CA1120861A - Cationic germicide with masking flavourant in oral product - Google Patents
Cationic germicide with masking flavourant in oral productInfo
- Publication number
- CA1120861A CA1120861A CA000338888A CA338888A CA1120861A CA 1120861 A CA1120861 A CA 1120861A CA 000338888 A CA000338888 A CA 000338888A CA 338888 A CA338888 A CA 338888A CA 1120861 A CA1120861 A CA 1120861A
- Authority
- CA
- Canada
- Prior art keywords
- masking
- oral product
- weight
- product according
- oil
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/43—Guanidines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
- A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
Abstract
- 15 - J.717 (CA) ABSTRACT OF THE DISCLOSURE
In an oral product (such as a dentifrice or a mouthwash) which comtains a bitter-tasting cationic germicide together with a making flavourant, the improvement wherein the masking flavourant comprises a bitterness-masking amount of a flavouring mixture comprising a plurality of constituents including at least one bitterness-masking constituent selected from essential citrus oils (other than lime oil), synthetic equivalents thereof, benzyl salicylate and anisic alcohol.
In an oral product (such as a dentifrice or a mouthwash) which comtains a bitter-tasting cationic germicide together with a making flavourant, the improvement wherein the masking flavourant comprises a bitterness-masking amount of a flavouring mixture comprising a plurality of constituents including at least one bitterness-masking constituent selected from essential citrus oils (other than lime oil), synthetic equivalents thereof, benzyl salicylate and anisic alcohol.
Description
8~1 J.717 ORA~ PRODUCTS SUC~ AS DENTIFRICES AND MOUT~WAS~ES
AND TEEIR PREPARATION
This invention relates to oral products such as dentifrices and mouthwashes.
The incorporation o~cationic germicides, e.g. bis-biguanido-hexane anti-bacterial agent~ such as cblorbexidine (Eibitane - Trade Mark), into oral products is known. Numerous dentifrices containin~ chlorhexidine have been disclosed, for example in UE Patent Specification No. 825,577t published Netherlands Patent Applications Nos.
72-03852 and 72-03853, Austrian Speciiioation No. 327,393, and in US Patent Specification No. 3,925,543. The use of chlorhexidine-containin~ mouthrinses has also been exten-sively described: see for example H. Loe, Govt. Reps.
Announc. ~1975) 7S (2), 47, and Chem. Abs. (1975), 82, 165018t.
11'~0~36~
AND TEEIR PREPARATION
This invention relates to oral products such as dentifrices and mouthwashes.
The incorporation o~cationic germicides, e.g. bis-biguanido-hexane anti-bacterial agent~ such as cblorbexidine (Eibitane - Trade Mark), into oral products is known. Numerous dentifrices containin~ chlorhexidine have been disclosed, for example in UE Patent Specification No. 825,577t published Netherlands Patent Applications Nos.
72-03852 and 72-03853, Austrian Speciiioation No. 327,393, and in US Patent Specification No. 3,925,543. The use of chlorhexidine-containin~ mouthrinses has also been exten-sively described: see for example H. Loe, Govt. Reps.
Announc. ~1975) 7S (2), 47, and Chem. Abs. (1975), 82, 165018t.
11'~0~36~
- 2 - J.717 A variety of other such cationic germicides is also known: see for example Belgia:n Patent No. 847,735, West German OS-23 13 830, UK Specification No. 1,398,058 and US Patent No. 4,059,687.
The use of such cationic germicides in oral prodqcts has been found to reduce gingivitis and the accumulation of dental plaque.in the mouths of u9ers.
Nevertheless, the acceptability to potential users of oral preparations containing many of such cationic germicides has been substantially limited by their bitter taste.
- We find that attempts to circumvent this limitation by formulating oral compositions with strong competing flavours generally do not succeed. For example, it has been found that the addition o~ substantial quantities Or aniseed, vanilla or vanillin, or wi.ntergreen flavours, results in compositions still possessing unpleasant and unacoeptable bitter tasteinspite ofthe prQsenceoftbesestron~ flavaurants.
We have now found that there are flavourants whi~b have a sufficiently pronounced masking ac-tion on the bitter.
