JPS5927324B2 - Gargle composition - Google Patents
Gargle compositionInfo
- Publication number
- JPS5927324B2 JPS5927324B2 JP52083431A JP8343177A JPS5927324B2 JP S5927324 B2 JPS5927324 B2 JP S5927324B2 JP 52083431 A JP52083431 A JP 52083431A JP 8343177 A JP8343177 A JP 8343177A JP S5927324 B2 JPS5927324 B2 JP S5927324B2
- Authority
- JP
- Japan
- Prior art keywords
- azulene
- composition
- castor oil
- chlorhexidine
- hydrogenated castor
- 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
- 239000000203 mixture Substances 0.000 title claims description 25
- CUFNKYGDVFVPHO-UHFFFAOYSA-N azulene Chemical compound C1=CC=CC2=CC=CC2=C1 CUFNKYGDVFVPHO-UHFFFAOYSA-N 0.000 claims description 78
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 22
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 12
- -1 Polyoxyethylene Polymers 0.000 claims description 12
- 239000004359 castor oil Substances 0.000 claims description 11
- 235000019438 castor oil Nutrition 0.000 claims description 11
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 11
- GHXZTYHSJHQHIJ-UHFFFAOYSA-N Chlorhexidine Chemical class C=1C=C(Cl)C=CC=1NC(N)=NC(N)=NCCCCCCN=C(N)N=C(N)NC1=CC=C(Cl)C=C1 GHXZTYHSJHQHIJ-UHFFFAOYSA-N 0.000 claims description 7
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 14
- 229960003333 chlorhexidine gluconate Drugs 0.000 description 11
- YZIYKJHYYHPJIB-UUPCJSQJSA-N chlorhexidine gluconate Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O.C1=CC(Cl)=CC=C1NC(=N)NC(=N)NCCCCCCNC(=N)NC(=N)NC1=CC=C(Cl)C=C1 YZIYKJHYYHPJIB-UUPCJSQJSA-N 0.000 description 11
- 239000003795 chemical substances by application Substances 0.000 description 10
- 239000003205 fragrance Substances 0.000 description 8
- 239000008213 purified water Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 235000011187 glycerol Nutrition 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- FTLYMKDSHNWQKD-UHFFFAOYSA-N (2,4,5-trichlorophenyl)boronic acid Chemical compound OB(O)C1=CC(Cl)=C(Cl)C=C1Cl FTLYMKDSHNWQKD-UHFFFAOYSA-N 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 229940085605 saccharin sodium Drugs 0.000 description 6
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 4
- 239000000600 sorbitol Substances 0.000 description 4
- WJLVQTJZDCGNJN-UHFFFAOYSA-N Chlorhexidine hydrochloride Chemical compound Cl.Cl.C=1C=C(Cl)C=CC=1NC(N)=NC(N)=NCCCCCCN=C(N)N=C(N)NC1=CC=C(Cl)C=C1 WJLVQTJZDCGNJN-UHFFFAOYSA-N 0.000 description 3
- 206010062717 Increased upper airway secretion Diseases 0.000 description 3
- 230000003110 anti-inflammatory effect Effects 0.000 description 3
- 229960004504 chlorhexidine hydrochloride Drugs 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- 208000026435 phlegm Diseases 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 2
- 125000003828 azulenyl group Chemical group 0.000 description 2
- 229960003260 chlorhexidine Drugs 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 230000001172 regenerating effect Effects 0.000 description 2
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 2
- 235000007866 Chamaemelum nobile Nutrition 0.000 description 1
- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 description 1
- 244000042664 Matricaria chamomilla Species 0.000 description 1
- 235000007232 Matricaria chamomilla Nutrition 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 235000004443 Ricinus communis Nutrition 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 230000000172 allergic effect Effects 0.000 description 1
- 230000003266 anti-allergic effect Effects 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 239000008395 clarifying agent Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005562 fading Methods 0.000 description 1
- 239000008141 laxative Substances 0.000 description 1
- 229940125722 laxative agent Drugs 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000002324 mouth wash Substances 0.000 description 1
- 229940051866 mouthwash Drugs 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 239000000021 stimulant Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Landscapes
- Cosmetics (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Description
【発明の詳細な説明】
本発明は含晰剤組成物、さらに詳しくは、アズレンを安
定に配合した含晰剤組成物に関する。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a clarifier composition, and more particularly to a clarifier composition stably containing azulene.
