JP7257354B2 - How to avoid lice - Google Patents

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JP7257354B2
JP7257354B2 JP2020066876A JP2020066876A JP7257354B2 JP 7257354 B2 JP7257354 B2 JP 7257354B2 JP 2020066876 A JP2020066876 A JP 2020066876A JP 2020066876 A JP2020066876 A JP 2020066876A JP 7257354 B2 JP7257354 B2 JP 7257354B2
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鵬 張
真也 吉田
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Earth Chemical Co Ltd
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Description

本発明は、持続してシラミを忌避することができるシラミ忌避方法に関する。 TECHNICAL FIELD The present invention relates to a louse repelling method capable of continuously repelling lice.

人間に寄生するシラミには、ヒトジラミ(例えば、アタマジラミ、コロモジラミなど)およびケジラミが存在する。これらのシラミの中でも、アタマジラミの寄生率は近年増加しており、特に、集団生活を行う園児および児童の被害が著しい。さらに、園児および児童から家族への感染も報告されている。 Human lice include body lice (eg, head lice, body lice, etc.) and pubic lice. Among these lice, the infestation rate of head lice has been increasing in recent years, and the damage to kindergarteners and children who live in groups is particularly remarkable. In addition, transmission from kindergarteners and children to family members has been reported.

アタマジラミは人間の頭髪に寄生し、頭皮から吸血して生存している。そのため、アタマジラミに寄生されると、頭皮に吸血による強い痒みを伴う。さらに、吸血部あるいは強い痒みによる掻き傷から細菌やウイルスが感染して、感染症やリンパ節の腫れを発症したり、発熱したりする可能性もある。 Head lice live on human hair and survive by sucking blood from the scalp. Therefore, when parasitized by head lice, the scalp is accompanied by strong itching due to blood sucking. In addition, blood-sucking or intensely itchy scratches can become infected with bacteria or viruses, which can lead to infections, swollen lymph nodes, and fever.

従来、このようなシラミの被害を防止するためには、ピレスロイド系化合物を含むシャンプーを、シラミが寄生した頭髪に使用して駆除する方法が一般的に行われている(特許文献1)。しかし、シャンプーを用いた駆除は、既に寄生したシラミを駆除する方法であり、駆除するまでにある程度の時間が必要である。そのため、シラミが駆除されるまでは、上記のような強い痒みなどの被害を避けることはできない。 Conventionally, in order to prevent such lice damage, a method of using a shampoo containing a pyrethroid compound on the hair infested with lice to exterminate them has been generally performed (Patent Document 1). However, extermination using shampoo is a method for exterminating already parasitized lice, and a certain amount of time is required until extermination. Therefore, until the lice are exterminated, it is impossible to avoid damage such as the strong itching described above.

そこで、寄生したシラミを駆除するよりも、シラミの寄生自体を防ぐ方が好ましい。しかし、シラミは難防除性の害虫であり、シラミの忌避剤はほとんど検討されていないのが現状である。このような状況の中で、特許文献2には、N,N-ジエチル-m-トルアミド(DEET)がシラミの忌避成分として有効であることが記載されている。しかし、DEETは独特の臭気を有しているため、使用時にその臭気が問題となる。そのため、DEETを使用するには、マスキング剤などと共に用いて使用時の不快感を改善しなければならず、さらに忌避効果も十分ではない。 Therefore, it is preferable to prevent the infestation of lice rather than to exterminate the infested lice. However, lice are pests that are difficult to control, and at present, repellents for lice have hardly been studied. Under such circumstances, Patent Document 2 describes that N,N-diethyl-m-toluamide (DEET) is effective as a louse repellent component. However, since DEET has a peculiar odor, the odor poses a problem when used. Therefore, in order to use DEET, it must be used together with a masking agent to alleviate discomfort during use, and its repellent effect is not sufficient.

特開2009-7291号公報JP-A-2009-7291 特開2014-201581号公報JP 2014-201581 A

本発明の課題は、持続してシラミを忌避することができるシラミ忌避方法を提供することである。 An object of the present invention is to provide a louse repelling method capable of continuously repelling lice.

