IP Library Granted Patent US 11,224,660
Granted Patent B2
US 11,224,660 · App. 14/724,351 · Granted Jan 18, 2022

Stable cannabinoid formulations

Inventors: Kiran Kumar Vangara (Phoenix, AZ); Huaguang Li (Chandler, AZ); Ningxin Yan (Chandler, AZ); Hung Q. Nguyen (Chandler, AZ); Venkat R. Goskonda (Phoenix, AZ)
Assignee: RADIUS PHARMACEUTICALS, INC.
A61K47/44A61K9/08A61K31/05A61K31/352A61K47/10A61K47/14A61K47/22
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 11,224,660
App. No.
14/724,351
Granted
Jan 18, 2022
Kind
B2
Abstract

The present invention is generally directed to substantially pure cannabidiol, stable cannabinoid pharmaceutical formulations, and methods of their use.

Claims (48)

1. A stable pharmaceutical formulation for oral administration comprising:

from about 8 to about 32% of cannabidiol that has a purity greater than 98% and comprises 2% or less of other cannabinoids;

from about 3 to about 24% of a polyethylene glycol;

from about 7.5 to about 39% of propylene glycol;

from about 30 to about 31% of water;

about 50% of alcohol; and

from about 0.001 to about 1% of an antioxidant, wherein the antioxidant is alpha-tocopherol (Vitamin E),

wherein the formulation has a pH of from about 5 to about 8 and the formulation is a liquid for oral administration.

2. The formulation of claim 1 wherein the pH is from about 6 to about 7.

3. A method for treating a disease or disorder, or a symptom of a disease or disorder, comprising administering the formulation of claim 1 to a patient in need thereof, wherein the disease or disorder is selected from the group consisting of Dravet Syndrome, Lennox Gastaut Syndrome, myoclonic seizures, juvenile myoclonic epilepsy, refractory epilepsy, schizophrenia, juvenile spasms, West syndrome, infantile spasms, refractory infantile spasms, tubular sclerosis complex, brain tumors, neuropathic pain, cannabis use disorder, post-traumatic stress disorder, anxiety, early psychosis, Alzheimer's Disease, and autism.

4. A method for assisting with withdrawal from opioids, cocaine, heroin, amphetamines or nicotine comprising administering the formulation of claim 1 to a patient in need thereof.

5. The formulation of claim 1 , further comprising ascorbyl palmitate.

6. The formulation of claim 5 , comprising about 0.1% ascorbyl palmitate.

7. The formulation of claim 1 , comprising about 8 to about 11% of cannabidiol.

8. The formulation of claim 1 , comprising about 8.8% of cannabidiol.

9. The formulation of claim 1 , wherein the polyethylene glycol is PEG400.

10. The formulation of claim 1 , comprising:

about 8.8% of cannabidiol;

3% of PEG400;

7.5% of propylene glycol;

about 50% of alcohol;

30 to 31% of water;

0.05% of alpha-tocopherol (Vitamin E); and

0.1% of ascorbyl palmitate.

11. The formulation of claim 1 , comprising:

about 8.8% of cannabidiol;

3% of PEG400;

7.5% of propylene glycol;

about 50% of alcohol;

30 to 31% of water;

0.05% of alpha-tocopherol (Vitamin E);

0.1% of ascorbyl palmitate;

0.05% of sucralose;

0.02% of methyl paraben;

0.02% of propyl paraben; and

a flavoring agent.

12. The formulation of claim 1 , consisting of:

about 8.8% of cannabidiol;

3% of PEG400;

7.5% of propylene glycol;

about 50% of alcohol;

30 to 31% of water;

0.05% of alpha-tocopherol (Vitamin E);

0.1% of ascorbyl palmitate;

0.05% of sucralose;

0.02% of methyl paraben;

0.02% of propyl paraben; and

a flavoring agent.