.
flavaur of bitter-tasting cationic germicides to al~ow the preparation of oral products which contain the~e bitter subsbances together with bitterness-mas~ing flavourants in effective amounts so that the products have an overall flavour acceptable to the potential user. We bave found bitterness_masking flavourants that do not merely add to and compete with the bitter taste o~ the germicides, as do the unsuccessful flavours mentioned àbove: they have unexpectedly been -found -to mask the bitterness, 11~ 361
The use of such cationic germicides in oral prodqcts has been found to reduce gingivitis and the accumulation of dental plaque.in the mouths of u9ers.
Nevertheless, the acceptability to potential users of oral preparations containing many of such cationic germicides has been substantially limited by their bitter taste.
- We find that attempts to circumvent this limitation by formulating oral compositions with strong competing flavours generally do not succeed. For example, it has been found that the addition o~ substantial quantities Or aniseed, vanilla or vanillin, or wi.ntergreen flavours, results in compositions still possessing unpleasant and unacoeptable bitter tasteinspite ofthe prQsenceoftbesestron~ flavaurants.
We have now found that there are flavourants whi~b have a sufficiently pronounced masking ac-tion on the bitter.
.
flavaur of bitter-tasting cationic germicides to al~ow the preparation of oral products which contain the~e bitter subsbances together with bitterness-mas~ing flavourants in effective amounts so that the products have an overall flavour acceptable to the potential user. We bave found bitterness_masking flavourants that do not merely add to and compete with the bitter taste o~ the germicides, as do the unsuccessful flavours mentioned àbove: they have unexpectedly been -found -to mask the bitterness, 11~ 361
- 3 - J.7l7 Accordin~ly the invention provides an oral product (such as a dentifrice or a mou-th~ash) containing a bitter -tasting cationic germicide together with a bitterness-masking amount of a flavourant capable of masking the bitter taste of the germicide. The bitterness-maskin~
flavourant can for example be a flavouring mixture comprising a plurality of flavouring con~tituents including at least one such bitterness-masking flavourant. A suitable such bitterness-masking flavouring constituent is one or more selected from essential citrus oils (other than lime oil), and benzyl salicylate and anisic alcohol. The citrus oil may be an essential citrus oil of natural origin (which is itself a complex mixture of organic compounds), but a synthetic or artificïàl citrus oil, e.g. a synthetic - 15 lemon oil composition formulated to approximate the n~tural essential oil in note, may also be used.
Benzyl salicylate and anisic alcohol are of respçctive formulae (I) and (II):
~0\ - ' .
~ CH2ØC0 ~ (I) CH30 ~ C~20H (II) Particqlar examples Or suitable flavoured formulations of the oral products according to the invention incorporate essen-tial oil of lemon, orange, grapefruit or mandarin to reduce the bitter impre~ion o~ the a~tibacterial agent.
In many preferred formulations of the oral products according to the invention, the bitterness-masking flavourant .. . . . .
8~1 ~ J.717 will be present in a mixture of flavourants which confers upon the final formulation an overall flavour note different from that of the bitterness-masking flavourant incorporated therein. Thus, the citrus oil, other than lime oil, and/or the benzyl salicylate and/or anisic alcohol, may be added to an oral product as a supplement to or replacement for part of a conventionally used flavourant, which itself is generally a complex mixture of organic compounds. For example, an appropriate citrus oil may be present in an oral product according to the invention as part of a flavourant mix-ture of which it constitutes a minor or a major proportion,e.g. up to 30%~ for example 2-24%~ suitably about 12% by weight. Such an oral product may have for example an ovérall citrus flavour, e.g. lemon flavour, but it may alternatively possess an overall flavour different from citrus flavour, e.g. a minty flavour: indeed such a result may be preferred.
It is of course understood that each individual flavourant composition to be used in an oral product in accordance with the invention can be adjusted in overall flavour note as desired in accordance with the normal flavourist's practice of balanoing the proportions of individual constituents to produce an acceptable overall result. The distinctive feature of this invention will -then be seen in the use of an e-ffective amount of the citrus oil (except lime oil), benzyl salicylate and/or anisic alcohol as a masking flavourant component or components, in combination with a possibly large number of other -` llZ1~861 - 5 - J.717 in~ividual ~lavour componell-ts or a proprietary or other collll)lex flavo~rant mixture.
Under these circumstances, we have produced useful flavourant mixtures for use according to the invention containing (for example) from 0.1-5% benzyl salicylate or anisic alcohol, (based on the weight o~ the flavourant mixture). Examples of such mixtures as given below include for example l~o benzyl ~alicylate.