本発明者らは、上記課題を解決するべく鋭意検討を行った結果、以下の構成からなる解決手段を見出し、本発明を完成するに至った。
(1)下記の式(I)に示されるメンチルエステルを、シラミを忌避したい場所に処理量が少なくとも3mg/cm2の割合となるように処理することを特徴とするシラミ忌避方法。

Figure 0007257354000001
式(I)中、Rは、Hまたは炭素数が1~4個のアルキル基を示す。 As a result of intensive studies conducted by the present inventors to solve the above problems, the inventors have found a means for solving the problems described below, and have completed the present invention.
(1) A method for repelling lice, which comprises applying a menthyl ester represented by the following formula (I) to a portion where lice are to be repelled so that the treated amount is at least 3 mg/cm 2 .
Figure 0007257354000001
In formula (I), R represents H or an alkyl group having 1 to 4 carbon atoms.

本発明のシラミ忌避方法によれば、持続してシラミを忌避することができる。 According to the lice repelling method of the present invention, lice can be continuously repelled.

実施例で行った接触忌避試験の方法を説明するための説明図である。FIG. 4 is an explanatory diagram for explaining a contact repelling test method performed in Examples.

本発明のシラミ忌避剤は、メンチルエステルを有効成分として含有する。メンチルエステルはテルペンの一種であり、メントールと有機酸とがエステル化した構造を有する化合物である。本発明のシラミ忌避剤に含有されるメンチルエステルは特に限定されず、例えば、下記の式(I)に示す構造を有する。 The louse repellent of the present invention contains menthyl ester as an active ingredient. A menthyl ester is a kind of terpene, and is a compound having a structure in which menthol and an organic acid are esterified. The menthyl ester contained in the louse repellent of the present invention is not particularly limited, and has, for example, the structure shown in formula (I) below.

Figure 0007257354000002
Figure 0007257354000002

式(I)中のRは、Hまたは炭素数が1~4個のアルキル基を示す。これらの中でも、Rは好ましくはH、メチル基またはエチル基である。なお、Rがメチル基の場合、メンチルエステルは下記の式(II)で示される酢酸メンチルであり、RがHの場合はギ酸メンチル、Rがエチル基の場合はプロパン酸メンチルである。メンチルエステルは、人体に接触または吸入された際には容易に代謝・分解されやすく、安全性が高い。また、人体に処理した場合には、清涼感が得られるという特徴もある。 R in formula (I) represents H or an alkyl group having 1 to 4 carbon atoms. Among these, R is preferably H, methyl group or ethyl group. When R is a methyl group, the menthyl ester is menthyl acetate represented by the following formula (II), when R is H, it is menthyl formate, and when R is an ethyl group, it is menthyl propanoate. Menthyl esters are easily metabolized and decomposed when in contact with or inhaled by the human body, and are highly safe. It also has the characteristic of providing a refreshing feeling when applied to the human body.

Figure 0007257354000003
Figure 0007257354000003

さらに、使用性を考慮して、本発明の効果を阻害しない範囲で、賦形剤を使用してもよい。賦形剤は、所望の剤形に応じて適宜選択される。例えば、液剤のシラミ忌避剤を調製する場合、賦形剤としては、水、アルコール類(例えば、エタノール、グリセリンなど)、ポリアルキレングリコールなどのポリオール類およびそのエーテル類、グリコールエーテル類などの溶剤が使用される。これらの溶剤にメンチルエステルを溶解あるいは懸濁させて液剤を調製すればよい。一方、固形剤のシラミ忌避剤を調製する場合、賦形剤としては、ポリアルキレングリコールなどのポリオール類およびそのエーテル類、デンプン、デキストリン、乳糖、樹脂、無機紛体、パルプなどが使用される。 Furthermore, in consideration of usability, excipients may be used as long as they do not impair the effects of the present invention. Excipients are appropriately selected according to the desired dosage form. For example, when preparing a liquid louse repellent, excipients include water, alcohols (e.g., ethanol, glycerin, etc.), polyols such as polyalkylene glycol, their ethers, and solvents such as glycol ethers. used. A liquid formulation may be prepared by dissolving or suspending the menthyl ester in these solvents. On the other hand, when preparing a solid louse repellent, excipients used include polyols such as polyalkylene glycol and their ethers, starch, dextrin, lactose, resins, inorganic powders, pulp and the like.

賦形剤の使用量は特に限定されないが、希釈しすぎると、例えばメンチルエステルを有効量処理するのに、シラミ忌避剤自体を多量に処理しなければならない。したがって、メンチルエステル1質量部に対して、賦形剤の使用量は、通常20質量部以下であり、2~10質量部程度が好ましい。 The amount of excipient used is not particularly limited, but if it is too dilute, a large amount of the louse repellent itself must be treated to treat, for example, the menthyl ester in an effective amount. Therefore, the amount of excipient used is usually 20 parts by mass or less, preferably about 2 to 10 parts by mass, per 1 part by mass of menthyl ester.

