IP Library › Granted Patent US 10,604,467
Granted Patent B2
US 10,604,467 · App. 16/396,414 · Granted Mar 31, 2020

Solid forms of cannabidiol and uses thereof

Inventors: R. Martin Emanuele (San Diego, CA); Tanise Shattock-Gordon (West Lafayette, IN); Tabitha Williford (West Lafayette, IN); Mark Andres (West Lafayette, IN); Patricia Andres (West Lafayette, IN)
Assignee: Artelo Biosciences, Inc.
C07C39/23C07D207/16C07D241/12C07B2200/13C07C2601/16
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Quick Facts
Patent No.
US 10,604,467
App. No.
16/396,414
Granted
Mar 31, 2020
Kind
B2
Abstract

Disclosed herein are cocrystals of cannabidiol and a coformer containing 5-6 membered rings comprised of carbon and nitrogen atoms, wherein the 5-6 membered rings can be unsaturated or saturated and the rings contain 1 to 2 nitrogen atoms. Cocrystals of cannabidiol and a coformer selected from L-proline, D-proline, tetramethylpyrazine, and 4,4′-dipyridyl are also disclosed herein.

Claims (9)

1. A solid form comprising cannabidiol and the coformer tetramethylpyrazine, wherein the solid form has an x-ray diffraction pattern comprising one or more peaks at about 9.1, 14.6, 18.3, and 19.6 degrees 2θ±0.2.

2. The solid form of claim 1 having an x-ray powder diffraction pattern substantially similar to FIG. 12 .

3. The solid form of claim 1 , wherein the molar ratio of cannabidiol to tetramethylpyrazine is about 1:1.

4. The solid form of claim 1 , which is crystalline.

5. The solid form of claim 1 , which is a cocrystal.

6. The solid form of claim 1 having a DSC thermogram with a peak onset of approximately 89.9° C. or a peak maximum at about 92.8° C.

7. The solid form of claim 6 having a DSC thermogram which is substantially similar to the DSC thermogram of FIG. 13 .

8. A pharmaceutical composition comprising the solid form of claim 1 .

9. The pharmaceutical composition of claim 8 , further comprising a pharmaceutically acceptable excipient or carrier.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 24, 2021
From: SHATTOCK-GORDON, TANISE; WILLIFORD, TABITHA; ANDRES, MARK; ANDRES, PATRICIA
To: ALBANY MOLECULAR RESEARCH, INC.
Reel/Frame 057266/0689 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 24, 2021
From: ALBANY MOLECULAR RESEARCH, INC.
To: ARTELO BIOSCIENCES, INC.
Reel/Frame 057266/0915 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 24, 2021
From: EMANUELE, R. MARTIN
To: ARTELO BIOSCIENCES, INC.
Reel/Frame 057267/0064 →
Continuity (3)
Continuation 16214913 · Dec 10, 2018
Provisional Application 62597307 · Dec 11, 2017
Related Publication 20190300466A1 · Oct 3, 2019
Cited By (1)
US 12,383,494