IP Library › Granted Patent US 9,090,620
Granted Patent B2
US 9,090,620 · App. 14/465,393 · Granted Jul 28, 2015

Preparation of 14-hydroxycodeinone sulfate

Inventors: Zinovy Itov (Cody, WY); Vladimir F. Kuznetsov (Cody, WY); Iouri Voitsekhovski (Cody, WY)
Assignee: Cody Laboratories, Inc.
C07D489/08
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Quick Facts
Patent No.
US 9,090,620
App. No.
14/465,393
Granted
Jul 28, 2015
Kind
B2
Abstract

Synthetic methods are provided for preparation of oxycodone and salts thereof with an improved impurity profile. Thebaine is converted to 14-hydroxycodeinone sulfate intermediate to minimize a 7,8-dihydro-8,14-dihydroxycodeinone impurity. Efficient methods for conversion of oxycodone base to oxycodone hydrochloride are provided to minimize 14-hydroxycodeinone impurity in the final product.

Claims (7)

1. Isolated 14-hydroxycodeinone hemisulfate dihydrate.

2. The isolated 14-hydroxycodeinone hemisulfate dihydrate according to claim 1 having less than 300 ppm of an 8,14-dihydroxy-7,8-dihydrocodeinone (DHC) impurity.

3. The isolated 14-hydroxycodeinone hemisulfate dihydrate according to claim 2 having less than 150 ppm of an 8,14-dihydroxy-7,8-dihydrocodeinone (DHC) impurity.

4. The isolated 14-hydroxycodeinone hemisulfate dihydrate according to claim 3 having less than 100 ppm of an 8,14-dihydroxy-7,8-dihydrocodeinone (DHC) impurity.

5. The isolated 14-hydroxycodeinone hemisulfate dihydrate according to claim 4 having less than 75 ppm of an 8,14-dihydroxy-7,8-dihydrocodeinone (DHC) impurity.

6. The isolated 14-hydroxycodeinone hemisulfate dihydrate according to claim 5 having less than 50 ppm of an 8,14-dihydroxy-7,8-dihydrocodeinone (DHC) impurity.

7. The isolated 14-hydroxycodeinone hemisulfate dihydrate according to claim 6 having less than 25 ppm of an 8,14-dihydroxy-7,8-dihydrocodeinone (DHC) impurity.

Assignments (14)
RELEASE OF SECURITY INTEREST Recorded Jul 15, 2026
From: ALTER DOMUS (US) LLC
To: CODY LABORATORIES, INC.
Reel/Frame 075270/0584 →
RELEASE OF SECURITY INTEREST Recorded Jun 30, 2026
From: WELLS FARGO BANK, NATIONAL ASSOCIATION
To: CODY LABORATORIES, INC.; LANNETT COMPANY, INC.; KREMERS URBAN PHARMACEUTICALS INC.
Reel/Frame 075142/0261 →
RELEASE OF SECURITY INTEREST Recorded Jun 27, 2023
From: ALTER DOMUS (US) LLC
To: LANNETT COMPANY, INC.
Reel/Frame 064088/0641 →
RELEASE OF SECURITY INTEREST Recorded Jun 27, 2023
From: WILMINGTON TRUST, NATIONAL ASSOCIATION
To: LANNETT COMPANY, INC.
Reel/Frame 064088/0663 →
SECURITY INTEREST Recorded Jun 27, 2023
From: LANNETT COMPANY, INC.; CODY LABORATORIES, INC.; KREMERS URBAN PHARMACEUTICALS INC.
To: ALTER DOMUS (US) LLC
Reel/Frame 064088/0709 →
SECURITY INTEREST Recorded Jun 16, 2023
From: CODY LABORATORIES, INC.; LANNETT COMPANY, INC.; KREMERS URBAN PHARMACEUTICALS INC.
To: WELLS FARGO BANK, NATIONAL ASSOCIATION
Reel/Frame 063977/0326 →
TERMINATION AND RELEASE OF INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded May 2, 2023
From: WELLS FARGO BANK, NATIONAL ASSOCIATION
To: LANNETT HOLDINGS, INC.; CODY LABORATORIES, INC.; LANNETT COMPANY, INC.
Reel/Frame 063516/0192 →
SECURITY INTEREST Recorded Apr 23, 2021
From: CODY LABORATORIES, INC.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION
Reel/Frame 056016/0033 →
RELEASE OF SECURITY INTEREST IN INTELLECTUAL PROPERTY Recorded Apr 23, 2021
From: ALTER DOMUS (US) LLC (SUCCESSOR TO MORGAN STANLEY SENIOR FUNDING, INC.)
To: KREMERS URBAN PHARMACEUTICALS INC.; CODY LABORATORIES, INC.
Reel/Frame 056031/0185 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT - 2ND LIEN Recorded Apr 23, 2021
From: CODY LABORATORIES, INC.
To: ALTER DOMUS (US) LLC
Reel/Frame 056031/0521 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT - FIRST LIEN Recorded Apr 23, 2021
From: CODY LABORATORIES, INC.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION
Reel/Frame 056031/0273 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Dec 7, 2020
From: LANNETT HOLDINGS, INC.; CODY LABORATORIES, INC.; LANNETT COMPANY, INC.
To: WELLS FARGO BANK, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 054627/0925 →
SECURITY INTEREST Recorded Dec 7, 2020
From: MORGAN STANLEY SENIOR FUNDING, INC.
To: ALTER DOMUS (US) LLC, AS COLLATERAL AGENT
Reel/Frame 054566/0585 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Nov 30, 2015
From: CODY LABORATORIES, INC.
To: MORGAN STANLEY SENIOR FUNDING, INC.
Reel/Frame 037171/0921 →
Continuity (2)
Division 14132825 · Dec 18, 2013
Related Publication 20150166555A1 · Jun 18, 2015