IP Library Granted Patent US 7,473,417
Granted Patent B2
US 7,473,417 · App. 11/200,656 · Granted Jan 6, 2009

Inherently radiopaque bioresorbable polymers for multiple uses

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Quick Facts
Patent No.
US 7,473,417
App. No.
11/200,656
Granted
Jan 6, 2009
Kind
B2
Abstract

Preferred embodiments of the present invention relate to polymeric medical devices, such as stents. More particularly, the compositions disclosed herein comprise halogen-containing phenol moeities, that may be used for medical devices and other uses whereby bioresorbable and radiopaque and physicomechanical properties are desired.

Claims (68)

1. An inherently radiopaque, biocompatible, bioresorbable polymer, wherein said polymer comprises one or more recurring units of the Formula (I):

wherein:

X 1 and X 2 are each independently selected from the group consisting of Br and I;

y1 and y2 are each independently zero or an integer in the range of 1 to 4, with the proviso that the sum of y1 and y2 is at least 1;

R 1 is

R 13 and R 14 are each independently selected from the group consisting of —CH═CH—, —(CH 2 ) c —, —(CHJ 1 )—, —CHJ 2 —CHJ 3 —,—CH═CH—(CHJ 1 )—, and (CH 2 ) c —(CHJ 1 )—;

c is zero or an integer in the range of 1 to 8;

J 1 , J 2 , and J 3 are each independently selected from the group consisting of H, Br, I, —NH—Q 2 and —C(═Z 8 )—OQ 3 ;

Q 1 , Q 2 and Q 3 are each independently H or a non-crystallizable group comprising from about 1 to about 30 carbons;

Z 7 and Z 8 are each independetly O or S;

A 1 is selected from the group consisting of

R 5 is selected from the group consisting of H, C 1 -C 30 alkyl, and C 1 -C 30 heteroalkyl.

2. A medical device comprising the polymer of claim 1 .

3. The medical device of claim 2 , wherein said medical device is configured for placement in a region selected from vascular, musculoskeletal/orthopedic, nervous, respiratory, reproductive, urinary, digestive, endocrine, hematopoietic, or integumentary system.

4. The medical device of claim 2 , wherein said medical device is configured for use in vivo.

5. The medical device of claim 2 , wherein said medical device is configured for use ex vivo.

6. The medical device of claim 5 , wherein said medical device is configured for use in vitro.

7. The medical device of claim 2 , wherein said medical device comprises a stent.

8. The medical device of claim 7 , wherein said stent further comprises a configuration selected from the group consisting of a sheet stent, a braided stent, a self-expanding stent, a wire stent, a deformable stent, and a slide-and-lock stent.

9. The medical device of claim 7 , wherein said stent comprises at least two substantially non-deforming elements arranged to form a tubular member, the non- deforming elements being slidably interconnected for allowing the tubular member to expand from a collapsed diameter to an expanded diameter.

10. The medical device of claim 7 , wherein said stent further comprises a tubular member comprising a series of slideably-engaged radial elements and a locking mechanism adapted to permit one-way sliding of the radial elements, such that said tubular member is configured to expand from a first collapsed diameter to a second expanded diameter with minimum recoil.

11. The medical device of claim 2 , further comprising an effective amount of a therapeutic agent.

12. The medical device of claim 11 , wherein said therapeutic agent is selected from the group consisting of antiproliferative agent, anti-inflammatory agent, anti-matrix metalloproteinase agent, lipid lowering agent, cholesterol modifying agent, anti-thrombotic agent, and antiplatelet agent.

13. The medical device of claim 11 , wherein said effective amount is sufficient to provide an effect selected from the group consisting of inhibition of restenosis, inhibition of thrombosis, inhibition of plaque formation, inhibition of plaque rupture, inhibition of inflammation, lowering of cholesterol, and promote healing.

14. The medical device of claim 2 , wherein X 1 and X 2 are iodine.

15. The medical device of claim 2 further comprising a non- halogenated coating.

16. The medical device of claim 2 , wherein said polymer forms a coating on at least a portion of said medical device.

17. A system for treating a site within a vessel, comprising the stent of claim 7 and a catheter having a deployment means, wherein said catheter is adapted to deliver the stent to said site and said deployment means is adapted to deploy the stent.

