JPH09301803A - Repellent against animal - Google Patents
Repellent against animalInfo
- Publication number
- JPH09301803A JPH09301803A JP12011596A JP12011596A JPH09301803A JP H09301803 A JPH09301803 A JP H09301803A JP 12011596 A JP12011596 A JP 12011596A JP 12011596 A JP12011596 A JP 12011596A JP H09301803 A JPH09301803 A JP H09301803A
- Authority
- JP
- Japan
- Prior art keywords
- sulfur
- repellent
- compound
- thiogeraniol
- terpene
- 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.)
- Granted
Links
- 239000005871 repellent Substances 0.000 title claims abstract description 32
- 230000002940 repellent Effects 0.000 title claims abstract description 32
- 241001465754 Metazoa Species 0.000 title claims abstract description 15
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 39
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 25
- 239000011593 sulfur Substances 0.000 claims abstract description 25
- 235000007586 terpenes Nutrition 0.000 claims abstract description 22
- FACAUSJJVBMWLV-JXMROGBWSA-N thiogeraniol Chemical compound CC(C)=CCC\C(C)=C\CS FACAUSJJVBMWLV-JXMROGBWSA-N 0.000 claims abstract description 17
- 150000003505 terpenes Chemical class 0.000 claims abstract description 15
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 13
- RVOKNSFEAOYULQ-UHFFFAOYSA-N 8-Mercapto-p-menthan-3-one Chemical compound CC1CCC(C(C)(C)S)C(=O)C1 RVOKNSFEAOYULQ-UHFFFAOYSA-N 0.000 claims abstract description 9
- -1 terpene compound Chemical class 0.000 claims description 13
- 150000004052 8-membered heterocyclic compounds Chemical class 0.000 claims description 9
- HVLGGQYBXOJMLO-QRTUWBSPSA-N C(C)(C)[C@H]1[C@H]2[C@](C)([C@@H]3S[C@H]2C(=C)CC3)CC1 Chemical compound C(C)(C)[C@H]1[C@H]2[C@](C)([C@@H]3S[C@H]2C(=C)CC3)CC1 HVLGGQYBXOJMLO-QRTUWBSPSA-N 0.000 claims description 9
- 239000004480 active ingredient Substances 0.000 claims description 4
- 235000001510 limonene Nutrition 0.000 claims description 3
- 229940087305 limonene Drugs 0.000 claims description 3
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Natural products CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 abstract description 14
- 230000000694 effects Effects 0.000 abstract description 13
- GKGOLPMYJJXRGD-UHFFFAOYSA-N 2-methyl-4-propyl-1,3-oxathiane Chemical compound CCCC1CCOC(C)S1 GKGOLPMYJJXRGD-UHFFFAOYSA-N 0.000 abstract description 3
- 230000001747 exhibiting effect Effects 0.000 abstract 1
- 230000000266 injurious effect Effects 0.000 abstract 1
- 239000000126 substance Substances 0.000 description 10
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 241000271566 Aves Species 0.000 description 5
- 230000006378 damage Effects 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 241000282326 Felis catus Species 0.000 description 4
- 241000282412 Homo Species 0.000 description 4
- 241000282472 Canis lupus familiaris Species 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 239000003205 fragrance Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 241000272201 Columbiformes Species 0.000 description 2
- 241000238631 Hexapoda Species 0.000 description 2
- 241000282414 Homo sapiens Species 0.000 description 2
- KGEKLUUHTZCSIP-HOSYDEDBSA-N [(1s,4s,6r)-1,7,7-trimethyl-6-bicyclo[2.2.1]heptanyl] acetate Chemical compound C1C[C@]2(C)[C@H](OC(=O)C)C[C@H]1C2(C)C KGEKLUUHTZCSIP-HOSYDEDBSA-N 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 229960000892 attapulgite Drugs 0.000 description 2
- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 description 2
- 229940124558 contraceptive agent Drugs 0.000 description 2
- 239000003433 contraceptive agent Substances 0.000 description 2
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 2
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 2
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 2