The citrus oils, e.g. orange and lemon oil, have for example been used with success at levels of 2-30~, based on the weight of the flavourant mixture. The lowest levels of this range, e.g. 2-5%~ have for~example (but not necessArily) been chosen where the flavourant mixture also contains benzyl salicylate or anisic alcohol. Where tbe orange or lemon or other citrus oil (except lime oil~
i~ used in the absence of benzyl salicylate or anisic alcoholJ we have some preference for usin~ the higher levels in the range, e.g. above 5~, especially above 10%.
Suitable co_ilavourants *or use in the flavourant mixtUres include for example those which impart a fresh, cool flavour to the oral product, e.g. menthol or oil of peppermint. However~ many other materials well known to~
the flavourist nay also be u~ed. ~he amount of the flavourant mixture to be used in oral compositions in 25 accordance with this invention may be fixed at any desired (e.g. a conventional) level. 0.5-2% by weight of the flavourant mixture with respect to the whole composition .. .... .... .. ...... ... . . ... . ..... . .. . .. . . . . .. . .. .
- 6 - J.717 may for example be chosen. Dentifrices will commonly be fla~ouredat levels of forexample 0.6-1.55~,especiallyabout 15~flavourantmixturebyweightbased onthewhole formulation.
The bitter-tastin~ cationic germicide to be used in S the compositions o~ the invention, and of which the bitter taste i~ to be masked in accordance with the invention, can-suitably be any of the bitter-tasting biguanide germicides, e.g. compounds containing a single alkyl- or aryl-substi-tuted biguanide group; compounds containing two alkyl- or aryl-substituted biguanide groups joined by a bridging group;
polymers containing a number of biguanide groups joined by bridging groups, and modiiied biguanide compounds in which nitrogen atoms Or the biguanide groups are replaced by heteroatoms such as oxygen or sulphur. Biguanides described in the prior specifications cited at the head o~
this specification are among the examples of such compounds.
Particularly convenient e~amples of the cationic germicide used in the oral product are 1,6_bis-(~-chloro-phenylbiguanido)_hexane (chlorhexidine), and 1,6_bis_ (2-ethylhexylbiguanido)hexane (alexidîne). ~hese are conventionally used as water soluble salts, e.g. gluconates.
~ he amount o~ the cationic germicide to be inoluded in the composition can be chosen according to convenience and - can ~or example be in the range 0.1-2% by weigbt. The level chosen will generally be a compromise: at low levels there will be encountered the lower activity limit under the particular circumstances of use, and at high levels the llZ(~86~
- 7 - J.717 bitterness to be maslted will of course be greater, as will th~stain-promoting e~fec-l;of the germicide. Thedentifrices pr~ferably con-tain 0.4~ germicide or more, e.g. 0.8~:
the mouthwashes can if desired be formulated at 0.1-0.2%
with good results, tho~gh levels up to 1% give increased anti_bacterial effect.
The oral prodqcts of this invention can contain, apart from the ingredients with which this invention is concerned, conventional ingredients such as abrasives, hqmectants, thickeners, whiteners and others known to those skilled in this ~ield. These aspec-ts o~ the cholce o~ formulation ~orm no part of this invention.
The following Examples show the preparation of selected formulations ~alling within the scope of this invention. All peroentages given are by weight.
~ Examples 1-5 In each of Examples 1-5, a flavourant formulation as detailed below was compounded, and incorporated at a level o~ lyo by weight in a toQthpaste ~ormulation o~
which the remaining 99~ of the composition was as ~ollows: ` --~a fr~yc~/rafe Cibb~ito (ulpha-ulumina trih~dr~e)- 0 (average particle size 15/u) 55' Glycerine 27.0 Hydroxyethyl cellulose 1.1 2S Chlorhexidine gluconate 0.8 Titanium dioxide 0.5 Water 14.6 2~3~61 - 8 - J.717 The flavourant formulations used to provide masking of the bit-ter chlorhexidine taste in accordance with the invention were of the following composition, referred to each Example: -Example 1:
~, .
Menthol 16.0 Anethole 10.0 Cineole 10.0 Menthone 1.2 Eugenol 1.0 Orange oil 1.0 Spearmint oil 10.0 -: Lemon oil ~ 2.0 Peppermint oil 47.6 Ben~yl salicylate . 1.0 Ethyl maltol 0.2 100.O
- Example 2:
Menthol 12.0 Anethole 10.0 Cineole 15.0 Lemon oil ..19.0 ~5 Peppermint oil 34.0 Methyl salicylate 8.0 .