Assignments (18)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 10, 2024
From: RADIUS PHARMACEUTICALS, INC.
To: FRESH CUT DEVELOPMENT, LLC
Reel/Frame 068543/0020 →
RELEASE OF SECURITY INTEREST Recorded Jul 23, 2024
From: WILMINGTON TRUST, NATIONAL ASSOCIATION
To: RADIUS HEALTH, INC.
Reel/Frame 068051/0671 →
SECURITY INTEREST Recorded Aug 16, 2022
From: RADIUS HEALTH, INC.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION
Reel/Frame 061179/0001 →
RELEASE OF SECURITY INTEREST Recorded Aug 15, 2022
From: MIDCAP FUNDING IV TRUST
To: RADIUS HEALTH, INC.; RADIUS PHARMACEUTICALS, INC.
Reel/Frame 061176/0914 →
RELEASE OF SECURITY INTEREST Recorded Aug 15, 2022
From: MIDCAP FINANCIAL TRUST
To: RADIUS HEALTH, INC.; RADIUS PHARMACEUTICALS, INC.
Reel/Frame 061176/0938 →
CHANGE OF ADDRESS Recorded Oct 11, 2021
From: RADIUS PHARMACEUTICALS, INC.
To: RADIUS PHARMACEUTICALS, INC.
Reel/Frame 057772/0571 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 17, 2021
From: FRESH CUT DEVELOPMENT, LLC
To: RADIUS PHARMACEUTICALS, INC.
Reel/Frame 056262/0235 →
SECURITY AGREEMENT SUPPLEMENT (REVOLVING) Recorded Mar 17, 2021
From: RADIUS HEALTH, INC.; RADIUS PHARMACEUTICALS, INC.
To: MIDCAP FUNDING IV TRUST, AS AGENT
Reel/Frame 055632/0634 →
REAFFIRMATION, JOINDER & AMENDMENT TO SECURITY AGREEMENT (TERM) Recorded Mar 17, 2021
From: RADIUS HEALTH, INC.; RADIUS PHARMACEUTICALS, INC.; RADIUS HEALTH VENTURES, INC.
To: MIDCAP FINANCIAL TRUST, AS AGENT
Reel/Frame 055632/0017 →
SECURITY AGREEMENT SUPPLEMENT (TERM) Recorded Mar 17, 2021
From: RADIUS HEALTH, INC.; RADIUS PHARMACEUTICALS, INC.
To: MIDCAP FINANCIAL TRUST, AS AGENT
Reel/Frame 055632/0653 →
REAFFIRMATION, JOINDER & AMENDMENT TO SECURITY AGREEMENT (REVOLVING) Recorded Mar 17, 2021
From: RADIUS HEALTH, INC.; RADIUS PHARMACEUTICALS, INC.; RADIUS HEALTH VENTURES, INC.
To: MIDCAP FUNDING IV TRUST, AS AGENT
Reel/Frame 055632/0316 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 19, 2019
From: BENUVIA THERAPEUTICS INC.
To: FRESH CUT DEVELOPMENT, LLC
Reel/Frame 051381/0283 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 2, 2019
From: FRESH CUT DEVELOPMENT, LLC
To: BENUVIA THERAPEUTICS INC.
Reel/Frame 051151/0852 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 2, 2019
From: INSYS THERAPEUTICS, INC; INSYS PHARMA, INC.; INSYS DEVELOPMENT COMPANY, INC.
To: FRESH CUT DEVELOPMENT, LLC
Reel/Frame 051151/0685 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 29, 2019
From: FRESH CUT DEVELOPMENT, LLC
To: BENUVIA THERAPEUTICS INC.
Reel/Frame 051138/0032 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 27, 2019
From: INSYS THERAPEUTICS, INC.; INSYS PHARMA, INC.; INSYS DEVELOPMENT COMPANY, INC.
To: FRESH CUT DEVELOPMENT, LLC
Reel/Frame 051133/0750 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 27, 2016
From: VANGARA, KIRAN KUMAR; LI, HUAGUANG; YAN, NINGXIN; NGUYEN, HUNG Q; GOSKONDA, VENKAT R.
To: INSYS DEVELOPMENT COMPANY, INC.
Reel/Frame 039865/0701 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 3, 2016
From: INSYS PHARMA, INC.
To: INSYS DEVELOPMENT COMPANY, INC.
Reel/Frame 037652/0049 →
Cited By (2)
US 12,544,389 US 12,661,365