- 229940113120 dipropylene glycol Drugs 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 150000002391 heterocyclic compounds Chemical class 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229930003658 monoterpene Natural products 0.000 description 2
- 235000002577 monoterpenes Nutrition 0.000 description 2
- 229920005615 natural polymer Polymers 0.000 description 2
- 239000004745 nonwoven fabric Substances 0.000 description 2
- 229910052625 palygorskite Inorganic materials 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000011148 porous material Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000000341 volatile oil Substances 0.000 description 2
- 239000001811 (2R,4R)-2-methyl-4-propyl-1,3-oxathiane Substances 0.000 description 1
- 150000000133 (4R)-limonene derivatives Chemical class 0.000 description 1
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 description 1
- ZQPCOAKGRYBBMR-UHFFFAOYSA-N 2-(4-Methylcyclohex-3-en-1-yl)propane-2-thiol Chemical compound CC1=CCC(C(C)(C)S)CC1 ZQPCOAKGRYBBMR-UHFFFAOYSA-N 0.000 description 1
- YLZOPXRUQYQQID-UHFFFAOYSA-N 3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)-1-[4-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]piperazin-1-yl]propan-1-one Chemical compound N1N=NC=2CN(CCC=21)CCC(=O)N1CCN(CC1)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F YLZOPXRUQYQQID-UHFFFAOYSA-N 0.000 description 1
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 1
- 241000282693 Cercopithecidae Species 0.000 description 1
- 241000282994 Cervidae Species 0.000 description 1
- 241000723346 Cinnamomum camphora Species 0.000 description 1
- 241000254173 Coleoptera Species 0.000 description 1
- 241000272205 Columba livia Species 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 241000124008 Mammalia Species 0.000 description 1
- 241000699670 Mus sp. Species 0.000 description 1
- 208000030852 Parasitic disease Diseases 0.000 description 1
- 241000287127 Passeridae Species 0.000 description 1
- 231100000674 Phytotoxicity Toxicity 0.000 description 1
- 241000282330 Procyon lotor Species 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 241000287182 Sturnidae Species 0.000 description 1
- 241000209140 Triticum Species 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 229960002903 benzyl benzoate Drugs 0.000 description 1
- 229940115397 bornyl acetate Drugs 0.000 description 1
- 238000009395 breeding Methods 0.000 description 1
- 230000001488 breeding effect Effects 0.000 description 1
- 239000000378 calcium silicate Substances 0.000 description 1
- 229910052918 calcium silicate Inorganic materials 0.000 description 1
- OYACROKNLOSFPA-UHFFFAOYSA-N calcium;dioxido(oxo)silane Chemical compound [Ca+2].[O-][Si]([O-])=O OYACROKNLOSFPA-UHFFFAOYSA-N 0.000 description 1
- 229930008380 camphor Natural products 0.000 description 1
- 229960000846 camphor Drugs 0.000 description 1
- 239000000679 carrageenan Substances 0.000 description 1
- 229920001525 carrageenan Polymers 0.000 description 1
- 229940113118 carrageenan Drugs 0.000 description 1
- 235000010418 carrageenan Nutrition 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 229930004069 diterpene Natural products 0.000 description 1
- 125000000567 diterpene group Chemical group 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 238000004880 explosion Methods 0.000 description 1
- 230000002550 fecal effect Effects 0.000 description 1
- 210000003608 fece Anatomy 0.000 description 1
- 230000037406 food intake Effects 0.000 description 1
- 235000012631 food intake Nutrition 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 238000003306 harvesting Methods 0.000 description 1