~lZ(~8bi1 _ 9 ~ J. 717 Exarllple 2 (contcl. ):
Thyme oil 1.0 Citral 1.0 100.0 Menthol 17.8 Anethole 5.6 Cineole 6.7 Peppermint oil . 42.9 Methyl salicylate 14.4 Mandarin oil 1.1 Grapefrqit oil 11.1 Ethyl vanillin 0.4 100 . O
Example 4:
Menthol 15.0 : 20 Anethole ~ 5.0 Cineole 5.0 Spearmint oil 15.0 Peppermint oil 50.0 Benzyl salicylate 1.0 Ethyl maltol . o.~
Menthone 1.6 : Eugenol .7.0 100.O
.
- 10 - J,717 Example 5:
~lenthol 20.0 Anethole 4.0 s Cineole 16.0 Menthone 1.0 Eugenol 1.0 Orange oil 2.0 Lemon oil 3.8 Spearmint oil 9.0 Ethyl maltol 0.2 Peppermint oil 42.0 Methyl salicylate 1.0 100 . 0 Each ~lavourant composition masked the bitterness of the chlorhexidine cationic germicide in the dentifrice formulation, and con~erred an overall peppermint ~lavour on ~: the ~ormula.tion.
E~amples 6~8 Mouthwa.shes:
In each of Examples 6-8 ~ a. mouthwash was formulated to contain 0~2yo of a bitter-tasting cationic ~ermicide as detailed below and 0.80/D of a flavourant mixture, also as . detailed below, to mask the bitterness in accordance with this invention: remaining constituents were: ethanol 18%~
nonionic sur~actant 1%, glycerine 12~, distilled water to 10~% .
llZ~8~
~ J.7].7 Cationic ~ermicide Flavourant mixture ( O . 2% ) 1~ . 8% ) Example 6 chlorhexidine as in Example 1 .
Example 7 alexidine as in Example 4 Example 8 chlorhexidine as in Example 5 In each preparation the flavourant mixture masks thc bitter taste of the cationic germicide, and confers an overall peppermint flavour on the preparatlon.
.
.
flavourant can for example be a flavouring mixture comprising a plurality of flavouring con~tituents including at least one such bitterness-masking flavourant. A suitable such bitterness-masking flavouring constituent is one or more selected from essential citrus oils (other than lime oil), and benzyl salicylate and anisic alcohol. The citrus oil may be an essential citrus oil of natural origin (which is itself a complex mixture of organic compounds), but a synthetic or artificïàl citrus oil, e.g. a synthetic - 15 lemon oil composition formulated to approximate the n~tural essential oil in note, may also be used.
Benzyl salicylate and anisic alcohol are of respçctive formulae (I) and (II):
~0\ - ' .
~ CH2ØC0 ~ (I) CH30 ~ C~20H (II) Particqlar examples Or suitable flavoured formulations of the oral products according to the invention incorporate essen-tial oil of lemon, orange, grapefruit or mandarin to reduce the bitter impre~ion o~ the a~tibacterial agent.
In many preferred formulations of the oral products according to the invention, the bitterness-masking flavourant .. . . . .
8~1 ~ J.717 will be present in a mixture of flavourants which confers upon the final formulation an overall flavour note different from that of the bitterness-masking flavourant incorporated therein. Thus, the citrus oil, other than lime oil, and/or the benzyl salicylate and/or anisic alcohol, may be added to an oral product as a supplement to or replacement for part of a conventionally used flavourant, which itself is generally a complex mixture of organic compounds. For example, an appropriate citrus oil may be present in an oral product according to the invention as part of a flavourant mix-ture of which it constitutes a minor or a major proportion,e.g. up to 30%~ for example 2-24%~ suitably about 12% by weight. Such an oral product may have for example an ovérall citrus flavour, e.g. lemon flavour, but it may alternatively possess an overall flavour different from citrus flavour, e.g. a minty flavour: indeed such a result may be preferred.
