IP Library › Granted Patent US 8,937,097
Granted Patent B2
US 8,937,097 · App. 13/774,955 · Granted Jan 20, 2015

Methods for purifying trans-(−)-Δ

Inventors: Arie L. Gutman (Haifa, IL); Marina Etinger (Nesher, IL); Irina Fedotev (Haifa, IL); Ram Khanolkar (Coventry, RI); Gennady A. Nisnevich (Haifa, IL); Boris Pertsikov (Nesher, IL); Igor Rukhman (Yokneam, IL); Boris Tishin (Haifa, IL)
Assignee: Purdue Pharma L.P.
C07D311/80
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Quick Facts
Patent No.
US 8,937,097
App. No.
13/774,955
Granted
Jan 20, 2015
Kind
B2
Abstract

Methods for making trans-(−)-Δ 9 -tetrahydrocannabinol and trans-(+)-Δ 9 -tetrahydrocannabinol are disclosed herein. In one embodiment, a trans-(−)-Δ 9 -tetrahydrocannabinol composition is prepared by allowing a composition comprising (±)-Δ 9 )-tetrahydrocannabinol to separate on a chiral stationary phase to provide a trans-(−)-Δ 9 -tetrahydrocannabinol composition comprising at least about 99% by weight of trans-(−)-Δ 9 -tetrahydrocannabinol based on the total amount of trans-(−)-Δ 9 -tetrahydrocannabinol and trans-(+)-Δ 9 -tetrahydrocannabinol. The invention also relates to methods for treating or preventing a condition such as pain comprising administering to a patient in need thereof an effective amount of a trans-(−)-Δ 9 -tetrahydrocannabinol having a purity of at least about 98% based on the total weight of cannabinoids.

Claims (20)

1. A method for treating emesis, comprising administering to a patient in need thereof an effective amount of a trans-(−)-Δ 9 -tetrahydrocannabinol composition comprising at least 99.0% by weight of trans-(−)-Δ 9 -tetrahydrocannabinol and less than 0.05% of Δ 9 -tetrahydrocannabinol acid based on the total amount of cannabinoids.

2. A method for treating loss of appetite, comprising administering to a patient in need thereof an effective amount of a trans-(−)-Δ 9 -tetrahydrocannabinol composition comprising at least 99.0% by weight of trans-(−)-Δ 9 -tetrahydrocannabinol and less than 0.05% of Δ 9 -tetrahydrocannabinol acid based on the total amount of cannabinoids.

3. A method for treating weight loss, comprising administering to a patient in need thereof an effective amount of a trans-(−)-Δ 9 -tetrahydrocannabinol composition comprising at least 99.0% by weight of trans-(−)-Δ 9 -tetrahydrocannabinol and less than 0.05% of Δ 9 -tetrahydrocannabinol acid based on the total amount of cannabinoids.

4. A method for treating pain, comprising administering to a patient in need thereof an effective amount of a trans-(−)-Δ 9 -tetrahydrocannabinol composition comprising at least 99.0% by weight of trans-(−)-Δ 9 -tetrahydrocannabinol and less than 0.05% of Δ 9 -tetrahydrocannabinol acid based on the total amount of cannabinoids.

5. The method for treating emesis of claim 1 , wherein the trans-(−)Δ 9 -tetrahydrocannabinol composition comprises at least 99.5% by weight of trans-(−)-Δ 9 -tetrahydrocannabinol based on the total amount of cannabinoids.

6. The method for treating emesis of claim 1 , wherein the trans-(−)-Δ 9 -tetrahydrocannabinol composition comprises at least 99.9% by weight of trans-(−)-Δ 9 -tetrahydrocannabinol based on the total amount of cannabinoids.

7. The method for treating emesis of claim 1 , wherein the trans-(−)-Δ 9 -tetrahydrocannabinol composition comprises at least 99.95% by weight of trans-(−)-Δ 9 -tetrahydrocannabinol based on the total amount of cannabinoids.

8. The method for treating emesis of claim 1 , wherein the trans-(−)-Δ 9 -tetrahydrocannabinol composition comprises at least 99.98% by weight of trans-(−)-Δ 9 -tetrahydrocannabinol based on the total amount of cannabinoids.

9. The method for treating loss of appetite of claim 2 , wherein the trans-(−)-Δ 9 -tetrahydrocannabinol composition comprises at least 99.5% by weight of trans-(−)-Δ 9 -tetrahydrocannabinol based on the total amount of cannabinoids.