さらに、本発明のシラミ忌避剤には、必要に応じて、香料、酸化防止剤、消臭剤、色素、キレート剤、界面活性剤、保留剤、pH調整剤、殺菌剤、防カビ剤などの添加剤が含まれていてもよい。 Furthermore, the louse repellent of the present invention may optionally contain fragrances, antioxidants, deodorants, pigments, chelating agents, surfactants, retention agents, pH adjusters, bactericides, antifungal agents, and the like. Additives may be included.

本発明のシラミ忌避剤の剤形は特に限定されない。本発明のシラミ忌避剤は液剤であってもよく、粉剤、顆粒剤、錠剤などの固形剤であってもよい。本発明のシラミ忌避剤を用いてシラミを忌避するには、シラミを忌避したい場所に本発明の忌避剤を処理すればよい。処理量は特に限定されず、効率よくシラミを忌避するには、メンチルエステルの処理量が好ましくは少なくとも3mg/cm2、より好ましくは少なくとも5mg/cm2の割合となるように処理すればよい。本発明のシラミ忌避剤によって忌避されるシラミの種類は特に限定されず、例えばアタマジラミ、コロモジラミ、ケジラミなどが挙げられる。 The dosage form of the louse repellent of the present invention is not particularly limited. The louse repellent of the present invention may be a liquid formulation or a solid formulation such as powder, granules, and tablets. In order to repel lice using the lice repellent of the present invention, the repellent of the present invention may be applied to a location where lice are desired to be repelled. The treatment amount is not particularly limited, and in order to efficiently repel lice, the treatment amount of menthyl ester is preferably at least 3 mg/cm 2 , more preferably at least 5 mg/cm 2 . The type of lice repelled by the louse repellent of the present invention is not particularly limited, and examples thereof include head lice, body lice, and pubic lice.

シラミを忌避したい場所、すなわち本発明の忌避剤を処理する対象は、例えば、シラミの感染経路と考えられるものが挙げられる。処理する対象の具体例としては、衣類、寝具(枕、布団など)、タオル、バスタオル、脱衣かご、ヘアブラシなどが挙げられ、忌避するシラミの種類に応じて適宜選択される。あるいは、頭髪など人体も処理する対象に包含され、人体に直接塗布することもできる。 A place where it is desired to avoid lice, that is, an object to be treated with the repellent of the present invention includes, for example, what is thought to be an infection route of lice. Specific examples of objects to be treated include clothes, bedding (pillows, blankets, etc.), towels, bath towels, baskets for undressing, hairbrushes, etc., and are appropriately selected according to the type of lice to be repelled. Alternatively, the human body such as hair is also included in the treatment target, and can be applied directly to the human body.

本発明のシラミ忌避剤を液剤として用いる場合、そのまま使用してもよく、例えばスプレー形態やエアゾール形態で使用してもよい。エアゾール形態で使用する際に用いられる噴射剤としては、例えば、液化石油ガス、ジメチルエーテル、1,3,3,3-テトラフルオロプロペン、窒素ガス、炭酸ガスなどが挙げられる。 When the louse repellent agent of the present invention is used as a liquid agent, it may be used as it is, for example, in the form of a spray or an aerosol. Propellants used in aerosol form include, for example, liquefied petroleum gas, dimethyl ether, 1,3,3,3-tetrafluoropropene, nitrogen gas, carbon dioxide gas and the like.

液剤を処理する方法としては、具体的には、処理する対象に液剤を噴霧する方法、処理する対象を液剤に浸漬させる方法、処理する対象に液剤を刷毛などで塗布する方法などが挙げられる。頭髪に使用する場合は、整髪料やトリートメントなどの形態で用いてもよい。 Specific examples of the method of treating the liquid agent include a method of spraying the liquid agent onto the object to be treated, a method of immersing the object to be treated in the liquid agent, and a method of applying the liquid agent to the object to be treated with a brush or the like. When used for hair, it may be used in the form of a hair dressing or treatment.

