Polyurethane elastomers

• US 8,361,273 B2
• Filed: 09/06/2012
• 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, Livingstone, Mark, Halliday, Janet A., Zurutuza, Amaia
• Primary Examiner(s): Blanchard, David J
• Assistant Examiner(s): Kassa, Tigabu
• Application Number:
  US13/605,689
• Publication Number:
  US 20120329883A1
• Time in Patent Office: 145 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

This disclosure relates to a linear polymer obtained by reacting a polyethylene glycol, a polypropylene glycol; a diol; and a diisocyanate, as well as a controlled release composition containing the linear polymer together with an active agent. The active agent can have a molecular weight of 200 g/mol to 20,000 g/mol.

Claims

1. A controlled release composition, comprising:

(I) a water-swellable linear polymer obtained by reacting;

(i) a polyethylene glycol;

(ii) a polypropylene glycol;

(iii) a diol; and

(iv) a diisocyanate; and

(II) a pharmaceutically active agent;

wherein the molar ratio of the components (i), (ii), (iii) and (iv) is in the range 0.01-1 to 0.01-1 to 1 to 1.02-3, respectively.

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

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

4. The composition of claim 1, wherein the diol is a C₅ to C₂₀ diol.

5. The composition of claim 1, wherein the diol is a C₈ to C₁₅ diol.

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

7. The composition of claim 1, wherein the diisocyanate is dicyclohexylmethane-4,4-diisocyanate, diphenylmethane-4,4-diisocyanate, or 1,6-hexamethylene diisocyanate.

8. The composition of claim 1, wherein the molar amount of component (iv) is equal to the combined molar amounts of components (i), (ii), and (iii).

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

10. The composition of claim 9, wherein the solid dosage form is a suppository, a ring or pessary for vaginal use, a buccal insert, or a transdermal patch.

11. The composition of claim 9, wherein the composition is an implant.

12. A controlled release composition, comprising (I) a water-swellable linear polymer obtained by reacting:

(i) a polyethylene glycol;

(ii) a polypropylene glycol;

(iii) a diol; and

(iv) dicyclohexylmethane-4,4-diisocyanate; and

(II) a pharmaceutically active agent;

wherein the molar ratio of components (i), (ii), (iii) and (iv) is 1;

1;

1;

3.

13. The composition of claim 12, wherein the polyethylene glycol has a molecular weight of 900 g/mol.

14. The composition of claim 12, wherein the polyethylene glycol has a molecular weight of 2000 g/mol.

15. The composition of claim 12, wherein the polypropylene glycol has a molecular weight of 1000 g/mol.

16. The composition of claim 12, wherein the polypropylene glycol has a molecular weight of 2000 g/mol.

17. The composition of claim 12, wherein the diol is 1,12-dodecanediol.