アズレンはカミツレ花の煎汁成分で、濃青色を呈し、古
くから消炎作用、組織再生作用、抗アレルギー作用をも
つといわれ、化粧品や医薬品に広く用いられ、含晰剤に
も配合されている。Azulene is a component of chamomile flower decoction, which has a dark blue color and has been said to have anti-inflammatory, tissue regenerating, and anti-allergic effects since ancient times, and is widely used in cosmetics and pharmaceuticals, and is also included in laxatives.
しかし、アズレンは本質的に光や熱に不安定であり、光
や熱によりアズレンの分解が開始するとその濃青色が徐
々に失なわれ、それに比例してアズレンの消炎作用、組
織再生作用、抗アレルギー作用も減少してくる。However, azulene is inherently unstable to light and heat, and when it begins to decompose due to light and heat, its deep blue color gradually disappears, and in proportion to this, azulene's anti-inflammatory, tissue regenerating, and anti-inflammatory effects Allergic effects are also reduced.
ことに含晰剤のような水溶液系においては、アズレンの
耐光性、耐熱性が悪く、水溶液系でアズレンを長期間安
定に配合すること、すなわち、アズレンの濃青色を長期
間保持することは非常に困難である。Especially in an aqueous solution system such as a clarifier, azulene has poor light resistance and heat resistance, and it is extremely difficult to mix azulene stably for a long period of time in an aqueous solution system, that is, to maintain the dark blue color of azulene for a long period of time. It is difficult to
本発明者はアズレンを配合した含漱剤におけるアズレン
の安定性について研究する間に、アズレンと、殺菌剤と
して知られているクロルヘキシジン塩を共存させるとア
ズレンの耐光性、耐熱性が著るしく向上する本発明を完
成するにいたった。While researching the stability of azulene in a destaining agent containing azulene, the inventor found that the light resistance and heat resistance of azulene were significantly improved when azulene and chlorhexidine salt, which is known as a bactericidal agent, coexisted. This led to the completion of the present invention.
しかして、本発明は、アズレン0.01〜0.1係(重
量係以下同じ)、クロルヘキシジン塩0.03〜0.1
係、エタノール20〜50チおよびポリオキシエチレン
硬化ヒマシ油(エチレンオキサイドの平均付加モル数、
以下同じ)1〜2チを配合してなる含晰剤組成物を提供
するものであり、本発明の含漱剤組成物では光や熱によ
るアズレンの分解が抑制され、アズレンの濃青色が長期
間保持される。Therefore, in the present invention, azulene has a ratio of 0.01 to 0.1 (the same applies below the weight ratio), and chlorhexidine salt has a ratio of 0.03 to 0.1.
20-50% of ethanol and polyoxyethylene hydrogenated castor oil (average number of moles of ethylene oxide added,
The present invention provides a clarifying agent composition containing 1 to 2 chlorides (the same applies hereinafter), and the decomposition of azulene due to light and heat is suppressed, and the deep blue color of azulene is maintained for a long time. Retained for a period of time.
つぎの第1表にアズレン配合金晰剤における、各種の薬
剤のアズレンの耐光性、耐熱性に及ぼす影響を試験した
結果を示す。Table 1 below shows the results of testing the effects of various chemicals on the light resistance and heat resistance of azulene in azulene-containing stimulants.
試験は以下に示す組成の含晰剤を無色透明ガラス容器に
充填後、日光暴露による耐光性テストおよび55℃恒温
保存による耐熱性テストにおけるアズレンの濃青色の変
化を肉眼で判定して行なった。The test was carried out by filling a colorless transparent glass container with a clarifier having the composition shown below, and visually determining the change in the deep blue color of azulene in a light resistance test by exposure to sunlight and a heat resistance test by constant temperature storage at 55°C.