- 229940051250 hexylene glycol Drugs 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 229940074928 isopropyl myristate Drugs 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- 244000144972 livestock Species 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000001683 mentha spicata herb oil Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- 150000002773 monoterpene derivatives Chemical class 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- IVMHDOBGNQOUHO-UHFFFAOYSA-N oxathiane Chemical compound C1CCSOC1 IVMHDOBGNQOUHO-UHFFFAOYSA-N 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 230000036281 parasite infection Effects 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 229930004725 sesquiterpene Natural products 0.000 description 1
- 150000004354 sesquiterpene derivatives Chemical class 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 235000019721 spearmint oil Nutrition 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000011550 stock solution Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 230000009897 systematic effect Effects 0.000 description 1
- RAOIDOHSFRTOEL-UHFFFAOYSA-N tetrahydrothiophene Chemical compound C1CCSC1 RAOIDOHSFRTOEL-UHFFFAOYSA-N 0.000 description 1
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
- 229960002447 thiram Drugs 0.000 description 1
- 150000003648 triterpenes Chemical class 0.000 description 1
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
【0001】[0001]
【発明の属する技術分野】本発明は含硫テルペンまたは
SおよびOを環員とする6〜8員ヘテロ環化合物を有効
成分として含む動物用忌避剤に関する。より詳細には、
有効成分が含硫テルペン化合物が、チオゲラニオール、
8−メルカプトメントン、リモネンチオールまたはミン
トスルフィドであり、SおよびOを環員とする6〜8員
ヘテロ環化合物が2−メチル−4−プロピル−1,3−
オキサチアンである動物用忌避剤に関する。TECHNICAL FIELD The present invention relates to a repellent for animals containing a sulfur-containing terpene or a 6- to 8-membered heterocyclic compound having S and O as ring members as an active ingredient. More specifically,
The active ingredient is a sulfur-containing terpene compound, thiogeraniol,
8-Mercaptomenthone, limonene thiol or mint sulfide, a 6- to 8-membered heterocyclic compound having S and O as ring members is 2-methyl-4-propyl-1,3-
It relates to an animal repellent which is oxathian.
【0002】[0002]
【従来の技術および発明が解決しようとする課題】従来
からの農業に害をもたらすねずみ、もぐらなどの哺乳動
物、あり、あぶら虫などの害虫、さらに野生動物の生息
地にまで宅地が拡大し、餌の減少が動物を人間の日常生
活に近付けたために、いのしし、たぬき、さる、しかな
ども人間に害をもたらす動物になってきている。さらに
人間の無責任な飼育がペットを野生化させ繁殖させたり
と、人間から見れば害をもたらす動物が増加している。
近年飼いバトの野生化に伴う糞害も神社仏閣、公共施設
あるいは住居用マンション等で頻繁に発生し、重大な公
害問題の一つになっている。従来より害鳥の忌避の方法
としては、反射光や爆発音のように視覚および聴覚に訴
えるものが多い。また、最も有効と考えられる薬殺も動
物愛護の観点から困難で、避妊剤使用による個体数の調
節が行われているが、避妊剤の場合、その化学的諸特性
からその効果は極めて短期間なもので、長期間に渡る効
果は期待出来ない。[Background Art] [Problems to be Solved by the Invention] Mammals such as mice and moles that cause harm to conventional agriculture, and insect pests such as beetles, as well as the extension of residential land to habitat of wild animals and bait Since the decrease in the number of animals brought animals closer to the daily lives of humans, wild animals, raccoon dogs, monkeys, and deer insects have become animals that cause harm to humans. In addition, irresponsible breeding of human beings makes pets wild and breeds, and the number of animals that cause harm to humans is increasing.
In recent years, fecal damage caused by the domestication of domestic pigeons has frequently occurred in shrines and temples, public facilities, residential condominiums, etc., and has become one of the serious pollution problems. Conventionally, many methods of avoiding harmful birds appeal to the eyes and eyes such as reflected light and explosion sound. In addition, drug killing, which is considered to be the most effective, is difficult from the viewpoint of animal welfare, and the number of individuals is regulated by the use of contraceptives, but in the case of contraceptives, the effects are extremely short due to various chemical characteristics. However, long-term effects cannot be expected.
