Cannabinoid formulations

• US 9,095,555 B2
• Filed: 06/23/2014
• Issued: 08/04/2015
• Est. Priority Date: 07/11/2011
• Status: Active Grant

• Current Assignee: Teewinot Technologies Limited (Teewinot Life Sciences Corp.)
• Original Assignee: Full Spectrum Laboratories Limited
• Inventors: Winnicki, Robert
• Primary Examiner(s): Shomer, Isaac
• Application Number:
  US14/312,570
• Publication Number:
  US 20140302148A1
• Time in Patent Office: 407 Days
• Field of Search: None
• US Class Current: 1/1
• CPC Class Codes: A23L 33/105 Plant extracts, their artificial duplicates or their derivatives
• CPC Class Codes: A23V 2002/00 Food compositions, function of food ingredients or processes for food or foodstuffs
• CPC Class Codes: A61K 31/05 Phenols cannabinoids A61K31/658
• CPC Class Codes: A61K 31/352 condensed with carbocyclic rings, e.g. methantheline cannabinoids A61K31/658
• CPC Class Codes: A61K 36/185 Magnoliopsida (dicotyledons)
• CPC Class Codes: A61K 45/06 Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
• CPC Class Codes: A61K 47/10 Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
• CPC Class Codes: A61K 47/24 containing atoms other than carbon, hydrogen, oxygen, halogen, nitrogen or sulfur, e.g. cyclomethicone or phospholipids
• CPC Class Codes: A61K 47/36 Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
• CPC Class Codes: A61K 9/107 Emulsions ; Emulsion preconcentrates; Micelles composition of emulsions A61K47/00
• CPC Class Codes: A61K 9/1075 Microemulsions or submicron emulsions; Preconcentrates or solids thereof; Micelles, e.g. made of phospholipids or block copolymers A61K9/0026 takes precedence
• CPC Class Codes: A61K 9/127 Liposomes

Abstract

The present invention provides stable, fast-acting liposomal and micelle formulations of cannabinoids that are suitable for pharmaceutical and nutraceutical applications.

Claims

1. A method of producing a suspension of particles of one or more cannabinoids in aqueous media consisting of the steps of:

(a) dissolving one or more cannabinoids in ethanol to obtain an ethanol cannabinoid solution;

(b) injecting the ethanol cannabinoid solution into distilled water; and

(c) removing the ethanol from the composition from step (b), thereby producing a suspension of particles of one or more cannabinoids in aqueous media;

(d) optionally adding stabilizer after the ethanol has been removed;

wherein the particles of one or more cannabinoids show no aqueous core under oil immersion microscopy.

2. The method of claim 1, wherein the average particle diameter in the aqueous cannabinoid suspension is in a range between 50 and 1000 nm, and wherein the concentration of cannabinoids in the aqueous cannabinoid suspension is from about 1.0 g/liter to about 2 g/liter.

3. The method of claim 1, wherein the one or more cannabinoids are selected from the group consisting of natural compounds, synthetic compounds, semi-synthetic compounds, and mixtures thereof.

4. The method of claim 3, wherein the one or more cannabinoids are selected from the group consisting of cannabinol, cannabidiol, Δ

9-tetrahydrocannabinol, Δ

8-tetrahydrocannabinol, 11-hydroxy-tetrahydrocannabinol, 11-hydroxy-Δ

9-tetrahydrocannabinol, levonatradol, Δ

11-tetrahydrocannabinol, tetrahydrocannabivarin, dronabinol, amandamide, nabilone, and combinations thereof.

5. The method of claim 1 wherein the stabilizer is present and is guar gum.

6. A method of producing a suspension of particles of one or more cannabinoids in aqueous media consisting of the steps of:

(a) providing plant material from a cannabis plant;

(b) subjecting the plant material from step (a) to supercritical fluid extraction to obtain an extract of cannabinoids;

(c) dissolving the extract of step (b) in ethanol to obtain an ethanol cannabinoid solution;

(d) injecting the ethanol cannabinoid solution into distilled water; and

(e) removing the ethanol from the composition from step (d), thereby producing a suspension of particles of one or more cannabinoids in aqueous media;

(f) optionally adding stabilizer after the ethanol has been removed;

wherein the particles of one or more cannabinoids show no aqueous core under oil immersion microscopy.

7. The method of claim 6, wherein the average particle diameter in the aqueous cannabinoid suspension is in a range between 50 and 1000 nm, and wherein the concentration of cannabinoids in the aqueous cannabinoid suspension is from about 1.0 g/liter to about 2 g/liter.

8. The method of claim 6 wherein the stabilizer is present and is guar gum.