組成 係
アズレン 0.02薬剤
0.05
サッカリンナトリウム 0,05エタ
ノール 25.00グリセリ
ン 5.00ポリオキシエチレ
ン硬化ヒマシ油 1.25香料
1.00
精製水 100%に調整なお、
対照として薬剤を配合しない含晰剤を用いた。Composition Azulene 0.02 drug
0.05 Sodium saccharin 0.05 Ethanol 25.00 Glycerin 5.00 Polyoxyethylene hydrogenated castor oil 1.25 Fragrance
1.00 Purified water Adjust to 100%
As a control, a clarifier containing no drug was used.
結果はつぎのとおり示しである。○:アズレンの濃青色
変化なし
×:アズレンの濃青色が退色
第1表から明らかなごとく、クロルヘキシジン塩のみが
特異的にアズレンの耐光性および耐熱性を向上させる。The results are shown below. ○: No dark blue change of azulene ×: Fading of deep blue color of azulene As is clear from Table 1, only chlorhexidine salt specifically improves the light resistance and heat resistance of azulene.
つぎの第2表〜第4表に、アズレンおよびグルコン酸ク
ロルヘキシジンを配合した前記と同様な組成の含漱剤(
試料組成物)の耐熱性テストおよ米び耐光性テストにお
けるアズレンの経時変化を試験した結果を示す。The following Tables 2 to 4 show destaining agents (with the same composition as above) containing azulene and chlorhexidine gluconate (
The results of testing the change in azulene over time in the heat resistance test and rice and light resistance test of sample composition) are shown.
結果は、いずれも、当初のアズレン量を100係とし、
各経時における570mμの吸光度変化から算出したア
ズレン残存率(係)で示してあり、対照組成物としてグ
ルコン酸クロルヘキシジン無配合の含喉剤を用いた。In both results, the initial amount of azulene is taken as a factor of 100,
It is shown as the azulene residual rate (correspondence) calculated from the change in absorbance at 570 mμ over time, and a throat mouthwash containing no chlorhexidine gluconate was used as a control composition.
第2表から明らかなどと(、グルコン酸クロルヘキシジ
ンを配合した組成物は長期の高温保存においてもアズレ
ンの分解が抑制される。It is clear from Table 2 that the composition containing chlorhexidine gluconate suppresses the decomposition of azulene even during long-term high-temperature storage.
第3表および第4表から明らかなごとく、グルコン酸ク
ロルヘキシジンを配合した組成物は対照組成物に比べ、
アズレンの耐光性が著しく向上し、特に1本人り紙ケー
スに入れた場合は、はとんどアズレンの光による分解を
防止できる。As is clear from Tables 3 and 4, compared to the control composition, the composition containing chlorhexidine gluconate
The light resistance of azulene is significantly improved, and especially when it is placed in a paper case, azulene can be prevented from being decomposed by light.
用いるクロルヘキシジン塩としてはグルコン酸クロルヘ
キシジン、塩酸クロルヘキシジンなどが挙げられ、組成
物に対し、0.03〜0.1係配合す→−る。Examples of the chlorhexidine salt to be used include chlorhexidine gluconate and chlorhexidine hydrochloride, which are added in an amount of 0.03 to 0.1 to the composition.
より多量に配合することも可能であるが、経済的観念か
らかえって不利となる。Although it is possible to incorporate a larger amount, it is rather disadvantageous from an economical point of view.
つぎの第5表に、グルコン酸クロルヘキシジンの量を種
々変化させた前記と同様な組成の含漱剤を用い、日光暴
露7日後および55℃1ケ月後のアズレン残存率(%)
を測定した結果を示す。The following Table 5 shows the residual rate (%) of azulene after 7 days of sunlight exposure and 1 month at 55°C using a destaining agent with the same composition as above but with various amounts of chlorhexidine gluconate.
The results are shown below.
なお、アズレン残存率の測定は第2表〜第4表における
と同様にして行なった。The residual rate of azulene was measured in the same manner as in Tables 2 to 4.
第5表から明らかなごとく、グルコン酸クロルヘキシジ
ンの用量は0.03〜0,1係の範囲で充分である。As is clear from Table 5, a dose of chlorhexidine gluconate in the range of 0.03 to 0.1 is sufficient.
アズレンの用量は、通常、含漱剤組成物に配合されてい
る程度でよく、0.01〜0.1係配合される。The dosage of azulene may be the same as that normally contained in the rinsing agent composition, and is added in a ratio of 0.01 to 0.1.