【0003】忌避剤使用による個体の分散などの手段も
用いられているが、現在までのところ忌避物質として
は、スペアミント油、ボルニルアセテート、カンファ
ー、テトラヒドロチオフェンなどの精油やテルペンの他
に、農薬殺菌剤であるチウラム等含硫黄系化合物に優れ
た有効のあることが知られている。しかし、忌避剤は積
極的な手段とはいえず、抜本的方法でないためか、系統
的な研究はなされていない。より持続効果の優れた忌避
剤の開発は、人畜及びその周辺環境を考慮した最も重要
なスポット的防除の一つとして活用されることが期待さ
れる。このような観点から忌避物質を鋭意検索した結
果、含硫黄テルペン化合物およびSおよびOを環員とす
る6〜8員ヘテロ環化合物が忌避活性を示すとの結果を
得た。Means such as individual dispersion by the use of repellents have also been used, but as repellent substances so far, in addition to essential oils such as spearmint oil, bornyl acetate, camphor, and tetrahydrothiophene and terpenes, pesticides. It is known that a sulfur-containing compound such as thiuram, which is a bactericide, is excellent and effective. However, repellents cannot be said to be a positive means, and because they are not radical methods, systematic studies have not been conducted. It is expected that the development of repellents with more excellent lasting effects will be utilized as one of the most important spot-based control in consideration of human livestock and the surrounding environment. As a result of diligently searching for repellent substances from such a viewpoint, it was found that sulfur-containing terpene compounds and 6- to 8-membered heterocyclic compounds having S and O as ring members exhibit repellent activity.
【0004】[0004]
【課題を解決するための手段】本願発明の忌避物質は含
硫テルペン化合物またはSおよびOを環員とする6〜8
員ヘテロ環化合物を有効成分として含み、好ましくは含
硫黄テルペン化合物が、チオゲラニオール、8−メルカ
プトメントン、リモネンチオールまたはミントスルフィ
ドであり、含硫黄ヘテロ環化合物が2−メチル−4−プ
ロピル−1,3−オキサチアンである。本発明で用いら
れる化合物は公知の化合物であり、これらの化合物は市
販品として得られる。The repellent substance of the present invention is a sulfur-containing terpene compound or 6 to 8 having S and O as ring members.
Member heterocyclic compound as an active ingredient, preferably the sulfur-containing terpene compound is thiogeraniol, 8-mercaptomenthone, limonenethiol or mint sulfide, the sulfur-containing heterocyclic compound is 2-methyl-4-propyl-1, It is 3-oxathian. The compounds used in the present invention are known compounds, and these compounds are commercially available.
【0005】[0005]
【発明の実施の形態】忌避剤とは、害をもたらす動物を
接近させないために用いる物質である。含硫テルペンと
は、S(硫黄原子)を含むテルペンであり、テルペンと
は、植物精油の主成分をなす芳香ある化合物の総称であ
り、一般に5n個の炭素原子からなる骨格をもち、n=
2、3、4、6のものを、モノテルペン、セスキテルペ
ン、ジテルペンおよびトリテルペンという。鎖式構造の
ものと、環式構造のものがある。また炭化水素のほか
に、OH、CO、COOH、−O−などの官能基をも
つ。BEST MODE FOR CARRYING OUT THE INVENTION Repellents are substances used to keep animals that cause harm away from them. The sulfur-containing terpene is a terpene containing S (sulfur atom), and the terpene is a general term for aromatic compounds that are the main components of plant essential oils, and generally has a skeleton composed of 5n carbon atoms, and n =
Those with 2, 3, 4, 6 are called monoterpenes, sesquiterpenes, diterpenes and triterpenes. Some have a chain structure and some have a cyclic structure. In addition to hydrocarbons, it also has functional groups such as OH, CO, COOH, and -O-.
【0006】本発明の含硫テルペンのSは、テルペンの
もつ官能基に含まれ、好ましくはSH基として、または
環の構成原子として存在している。より好ましくは、モ
ノテルペンチオール化合物である。本発明に使用し得る
含硫テルペン化合物として、具体的には、チオゲラニオ
ール(I)(3,7−ジメチル−2,6−オクタジエン−
1−チオール)、8−メルカプトメントン(II)(2−
(1−メルカプト−1−メチル)−エチル−5−メチル
−シクロヘキサノン)、リモネンチオール(III)(α,
α,4−トリメチル−3−シクロヘキセン−1−メタン
チオール)およびミントスルフィド(IV)((1R)−
シス−2,6−エピチオ−シス−8−イソプロピル−1
−メチル−5−メチレン−シス−ビシクロ[5,3,0]
デカン)、またはこれらの混合物を挙げることができ
る。好ましくは、チオゲラニオール、8−メルカプトメ
ントンまたはリモネンチオールであり、より好ましくは
チオゲラニオールである。S of the sulfur-containing terpene of the present invention is contained in the functional group of the terpene and is preferably present as an SH group or as a ring-constituting atom. More preferably, it is a monoterpene thiol compound. Specific examples of the sulfur-containing terpene compound that can be used in the present invention include thiogeraniol (I) (3,7-dimethyl-2,6-octadiene-
1-thiol), 8-mercaptomenthone (II) (2-
(1-mercapto-1-methyl) -ethyl-5-methyl-cyclohexanone), limonenethiol (III) (α,
α, 4-trimethyl-3-cyclohexene-1-methanethiol) and mint sulfide (IV) ((1R)-
Cis-2,6-epithio-cis-8-isopropyl-1
-Methyl-5-methylene-cis-bicyclo [5,3,0]
Decane), or mixtures thereof. Preferred is thiogeraniol, 8-mercaptomenthone or limonene thiol, and more preferred is thiogeraniol.
