. The method of claim 7, wherein the medical device is a catheter.

9. The method of claim 8, wherein the catheter is a cardiovascular catheter, a vascular catheter, a urinary catheter, a peritoneal catheter, an epidural catheter, a central nervous system catheter, a pulmonary artery catheter, a peripheral venous catheter, or an intraventricular shunt.

10. The method of claim 9, wherein the dye is gentian violet.

11. The method of claim 9, wherein the dye is brilliant green.

12. The method of claim 7, wherein the medical device is an endotracheal tube.

13. The method of claim 12, wherein the dye is gentian violet.

14. The method of claim 13, wherein the dye is brilliant green.

15. The method of claim 1, wherein the ratio of chlorhexidine:

dye in the composition is 5;

1 to 20;

1.

16. The method of claim 15, wherein the molar ratio of chlorhexidine:

dye in the composition is 7;

1 to 15;

1.

17. The method of claim 16, wherein the molar ratio of chlorhexidine:

dye in the composition is 8;

1 to 10;

1.

18. The method of claim 1, wherein the composition is applied to a floor.

19. The method of claim 1, wherein the composition is applied to a table-top.

20. The method of claim 1, wherein the composition is applied to a counter-top.

21. The method of claim 1, wherein the composition is applied to hospital equipment.

22. The method of claim 1, wherein the composition is applied to a wheel chair.

23. The method of claim 1, wherein the composition is applied to a medical device.

24. The method of claim 23, wherein the medical device is a catheter.

25. The method of claim 24, wherein the catheter is a cardiovascular catheter.

26. The method of claim 24, wherein the catheter is a urinary catheter.

27. The method of claim 24, wherein the catheter is a peritoneal catheter.

28. The method of claim 24, wherein the catheter is a an epidural catheter.

29. The method of claim 24, wherein the catheter is a central nervous system catheter.

30. The method of claim 24, wherein the catheter is a pulmonary artery catheter.

31. The method of claim 24, wherein the catheter is a peripheral venous catheter.

32. The method of claim 24, wherein the catheter is an intraventricular shunt.

33. The method of claim 23, wherein the medical device is an endotracheal tube.

34. The method of claim 23, wherein the medical device is a medical implant.

35. The method of claim 23, wherein the medical device is a nephrostomy tube.

36. The method of claim 23, wherein the medical device is a biliary stent.

37. The method of claim 23, wherein the medical device is an orthopedic device.

38. The method of claim 23, wherein the medical device is a prosthetic valve.

39. The method of claim 23, wherein the medical device is a blood exchanging device.

40. The method of claim 23, wherein the medical device is a vascular access port.

41. The method of claim 23, wherein the medical device is an extracorporeal circuit.

42. The method of claim 23, wherein the medical device is a stent.

43. The method of claim 23, wherein the medical device is an implantable prosthesis.

44. The method of claim 23, wherein the medical device is a vascular graft.

45. The method of claim 23, wherein the medical device is a pump.

46. The method of claim 23, wherein the medical device is a heart valve.

47. A method for disinfecting and/or sterilizing a floor, a table-top, a counter-top, hospital equipment, a wheel chair, or a medical device comprising applying a composition consisting essentially of:

a) chlorhexidine;

b) a dye that is gentian violet or brilliant green; and

c) one or more additional dyes selected from the group consisting of crystal violet, FD&

C Yellow No. 5, FD&

C Yellow No. 6, D&

C Red NO. 17, FD&

C Red No. 3, D&

C Green No. 6, ethyl violet, FD&

C Blue No. 2, D&

C Yellow No. 1, FD&

C Blue No. 1, and FD&

C Green No. 3 to a floor, table-top, counter-top, hospital equipment, wheel chair, or medical device, wherein the molar ratio of chlorhexidine;

dye in the composition is 1;

1 to 25;

1.

48. A method for disinfecting and/or sterilizing a floor, a table-top, a counter-top, hospital equipment, a wheel chair, or a medical device comprising applying a composition consisting essentially of:

a) a basic reagent that is chlorhexidine;

b) a dye that is gentian violet or brilliant green; and

c) one or more additional basic reagents selected from the group consisting of a guanidium, a biguanide, a bipyridine, a phenoxide antiseptic, an alkyl oxide, a thiol, a halide, an aliphatic amino, and an aromatic amine

to a floor, table-top, counter-top, hospital equipment, wheel chair, or medical device, wherein the molar ratio of chlorhexidine;

dye in the composition is 1;

1 to 25;

1.