# US 10,117,816 B2 · Cosmetic process for treating human body odor using a 4-(3-ethoxy-4-hydroxyphenyl)alkyl ketone or 2-ethoxy-4-hydroxyalkylphenol compound

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- Number: US 10,117,816 B2
- Document ID: US10117816B2
- Status: Granted
- Kind: B2
- Application number: 14/007,853
- Filed: 2012-03-29
- Published: 2014-02-20
- Granted: 2018-11-06
- Earliest claimed: 2011-04-01
- Assignees: L'oreal
- Applicants: Maria Dalko
- Inventors: Maria Dalko
- Web page: https://patentgrep.com/patent/US10117816B2

## CPC

- A61K 8/35: Ketones, e.g. benzophenone
- A61K 8/0229: {Sticks}
- A61K 8/347: {Phenols}
- A61Q 15/00: Anti-perspirants or body deodorants (deodorisation of air A61L9/00)
- 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)
- A61Q: SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS

## Abstract

The present invention relates to a cosmetic process for treating human body odor, in particular underarm odor, which consists in applying to human keratin materials a composition containing, in a cosmetically acceptable medium, at least one 4-(3-ethoxy-4-hydroxyphenyl)alkyl ketone or 2-ethoxy-4-hydroxyalkylphenol compound of formula (I) below: in which: R represents a hydrogen atom, or a linear or branched, saturated or unsaturated (alkyl or alkenyl), C1-C18 hydrocarbon-based radical; R′ represents a linear or branched, saturated or unsaturated (alkyl or alkenyl), C1-C18 hydrocarbon-based radical, optionally substituted with a hydroxyl group; C—X represents C═O or CH—OH. The invention also relates to the cosmetic use of at least one compound of formula (I), as a deodorant active agent.

## Claims

### Claim 1

A composition conditioned
(i) in pressurized form in an aerosol device or in a pump-dispenser bottle;
(ii) in a device equipped with a perforated wall;
(iii) in a device equipped with a ball applicator;
(iv) in the form of a wand;
(v) in the form of a loose or compacted powder, the composition contains, in a cosmetically acceptable medium, at least one compound of formula (I)
in which:
R represents a hydrogen atom, or a linear or branched, saturated or unsaturated (alkyl or alkenyl), C1-C6 hydrocarbon-based radical;
R′ represents a linear or branched, saturated or unsaturated (alkyl or alkenyl), C1-C18 hydrocarbon-based radical, optionally substituted with a hydroxyl group;
C—X represents C═O or CH—OH wherein the composition comprises 1% to 5% by weight of at least one 4-(3-ethoxy-4-hydroxyphenyl)alkyl ketone compound of formula (I) relative to the total weight of the composition and wherein the composition does not comprise an essential oil.

### Claim 2 (depends on 1)

The composition as claimed in claim 1, which is different from a composition comprising at least one essential oil and from 0.5% to 5% by weight of at least one 4-(3-ethoxy-4-hydroxyphenyl)alkyl ketone compound of formula (I) in which —C—X represents C═O.

### Claim 3 (depends on 1)

The composition as claimed in claim 1, which also comprises at least one antiperspirant salt or complex and/or at least one additional deodorant active agent.

### Claim 4 (depends on 1)

The composition as claimed in claim 1, wherein the compound of formula (I) is chosen from compounds (1), (2) and (3) below:

### Claim 5 (depends on 4)

The composition as claimed in claim 4, in which the compound of formula (I) is compound (1) of structure:

### Claim 6 (depends on 1)

The composition as claimed in claim 1, which comprises 1% to 3% by weight of at least one 4-(3-ethoxy-4-hydroxyphenyl)alkyl ketone compound of formula (I).

### Claim 7 (depends on 1)

The composition as claimed in claim 1, which comprises 1% to 3% by weight of the compound of formula (I), wherein the compound of formula (I) is compound (1) of structure:
which also comprises at least one antiperspirant salt or complex and/or at least one additional deodorant active agent and which does not comprise any essential oil.

### Claim 8 (depends on 1)

The composition as claimed in claim 1 for treating body odor by reducing the growth of Corynebacterium xerosis.

### Claim 9

A composition, which contains, in a cosmetically acceptable medium, at least one compound of formula (I)
in which:
R represents a hydrogen atom, or a linear or branched, saturated or unsaturated (alkyl or alkenyl), C1-C6 hydrocarbon-based radical;
R′ represents a linear or branched, saturated or unsaturated (alkyl or alkenyl), C1-C18 hydrocarbon-based radical, optionally substituted with a hydroxyl group;
C—X represents C═O or CH—OH and at least one antiperspirant salt or complex and/or at least one additional deodorant active agent wherein the composition comprises 1% to 5% by weight of at least one 4-(3-ethoxy-4-hydroxyphenyl)alkyl ketone compound of formula (I) relative to the total weight of the composition and wherein the composition does not comprise an essential oil.

### Claim 10 (depends on 9)

The composition as claimed in claim 9, which is different from a composition comprising at least one essential oil and from 0.5% to 5% by weight of at least one 4-(3-ethoxy-4-hydroxyphenyl)alkyl ketone compound of formula (I) in which —C—X represents C═O.

### Claim 11 (depends on 9)

The composition as claimed in claim 9, wherein the compound of formula (I) is chosen from compounds (1), (2) and (3) below:

### Claim 12 (depends on 11)

The composition as claimed in claim 11, in which the compound of formula (I) is compound (1) of structure:

### Claim 13 (depends on 9)

The composition as claimed in claim 9 for treating body odor by reducing the growth of Corynebacterium xerosis.

### Claim 14 (depends on 1)

A cosmetic process for treating human body odor, which comprises applying to human karatin materials the composition according to claim 1.

### Claim 15 (depends on 14)

The process as claimed in claim 14, wherein the compounds of formula (I) are chosen from those for which:
R represents H, methyl or ethyl,
R′ represents a saturated C1-C6, or unsaturated C2-C6, linear hydrocarbon-based radical, optionally substituted with a hydroxyl group.

### Claim 16 (depends on 14)

The process as claimed in claim 14, in which the compounds of formula (I) are chosen from those for which:
when —C—X represents C═O, R denotes hydrogen and R′ represents a linear C1-C6 alkyl radical, optionally substituted with an OH, and more preferentially R′ denotes methyl or ethyl; or
when —C—X represents CH—OH, R denotes hydrogen and R′ represents a linear C1-C6 alkyl radical, optionally substituted with an OH, and more preferentially R′ denotes methyl or ethyl.

### Claim 17 (depends on 14)

The process as claimed in claim 14, wherein the compounds of formula (I) are chosen from compounds (1), (2) and (3) below:

### Claim 18 (depends on 17)

The process as claimed in claim 17, in which the compound of formula (I) is compound (1) of structure:

### Claim 19 (depends on 14)

The process as claimed in claim 14, wherein the composition is different from a composition comprising at least one essential oil and from 0.5% to 5% by weight of at least one 4-(3-ethoxy-4-hydroxyphenyl)alkyl ketone compound of formula (I) in which —C—X represents C═O.
