# US 9,750,670 B2 · Zinc amino acid complex with cysteine

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- Number: US 9,750,670 B2
- Document ID: US9750670B2
- Status: Granted
- Kind: B2
- Application number: 14/650,898
- Filed: 2013-11-07
- Published: 2015-11-05
- Granted: 2017-09-05
- Earliest claimed: 2012-12-19
- Assignees: Colgate-Palmolive Company
- Applicants: Colgate-Palmolive Company
- Inventors: Long Pan; Shaotang Yuan; Shiri Nawrocki
- Web page: https://patentgrep.com/patent/US9750670B2

## CPC

- A61K 8/447: {containing sulfur}
- A01N 55/02: containing metal atoms
- A01N 59/16: Heavy metals; Compounds thereof
- A61K 8/20: Halogens; Compounds thereof
- A61K 8/27: Zinc; Compounds thereof
- A61K 8/345: {containing more than one hydroxy group}
- A61K 8/44: Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
- A61K 8/442: {substituted by amido group(s)}
- A61K 8/46: containing sulfur (A61K8/44 takes precedence)
- A61K 8/58: containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
- A61K 31/198: Alpha-amino acids, e.g. alanine or edetic acid [EDTA] (betaine A61K31/205; proline A61K31/401; tryptophan A61K31/405; histidine A61K31/4172; peptides not degraded to individual amino acids A61K38/00)
- A61K 31/555: containing heavy metals, e.g. hemin, hematin, melarsoprol
- A61K 33/16: Fluorine compounds
- A61K 33/30: Zinc; Compounds thereof
- A61P 17/00: Drugs for dermatological disorders
- A61P 17/10: Anti-acne agents
- A61Q 11/00: Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
- A61Q 15/00: Anti-perspirants or body deodorants (deodorisation of air A61L9/00)
- A61Q 17/005: {Antimicrobial preparations}
- A61Q 17/04: Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
- A61Q 19/00: Preparations for care of the skin
- A61Q 19/10: Washing or bathing preparations
- A61K 2800/58: Metal complex; Coordination compounds
- A61K 2800/592: Mixtures of compounds complementing their respective functions
- A61K 2800/5922: At least two compounds being classified in the same subclass of A61K8/18
- A61K 2800/882: Mixing prior to application
- 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
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61Q: SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS

## Abstract

Provided are compositions, e.g., oral and personal care products, comprising (i) a tetrabasic zinc-amino acid or trialkyl glycine-halide complex, and (ii) cysteine in free or in orally or cosmetically acceptable salt form, together with methods of making and using the same.

## Claims

### Claim 1

A composition comprising (i) a tetrabasic zinc-amino acid halide complex and (ii) cysteine in free or in orally or cosmetically acceptable salt form; wherein the amino acid is lysine, and wherein the composition comprises an amount of cysteine effective to provide a precipitate after a four-fold or higher dilution with water.

### Claim 2 (depends on 1)

The composition according to claim 1, wherein the tetrabasic zinc-amino acid complex is formed from precursors, wherein the precursors are tetrabasic zinc chloride, an amino acid source, and a chloride source, wherein part of the chloride source can be the amino acid source, or hydrochloric acid.

### Claim 3 (depends on 1)

The composition according to claim 1, wherein the tetrabasic zinc halide is tetrabasic zinc chloride.

### Claim 4 (depends on 1)

The composition according to claim 1, wherein the tetrabasic zinc halide amino acid complex is made by combining tetrabasic zinc chloride with an amino acid hydrochloride or a free basic amino acid.

### Claim 5 (depends on 1)

The composition according to claim 1, which upon dilution with water, provides a precipitate comprising an insoluble zinc-containing complex.

### Claim 6 (depends on 1)

The composition according to claim 1, which instantly forms a precipitate upon a four-fold or higher dilution with water.

### Claim 7 (depends on 1)

The composition according to claim 1, comprising an amount of cysteine effective to provide delayed precipitation after a four-fold or higher dilution with water.

### Claim 8 (depends on 1)

The composition according to claim 1, capable of forming a precipitate upon a four-fold or higher dilution with water, wherein the precipitate is resistant to acid at least at a pH of 5.5.

### Claim 9 (depends on 1)

The composition according to claim 1, wherein the total amount of zinc present in the composition is 0.2 to 8% by weight of the composition.

### Claim 10 (depends on 1)

The composition according to claim 1, having a pH of 8.4 to 8.8 before dilution.

### Claim 11 (depends on 1)

The composition of claim 1, wherein the amount of cysteine is 0.05 to 0.5% by weight.

### Claim 12 (depends on 1)

The composition of claim 1, wherein the cysteine is a cysteine hydrohalide.

### Claim 13 (depends on 1)

The composition according to claim 1, which is an antiperspirant or deodorant product, further comprising a cosmetically acceptable carrier.

### Claim 14 (depends on 1)

The composition of claim 1 which is a personal care product selected from liquid hand soap, body wash, dermal lotions, dermal creams, and dermal conditioners further comprising a cosmetically acceptable carrier.

### Claim 15 (depends on 1)

The composition of claim 1 which is an oral care product, further comprising an orally acceptable carrier.

### Claim 16 (depends on 14)

A method of killing bacteria, reducing perspiration, and/or reducing body odor comprising applying to skin an effective amount of the composition of claim 14.

### Claim 17 (depends on 14)

A method of killing bacteria, treating or reducing the incidence of acne or topical skin infections, or to provide a visual signal when washing comprising washing the skin with water and an effective amount of the composition of claim 14.

### Claim 18 (depends on 15)

A method to reduce and inhibit acid erosion of the enamel, clean the teeth, reduce bacterially-generated biofilm and plaque, reduce gingivitis, inhibit tooth decay and formation of cavities, and/or reduce dentinal hypersensitivity comprising applying an effective amount of a composition according to claim 15 to the oral cavity of a person in need thereof.