【0007】本発明のSおよびOを環員とする6〜8員
ヘテロ環化合物とは、炭素数6〜12個を有し、少なく
とも1個のSおよびO(酸素原子)を環の構成原子とす
る6〜8員環化合物であり、置換基を有していてもよ
い。好ましくは、炭素数6〜12個を有するSおよびO
を含む6員環化合物である。具体的には2−メチル−4
−プロピル−1,3−オキサチアン(V)(シス型およ
びトランス型)を挙げることができる。The 6- to 8-membered heterocyclic compound having S and O as ring members of the present invention has 6 to 12 carbon atoms, and at least one S and O (oxygen atom) is a constituent atom of the ring. Which is a 6- to 8-membered ring compound and may have a substituent. Preferably, S and O having 6 to 12 carbon atoms.
It is a 6-membered ring compound containing. Specifically, 2-methyl-4
-Propyl-1,3-oxathiane (V) (cis and trans) can be mentioned.
【0008】[0008]
【化1】 Embedded image
【化2】 Embedded image
【0009】これらの含硫テルペンまたはSおよびOを
環員とする6〜8員ヘテロ環化合物は天然香料中に微量
ながら含まれており、毒性がないかあっても非常に低い
ため忌避剤中に所望の量を含有させることができる。These sulfur-containing terpenes or 6- to 8-membered heterocyclic compounds having S and O as ring members are contained in natural fragrances in a trace amount, and even if they are nontoxic or extremely low, they are in repellents. Can be included in any desired amount.
【0010】本発明の忌避剤は、液剤、粉剤、懸濁剤、
噴霧剤、顆粒剤、錠剤などの形態に製剤化することがで
き、これらは本発明の含硫化合物と製剤化に通常用いら
れる添加剤を用いて、通常の方法で調製すればよい。The repellents of the present invention include liquids, powders, suspensions,
It can be formulated into a form such as a spray, a granule and a tablet, and these may be prepared by a usual method using the sulfur-containing compound of the present invention and the additives usually used for the preparation.
【0011】さらに含硫化合物を天然または合成高分子
物質とともにゲル化させるかまたは紫外線硬化樹脂に混
入させて固形剤とすることもできる。活性炭に吸着させ
て粉剤として処方することもできる。Further, the sulfur-containing compound may be gelled together with a natural or synthetic polymer substance or may be mixed with an ultraviolet curable resin to give a solid agent. It can also be adsorbed on activated carbon and formulated as a powder.
【0012】液剤は、合成樹脂または無機多孔性物質に
含浸させ、これを顆粒剤等と同様に処理して製品化する
ことができる。これらの無機多孔性物質としては、ケイ
酸カルシウム、シリカゲル、アタパルジャイト(商品
名、家庭化学工業株式会社製)を挙げることができる。
これを、例えば、不織布のごとき通気性のある材質の袋
に充填させる。また、液剤を香料透過性のあるポリマー
を内面に使用した袋に液状のまま充填するか、またはセ
ルロースに含浸させて製剤化することもできる。The liquid agent can be made into a product by impregnating a synthetic resin or an inorganic porous material and treating it in the same manner as granules and the like. Examples of these inorganic porous materials include calcium silicate, silica gel, and attapulgite (trade name, manufactured by Kagaku Kagaku Kogyo Co., Ltd.).
