IP Library Granted Patent US 12,403,136
Granted Patent B2
US 12,403,136 · App. 17/627,946 · Granted Sep 2, 2025

Cannabinoid derivatives as pharmaceutically active compounds and methods of preparation thereof

Inventors: Alan Silcock (Cambridge, GB); Benjamin Whalley (Cambridge, GB); Royston Gray (Cambridge, GB); Hannah Straker (Cambridge, GB); Karen Tse (Cambridge, GB); Alexander Cobb (London, GB); Laura Bryant (Leigh-on-Sea, GB)
Assignee: JAZZ PHARMACEUTICALS RESEARCH UK LIMITED
A61K31/47A61K31/05A61K31/055A61K31/353A61K45/06A61P25/08C07C37/16C07C39/23C07C41/06C07D215/06C07D215/14C07D215/20C07D215/48C07D311/58C07D311/64
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Quick Facts
Patent No.
US 12,403,136
App. No.
17/627,946
Granted
Sep 2, 2025
Kind
B2
Abstract

The present invention relates to a group of cannabinoid derivatives as pharmaceutically active compounds and methods of preparation thereof. The cannabinoid derivatives of the invention are analogues of cannabidiol (CBD). CBD is a non-psychoactive cannabinoid which has been used to treat various diseases and disorders. While such treatments hold promise, there remains a need in the art for more effective treatments and this has been brought about by way of the cannabinoid derivatives of the invention

Claims (17)

1. A compound of the general Formula I or a salt thereof

where X is either CH 2 ; O; NBoc; NFMoc; NZ; NTs; NAc; NC (O)iPr; NBz or NH and Y is either H or OH.

2. A compound of general Formula II or a salt thereof

where X is either CH 2 ; O; NBoc; NFMoc; NZ; NTs; NAc; NC (O) iPr; NBz or NH and Y is either H or OH.

3. A pharmaceutical composition comprising a compound of claim 1 or salt thereof.

4. A pharmaceutical composition as claimed in claim 3 , wherein the pharmaceutical composition is selected from a tablet, a capsule, a granule, a powder for inhalation, a sprinkle, an oral solution and a suspension.

5. A pharmaceutical composition as claimed in claim 3 , wherein the composition additionally comprises one or more of: an excipient selected among a carrier, an oil, a disintegrant, a lubricant, a stabilizer, a flavouring agent, an antioxidant, a diluent and another pharmaceutically effective compound.

6. A method of treating epilepsy in a mammal in need thereof comprising administering a pharmaceutical preparation comprising a compound of claim 1 or salt thereof.

7. A process for the production of a compound of general Formula I comprising reacting a resorcinol unit of Structure 1a-j via a Friedel-Crafts 1,4-addition to produce compounds of Structures 2a to 2j or 3a to 3j followed by subsequent steps to produce the compounds of general Formula I via intermediates.

8. A compound selected from any one of:

wherein R 1 is H, and

wherein X is selected from any one of CH 2 , O, NBoc, NFmoc, NZ, NTs, NAc, NC(O)iPr and NBz.

9. A pharmaceutical composition comprising a compound of claim 2 or salt thereof.

10. A pharmaceutical composition as claimed in claim 9 , wherein the pharmaceutical composition is selected from a tablet, a capsule, a granule, a powder for inhalation, a sprinkle, an oral solution and a suspension.

11. A pharmaceutical composition as claimed in claim 9 , wherein the composition additionally comprises one or more of: an excipient selected among a carrier, an oil, a disintegrant, a lubricant, a stabilizer, a flavouring agent, an antioxidant, a diluent and another pharmaceutically effective compound.

12. A method of treating epilepsy in a mammal in need thereof comprising administering a pharmaceutical preparation comprising a compound of claim 2 or a salt thereof.

13. A process for the production of a compound of general Formula II comprising reacting a resorcinol unit of Structure 1a-j via a Friedel-Crafts 1,4-addition to produce compounds of Structures 2a to 2j or 3a to 3j followed by subsequent steps to produce the compounds of general Formula II via intermediates.

Assignments (3)
CHANGE OF NAME Recorded May 19, 2025
From: GW RESEARCH LIMITED
To: JAZZ PHARMACEUTICALS RESEARCH UK LIMITED
Reel/Frame 071152/0921 →
SECURITY AGREEMENT Recorded Jul 26, 2024
From: CAVION, INC.; CELATOR PHARMACEUTICALS, INC.; GW PHARMA LIMITED; JAZZ PHARMACEUTICALS, INC.; JAZZ PHARMACEUTICALS IRELAND LIMITED; JAZZ PHARMACEUTICALS RESEARCH UK LIMITED (F/K/A GW RESEARCH LIMITED)
To: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS COLLATERAL TRUSTEE
Reel/Frame 068173/0155 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 2, 2022
From: SILCOCK, ALAN; WHALLEY, BENJAMIN; GRAY, ROYSTON; STRAKER, HANNAH; TSE, KAREN; COBB, ALEXANDER; BRYANT, LAURA
To: GW RESEARCH LIMITED
Reel/Frame 059786/0286 →
Priority Claims (1)
GB 1910389 · Jul 19, 2019 · national
Continuity (1)
Related Publication 20220288055A1 · Sep 15, 2022
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US 12,569,505