JP7693310B2 - Oral composition - Google Patents

Description

The present disclosure relates to oral compositions and the like. More specifically, it relates to non-aqueous oral compositions and the like.

Copper chlorophyllin sodium is an ingredient that has the effect of preventing gingivitis and bad breath. However, it is known to be hygroscopic and deteriorates when stored for long periods in a humid state, and its instability in the presence of water is an issue in the development of formulations (Patent Documents 1 and 2).

JP 2000-041622 A JP 2017-214307 A

The objective of the present disclosure is to provide an oral composition in which sodium copper chlorophyllin has good stability over time.

The present inventors have considered and investigated the possibility that a low water content in the composition is preferable for stable incorporation of sodium copper chlorophyllin in an oral composition. However, it has been found that even when the water content in the composition is low, the amount of sodium copper chlorophyllin decreases over time.

As a result of extensive research, the inventors discovered that the temporal stability of sodium copper chlorophyllin could be improved by using sodium copper chlorophyllin in combination with a cationic surfactant, and made further improvements.

The present disclosure includes, for example, the subject matter described in the following sections:
Item 1.
An oral composition comprising sodium copper chlorophyllin, and at least one cationic surfactant selected from the group consisting of cetylpyridinium chloride, benzalkonium chloride, and N-cocoyl-L-arginine ethyl/DL-pyrrolidone carboxylate,
In the composition, the content mass ratio of the sodium copper chlorophyllin and the cationic surfactant is 70:1 to 1:30;
An oral composition, wherein the water content in the composition is 5% by mass or less.
Item 2.
Item 2. The oral composition according to item 1, which is a non-aqueous composition.
Item 3.
3. The oral composition according to item 1 or 2, wherein the content of the cationic surfactant in the composition is 0.001 to 0.5 mass %.
Item 4.
Item 4. The oral composition according to any one of Items 1 to 3, wherein the content of the sodium copper chlorophyllin in the composition is 0.5% by mass or less.

An oral composition is provided in which sodium copper chlorophyllin has good stability over time.

The present disclosure includes an oral composition containing sodium copper chlorophyllin and a cationic surfactant. In this specification, the oral composition may be referred to as the "oral composition of the present disclosure."

Examples of cationic surfactants used in the present disclosure include cetylpyridinium chloride, benzalkonium chloride, N-coconutoyl acyl-L-arginine ethyl-DL-pyrrolidone carboxylate, etc. These can be used alone or in combination of two or more.

In the oral composition of the present disclosure, the mass ratio of sodium copper chlorophyllin and cationic surfactant may be, for example, about 70:1 to 1:30. The upper or lower limit of this range may be, for example, about 60:1, 50:1, 40:1, 30:1, 20:1, 10:1, 5:1, 3:1, 2:1, 1:1, 1:2, 1:4, 1:6, 1:8, 1:10, 1:15, 1:20, or 1:25. Specifically, it may be, for example, about 60:1 to 1:25.

The content of sodium copper chlorophyllin in the oral composition of the present disclosure may be, for example, about 0.5% by mass or less. The upper or lower limit of the range may be, for example, about 0.001, 0.003, 0.005, 0.01, 0.02, 0.03, 0.04, 0.05, 0.06, 0.07, 0.08, 0.09, 0.1, 0.12, 0.14, 0.16, 0.18, 0.2, 0.22, 0.24, 0.25, 0.26, 0.27, 0.28, 0.29, 0.3, 0.35, 0.4, or 0.45% by mass. Specifically, it may be, for example, about 0.001 to 0.45% by mass.

The content of the cationic surfactant in the oral composition of the present disclosure may be, for example, about 0.001 to 0.5% by mass. The upper or lower limit of the range may be, for example, about 0.002, 0.003, 0.004, 0.005, 0.01, 0.02, 0.03, 0.04, 0.05, 0.06, 0.07, 0.08, 0.09, 0.1, 0.12, 0.14, 0.16, 0.18, 0.2, 0.22, 0.24, 0.25, 0.26, 0.27, 0.28, 0.29, 0.3, 0.35, 0.4, or 0.45% by mass. Specifically, it may be, for example, about 0.002 to 0.45% by mass. In addition, when the oral composition of the present disclosure contains two or more cationic surfactants, the total amount of cationic surfactants can be within the above range.