This is filled in a bag made of a material having air permeability such as nonwoven fabric. Further, the liquid agent can be formulated into a bag in which a perfume-permeable polymer is used as an inner surface in a liquid state or by being impregnated with cellulose.
【0013】特に、含硫化合物の揮発性が高い場合は、
含硫化合物の揮発性を抑制し、長時間忌避効果を持続さ
せるために、保留効果を有する保留剤を加えて調製す
る。これらの保留剤としては、安息香酸ベンジル、フタ
ル酸ジエチル、リモネン二量体水和物、ミリスチン酸イ
ソプロピル、ジプロピレングリコールおよびヘキシレン
グリコール等を挙げることができる。通常これらの保留
剤は含硫化合物1重量部に対して0.2〜6重量部、好
ましくは0.5〜3重量部、より好ましくは1〜2重量
部添加する。Particularly when the sulfur-containing compound has high volatility,
In order to suppress the volatility of the sulfur-containing compound and maintain the repellent effect for a long period of time, it is prepared by adding a retaining agent having a retaining effect. Examples of these suspending agents include benzyl benzoate, diethyl phthalate, limonene dimer hydrate, isopropyl myristate, dipropylene glycol and hexylene glycol. Usually, these holding agents are added in an amount of 0.2 to 6 parts by weight, preferably 0.5 to 3 parts by weight, more preferably 1 to 2 parts by weight, based on 1 part by weight of the sulfur-containing compound.
【0014】製剤化された忌避剤は使用対象動物、使用
時期、使用場所、その場の温度、風量などを考慮して適
宜使用量を決定し設置する。The amount of the formulated repellent is appropriately determined and set in consideration of the target animal, the time of use, the place of use, the temperature of the place, the air volume, and the like.
【0015】含硫黄テルペンの猫に対する忌避活性 方法 1辺5mの実験用囲いを設定し、その中に0.5〜1.0
才程度の猫の雌、雄それぞれ二頭を放った。一方、囲い
の中央に各テスト試料の10000ppmエタノール溶液
の5mlを含浸させた活性炭含有マット(1辺3cmの正方
形、厚さ0.5cm)を置床し、その周辺に餌を置いた。対
象としてはエタノールのみを含浸させたマットを置床し
た場合の餌の摂取状態を基準として評価した。なお、比
較として商品名by by cat原液を使用した。Repellent activity of sulfur-containing terpenes for cats Method: An experimental enclosure with a side length of 5 m was set in which 0.5-1.0 was placed.
Two females and two males were released. On the other hand, an activated carbon-containing mat (square with a side of 3 cm and thickness of 0.5 cm) impregnated with 5 ml of a 10,000 ppm ethanol solution of each test sample was placed on the center of the enclosure, and baits were placed around it. The subject was evaluated based on the food intake state when a mat impregnated with ethanol alone was placed on the floor. For comparison, the brand name by by cat stock solution was used.
【0016】結果Result
【表1】 [Table 1]
【0017】含硫黄テルペンの鳥類に対する忌避活性 方法 9cmのシャーレに1辺3cmの正方形マット(活性炭含有)
を置床し、そのマットに被検物質0.1または1.0w/w
%を含むアセトン溶液の5mlを注加し、10分間放置後
任意に設定したテストエリア(1辺50cmの正方形)内の
中央に上記シャーレを置き、その周辺のエリア内に飼料
用小麦10g及び大豆10gを均一に敷き、24、48、
及び72時間後の飼料の残存状態から忌避効果を評価し
た。なお野バトを対象としたテストエリアは神社境内
に、農業対象害鳥の場合は休耕畑内にそれぞれ設定し
た。Repellent activity of sulfur-containing terpenes against birds Method: Square mat of 9 cm on each side with 3 cm on each side (containing activated carbon)
Placed on the floor and the test substance on the mat is 0.1 or 1.0 w / w
% Of acetone solution was added, and after leaving it for 10 minutes, place the above petri dish in the center of the arbitrarily set test area (square of 50 cm on a side), and 10 g of wheat for feed and soybean in the area around it. Evenly spread 10g, 24, 48,
The repellent effect was evaluated from the residual state of the feed after 72 hours. The test area for wild pigeons was set up in the shrine grounds, and in the case of harmful birds for agriculture, it was set up in a fallow field.
