# US 11,077,134 B1 · Water dissolvable macrocyclic lactone cyclodextrin complexes

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 11,077,134 B1
- Document ID: US11077134B1
- Status: Granted
- Kind: B1
- Application number: 17/132,203
- Filed: 2020-12-23
- Granted: 2021-08-03
- Earliest claimed: 2020-11-10
- Assignees: Mountain Valley Md Inc.
- Applicants: Mountain Valley Md Inc
- Inventors: Michael Farber
- Web page: https://patentgrep.com/patent/US11077134B1

## CPC

- A61K 31/724: Cyclodextrins
- A61K 9/0019: {Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner (non-active ingredients are additionally classified in A61K47/00)}
- A61K 9/0073: {Sprays or powders for inhalation; Aerolised or nebulised preparations generated by other means than thermal energy; (nasal sprays A61K9/0043; inhalation of vapours of volatile or heated drugs, e.g. essential oils or nicotine, A61K9/007; devices A61M)}
- A61K 9/0078: {for inhalation via a nebulizer such as a jet nebulizer, ultrasonic nebulizer, e.g. in the form of aqueous drug solutions or dispersions}
- A61K 9/08: Solutions {(composition of solutions A61K47/00)}
- A61K 9/127: Synthetic bilayered vehicles, e.g. liposomes or liposomes with cholesterol as the only non-phosphatidyl surfactant
- A61K 47/26: Carbohydrates, e.g. sugar alcohols, amino sugars, nucleic acids, mono-, di- or oligo-saccharides; Derivatives thereof, e.g. polysorbates, sorbitan fatty acid esters or glycyrrhizin
- A61K 47/40: Cyclodextrins; Derivatives thereof
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)

## Abstract

Injectable Ivermectin solution is safely administrable to humans and animals used the disclosed technology. A macrocyclic lactone cyclodextrin complex which is completely dissolvable or dissolved in water in a ratio of at least 50 micrograms to 500 milligrams of the macrocyclic lactone complex per 5 milliliters of water. The macrocyclic lactone cyclodextrin complex is non-toxic, without using organic solvents, and in embodiments, formed by adding a surfactant to the macrocyclic lactone complex to water. The macrocyclic lactone cyclodextrin complex is Ivermectin or an Ivermectin derivative in some embodiments. The cyclodextrin complex is 2-hydroxypropyl-beta-cyclodextrin in some embodiments of the disclosed technology. The surfactant can be polysorbate 80 and is in a ratio of 0.01% to 25%, by weight, to said water. The water soluble complexes can be added to the water. The water-soluble complexes can have at least one of an anti-parasitic, anti-viral and anti-cancer complex.

## Claims

### Claim 1

A non-toxic macrocyclic lactone solution, without an organic solvent, comprising:
a macrocyclic lactone with a cyclodextrin complex formed into a macrocyclic lactone cyclodextrin complex;
a surfactant;
wherein said macrocyclic lactone is an ivermectin or an ivermectin derivative; and
wherein said macrocyclic lactone cyclodextrin complex is completely dissolvable or dissolved in water in a ratio of at least 20 mg of macrocyclic lactone to 1 mL of water.

### Claim 2 (depends on 1)

The solution of claim 1, wherein said cyclodextrin of said macrocyclic lactone cyclodextrin complex is 2-hydroxypropyl-beta-cyclodextrin.

### Claim 3 (depends on 1)

The solution of claim 1, wherein said surfactant is polysorbate 80 and is 0.01% to 25%, by weight, of said water.

### Claim 4 (depends on 2)

The solution of claim 2, wherein said solution is safely injectable at a dosage of approximately 20 to 400 micrograms per kilogram in an animal selected from the group consisting of swine, cattle, poultry, human, and husbanded animal.

### Claim 5 (depends on 2)

The solution of claim 2, formed, in at least in part, by:
placing said macrocyclic lactone cyclodextrin complex, in a solution or a powdered form, into a vial;
adding water to the vial comprising macrocyclic lactone cyclodextrin complex;
adding surfactant to the vial comprising macrocyclic lactone cyclodextrin complex; and
agitating said vial while or after adding said surfactant until said macrocyclic lactone cyclodextrin complex is fully dissolved in water.

### Claim 6 (depends on 1)

The solution of claim 1, wherein said macrocyclic lactone solution is encased in a liposome.

### Claim 7 (depends on 1)

The solution of claim 1, wherein said macrocyclic lactone solution is capable of being administered by inhalation.

### Claim 8 (depends on 1)

The composition of claim 1, the macrocyclic lactone cyclodextrin complex with the surfactant is completely dissolvable or dissolved in water in a ratio of at least 40 mg of macrocyclic lactone to 1 mL of water.

### Claim 9

A method of forming a non-toxic macrocyclic lactone solution without the use of organic solvents, comprising:
forming or providing a macrocyclic lactone with a cyclodextrin complex into a macrocyclic lactone cyclodextrin complex wherein said macrocyclic lactone is an ivermectin or an ivermectin derivative:
adding a surfactant to said macrocyclic lactone complex;
adding water to the macrocyclic lactone cyclodextrin complex;
wherein the macrocyclic lactone cyclodextrin complex with the surfactant is completely dissolvable or dissolved in water in a ratio of at least 20 mg of macrocyclic lactone to 1 mL of water.

### Claim 10 (depends on 1)

The method of claim 1, wherein said cyclodextrin of said macrocyclic lactone cyclodextrin complex is 2-hydroxypropyl-beta-cyclodextrin.

### Claim 11 (depends on 10)

The method of claim 10, wherein said surfactant is polysorbate 80 and is in a ratio of 0.01% to 25%, by weight, to said water.

### Claim 12 (depends on 9)

The method of claim 9, wherein said solution is safely injectable at a dosage of approximately 20 to 400 micrograms per kilogram in an animal selected from the group consisting of swine, cattle, poultry, human, and husbanded animal.

### Claim 13 (depends on 9)

The method of claim 9, further comprising
placing said macrocyclic lactone cyclodextrin complex, in a solution or a powdered form, into a vial;
adding water to the vial comprising macrocyclic lactone cyclodextrin complex;
adding surfactant to the vial comprising macrocyclic lactone cyclodextrin complex; and
agitating said vial while or after adding said surfactant until said macrocyclic lactone cyclodextrin complex is fully dissolved in water.

### Claim 14 (depends on 9)

The method of claim 9, wherein the macrocyclic lactone cyclodextrin complex with the surfactant is completely dissolvable or dissolved in water in a ratio of at least 40 mg of macrocyclic lactone to 1 mL of water.