The oral composition of the present disclosure may contain water to the extent that the stability of sodium copper chlorophyllin over time is not impaired. Specifically, for example, the water content is preferably about 5% by mass or less. The upper limit of the range of the water content may be about 4, 3, 2, 1, or 0.5% by mass. In addition, the oral composition of the present disclosure is more preferably a composition that does not contain water (i.e., a non-aqueous composition). However, when the composition contains an amount of water that is difficult to remove as an unavoidable impurity, it is included in the "non-aqueous composition" in this specification.

The oral composition of the present disclosure includes the above-mentioned components, and may further include known components that can be blended into the oral composition. Examples of such known components include hydrocarbon oils, polyhydric alcohols, surfactants other than cationic surfactants, abrasives, humectants, foaming agents, flavorings, activators, sweeteners, preservatives, colorants, pH adjusters, stabilizers, flavoring agents, astringents, thickeners, other medicinal agents, and the like. Such known components may be used alone or in combination of two or more.

Examples of the hydrocarbon oil include paraffin, squalane, microcrystalline wax, petrolatum, ceresin, limonene, turpentine, etc. Among these, squalane and paraffin are preferred, and paraffin is more preferred.
As the squalane, either animal-derived squalane or vegetable-derived squalane can be used, and for example, shark squalane, olive squalane, etc. can be preferably used.
As the paraffin, liquid paraffin is preferable, and light liquid paraffin is more preferable. In this specification, light liquid paraffin refers to one having a specific gravity of 0.830 to 0.870 and a viscosity of less than 37 mm ² /s. The viscosity is calculated by the capillary viscometer method according to the description in the 17th revised Japanese Pharmacopoeia. The kinetic viscosity of light liquid paraffin can be, for example, less than about 45 mm ² /s.
The hydrocarbon oils can be used alone or in combination of two or more.

Examples of polyhydric alcohols include glycerin, propanediol, butylene glycol, and polyethylene glycol.
As the propanediol, either propylene glycol (1,2-propanediol) or 1,3-propanediol can be preferably used.
The butylene glycol is preferably 1,3-butylene glycol.
The polyethylene glycol preferably has an average added mole number of ethylene oxide units (EO) of 4 to 20 (4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, or 20).
Among these, glycerin is preferred as the polyhydric alcohol.
The polyhydric alcohols may be used alone or in combination of two or more.

Examples of surfactants include nonionic surfactants, anionic surfactants, and zwitterionic surfactants. Among these, nonionic surfactants are preferred. The surfactants can be used alone or in combination of two or more.

Examples of nonionic surfactants include sugar fatty acid esters such as sucrose fatty acid esters and maltose fatty acid esters; sugar alcohol fatty acid esters such as maltitol fatty acid esters; sorbitan fatty acid esters such as sorbitan monolaurate; polyoxyethylene sorbitan fatty acid esters such as polyoxyethylene sorbitan monolaurate and polyoxyethylene sorbitan monostearate; fatty acid alkanolamides such as lauric acid diethanolamide; polyoxyethylene alkyl ethers such as polyoxyethylene stearyl ether and polyoxyethylene oleyl ether; polyethylene glycol fatty acid esters such as polyethylene glycol monooleate and polyethylene glycol monolaurate; alkyl glucosides such as lauryl glucoside and decyl glucoside; polyglycerin fatty acid esters, polyoxyethylene glycerin fatty acid esters, polyoxyethylene fatty acid esters, alkyl glucosides, polyoxyethylene hydrogenated castor oil (POE hydrogenated castor oil), polyoxyethylene hydrogenated castor oil fatty acid esters, glycerin fatty acid esters, polyoxyethylene propylene block copolymers, etc. Among these, polyglycerin fatty acid esters, alkyl glucosides, polyoxyethylene hydrogenated castor oil, polyoxyethylene hydrogenated castor oil fatty acid esters, and polyoxyethylene alkyl ethers are preferred, with polyglycerin fatty acid esters being more preferred.