【0018】結果Result
【表2】 含硫黄テルペンのスズメ及びムクドリに対する忌避活性試験 被検化合物 使用量 忌避活性 24 48 72(時間) チオゲラニオール 0.1 + − − 1.0 ++ + + 8−メルカプトメントン 0.1 + − − 1.0 ++ + − 評価基準: −;飼料残存量20%以下 +;飼料残存量21〜50% ++;飼料残存量51〜80%[Table 2] Repellent activity test of sulfur-containing terpenes against sparrows and starlings Test compound amount used Repellent activity 24 48 72 (hours) thiogeraniol 0.1 +--1.0 + + + + 8-mercaptomenthone 0.1 + − − 1.0 ++ + − Evaluation criteria: −; Feed residual amount 20% or less +; Feed residual amount 21 to 50% ++; Feed residual amount 51 to 80%
【0019】[0019]
【表3】 含硫黄テルペンの野バトに対する忌避活性試験 被検化合物 使用量 忌避活性 24 48 72(時間) チオゲラニオール 0.1 + − − 1.0 ++ ++ ++ 8−メルカプトメントン 0.1 + + − 1.0 +++ ++ + 評価基準: −;飼料残存量20%以下 +;飼料残存量21〜50% ++;飼料残存量51〜80% +++;飼料残存量80%以上[Table 3] Repellent activity test of sulfur-containing terpenes against wild pigeons Test compound Usage amount Repellent activity 24 48 72 (hours) Thiogeraniol 0.1 +--1.0 + + + + + + + 8-mercaptomenthone 0.1 + + -1.0 +++++++ Evaluation criteria: -Feed residual amount 20% or less +; Feed residual amount 21 to 50% ++; Feed residual amount 51 to 80% +++; Feed residual amount 80% or more
【0020】[0020]
【実施例】下記の実施例により本発明をより具体的に説
明するが、これらの実施例は本発明を限定するものでは
ない。実施例中、チオゲラニオールとある記載は本発明
の含硫テルペン化合物またはSおよびOを環員とする6
〜8員ヘテロ環化合物を代表するものである。 実施例1 チオゲラニオール0.5gに保留剤1.5gを混合し、これ
をアタパルジャイト8gに添加し、結果としてチオゲラ
ニオール5%含浸させ、これを不織布(3.5cm×11c
m 筒状)製の袋に充填する。The present invention will be explained more specifically by the following examples, but these examples do not limit the present invention. In the examples, the description with thiogeraniol has the sulfur-containing terpene compound of the present invention or S and O as ring members 6
~ Represents a 8-membered heterocyclic compound. Example 1 0.5 g of thiogeraniol was mixed with 1.5 g of a retention agent, and this was added to 8 g of attapulgite, resulting in impregnation with 5% of thiogeraniol, which was then made into a non-woven fabric (3.5 cm x 11 c).
m) Fill a bag made of (cylindrical).
【0021】実施例2 カラギーナン(天然高分子物質)2gを60℃にて水に
溶解させ、40℃以下に下がったら、これにチオゲラニ
オール2gとポリオキシエチレンノニルフェニルエーテ
ル(エチレンオキサイド付加モル数10〜20(非イオ
ン界面活性剤))5g(チオゲラニオールに対して2〜3
倍量)とを混合したものを成型用型粋に注入して冷却、
成型して、約100gのゲル化忌避剤を製造する。Example 2 2 g of carrageenan (natural polymer substance) was dissolved in water at 60 ° C., and when the temperature was lowered to 40 ° C. or lower, 2 g of thiogeraniol and polyoxyethylene nonylphenyl ether (the number of moles of ethylene oxide added was 10). ~ 20 (nonionic surfactant) 5g (2 to 3 relative to thiogeraniol)
A mixture of (double amount) and pour it into a mold for cooling and cool it,
Mold to produce about 100 g of gel repellent.
【0022】実施例3 チオゲラニオール5g及びジプロピレングリコール95g
を混和し、香料透過性のあるポリマーを内面にコーティ
ングした袋(3cm×3cm)8個に、液状のまま充填す
る。Example 3 5 g of thiogeraniol and 95 g of dipropylene glycol
Are mixed and filled into eight bags (3 cm × 3 cm) coated with a perfume-permeable polymer in the liquid state in a liquid state.