10. The method for treating loss of appetite of claim 2 , wherein the trans-(−)-Δ 9 -tetrahydrocannabinol composition comprises at least 99.9% by weight of trans-(−)-Δ 9 -tetrahydrocannabinol based on the total amount of cannabinoids.

11. The method for treating loss of appetite of claim 2 , wherein the trans-(−)-Δ 9 -tetrahydrocannabinol composition comprises at least 99.95% by weight of trans-(−)-Δ 9 -tetrahydrocannabinol based on the total amount of cannabinoids.

12. The method for treating loss of appetite of claim 2 , wherein the trans-(−)-Δ 9 -tetrahydrocannabinol composition comprises at least 99.98% by weight of trans-(−)-Δ 9 -tetrahydrocannabinol based on the total amount of cannabinoids.

13. The method for treating weight loss of claim 3 , wherein the trans-(−)-Δ 9 -tetrahydrocannabinol composition comprises at least 99.5% by weight of trans-(−)-Δ 9 -tetrahydrocannabinol based on the total amount of cannabinoids.

14. The method for treating weight loss of claim 3 , wherein the trans-(−)-Δ 9 -tetrahydrocannabinol composition comprises at least 99.9% by weight of trans-(−)-Δ 9 -tetrahydrocannabinol based on the total amount of cannabinoids.

15. The method for treating weight loss of claim 3 , wherein the trans-(−)-Δ 9 -tetrahydrocannabinol composition comprises at least 99.95% by weight of trans-(−)-Δ 9 -tetrahydrocannabinol based on the total amount of cannabinoids.

16. The method for treating weight loss of claim 3 , wherein the trans-(−)-Δ 9 -tetrahydrocannabinol composition comprises at least 99.98% by weight of trans-(−)-Δ 9 -tetrahydrocannabinol based on the total amount of cannabinoids.

17. The method for treating pain of claim 4 , wherein the trans-(−)-Δ 9 -tetrahydrocannabinol composition comprises at least 99.5% by weight of trans-(−)-Δ 9 -tetrahydrocannabinol based on the total amount of cannabinoids.

18. The method for treating pain of claim 4 , wherein the trans-(−)-Δ 9 -tetrahydrocannabinol composition comprises at least 99.9% by weight of trans-(−)-Δ 9 -tetrahydrocannabinol based on the total amount of cannabinoids.

19. The method for treating pain of claim 4 , wherein the trans-(−)-Δ 9 -tetrahydrocannabinol composition comprises at least 99.95% by weight of trans-(−)-Δ 9 -tetrahydrocannabinol based on the total amount of cannabinoids.

20. The method for treating pain of claim 4 , wherein the trans-(−)Δ 9 -tetrahydrocannabinol composition comprises at least 99.98% by weight of trans-(−)-Δ 9 -tetrahydrocannabinol based on the total amount of cannabinoids.

Assignments (3)
CORRECTIVE ASSIGNMENT TO CORRECT THE DOCKET NO. WHICH SHOULD BE 379612-005C1 (127758) PREVIOUSLY RECORDED ON REEL 029939 FRAME 0301. ASSIGNOR(S) HEREBY CONFIRMS THE CORRECT DOCKET NO. IS 379612-005C1 (127758). Recorded Sep 22, 2014
From: GUTMAN, ARIE L.; NISNEVICH, GENNADY A.; RUKHMAN, IGOR; TISHIN, BORIS; ETINGER, MARINA; FEDOTEV, IRINA; PERTSIKOV, BORIS; KHANOLKAR, RAM
To: EURO-CELTIQUE S.A.
Reel/Frame 033793/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 7, 2013
From: GUTMAN, ARIE L.; NISNEVICH, GENNADY A.; RUKHMAN, IGOR; TISHIN, BORIS; ETINGER, MARINA; FEDOTEV, IRINA; PERTSIKOV, BORIS; KHANOLKAR, RAM
To: EURO-CELTIQUE S.A.
Reel/Frame 029939/0301 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 7, 2013
From: EURO-CELTIQUE S.A.
To: SVC PHARMA LP
Reel/Frame 029939/0483 →
Continuity (3)
Continuation 11791415
Provisional Application 60630556 · Nov 22, 2004
Related Publication 20130171259A1 · Jul 4, 2013