Examples of polyglycerol fatty acid esters include esters of polyglycerol and saturated or unsaturated fatty acids having 8 to 24 carbon atoms. The upper or lower limit of the number of carbon atoms may be, for example, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, or 23. More specifically, it may be, for example, 9 to 23.
The fatty acid may be a saturated fatty acid or an unsaturated fatty acid. The fatty acid may be a straight-chain fatty acid or a branched fatty acid. Examples of the fatty acid include capric acid, lauric acid, myristic acid, stearic acid, palmitic acid, palmitoleic acid, margaric acid, oleic acid, linoleic acid, behenic acid, isocapric acid, isolauric acid, isomyristic acid, isostearic acid, isopalmitic acid, isopalmitoleic acid, isomargaric acid, isoleic acid, isolinoleic acid, and isobehenic acid. Among them, capric acid, lauric acid, myristic acid, stearic acid, oleic acid, and isostearic acid are preferred. Natural fatty acids such as coconut oil fatty acid and palm oil fatty acid, which include these fatty acids, may also be used.
The polyglycerol fatty acid ester is preferably a mono-, di-, tri-, tetra-, penta-, or cycloester compound of the above fatty acid and polyglycerol, and more preferably a mono-, di-, or triester compound.
The polyglycerol preferably contains an average of 4 to 12 glycerol units. The upper or lower limit of the glycerol units may be, for example, 5, 6, 7, 8, 9, 10, or 11. More specifically, it may be, for example, 5 to 11.
Preferred polyglycerol fatty acid esters include, for example, polyglyceryl-n caprate, polyglyceryl-n laurate, polyglyceryl-n myristate, polyglyceryl-n stearate, polyglyceryl-n oleate, polyglyceryl-n dimyristate, polyglyceryl-n distearate, polyglyceryl-n diisostearate, polyglyceryl-n trilaurate, polyglyceryl-n trimyristate (n represents the number of glycerin units), etc. Polyglyceryl-n myristate is more preferred.

The form of the oral composition of the present disclosure is not particularly limited, but may be in the form (dosage form) of, for example, an ointment, paste, gel, liquid, spray, mouthwash, liquid dentifrice, toothpaste, or topical agent.
The oral composition of the present disclosure can be used, for example, as a pharmaceutical product or a quasi-drug product. In addition, the oral composition of the present disclosure can be used, for example, as a carrier for an oral composition.

The oral composition of the present disclosure can be prepared by a conventional method by combining sodium copper chlorophyllin and a cationic surfactant, and, if necessary, other ingredients.

As shown in the examples described later, the stability over time can be evaluated by checking the change over time in the amount of sodium copper chlorophyllin using absorbance (405 nm). For example, it is preferable that the oral composition of the present disclosure has a ratio (%) of the absorbance of a sample left at 55°C for three weeks to the absorbance of a sample left at 5°C for three weeks of 90% or more. The lower limit of this range may be, for example, about 91, 92, 93, 94, or 95%.

In this specification, the term "comprising" includes "consisting essentially of" and "consisting of." In addition, the present disclosure includes any combination of the constituent elements described in this specification.

Furthermore, the various characteristics (properties, structures, functions, etc.) described for each embodiment of the present disclosure above may be combined in any way to identify the subject matter encompassed by the present disclosure. In other words, the present disclosure encompasses all subject matter consisting of any combination of the combinable characteristics described in this specification.

The contents of this disclosure will be specifically explained using the following examples. However, this disclosure is in no way limited to these. In the following, unless otherwise specified, experiments were performed under atmospheric pressure and room temperature conditions. Furthermore, unless otherwise specified, "%" means "mass %". Furthermore, the blending amount values of each component listed in each table also indicate "mass %" unless otherwise specified.