It is of course understood that each individual flavourant composition to be used in an oral product in accordance with the invention can be adjusted in overall flavour note as desired in accordance with the normal flavourist's practice of balanoing the proportions of individual constituents to produce an acceptable overall result. The distinctive feature of this invention will -then be seen in the use of an e-ffective amount of the citrus oil (except lime oil), benzyl salicylate and/or anisic alcohol as a masking flavourant component or components, in combination with a possibly large number of other -` llZ1~861 - 5 - J.717 in~ividual ~lavour componell-ts or a proprietary or other collll)lex flavo~rant mixture.
Under these circumstances, we have produced useful flavourant mixtures for use according to the invention containing (for example) from 0.1-5% benzyl salicylate or anisic alcohol, (based on the weight o~ the flavourant mixture). Examples of such mixtures as given below include for example l~o benzyl ~alicylate.
The citrus oils, e.g. orange and lemon oil, have for example been used with success at levels of 2-30~, based on the weight of the flavourant mixture. The lowest levels of this range, e.g. 2-5%~ have for~example (but not necessArily) been chosen where the flavourant mixture also contains benzyl salicylate or anisic alcohol. Where tbe orange or lemon or other citrus oil (except lime oil~
i~ used in the absence of benzyl salicylate or anisic alcoholJ we have some preference for usin~ the higher levels in the range, e.g. above 5~, especially above 10%.
Suitable co_ilavourants *or use in the flavourant mixtUres include for example those which impart a fresh, cool flavour to the oral product, e.g. menthol or oil of peppermint. However~ many other materials well known to~
the flavourist nay also be u~ed. ~he amount of the flavourant mixture to be used in oral compositions in 25 accordance with this invention may be fixed at any desired (e.g. a conventional) level. 0.5-2% by weight of the flavourant mixture with respect to the whole composition .. .... .... .. ...... ... . . ... . ..... . .. . .. . . . . .. . .. .
- 6 - J.717 may for example be chosen. Dentifrices will commonly be fla~ouredat levels of forexample 0.6-1.55~,especiallyabout 15~flavourantmixturebyweightbased onthewhole formulation.
The bitter-tastin~ cationic germicide to be used in S the compositions o~ the invention, and of which the bitter taste i~ to be masked in accordance with the invention, can-suitably be any of the bitter-tasting biguanide germicides, e.g. compounds containing a single alkyl- or aryl-substi-tuted biguanide group; compounds containing two alkyl- or aryl-substituted biguanide groups joined by a bridging group;
polymers containing a number of biguanide groups joined by bridging groups, and modiiied biguanide compounds in which nitrogen atoms Or the biguanide groups are replaced by heteroatoms such as oxygen or sulphur. Biguanides described in the prior specifications cited at the head o~
this specification are among the examples of such compounds.
Particularly convenient e~amples of the cationic germicide used in the oral product are 1,6_bis-(~-chloro-phenylbiguanido)_hexane (chlorhexidine), and 1,6_bis_ (2-ethylhexylbiguanido)hexane (alexidîne). ~hese are conventionally used as water soluble salts, e.g. gluconates.
~ he amount o~ the cationic germicide to be inoluded in the composition can be chosen according to convenience and - can ~or example be in the range 0.1-2% by weigbt. The level chosen will generally be a compromise: at low levels there will be encountered the lower activity limit under the particular circumstances of use, and at high levels the llZ(~86~
- 7 - J.717 bitterness to be maslted will of course be greater, as will th~stain-promoting e~fec-l;of the germicide. Thedentifrices pr~ferably con-tain 0.4~ germicide or more, e.g. 0.8~:
the mouthwashes can if desired be formulated at 0.1-0.2%
with good results, tho~gh levels up to 1% give increased anti_bacterial effect.
The oral prodqcts of this invention can contain, apart from the ingredients with which this invention is concerned, conventional ingredients such as abrasives, hqmectants, thickeners, whiteners and others known to those skilled in this ~ield. These aspec-ts o~ the cholce o~ formulation ~orm no part of this invention.
The following Examples show the preparation of selected formulations ~alling within the scope of this invention. All peroentages given are by weight.
~ Examples 1-5 In each of Examples 1-5, a flavourant formulation as detailed below was compounded, and incorporated at a level o~ lyo by weight in a toQthpaste ~ormulation o~
which the remaining 99~ of the composition was as ~ollows: ` --~a fr~yc~/rafe Cibb~ito (ulpha-ulumina trih~dr~e)- 0 (average particle size 15/u) 55' Glycerine 27.0 Hydroxyethyl cellulose 1.1 2S Chlorhexidine gluconate 0.8 Titanium dioxide 0.5 Water 14.6 2~3~61 - 8 - J.717 The flavourant formulations used to provide masking of the bit-ter chlorhexidine taste in accordance with the invention were of the following composition, referred to each Example: -Example 1:
~, .