一方、本発明のシラミ忌避剤を固形剤として用いる場合、例えば固形剤を所望の大きさの袋体に入れて、衣類、タオルやバスタオルなどと一緒に、クローゼットやタンスに入れておいてもよく、枕や布団の中に入れておいてもよい。あるいは、忌避剤を入れた袋体を、衣類の裏地などに縫い付けてもよい。さらに、粉剤の場合は、処理する対象に直接散布してもよい。 On the other hand, when the louse repellent of the present invention is used as a solid agent, for example, the solid agent may be put in a bag of a desired size and put in a closet or chest of drawers together with clothes, towels, bath towels, etc. Well, you can put it in your pillow or futon. Alternatively, a bag containing the repellent may be sewn onto the lining of clothing or the like. Furthermore, in the case of dust, it may be sprayed directly on the object to be treated.

例えば、アタマジラミの場合、感染者が使用したタオル、バスタオル、ヘアブラシ、枕などにシラミが付着し、これらのタオルなどをシラミが付着した状態で他人が使用することによって感染する。したがって、これらのタオルなどに本発明のシラミ忌避剤を処理しておくことによって、たとえシラミが付着したとしても、シラミは忌避するため、これらのタオルなどからシラミが存在しなくなる。 For example, in the case of head lice, lice adhere to towels, bath towels, hairbrushes, pillows, etc. used by an infected person, and other people use these towels with lice adhered to the infected person. Therefore, by treating these towels with the lice repellent agent of the present invention, even if lice adhere to the towels, the lice will be repelled, so that the towels will be free of lice.

以下、実施例および比較例を挙げて本発明を具体的に説明するが、本発明はこれらの実施例に限定されるものではない。 EXAMPLES The present invention will be specifically described below with reference to Examples and Comparative Examples, but the present invention is not limited to these Examples.

(実施例1)
酢酸メンチルとアセトンとを混合して、適切な濃度の酢酸メンチルのアセトン溶液を調製した。次いで、ろ紙(アドバンテック東洋(株)製、品番:00021150)を直径が9cmの円形となるように切断し、得られた円形のろ紙をさらに半分に切断して、2枚の半円状のろ紙を得た。一方の半円状のろ紙に、調製した酢酸メンチルのアセトン溶液を滴下した(処理区)。具体的には、酢酸メンチルのアセトン溶液1mLを滴下し、半円状のろ紙の面積1cm2あたり、酢酸メンチルが5mgとなるようにアセトン溶液を滴下して風乾した。残りの半円状のろ紙には、アセトンを1mL滴下して風乾した(無処理区)。
(Example 1)
Menthyl acetate and acetone were mixed to prepare an acetone solution of menthyl acetate of appropriate concentration. Next, a filter paper (manufactured by Advantech Toyo Co., Ltd., product number: 00021150) is cut into a circle with a diameter of 9 cm, and the obtained circular filter paper is further cut in half to obtain two semicircular filter papers. got The prepared acetone solution of menthyl acetate was dropped onto one of the semicircular filter papers (treated area). Specifically, 1 mL of an acetone solution of menthyl acetate was dropped, and the acetone solution was dropped so that the amount of menthyl acetate was 5 mg per 1 cm 2 of the area of the semicircular filter paper, followed by air drying. 1 mL of acetone was dropped on the remaining semicircular filter paper and air-dried (untreated area).

図1に示すように、金属製シャーレ1の底に、処理区2および無処理区3のろ紙をそれぞれ貼り付けた。次いで、コロモジラミ(メスの成虫)10頭を金属製シャーレ1内に放ち、処理区2および無処理区3に存在する個体数を15分毎にカウントした。金属製シャーレ1内に放ってから120分後まで行った。カウントした個体数から、下記の式を用いて忌避率を算出した。同様の試験を3回繰り返して行い、忌避率の3回の平均値を求めた。結果を表1に示す。なお、表1には、DEET(比較例1)の忌避率を100とした場合の相対値を示す。
忌避率(%)={(無処理区-処理区)/無処理区}×100
As shown in FIG. 1, the filter papers of the treated area 2 and the untreated area 3 were attached to the bottom of a metal petri dish 1, respectively. Then, 10 body lice (female adults) were released into the metal petri dish 1, and the number of individuals present in the treated area 2 and the untreated area 3 was counted every 15 minutes. After leaving in the metal Petri dish 1, it continued until 120 minutes later. From the number of individuals counted, the repellency rate was calculated using the following formula. A similar test was repeated 3 times, and the average value of the 3 repellency rates was obtained. Table 1 shows the results. Table 1 shows relative values when the repellency rate of DEET (Comparative Example 1) is set to 100.
Repellent rate (%) = {(untreated area - treated area) / untreated area} x 100