【0023】実施例4 チオゲラニオール5gを紫外線硬化樹脂W−3(商品名、
三菱化学製)95gと混合し、成型用型粋に注入した後、
紫外線照射して樹脂を硬化させ成型し、製剤化し、10
0gの製品とする。Example 4 5 g of thiogeraniol was added to UV curable resin W-3 (trade name,
(Made by Mitsubishi Chemical) After mixing with 95g and injecting into the mold for molding,
UV irradiation is applied to cure the resin, mold it, and formulate it. 10
0g product.
【0024】[0024]
【発明の効果】本願発明の含硫テルペンおよびSおよび
Oを環員とする6〜8員ヘテロ環化合物は農業用害鳥及
び野犬、野猫などに強い忌避活性を示し、かつ安全性の
高い忌避物質である。農産物収穫期における害鳥の忌避
や最近問題となっている野犬、野猫の糞由来の寄生虫感
染等の問題も解決できる。化粧品等に使用されている香
料を用いることにより人畜に対しての安全性が高く、農
作物に対しての薬害等の可能性も低く、又現在使用され
ている忌避剤に比べ、香りの点でも不快臭がない点で優
れた忌避剤である。INDUSTRIAL APPLICABILITY The sulfur-containing terpene of the present invention and the 6- to 8-membered heterocyclic compound having S and O as ring members show a strong repellent activity against agricultural harmful birds and wild dogs, wild cats, etc., and are highly safe repellent substances. Is. It is possible to solve problems such as avoiding harmful birds during the harvest season of agricultural products and parasite infection derived from feces of wild dogs and cats, which has become a problem recently. By using the fragrances used in cosmetics, etc., it is highly safe for humans and animals, the possibility of phytotoxicity for agricultural products is low, and in terms of fragrance compared to currently used repellents. It is an excellent repellent because it has no unpleasant odor.
───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.6 識別記号 庁内整理番号 FI 技術表示箇所 A01N 43/32 A01N 43/32 ─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. 6 Identification code Internal reference number FI technical display area A01N 43/32 A01N 43/32
Claims (2)
する6〜8員ヘテロ環化合物を有効成分として含む動物
用忌避剤。1. An animal repellent containing a sulfur-containing terpene or a 6- to 8-membered heterocyclic compound having S and O as ring members as an active ingredient.
ル、8−メルカプトメントン、リモネンチオールまたは
ミントスルフィドであり、SおよびOを環員とする6〜
8員ヘテロ環化合物が2−メチル−4−プロピル−1,
3−オキサチアンである、請求項1記載の忌避剤。2. The sulfur-containing terpene compound is thiogeraniol, 8-mercaptomenthone, limonene thiol or mint sulfide, and 6 to 6 having S and O as ring members.
8-membered heterocyclic compound is 2-methyl-4-propyl-1,
The repellent according to claim 1, which is 3-oxathian.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12011596A JP2857099B2 (en) | 1996-05-15 | 1996-05-15 | Animal repellent |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12011596A JP2857099B2 (en) | 1996-05-15 | 1996-05-15 | Animal repellent |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH09301803A true JPH09301803A (en) | 1997-11-25 |
| JP2857099B2 JP2857099B2 (en) | 1999-02-10 |
Family
ID=14778328
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP12011596A Expired - Fee Related JP2857099B2 (en) | 1996-05-15 | 1996-05-15 | Animal repellent |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2857099B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2018100388A (en) * | 2016-12-21 | 2018-06-28 | 大阪ウイントン株式会社 | Birds evasion coating materials |
-
1996
- 1996-05-15 JP JP12011596A patent/JP2857099B2/en not_active Expired - Fee Related
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2018100388A (en) * | 2016-12-21 | 2018-06-28 | 大阪ウイントン株式会社 | Birds evasion coating materials |
| US10501658B2 (en) | 2016-12-21 | 2019-12-10 | Winton Osaka Co., Ltd. | Bird-repellent coating material |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2857099B2 (en) | 1999-02-10 |
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