Composition Preparation Compositions were prepared according to the formulation shown in Table 1 below, filled into toothpaste tubes in 40 g portions, and left to stand for 1 or 3 weeks at 5°C and at an accelerated temperature of 55°C. The contents of each component in the serum shown in Table 1 were 35% by mass of glycerin, 5% by mass of polyglyceryl-10 myristate, and 60% by mass of light liquid paraffin. The light liquid paraffin used had a kinetic viscosity of 12.56 ^mm2 /s (40°C) and a density (specific gravity) of 0.843. The viscosity of the light liquid paraffin calculated from the kinetic viscosity and density was 10.59 ^mm2 /s.

Preparation of Samples for UV-Vis Absorbance Measurement For the samples left standing in Examples 1 to 4 and 7 (5°C, 55°C), measurement samples were prepared according to the following procedure.
30 mL of isopropanol/methanol (9:1) mixture was added to 1 g of sample and vigorously shaken for 30 minutes. After shaking, another isopropanol/methanol (9:1) mixture was added to the solution to make the total volume 100 mL, which was used as the measurement sample.
For the samples left standing in Examples 5, 6 and 8 and Comparative Examples 1 and 2 (5°C, 55°C), measurement samples were prepared according to the following procedure.
10 mL of isopropanol/methanol (9:1) mixture was added to 2 g of sample and vigorously shaken for 30 minutes. After shaking, another isopropanol/methanol (9:1) mixture was added to the solution to make the total volume 25 mL, which was used as the measurement sample.

UV-Vis Absorbance Measurement The absorbance (405 nm) was measured using an isopropanol/methanol (9:1) mixture as a control solution. The ratio (%) of the absorbance of the sample left at 55°C for one week to the absorbance of the sample left at 5°C for one week, and the ratio (%) of the absorbance of the sample left at 55°C for three weeks to the absorbance of the sample left at 5°C for three weeks were calculated to evaluate the stability of sodium copper chlorophyllin. The results are shown in Table 1.

As shown in Table 1, in Examples 1 to 8, the ratio of the absorbance of the sample left at 55°C to the absorbance of the sample left at 5°C was 90% or more in both the first and third weeks, indicating that sodium copper chlorophyllin has good stability over time.

Composition Preparation Compositions were prepared according to the formulations shown in Table 2 below, and the stability of sodium copper chlorophyllin was evaluated in the same manner as in Example 5. The contents of each component in the serum shown in Table 2 were 35% by mass for glycerin, 5% by mass for polyglyceryl-10 myristate, and 60% by mass for light liquid paraffin.
The results are also shown in Table 2.

As shown in Table 2, when benzalkonium chloride or N-coconut oil fatty acid acyl-L-arginine ethyl-DL-pyrrolidone carboxylate was used instead of cetylpyridinium chloride (Examples 9 and 10), the ratio of the absorbance of the sample left at 55°C to the absorbance of the sample left at 5°C was 90% or more in both the first and third weeks, indicating that copper chlorophyllin sodium has good stability over time.

Claims (5)

Sodium copper chlorophyllin, and
An oral composition comprising a cationic surfactant,
the cationic surfactant is at least one selected from the group consisting of cetylpyridinium chloride, benzalkonium chloride, and N-cocoyl-L-arginine ethyl.DL-pyrrolidone carboxylate;
In the composition, the content mass ratio of the sodium copper chlorophyllin and the cationic surfactant is 70:1 to 1:30;
The water content in the composition is 5% by mass or less,
The oral composition is in the form of an ointment, paste, gel, liquid, spray, mouthwash, liquid dentifrice, toothpaste, or topical agent . The oral composition of claim 1 comprising a hydrocarbon oil, a polyhydric alcohol, and a non-ionic surfactant. The oral composition according to claim 1 or 2 , which is a non-aqueous composition. The oral composition according to any one of claims 1 to 3 , wherein the content of the cationic surfactant in the composition is 0.001 to 0.5 mass%. The oral composition according to any one of claims 1 to 4 , wherein the content of the sodium copper chlorophyllin in the composition is 0.5 mass% or less.