Menthol 16.0 Anethole 10.0 Cineole 10.0 Menthone 1.2 Eugenol 1.0 Orange oil 1.0 Spearmint oil 10.0 -: Lemon oil ~ 2.0 Peppermint oil 47.6 Ben~yl salicylate . 1.0 Ethyl maltol 0.2 100.O
- Example 2:
Menthol 12.0 Anethole 10.0 Cineole 15.0 Lemon oil ..19.0 ~5 Peppermint oil 34.0 Methyl salicylate 8.0 .
~lZ(~8bi1 _ 9 ~ J. 717 Exarllple 2 (contcl. ):
Thyme oil 1.0 Citral 1.0 100.0 Menthol 17.8 Anethole 5.6 Cineole 6.7 Peppermint oil . 42.9 Methyl salicylate 14.4 Mandarin oil 1.1 Grapefrqit oil 11.1 Ethyl vanillin 0.4 100 . O
Example 4:
Menthol 15.0 : 20 Anethole ~ 5.0 Cineole 5.0 Spearmint oil 15.0 Peppermint oil 50.0 Benzyl salicylate 1.0 Ethyl maltol . o.~
Menthone 1.6 : Eugenol .7.0 100.O
.
- 10 - J,717 Example 5:
~lenthol 20.0 Anethole 4.0 s Cineole 16.0 Menthone 1.0 Eugenol 1.0 Orange oil 2.0 Lemon oil 3.8 Spearmint oil 9.0 Ethyl maltol 0.2 Peppermint oil 42.0 Methyl salicylate 1.0 100 . 0 Each ~lavourant composition masked the bitterness of the chlorhexidine cationic germicide in the dentifrice formulation, and con~erred an overall peppermint ~lavour on ~: the ~ormula.tion.
E~amples 6~8 Mouthwa.shes:
In each of Examples 6-8 ~ a. mouthwash was formulated to contain 0~2yo of a bitter-tasting cationic ~ermicide as detailed below and 0.80/D of a flavourant mixture, also as . detailed below, to mask the bitterness in accordance with this invention: remaining constituents were: ethanol 18%~
nonionic sur~actant 1%, glycerine 12~, distilled water to 10~% .
llZ~8~
~ J.7].7 Cationic ~ermicide Flavourant mixture ( O . 2% ) 1~ . 8% ) Example 6 chlorhexidine as in Example 1 .
Example 7 alexidine as in Example 4 Example 8 chlorhexidine as in Example 5 In each preparation the flavourant mixture masks thc bitter taste of the cationic germicide, and confers an overall peppermint flavour on the preparatlon.
.
.
Claims (13)
1. In an oral product which contains a bitter-tasting biguanide cationic germicide together with a masking flavourant, the improvement wherein the masking flavourant comprises a bitterness-masking amount of a flavouring mixture comprising a plurality of constituents including at least one bitterness-masking constituent selected from essential citrus oils other than lime oil, synthetic equivalents thereof, benzyl salicylate and anisic alcohol.
2. An oral product according to Claim 1, in which the bitterness-masking constituent comprises one or more of essential oil of lemon, orange, grapefruit or mandarin.
3, An oral product according to Claim 1, in which the bitterness-masking constitutent is present at from 0.1%-30%
by weight of the flavouring mixture.
by weight of the flavouring mixture.
4. An oral product according to Claim 1, comprising benzyl salicylate or anisic alcohol at 0.1%-5% by weight of the flavouring mixture.
5. An oral product according to Claim 1, comprising essential citrus oil other than lime oil at 5%-30% by weight of the flavouring mixture.
6. An oral product according to Claim 1, comprising essential citrus oil other than lime oil at 2%-30% by weight of the flavouring mixture and benzyl salicylate or anisic alcohol at 0.1%-5% by weight of the flavouring mixture.
7. An oral product according to Claim 1, comprising benzyl salicylate or anisic alcohol at about 1% by weight of the flavouring mixture.
- 13 - J.717(CA)
- 13 - J.717(CA)
8. An oral product according to Claim 1, in which the flavouring mixture comprises as coflavourant menthol or oil of peppermint.