18. A method for re-treatment of a body lumen, comprising:

deploying a first stent along a region within a blood vessel, wherein said first stent is the stent of claim 7 , and wherein said first stent resides for a period of time; and

deploying at a later time a second stent, along the approximate same region within the blood vessel, such that the blood vessel is re-treated.

19. The polymer of claim 1 , further comprising one or more recurring units of the Formula (II):

wherein:

B is —O—(CHR 6 ) p —O) q -;

R 6 is H or C 1 to C 3 alkyl;

p and q are each individually an integer in the range of about 1 to about 100;

A 2 is selected from the group consisting of

R 7 H or a C 1 to C 30 hydrocarbon; and

R 11 is selected from the group consisting of C 1 -C 30 alkyl, C 1 -C 30 heteroalkyl, C 5 -C 30 aryl, C 6 -C 30 alkylaryl, and C 2 -C 30 heteroaryl.

20. A medical device comprising the polymer of claim 19 .

21. The polymer of claim 19 , further comprising one or more recurring units of the Formula (Ia):

wherein:

X 3 and X 4 are each independently selected from the group consisting of Br and I;

y3 and y4 are each independently zero or an integer in the range of 1 to 4;

R 2 is selected from the group consisting of:

R 8 and R 9 are each independently H or a non-crystallizable C 1 to C 30 hydrocarbon;

Z 4 , Z 5 and Z 6 are each independently Oor S;

a and b are each independently an integer in the range of 1 to 8;

A 3 is selected from the group consisting of

R 10 is selected from the group consisting of H, C 1 -C 30 alkyl, and C 1 C 30 heteroalkyl; and p 1 R 12 is selected from the group consisting of C 1 -C 30 alkyl, C 1 -C 30 heteroalkyl, C 5 -C 30 aryl, C 6 -C 30 alkylaryl, and C 2 -C 30 heteroaryl.

22. A medical device comprising the polymer of claim 21 .

23. The polymer of claim 1 , wherein R 1 is:

wherein R 3 is H or a non-crystallizable C 1 to C 29 hydrocarbon;

Z 1 and Z 2 are each independently O or S; and

m is an integer in the range of 1 to 8.

24. A medical device comprising the polymer of claim 23 .

25. The polymer of claim 1 , wherein R 1 is:

wherein R 3 is H or a non-crystallizable C 1 to C 29 hydrocarbon;

Z 1 and Z 2 are each independently O or S; and

j and m are each independently an integer in the range of 1 to 8.

26. A medical device comprising the polymer of claim 25 .

27. The polymer of claim 1 , wherein R 1 is:

wherein R 3 and R 4 are each independently H or a non-crystallizable C 1 to C 29 hydrocarbon;

Z 1 , Z 2 and Z 3 are each independently O or S; and

j and m are each independently an integer in the range of 1 to 8.

28. A medical device comprising the polymer of claim 27 .

29. The medical device of claim 2 , further comprising an effective amount of a radiopacifying agent.

30. The medical device of claim 2 , further comprising an effective amount of a magnetic resonance enhancing agent.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 30, 2020
From: REVA MEDICAL, INC.
To: REVA MEDICAL, LLC
Reel/Frame 054778/0748 →
RELEASE OF SECURITY INTEREST IN PATENTS Recorded Feb 27, 2020
From: GOLDMAN SACHS INTERNATIONAL, AS ADMINISTRATIVE AGENT
To: REVA MEDICAL, INC.
Reel/Frame 052045/0383 →
NOTICE OF GRANT OF SECURITY INTEREST IN U.S. PATENTS Recorded Apr 9, 2019
From: REVA MEDICAL, INC.
To: GOLDMAN SACHS INTERNATIONAL AS ADMINISTRATIVE AGENT
Reel/Frame 048834/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 10, 2005
From: ZELTINGER, JOAN; BRANDOM, DONALD K.
To: REVA MEDICAL, INC.
Reel/Frame 016880/0845 →