(実施例2)
処理区2の酢酸メンチル量が、半円状のろ紙の面積1cm2あたり3mgとなるようにアセトン溶液を滴下した以外は、実施例1と同様の手順で、忌避率を算出した。忌避率の3回の平均値を求めた。結果を表1に示す。なお、表1には、後述の比較例1の忌避率を100とした場合の相対値を示す。
(Example 2)
The repellency rate was calculated in the same manner as in Example 1, except that the acetone solution was added dropwise so that the amount of menthyl acetate in treated area 2 was 3 mg per 1 cm 2 area of the semicircular filter paper. An average value of three repellency rates was obtained. Table 1 shows the results. Table 1 shows relative values when the repelling rate of Comparative Example 1 described later is set to 100.

(実施例3)
忌避成分として、酢酸メンチルの代わりにギ酸メンチルを用いた以外は、実施例1と同様の手順で、忌避率を算出した。忌避率の3回の平均値を求めた。結果を表1に示す。なお、表1には、後述の比較例1の忌避率を100とした場合の相対値を示す。
(Example 3)
The repellency rate was calculated in the same manner as in Example 1, except that menthyl formate was used as the repellent component instead of menthyl acetate. An average value of three repellency rates was obtained. Table 1 shows the results. Table 1 shows relative values when the repelling rate of Comparative Example 1 described later is set to 100.

(実施例4)
処理区2のギ酸メンチル量が、半円状のろ紙の面積1cm2あたり3mgとなるようにアセトン溶液を滴下した以外は、実施例3と同様の手順で、忌避率を算出した。忌避率の3回の平均値を求めた。結果を表1に示す。なお、表1には、後述の比較例1の忌避率を100とした場合の相対値を示す。
(Example 4)
The repellency rate was calculated in the same manner as in Example 3, except that the acetone solution was added dropwise so that the amount of menthyl formate in treated area 2 was 3 mg per 1 cm 2 area of the semicircular filter paper. An average value of three repellency rates was obtained. Table 1 shows the results. Table 1 shows relative values when the repelling rate of Comparative Example 1 described later is set to 100.

(実施例5)
忌避成分として、酢酸メンチルの代わりにプロパン酸メンチルを用いた以外は、実施例1と同様の手順で、忌避率を算出した。忌避率の3回の平均値を求めた。結果を表1に示す。なお、表1には、後述の比較例1の忌避率を100とした場合の相対値を示す。
(Example 5)
The repellency rate was calculated in the same manner as in Example 1, except that menthyl propanoate was used instead of menthyl acetate as the repellent component. An average value of three repellency rates was obtained. Table 1 shows the results. Table 1 shows relative values when the repelling rate of Comparative Example 1 described later is set to 100.

(実施例6)
処理区2のプロパン酸メンチル量が、半円状のろ紙の面積1cm2あたり3mgとなるようにアセトン溶液を滴下した以外は、実施例5と同様の手順で、忌避率を算出した。忌避率の3回の平均値を求めた。結果を表1に示す。なお、表1には、後述の比較例1の忌避率を100とした場合の相対値を示す。
(Example 6)
The repellency rate was calculated in the same manner as in Example 5, except that the acetone solution was dropped so that the amount of menthyl propanoate in treated area 2 was 3 mg per 1 cm 2 area of the semicircular filter paper. An average value of three repellency rates was obtained. Table 1 shows the results. Table 1 shows relative values when the repelling rate of Comparative Example 1 described later is set to 100.

(比較例1)
忌避成分として、酢酸メンチルの代わりにDEETを用いた以外は、実施例1と同様の手順で、忌避率を算出した。忌避率の3回の平均値を求めた。なお、表1には、算出した忌避率を「100」として記載している。
(Comparative example 1)
The repellency rate was calculated in the same manner as in Example 1, except that DEET was used as the repellent component instead of menthyl acetate. An average value of three repellency rates was obtained. In addition, in Table 1, the calculated repelling rate is described as "100".

(比較例2)
忌避成分として、酢酸メンチルの代わりに3-(N-n-ブチル-N-アセチル)アミノプロピオン酸エチルエステル(IR3535、メルク社製)を用いた以外は、実施例1と同様の手順で、忌避率を算出した。忌避率の3回の平均値を求めた。結果を表1に示す。なお、表1には、上記の比較例1の忌避率を100とした場合の相対値を示す。
(Comparative example 2)
Repellent was applied in the same manner as in Example 1, except that 3-(Nn-butyl-N-acetyl)aminopropionic acid ethyl ester (IR3535, manufactured by Merck) was used as the repellent component instead of menthyl acetate. rate was calculated. An average value of three repellency rates was obtained. Table 1 shows the results. Table 1 shows relative values when the repelling rate of Comparative Example 1 is set to 100.

