IP Library Granted Patent US 8,354,124
Granted Patent B2
US 8,354,124 · App. 13/366,164 · Granted Jan 15, 2013

Oral drug delivery system

Inventors: Su Il Yum (Los Altos, CA); Grant Schoenhard (San Carlos, CA); Arthur J. Tipton (Birmingham, AL); John W. Gibson (Springville, AL); John C. Middleton (Fort Collins, CO)
Assignee: Durect Corporation
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Quick Facts
Patent No.
US 8,354,124
App. No.
13/366,164
Granted
Jan 15, 2013
Kind
B2
Abstract

Dosage forms and drug delivery devices suitable for administration of pharmaceutical compounds and compositions, including the oral drug administration of compounds.

Claims (73)

1. A formulation comprising:

a drug selected from buprenorphine, butorphanol, hydrocodone, hydromorphone, levorphanol, meperidine, methadone, morphine, oxycodone, oxymorphone, and tramadol, or a pharmacologically effective salt thereof;

sucrose acetate isobutyrate (SAIB);

a cellulose acetate butyrate (CAB) having a number average molecular weight ranging from 66,000 Daltons to 83,000 Daltons; and

a solvent in which the CAB is soluble.

2. The formulation of claim 1 , further comprising a member selected from caprylic/capric triglyceride, isopropyl myristate (IPM), ethyl oleate, dimethyl phthalate, and benzyl benzoate.

3. The formulation of claim 1 , further comprising butylhydroxyl toluene.

4. The formulation of claim 1 , wherein the formulation comprises:

from about 20 weight percent to about 90 weight percent of the SAIB;

from about 1 weight percent to about 8.6 weight percent of the CAB; and

from about 20 weight percent to about 50 weight percent of the solvent.

5. The formulation of claim 1 , wherein the formulation comprises:

from about 30 weight percent to about 70 weight percent of the SAIB;

from about 1 weight percent to about 8.6 weight percent of the CAB; and

from about 25 weight percent to about 48 weight percent of the solvent, wherein the solvent comprises triacetin or ethyl lactate.

6. The formulation of claim 5 , wherein the formulation is contained in a capsule comprising gelatin or hydroxyl propylmethyl cellulose.

7. The formulation of claim 6 , wherein the formulation further comprises butylhydroxyl toluene.

8. The formulation of claim 1 , wherein the drug comprises oxycodone or a pharmacologically effective salt thereof.

9. The formulation of claim 1 , wherein the drug comprises a pharmacologically effective salt of oxycodone.

10. A formulation comprising:

an opioid;

sucrose acetate isobutyrate (SAIB);

a cellulose acetate butyrate (CAB) having a number average molecular weight ranging from 66,000 Daltons to 83,000 Daltons; and

a solvent in which the CAB is soluble.

11. The formulation of claim 10 , further comprising a member selected from caprylic/capric triglyceride, isopropyl myristate (IPM), ethyl oleate, dimethyl phthalate, and benzyl benzoate.

12. The formulation of claim 10 , further comprising butylhydroxyl toluene.

13. The formulation of claim 10 , wherein the formulation comprises:

from about 20 weight percent to about 90 weight percent of the SAIB;

from about 1 weight percent to about 8.6 weight percent of the CAB; and

from about 20 weight percent to about 50 weight percent of the solvent.

14. The formulation of claim 10 , wherein the formulation comprises:

from about 30 weight percent to about 70 weight percent of the SAIB;

from about 1 weight percent to about 8.6 weight percent of the CAB; and

from about 25 weight percent to about 48 weight percent of the solvent, wherein the solvent comprises triacetin or ethyl lactate.

15. The formulation of claim 14 , wherein the formulation is contained in a capsule comprising gelatin or hydroxyl propylmethyl cellulose.

16. The formulation of claim 15 , wherein the formulation further comprises butylhydroxyl toluene.

17. A formulation comprising:

oxycodone;

sucrose acetate isobutyrate (SAIB);

a cellulose acetate butyrate (CAB) having a number average molecular weight ranging from 66,000 Daltons to 83,000 Daltons; and

a solvent in which the CAB is soluble.

18. The formulation of claim 17 , further comprising a member selected from caprylic/capric triglyceride, isopropyl myristate (IPM), ethyl oleate, dimethyl phthalate, and benzyl benzoate.

19. The formulation of claim 17 , further comprising butylhydroxyl toluene.

20. The formulation of claim 17 , wherein the formulation comprises:

from about 20 weight percent to about 90 weight percent of the SAIB;

from about 1 weight percent to about 8.6 weight percent of the CAB; and

from about 20 weight percent to about 50 weight percent of the solvent.

21. The formulation of claim 17 , wherein the formulation comprises:

from about 30 weight percent to about 70 weight percent of the SAIB;

from about 1 weight percent to about 8.6 weight percent of the CAB; and

from about 25 weight percent to about 48 weight percent of the solvent, wherein the solvent comprises triacetin or ethyl lactate.

22. The formulation of claim 21 , wherein the formulation is contained in a capsule comprising gelatin or hydroxyl propylmethyl cellulose.

23. The formulation of claim 22 , wherein the formulation further comprises butylhydroxyl toluene.

24. The formulation of claim 17 , wherein the solvent is selected from triacetin and ethyl lactate.

25. A method of preparing a formulation comprising:

an opioid;

sucrose acetate isobutyrate (SAIB);

a cellulose acetate butyrate (CAB) having a number average molecular weight ranging from 66,000 Daltons to 83,000 Daltons; and

a solvent in which the CAB is soluble,

the method comprising:

mixing the SAIB, the CAB, the solvent, and the opioid to form the formulation.

26. The method of claim 25 , wherein the mixing comprises combining the SAIB, the CAB, the solvent, the opioid, and a member selected from caprylic/capric triglyceride, isopropyl myristate (IPM), ethyl oleate, dimethyl phthalate, and benzyl benzoate.

27. The method of claim 25 , wherein the formulation comprises:

from about 20 weight percent to about 90 weight percent of the SAIB;

from about 1 weight percent to about 8.6 weight percent of the CAB; and

from about 20 weight percent to about 50 weight percent of the solvent.

28. The method of claim 25 , further comprising encapsulating the formulation in a capsule.

29. The method of claim 28 , wherein the capsule comprises a capsule comprising gelatin or hydroxyl propylmethyl cellulose, wherein the formulation comprises:

from about 30 weight percent to about 70 weight percent of the SAIB;

from about 1 weight percent to about 8.6 weight percent of the CAB; and

from about 25 weight percent to about 48 weight percent of the solvent, wherein the solvent comprises triacetin or ethyl lactate.

30. The method of claim 29 , wherein the formulation further comprises butylhydroxyl toluene.

31. The method of claim 25 , wherein the opioid comprises oxycodone or a pharmacologically effective salt thereof.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 17, 2014
From: FU, ROGER; ZAMLOOT, MICHAEL S.
To: PAIN THERAPEUTICS, INC.
Reel/Frame 034531/0738 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 17, 2014
From: PAIN THERAPEUTICS, INC.
To: DURECT CORPORATION
Reel/Frame 034531/0762 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 9, 2012
From: YUM, SU IL; SCHOENHARD, GRANT; TIPTON, ARTHUR J.; GIBSON, JOHN W.; MIDDLETON, JOHN C.
To: DURECT CORPORATION
Reel/Frame 027681/0872 →
Continuity (4)
Continuation 10737144 · Dec 15, 2003
Provisional Application 60433116 · Dec 13, 2002
Provisional Application 60517464 · Nov 4, 2003
Related Publication 20120135072A1 · May 31, 2012