# US 11,304,899 B2 · Compositions of fluorocarbon nanoemulsion, and methods of preparation and use thereof

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- Number: US 11,304,899 B2
- Document ID: US11304899B2
- Status: Granted
- Kind: B2
- Application number: 16/060,950
- Filed: 2016-12-20
- Published: 2018-12-20
- Granted: 2022-04-19
- Earliest claimed: 2015-12-21
- Assignees: NuvOx Pharma LLC
- Applicants: NuvOx Pharma LLC; Evan C. Unger
- Inventors: Evan C. Unger; Edmund R. Marinelli
- Web page: https://patentgrep.com/patent/US11304899B2

## CPC

- A61K 9/1075: {Microemulsions or submicron emulsions; Preconcentrates or solids thereof; Micelles, e.g. made of phospholipids or block copolymers (A61K9/0026 takes precedence)}
- A61K 31/02: Halogenated hydrocarbons
- A61K 47/02: Inorganic compounds
- A61K 47/06: Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K 47/10: Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
- A61K 47/24: containing atoms other than carbon, hydrogen, oxygen, halogen, nitrogen or sulfur, e.g. cyclomethicone or phospholipids
- A61K 47/6907: {the form being a microemulsion, nanoemulsion or micelle}
- A61K 47/6935: {the polymer being obtained otherwise than by reactions involving carbon to carbon unsaturated bonds, e.g. polyesters, polyamides or polyglycerol}
- A61P 7/08: Plasma substitutes; Perfusion solutions; Dialytics or haemodialytics; Drugs for electrolytic or acid-base disorders, e.g. hypovolemic shock (artificial tears A61P27/04)
- B82Y 5/00: Nanobiotechnology or nanomedicine, e.g. protein engineering or drug delivery
- C08L 27/12: containing fluorine atoms
- 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)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- B82Y: SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)

## Abstract

The invention provides novel compositions of fluorocarbon nanoemulsions comprising one or more of fluorosurfactants and phospholipids, and methods of preparation and use thereof for enhanced oxygen delivery.

## Claims

### Claim 1

A composition of a fluorocarbon nanoemulsion comprising:
perfluorohexane; and
one or more surfactants selected from perfluoro-n-hexyl-oligoethyleneoxy-alcohols,
wherein the nanoemulsion is characterized by:
perfluorohexane accounting for a weight percent in the nanoemulsion from about 1% to about 10%,
the perfluoro-n-hexyl-oligoethyleneoxy-alcohol accounting for a weight percent in the nanoemulsion from about 0.10% to about 7.5%,
a particle distribution wherein 99% of the particles are measured to have particle diameters of less than or equal to 400 nm, and
the perfluoro-n-hexyl-oligoethyleneoxy-alcohol is selected from the group consisting of:

### Claim 2 (depends on 1)

The composition of claim 1, wherein the perfluoro-n-hexyl-oligoethyleneoxy-alcohol accounts for a weight percent in the nanoemulsion from about 0.10% to about 1.5%.

### Claim 3

A composition of a fluorocarbon nanoemulsion comprising:
perfluorohexane; and
a perfluoro-n-hexyl-oligoethyleneoxy-alcohol as a surfactant,
wherein the nanoemulsion is characterized by:
perfluorohexane accounting for a weight percent in the nanoemulsion from about 1% to about 10%,
the perfluoro-n-hexyl-oligoethyleneoxy-alcohol accounting for a weight percent in the nanoemulsion from about 0.10% to about 7.5%,
a particle distribution wherein 99% of the particles are measured to have particle diameters of less than or equal to 400 nm, and
the perfluoro-n-hexyl-oligoethyleneoxy-alcohol is selected from the group consisting of:

### Claim 4 (depends on 3)

The composition of claim 3, wherein the perfluoro-n-hexyl-oligoethyleneoxy-alcohol accounts for a weight percent in the nanoemulsion from about 0.10% to about 1.5%.