(比較例3)
忌避成分として、酢酸メンチルの代わりにオイゲノールを用いた以外は、実施例1と同様の手順で、忌避率を算出した。忌避率の3回の平均値を求めた。結果を表1に示す。なお、表1には、上記の比較例1の忌避率を100とした場合の相対値を示す。
(Comparative Example 3)
The repellency rate was calculated in the same manner as in Example 1, except that eugenol was used as the repellent component instead of menthyl acetate. An average value of three times of repellency was obtained. Table 1 shows the results. Table 1 shows relative values when the repelling rate of Comparative Example 1 is set to 100.

(比較例4)
忌避成分として、酢酸メンチルの代わりにα-ピネンを用いた以外は、実施例1と同様の手順で、忌避率を算出した。忌避率の3回の平均値を求めた。結果を表1に示す。なお、表1には、上記の比較例1の忌避率を100とした場合の相対値を示す。
(Comparative Example 4)
The repellency rate was calculated in the same manner as in Example 1, except that α-pinene was used as the repellent component instead of menthyl acetate. An average value of three repellency rates was obtained. Table 1 shows the results. Table 1 shows relative values when the repelling rate of Comparative Example 1 is set to 100.

Figure 0007257354000004
Figure 0007257354000004

表1に示すように、従来、種々の害虫忌避剤として知られているIR3535、オイゲノールまたはα-ピネンを用いた比較例2~4は、コロモジラミに対して有効な忌避効果が得られなかった。一方、メンチルエステルを用いた実施例1~6は、コロモジラミに対して有効な忌避効果を有するDEETよりも、さらに2~3割高い忌避効果を発揮し、長時間効果が持続していることがわかる。さらに、実施例1および2で使用した酢酸メンチルは、DEETのような臭気を有していないため、忌避試験中に不快な臭気を感じることがなかった。 As shown in Table 1, Comparative Examples 2 to 4 using IR3535, eugenol or α-pinene, which are conventionally known as various pest repellents, did not have an effective repellent effect against body lice. On the other hand, Examples 1 to 6 using menthyl ester exhibited a 20 to 30% higher repellent effect than DEET, which has an effective repellent effect against body lice, and the effect lasted for a long time. Recognize. Furthermore, since the menthyl acetate used in Examples 1 and 2 did not have an odor like DEET, no unpleasant odor was perceived during the repellency test.

1 金属製シャーレ
2 処理区
3 無処理区
1 metal petri dish 2 treated area 3 untreated area

Claims (1)

下記の式(I)に示されるメンチルエステルを、シラミを忌避したい場所に処理量が少なくとも3mg/cm2の割合となるように処理することを特徴とするシラミ忌避方法。
Figure 0007257354000005
式(I)中、Rは、Hまたは炭素数が1~4個のアルキル基を示す。
A method for repelling lice, which comprises applying a menthyl ester represented by the following formula (I) to a place where lice are to be repelled in an amount of at least 3 mg/cm 2 .
Figure 0007257354000005
In formula (I), R represents H or an alkyl group having 1 to 4 carbon atoms.
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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5227163A (en) 1991-01-18 1993-07-13 Clilco, Ltd. Lice-repellant compositions
JP2004511504A (en) 2000-10-10 2004-04-15 ザ、プロクター、エンド、ギャンブル、カンパニー Packaged cosmetic composition for scalp
JP2006122319A (en) 2004-10-28 2006-05-18 Daizo:Kk Aerosol product for space
JP2014201581A (en) 2013-04-10 2014-10-27 株式会社大阪製薬 Sanitary insect pest repellent

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5227163A (en) 1991-01-18 1993-07-13 Clilco, Ltd. Lice-repellant compositions
JP2004511504A (en) 2000-10-10 2004-04-15 ザ、プロクター、エンド、ギャンブル、カンパニー Packaged cosmetic composition for scalp
JP2006122319A (en) 2004-10-28 2006-05-18 Daizo:Kk Aerosol product for space
JP2014201581A (en) 2013-04-10 2014-10-27 株式会社大阪製薬 Sanitary insect pest repellent

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