本発明の含喉剤組成物は常法に従って製造できる。The throat preparation composition of the present invention can be manufactured according to conventional methods.
つぎに実施例を挙げて本発明をさらに詳しく説明する。Next, the present invention will be explained in more detail with reference to Examples.
実施例 1
組成 係
グルコン酸クロルヘキシジン 0.05アズ
レy 0.02サツカ
リンナトリウム 0.05エタノール
25.00グリセリン
5.00ポリオキシエチレン硬化
ヒマシ油 2.00香料 1.0
0
精製水 100%に調整エタノ
ール中にポリオキシエチレン硬化ヒマシ油、グリコン酸
クロルヘキシジン、アズレン、香料を加えて攪拌し、こ
れにグリセリンを加え、均一に混合して含叱剤を得る。Example 1 Composition Chlorhexidine gluconate 0.05 azulay 0.02 saccharin sodium 0.05 ethanol
25.00 Glycerin
5.00 Polyoxyethylene hydrogenated castor oil 2.00 Fragrance 1.0
0 Purified water Adjusted to 100% Add polyoxyethylene hydrogenated castor oil, chlorhexidine glyconate, azulene, and fragrance to ethanol and stir. Add glycerin to this and mix uniformly to obtain a scolding agent.
実施例 2
組成 係
クリコン酸クロルヘキシジン 0.01アズ
レン 0.005サツカリ
ンナトリウム 。Example 2 Composition Chlorhexidine criconate 0.01 Azulene 0.005 Saccharin sodium.
、o5エタノール 30.0
0プロピレングリコール 5.00ポ
リオキシエチレン硬化ヒマシ?’E13 2.0
0香料 1.00
精製水 100%に調整前記実
施例1と同様にして含晰剤を得る。, o5 ethanol 30.0
0 Propylene glycol 5.00 Polyoxyethylene hardened castor? 'E13 2.0
0 Fragrance 1.00 Purified water Adjusted to 100% A clarifier was obtained in the same manner as in Example 1 above.
実施例 3
組成 係
塩酸クロルヘキシジン 0.10アズ
レン 0.10サツカリ
ンナトリウム 0.05エタノール
50.00グリセリン
3、o。Example 3 Composition Chlorhexidine hydrochloride 0.10 Azulene 0.10 Saccharin sodium 0.05 Ethanol
50.00 Glycerin
3.o.
ソルビトール 2.00グ
ロピレングリコール 1.00ポリオ
キシエチレン硬化ヒマシ油 1.50香料
1.00
精製水 Ioo係に調整前記実
施例1と同様にして含漱剤を得る。Sorbitol 2.00 Glopylene Glycol 1.00 Polyoxyethylene Hydrogenated Castor Oil 1.50 Fragrance
1.00 Purified water Adjusted to Ioo to obtain a phlegm-containing agent in the same manner as in Example 1 above.
実施例 4
組成 係
グルコン酸クロルヘキシジン 0.01アズ
レン 0.05サツカ
リンナトリウム 。Example 4 Composition Chlorhexidine gluconate 0.01 Azulene 0.05 Saccharin sodium.
、o5エタノール 20.0
0グリセリン 2.00.1ソ
ルビトール 3.00ポリ
オキシエチレン硬化ヒマシ油2.00香料
1.00
精製水 100%に調整前記実
施例1と同様にして含漱剤を得る。, o5 ethanol 20.0
0 Glycerin 2.00.1 Sorbitol 3.00 Polyoxyethylene hydrogenated castor oil 2.00 Fragrance
1.00 Purified water Adjusted to 100% to obtain a phlegm-containing agent in the same manner as in Example 1 above.
4実施例 5
組成 係
塩酸クロルヘキシジン 1.00アズ
レン 0・o2サッカ
リンナトリウム 0.05エタノー
ル 35.00ソルビトール
3.00グロピレングリ
コール 2.00ポリオキシエチレン
硬化ヒマシ油1.00ツイーンso
1・o。4 Example 5 Composition Chlorhexidine hydrochloride 1.00 Azulene 0.02 Sodium saccharin 0.05 Ethanol 35.00 Sorbitol
3.00 Glopylene glycol 2.00 Polyoxyethylene hydrogenated castor oil 1.00 Tween so
1.o.
