# US 11,298,329 B2 · Antiviral compositions and methods for inactivating non-enveloped viruses using alkyl 2-hydroxycarboxylic acids

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- Number: US 11,298,329 B2
- Document ID: US11298329B2
- Status: Granted
- Kind: B2
- Application number: 16/946,744
- Filed: 2020-07-02
- Published: 2020-10-22
- Granted: 2022-04-12
- Earliest claimed: 2013-03-12
- Assignees: Ecolab USA Inc.
- Applicants: Ecolab USA Inc.
- Inventors: Daniel E. Pedersen; Hilina Emiru; Carter Martin Silvernail
- Web page: https://patentgrep.com/patent/US11298329B2

## CPC

- A61K 31/19: Carboxylic acids, e.g. valproic acid (salicylic acid A61K31/60)
- A01N 25/30: characterised by the surfactants
- A01N 31/02: Acyclic compounds
- A01N 37/36: containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
- A01N 41/02: containing a sulfur-to-oxygen double bond
- A01N 41/04: Sulfonic acids; Derivatives thereof
- A61K 31/045: Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
- A61K 31/20: having a carboxyl group bound to a chain of seven or more carbon atoms, e.g. stearic, palmitic, arachidic acids
- 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)
- A01N: PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF (preservation of food or foodstuff A23); BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES (preparations for medical, dental or toiletry purposes which kill or prevent the growth or proliferation of unwanted organisms A61K); PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS

## Abstract

The present invention is directed to antiviral compositions that provide efficacy against non-envelope viruses such as noroviruses. The antiviral compositions comprise an alkyl 2-hydroxycarboxylic acid and an effective amount of a sulfonated surfactant. The composition may be used as a topical on human skin, as a hand sanitizer or as a hard surface cleaning composition.

## Claims

### Claim 1

An antiviral concentrate having activity against non-enveloped viruses including norovirus comprising:
an alkyl 2-hydroxycarboxylic acid comprising
one or more of 2-hydroxyhexanoic acid, 2 hydroxyoctanoic acid, or 2-hydroxydecanoic add;
a sulfonated surfactant;
a C1 to C6 alcohol; and
water;
wherein the concentrate when diluted with water to form a use solution comprises from about 0.0002% to about 1.75% by weight of the alkyl 2-hydroxycarboxylic acid, from about 0.0002% to about 1.75% by weight of the sulfonated surfactant, and from about 0.05% to about 35% by weight of the C1 to C6 alcohol.

### Claim 2 (depends on 1)

The concentrate of claim 1, wherein the sulfonated surfactant is an aromatic sulfonated surfactant.

### Claim 3 (depends on 1)

The concentrate of claim 1, wherein the sulfonated surfactant is one or more of alpha olefin sulfonate, hexyldiphenyl oxide disulfonate, or 2-ethylhexyl sulfonate.

### Claim 4 (depends on 1)

The concentrate of claim 1, wherein the C1 to C6 alcohol is ethanol, isopropanol, n-propanol, or a mixture thereof.

### Claim 5 (depends on 4)

The concentrate of claim 4, wherein the C1 to C6 alcohol is ethanol.

### Claim 6 (depends on 1)

The concentrate of claim 1, wherein the alkyl 2-hydroxycarboxylic acid is present in the concentrate in an amount of from about 0.5 weight percent to about 10 weight percent.

### Claim 7 (depends on 1)

The concentrate of claim 1, wherein the sulfonated surfactant is present in the concentrate in an amount of from about 0.1 weight percent to about 10 weight percent.

### Claim 8 (depends on 1)

The concentrate of claim 1, wherein the concentrate is free of a phenolic anti-microbial.

### Claim 9 (depends on 1)

A method of reducing norovirus activity/concentration on a surface comprising:
diluting the concentrate of claim 1 to form a use solution; and
contacting the surface with the use solution.

### Claim 10 (depends on 9)

The method of claim 9, wherein the surface is skin.

### Claim 11 (depends on 9)

The method of claim 9, wherein the surface is a hard surface.

### Claim 12 (depends on 9)

The method of claim 9, wherein the use solution causes a greater than 3 log reduction in norovirus population in less than one minute.

### Claim 13 (depends on 9)

The method of claim 9, wherein the use solution has a pH of from about 1.5 to about 6.8.

### Claim 14 (depends on 9)

The method of claim 9, wherein the concentrate is diluted with water at a weight ratio of about 1:2 to about 1:256.

### Claim 15 (depends on 9)

The method of claim 9, wherein the concentrate is diluted prior to or at the point of use to form the use solution.

### Claim 16 (depends on 9)

The method of claim 9, wherein the sulfonated surfactant is one or more of alpha olefin sulfonate, hexyldiphenyl oxide disulfonate, or 2-ethylhexyl sulfonate.

### Claim 17 (depends on 9)

The method of claim 9, wherein the C1 to C6 alcohol is ethanol.