9. An oral product according to Claim 1, in which the flavouring mixture is present at from 0.5%-2% by weight of the product.
10. An oral product according to Claim 1, including a dental abrasive and 0.6%-1.5% by weight of said flavouring mixture, and 0.4%-2% by weight of the cationic germicide.
11. An oral product according to Claim 1 in the form of a mouthwash containing 0.1%-1% by weight of the cationic germicide.
12. In a process for preparing an oral product and masking the bitter taste of a biguanide cationic germicide therein, the improvement which comprises incorporating into said oral product together with said cationic germicide, a bitterness-masking amount of a flavouring mixture comprising a plurality of constituents including at least one bitterness-masking flavouring constituent selected from essential citrus oils other than lime oil, synthetic equivalents thereof, benzyl salicylate and anisic alcohol.
13. An oral product according to Claim 1, comprising a flavourant imparting a mint flavour to the product.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB42818/78 | 1978-11-01 | ||
| GB7842818 | 1978-11-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1120861A true CA1120861A (en) | 1982-03-30 |
Family
ID=10500739
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000338888A Expired CA1120861A (en) | 1978-11-01 | 1979-10-31 | Cationic germicide with masking flavourant in oral product |
Country Status (4)
| Country | Link |
|---|---|
| CA (1) | CA1120861A (en) |
| DE (1) | DE2944021A1 (en) |
| FR (1) | FR2440189A1 (en) |
| GB (1) | GB2035084B (en) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4431631A (en) * | 1983-01-03 | 1984-02-14 | Colgate-Palmolive Company | Aqueous oral solution |
| DE3502830A1 (en) * | 1984-02-09 | 1985-08-14 | Colgate Palmolive Co | DENTISTRY COMPOSITION |
| US4574081A (en) * | 1984-09-25 | 1986-03-04 | Colgate-Palmolive Co. | Antiplaque dentifrice having improved flavor |
| ZA869433B (en) * | 1985-12-16 | 1988-07-27 | Cilag Ag | Non-irritating suprofen solution |
| JPH0774139B2 (en) * | 1986-02-05 | 1995-08-09 | ライオン株式会社 | Oral composition |
| ZA872857B (en) * | 1986-05-02 | 1987-11-25 | Warner Lambert Co | Composition and method to inhibit the growth of organisms by the use of bis-biguanido hexanes and essential oil mixture combinations |
| US6143281A (en) * | 1987-03-31 | 2000-11-07 | Smithkline Beecham P.L.C. | Dentifrice compositions |
| US4945087A (en) * | 1988-03-31 | 1990-07-31 | Warner-Lambert Company | Taste masking of thymol |
| US5094843A (en) * | 1990-09-10 | 1992-03-10 | Beecham Inc. | Antimicrobial toothpaste |
| AU3890395A (en) * | 1994-11-17 | 1996-06-17 | Warner-Lambert Company | Antimicrobial oral compositions |
| HUP0103667A3 (en) * | 1998-09-23 | 2007-10-29 | Unilever Nv | Oral care compositions and use of metal complexes for producing of such compositions |
| GB2349817A (en) * | 1999-03-12 | 2000-11-15 | K T Lalvani | uSE OF MASKING AGENTS WITH CAPSULES |
| AU2011308857B2 (en) * | 2010-10-01 | 2015-11-05 | The Procter & Gamble Company | Oral care compositions with improved flavor |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1367892A (en) * | 1970-11-27 | 1974-09-25 | Colgate Palmolive Co | Dentifrice compositions |
| ZA721351B (en) * | 1971-03-22 | 1973-10-31 | Colgate Palmolive Co | Stable dentifrice |
| US3876759A (en) * | 1973-01-04 | 1975-04-08 | Colgate Palmolive Co | Method of making clear lemon-flavored mouthwash |
-
1979
- 1979-10-30 FR FR7926869A patent/FR2440189A1/en not_active Withdrawn
- 1979-10-31 GB GB7937628A patent/GB2035084B/en not_active Expired
- 1979-10-31 DE DE19792944021 patent/DE2944021A1/en not_active Withdrawn
- 1979-10-31 CA CA000338888A patent/CA1120861A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GB2035084A (en) | 1980-06-18 |
| DE2944021A1 (en) | 1980-05-14 |
| FR2440189A1 (en) | 1980-05-30 |
| GB2035084B (en) | 1983-02-09 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |