Polyurethane elastomers

• US 8,361,272 B2
• Filed: 06/27/2007
• Issued: 01/29/2013
• Est. Priority Date: 07/08/2006
• Status: Active Grant

• Current Assignee: Ferring BV (Ferring Holding SA)
• Original Assignee: Ferring BV (Ferring Holding SA)
• Inventors: Tuominen, Jukka, Zurutuza, Amaia, Livingstone, Mark, Halliday, Janet Anne
• Primary Examiner(s): Blanchard, David J
• Assistant Examiner(s): Kassa, Tigabu
• Application Number:
  US12/373,002
• Publication Number:
  US 20090324692A1
• Time in Patent Office: 2,043 Days
• Field of Search: None
• US Class Current: 156/331.7
• CPC Class Codes: A61K 9/0031 Rectum, anus
• CPC Class Codes: A61K 9/0036 Devices retained in the vagina or cervix for a prolonged period, e.g. intravaginal rings, medicated tampons, medicated diaphragms
• CPC Class Codes: A61K 9/0056 Mouth soluble or dispersible forms; Suckable, eatable, chewable coherent forms; Forms rapidly disintegrating in the mouth; Lozenges; Lollipops; Bite capsules; Baked products; Baits or other oral forms for animals
• CPC Class Codes: A61K 9/02 Suppositories; Bougies; Bases therefor; Ovulesapparatus for making A61J3/08; devices for introducing into the body A61M31/00
• CPC Class Codes: A61K 9/2031 obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyethylene glycol, polyethylene oxide, poloxamers
• CPC Class Codes: A61P 43/00 Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
• CPC Class Codes: C08G 18/4808 Mixtures of two or more polyetherdiols
• CPC Class Codes: C08G 18/6674 with compounds of group C08G18/3203
• CPC Class Codes: C08G 18/73 acyclic
• CPC Class Codes: C08G 18/758 containing two or more cycloaliphatic rings

Abstract

A linear polymer is obtained by reacting together a polyethylene glycol or polypropylene glycol; a PEG-PPG-PEG or PPG-PEG-PPG block copolymer; a difunctional amine or diol; and a diisocyanate. A controlled release composition comprises the polymer together with an active agent. Active agents of molecular weight 200 to 20,000 may be used.

Claims

1. A controlled release composition, which comprises a water-swellable linear polymer obtained by reacting together

(a) a polyethylene glycol or polypropylene glycol;

(b) a PEG-PPG-PEG or PPG-PEG-PPG block copolymer;

(c) a diol; and

(d) a difunctional isocyanate,

together with an active agent;

wherein the molar ratio of the components (a), (b), (c) and (d) is in the range 0.01-1 to 0.01-1 to 1 to 1.02-3, respectively.

2. The composition according to claim 1, wherein the polyethylene glycol is a linear polyethylene glycol having a molecular weight of 400 to 2000.

3. The composition according to claim 1, wherein the polypropylene glycol is a linear polypropylene glycol having a molecular weight of 400 to 2000.

4. The composition according to claim 1, wherein the block copolymer has a molecular weight of 200 to 14,000.

5. The composition according to claim 1, wherein the diol is a C₅ to C₂₀ diol.

6. The composition according to claim 5, wherein the diol is a C₈ to C₁₅ diol.

7. The composition according to claim 5, wherein the diol is 1,6-hexanediol, 1,10-decanediol, 1,12-dodecanediol or 1,16-hexadecanediol.

8. The composition according to claim 1, wherein the difunctional isocyanate (d) is dicyclohexylmethane-4,4-diisocyanate, diphenylmethane-4,4-diisocyanate, or 1,6-hexamethylene diisocyanate.

9. The composition according to claim 1, wherein the composition is in a solid dosage form.

10. A suppository, ring or pessary for vaginal use, a buccal insert, an implant, or a transdermal patch, which comprises the composition according to claim 1.

11. The composition according to claim 1, wherein the active agent has a molecular weight of 200 to 20,000.

12. The composition according to claim 1, wherein the active agent has a molecular weight up to 20,000.

13. The composition according to claim 1, wherein the linear polymer has a swelling percentage of from 1% to 200%.

14. The composition according to claim 1, wherein the diol is a C₅ to C₁₅ diol.

15. The composition according to claim 1, wherein each of components (a), (b), and (c) is dried before they are used to form the linear polymer.

16. An implant, comprising the composition according to claim 1.

17. A controlled release composition, which comprises a water-swellable linear polymer obtained by reacting together

(a) a polyethylene glycol or polypropylene glycol;

(b) a PEG-PPG-PEG or PPG-PEG-PPG block copolymer;

(c) a diol; and

(d) a difunctional isocyanate,

together with an active agent;

wherein the molar ratio of component (d) to combination of components (a), (b), and (c) is about 1;

1.

18. The composition according to claim 17, wherein the polyethylene glycol is a linear polyethylene glycol having a molecular weight of 400 to 2000.

19. The composition according to claim 17, wherein the polypropylene glycol is a linear polypropylene glycol having a molecular weight of 400 to 2000.

20. The composition according to claim 17, wherein the block copolymer has a molecular weight of 200 to 14,000.

21. The composition according to claim 17, wherein the diol is a C₅ to C₂₀ diol.

22. The composition according to claim 21, wherein the diol is a C₈ to C₁₅ diol.

23. The composition according to claim 21, wherein the diol is 1,6-hexanediol, 1,10-decanediol, 1,12-dodecanediol or 1,16-hexadecanediol.

24. The composition according to claim 17, wherein the difunctional isocyanate (d) is dicyclohexylmethane-4,4-diisocyanate, diphenylmethane-4,4-diisocyanate, or 1,6-hexamethylene diisocyanate.

25. The composition according to claim 17, wherein the composition is in a solid dosage form.

26. A suppository, ring or pessary for vaginal use, a buccal insert, an implant, or a transdermal patch, which comprises the composition according to claim 17.

27. The composition according to claim 17, wherein the active agent has a molecular weight of 200 to 20,000.

28. The composition according to claim 17, wherein the active agent has a molecular weight up to 20,000.

29. The composition according to claim 17, wherein the linear polymer has a swelling percentage of from 1% to 200%.

30. The composition according to claim 17, wherein the diol is a C₅ to C₁₅ diol.

31. The composition according to claim 17, wherein each of components (a), (b), and (c) is dried before they are used to form the linear polymer.

32. An implant, comprising the composition according to claim 17.