;香料 1.。;Fragrance 1. .
。精製水 100係に調整前記
実施例1と同様にして含漱剤を得る。. Purified water was adjusted to 100% to obtain a phlegm-containing agent in the same manner as in Example 1 above.
実施例 6
組成 係
グルコン酸クロルヘキシジン 0.50アズ
レン 0.02サツカリ
ンナトリウム 0.05エタノール
40.00グリセリン
3.、OOプロピレングリコール
2.00ポリオキシエチレン硬化ヒ
マシ油2.00香料 1.00
精製水 100チに調整前記実
施例1と同様にして含轍剤を得る。Example 6 Composition Chlorhexidine gluconate 0.50 Azulene 0.02 Saccharin sodium 0.05 Ethanol
40.00 Glycerin
3. ,OO propylene glycol
2.00 Polyoxyethylene hydrogenated castor oil 2.00 Perfume 1.00 Purified water Adjusted to 100 g A rutting agent was obtained in the same manner as in Example 1 above.
実施例 7
組成 係
グルコン酸クロルヘキシジン 0,2゜アズ
レン 0.02サツカリ
ンナトリウム 0.05エタノール
40.00グリセリン
3.00ソルビトール
3.00グロピレングリコール
3.00ポリオキシエチレン硬化ヒマシ
油 2.00香料 1.00
精製水 100優に調整前記実
施例1と同様にして含鰍剤を得る。Example 7 Composition Chlorhexidine gluconate 0.2°Azulene 0.02 Saccharin sodium 0.05 Ethanol
40.00 Glycerin
3.00 Sorbitol
3.00 Glopylene Glycol
3.00 Polyoxyethylene hydrogenated castor oil 2.00 Fragrance 1.00 Purified water 100 Well adjusted A fertilizing agent was obtained in the same manner as in Example 1 above.
前記実施例1〜7で得られた含晰剤は、いずれも、無色
透明ガラス容器に充填し、1本人り紙ケースに包装した
場合、40’Cで1ケ月保存後も、また、日光暴露1ケ
月後も、アズレンがほとんど100%残存し、鮮かな濃
青色を呈していた。All of the clarifiers obtained in Examples 1 to 7 were packed in colorless transparent glass containers and packaged in individual paper cases, and even after being stored at 40'C for 1 month, they were not exposed to sunlight. Even after one month, almost 100% of the azulene remained, giving it a bright dark blue color.
Claims (1)
ン塩0.03〜0.1重量係、エタノール20〜50重
量係およびエチレンオキサイドの平均付加モル数60の
ポリオキシエチレン硬化ヒマシ油1〜2重量係を配合し
たことを特徴とする含晰剤組成物。1 Polyoxyethylene hydrogenated castor oil with 0.01 to 0.1 weight part of azulene, 0.03 to 0.1 weight part of chlorhexidine salt, 20 to 50 weight part of ethanol, and 1 to 2 weight parts of polyoxyethylene hydrogenated castor oil with an average number of added moles of ethylene oxide of 60. A clarifier composition characterized by containing a stimulant.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP52083431A JPS5927324B2 (en) | 1977-07-11 | 1977-07-11 | Gargle composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP52083431A JPS5927324B2 (en) | 1977-07-11 | 1977-07-11 | Gargle composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5420138A JPS5420138A (en) | 1979-02-15 |
| JPS5927324B2 true JPS5927324B2 (en) | 1984-07-05 |
Family
ID=13802242
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP52083431A Expired JPS5927324B2 (en) | 1977-07-11 | 1977-07-11 | Gargle composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5927324B2 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59196816A (en) * | 1983-04-22 | 1984-11-08 | Senjiyu Seiyaku Kk | Production of stable aqueous solution of water-soluble azulene derivative |
| JPS60188316A (en) * | 1984-03-07 | 1985-09-25 | Biiburando Medeikoo Dentaru:Kk | Anti-inflammatory for oral cavity |
-
1977
- 1977-07-11 JP JP52083431A patent/JPS5927324B2/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5420138A (en) | 1979-02-15 |
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