IP Library › Granted Patent US 11,384,091
Granted Patent B2
US 11,384,091 · App. 16/900,600 · Granted Jul 12, 2022

Process for preparing oxycodone hydrochloride having less than 25 ppm 14-hydroxycodeinone

Inventors: Robert Chapman (Downingtown, PA); Lonn S. Rider (Foster, RI); Qi Hong (Sharon, MA); Donald Kyle (Yardley, PA); Robert Kupper (East Greenwich, RI)
Assignees: Purdue Pharma L.P.; Purdue Pharmaceuticals L.P.; Rhodes Technologies
C07D489/08A61K9/14A61K9/20A61K9/2095A61K9/48A61K9/4833A61K31/485C07D489/02C07D489/04
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Quick Facts
Patent No.
US 11,384,091
App. No.
16/900,600
Granted
Jul 12, 2022
Kind
B2
Abstract

In certain embodiments the invention is directed to a process for preparing an oxycodone hydrochloride composition having less than 25 ppm of 14-hydroxycodeinone.

Claims (25)

1. An oxycodone free base, wherein 8α,14-dihydroxy-7,8-dihydrocodeinone is not present or present in minimal amounts.

2. The oxycodone free base of claim 1 , wherein 14-hydroxycodeinone is present in an amount less than 100 ppm.

3. The oxycodone free base of claim 1 , wherein 14-hydroxycodeinone is present in an amount less than 25 ppm.

4. The oxycodone free base of claim 1 , wherein 14-hydroxycodeinone is present in an amount less than 10 ppm.

5. The oxycodone free base of claim 1 , wherein the ratio of 8α,14-dihydroxy-7,8-dihydrocodeinone to the oxycodone free base is 0.04% or less as measured by HPLC.

6. The oxycodone free base of claim 5 , wherein 14-hydroxycodeinone is present in an amount less than 100 ppm.

7. The oxycodone free base of claim 5 , wherein 14-hydroxycodeinone is present in an amount less than 25 ppm.

8. The oxycodone free base of claim 5 , wherein 14-hydroxycodeinone is present in an amount less than 10 ppm.

9. An oxycodone acid addition salt prepared by reacting the oxycodone free base of claim 1 with an acid.

10. The oxycodone acid addition salt of claim 9 , wherein the acid is hydrochloric acid.

11. The oxycodone acid addition salt of claim 9 , wherein the acid is sulfuric acid.

12. An oxycodone acid addition salt prepared by reacting the oxycodone free base of claim 2 with an acid.

13. An oxycodone acid addition salt prepared by reacting the oxycodone free base of claim 5 with an acid.

14. A composition comprising an oxycodone free base of claim 1 .

15. The composition of claim 14 , wherein the composition is a bulk composition.

16. A composition comprising an oxycodone free base of claim 2 .

17. The composition of claim 16 , wherein the composition is a bulk composition.

18. A composition comprising an oxycodone free base of claim 3 .

19. The composition of claim 18 , wherein the composition is a bulk composition.

20. A composition comprising an oxycodone free base of claim 5 .

21. The composition of claim 20 , wherein the composition is a bulk composition.

22. A composition comprising an oxycodone acid addition salt of claim 9 .

23. The composition of claim 22 , wherein the composition is a bulk composition.

24. A composition comprising an oxycodone acid addition salt of claim 10 .

25. The composition of claim 24 , wherein the composition is a bulk composition.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 11, 2022
From: CHAPMAN, ROBERT; RIDER, LONN S.; HONG, QI; KYLE, DONALD; KUPPER, ROBERT
To: EURO-CELTIQUE S.A.
Reel/Frame 059939/0309 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 11, 2022
From: PURDUE PHARMA L.P.
To: PURDUE PHARMA L.P.; THE P.F. LABORATORIES, INC.; PURDUE PHARMACEUTICALS L.P.; RHODES TECHNOLOGIES
Reel/Frame 059952/0700 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 11, 2022
From: EURO-CELTIQUE S.A.
To: PURDUE PHARMA L.P.
Reel/Frame 060378/0783 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 11, 2022
From: THE P.F. LABORATORIES, INC.; PURDUE PHARMA TECHNOLOGIES, INC.
To: PURDUE PHARMA L.P.
Reel/Frame 060378/0832 →
Continuity (18)
Continuation 16690052 · Nov 20, 2019
Continuation 16557937 · Aug 30, 2019
Continuation 16262683 · Jan 30, 2019
Continuation 15721167 · Sep 29, 2017
Continuation 15058420 · Mar 2, 2016
Continuation 14725210 · May 29, 2015
Continuation 13366755 · Feb 6, 2012
Continuation 12893681 · Sep 29, 2010
Continuation 12380800 · Mar 4, 2009
Continuation 11653529 · Jan 16, 2007
Continuation 11391897 · Mar 29, 2006
Continuation 11093626 · Mar 30, 2005
Provisional Application 60651778 · Feb 10, 2005
Provisional Application 60648625 · Jan 31, 2005
Provisional Application 60620072 · Oct 18, 2004
Provisional Application 60601534 · Aug 13, 2004
Provisional Application 60557492 · Mar 30, 2004
Related Publication 20210094963A1 · Apr 1, 2021