Classifications

• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
  • A01N37/10—Aromatic or araliphatic carboxylic acids, or thio analogues thereof; Derivatives thereof
• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
  • A01N31/02—Acyclic compounds
• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
  • A01N31/04—Oxygen or sulfur attached to an aliphatic side-chain of a carbocyclic ring system
• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
  • A01N31/08—Oxygen or sulfur directly attached to an aromatic ring system
  • A01N31/16—Oxygen or sulfur directly attached to an aromatic ring system with two or more oxygen or sulfur atoms directly attached to the same aromatic ring system
• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
  • A01N37/02—Saturated carboxylic acids or thio analogues thereof; Derivatives thereof
• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
  • A01N37/06—Unsaturated carboxylic acids or thio analogues thereof; Derivatives thereof
• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
  • A01N37/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing carboxylic groups or thio analogues thereof, directly attached by the carbon atom to a cycloaliphatic ring; Derivatives thereof
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
  • Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
  • Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
  • Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change

Definitions

• the present invention relates to an insect repellent having insect repellency.
• hematophagous insects cause infections among humans and animals via transmission of a pathogen, or cause skin inflammation.
• mosquitoes carry serious diseases, such as Dengue fever, Zika fever, yellow fever, encephalitis, and malaria, to humans, and are thus hygienically very harmful insects.
• Such insects each have a sophisticated chemoreception system including a heat sensor to sense the body temperature of an animal, a taste receptor to sense taste, an olfactory receptor to sense volatile substances such as body odor, and a carbon dioxide receptor to sense carbon dioxide, which is a highly-volatile substance, and exhibit a wide variety of behaviors.
• a heat sensor to sense the body temperature of an animal
• a taste receptor to sense taste
• an olfactory receptor to sense volatile substances
• a carbon dioxide receptor to sense carbon dioxide, which is a highly-volatile substance, and exhibit a wide variety of behaviors.
• female mosquitoes before egg production are known to trace carbon dioxide expired by an animal and the body odor to approach the animal for the blood, detect the targeted animal by sensing the body temperature with the heat sensor, and suck the blood.
• the present invention relates to the following 1) to 9).
• An insect repellent comprising, as an active ingredient, at least one selected from the group consisting of 2-methoxy-4-propylphenol, ethyl 2-cyclohexylpropionate, ethyl phenylacetate, 2,4,6-trimethyl-3-cyclohexene-1-methanol, 9-decen-1-ol, 1-octen-3-ol, 1-decanol, ethyl 2-ethylhexanoate, and trans-2-hexenyl acetate.
• a method for repelling an insect comprising applying at least one selected from the group consisting of 2-methoxy-4-propylphenol, ethyl 2-cyclohexylpropionate, ethyl phenylacetate, 2,4,6-trimethyl-3-cyclohexene-1-methanol, 9-decen-1-ol, 1-octen-3-ol, 1-decanol, ethyl 2-ethylhexanoate, and trans-2-hexenyl acetate onto the skin of a mammal.
• a method for repelling an insect comprising attaching or holding at least one selected from the group consisting of 2-methoxy-4-propylphenol, ethyl 2-cyclohexylpropionate, ethyl phenylacetate, 2,4,6-trimethyl-3-cyclohexene-1-methanol, 9-decen-1-ol, 1-octen-3-ol, 1-decanol, and ethyl 2-ethylhexanoate, trans-2-hexenyl acetate on an apparel article directly or indirectly contacting the skin.
• a method for repelling an insect comprising spreading at least one selected from the group consisting of 2-methoxy-4-propylphenol, ethyl 2-cyclohexylpropionate ethyl phenylacetate, 2,4,6-trimethyl-3-cyclohexene-1-methanol, 9-decen-1-ol, 1-octen-3-ol, 1-decanol, ethyl 2 ethylhexanoate, and trans-2-hexenyl acetate in a defined space.
• the present inventors searched for a material capable of inhibiting the nerve response of an insect to a carbon dioxide stimulus by using an electrophysiological method, and found that specific fragrance compounds have excellent carbon dioxide response-inhibiting activity, and are thus useful for an insect repellent.
• the present invention can provide an insect repellent which exhibits excellent repelling effect by inhibiting the carbon dioxide response of an insect, differs in a mechanism from those of common repellents such as DEET and PMD, and is highly safe.
• one of these compounds may be used singly, or two or more thereof may be used in a mixture.
• the compound according to the present invention inhibits the carbon dioxide response of an Asian tiger mosquito at a neural level to inhibit the seeking behavior of the mosquito for the human body.
• the compound according to the present invention can serve as an insect repellent or carbon dioxide response inhibitor for an insect (hereinafter, simply referred to as “carbon dioxide response inhibitor”), and can be used for producing an insect repellent or carbon dioxide response inhibitor.
• carbon dioxide response inhibitor an insect repellent or carbon dioxide response inhibitor for an insect
• the compound according to the present invention can be used for repelling an insect and inhibiting the carbon dioxide response.
• the carbon dioxide response of an insect can be measured through investigation of a nerve firing pattern of the sensory hair with electrodes inserted therein in response to a carbon dioxide stimulus by using known single sensillum recording (Nature 461, 277-281 (10 Sep. 2009)).
• a carbon dioxide response inhibitor for an insect comprising, as an active ingredient, at least one selected from the group consisting of 2-methoxy-4-propylphenol, ethyl 2-cyclohexylpropionate, ethyl phenylacetate, 2,4,6-trimethyl-3-cyclohexene-1-methanol, 9-decen-1-ol, 1-octen-3-ol, 1-decanol, ethyl 2-ethylhexanoate, and trans-2-hexenyl acetate.
• ⁇ 8> Use of at least one compound selected from the group consisting of 2-methoxy-4-propylphenol, ethyl 2-cyclohexylpropionate, ethyl phenylacetate, 2,4,6-trimethyl-3-cyclohexene-1-methanol, 9-decen-1-ol, 1-octen-3-ol, 1-decanol, ethyl 2-ethylhexanoate, and trans-2-hexenyl acetate for repelling an insect.
• ⁇ 9> Use of at least one compound selected from the group consisting of 2-methoxy-4-propylphenol, ethyl 2-cyclohexylpropionate, ethyl phenylacetate, 2,4,6-trimethyl-3-cyclohexene-1-methanol, 9-decen-1-ol, 1-octen-3-ol, 1-decanol, ethyl 2-ethylhexanoate, and trans-2-hexenyl acetate for inhibiting the carbon dioxide response of an insect.
• the insect repellent or carbon dioxide response inhibitor for an insect according to ⁇ 1> to ⁇ 4>, wherein the content of the active ingredient in the composition is preferably 0.001% by mass or more, more preferably 0.01% by mass or more, even more preferably 0.1% by mass or more and preferably 80% by mass or less, more preferably 40% by mass or less, even more preferably 10% by mass or less, or preferably from 0.001 to 80% by mass, more preferably from 0.01 to 40% by mass, even more preferably from 0.01 to 10% by mass, and further more preferably from 0.1 to 10% by mass.
• a method for repelling an insect comprising attaching or holding at least one selected from the group consisting of 2-methoxy-4-propylphenol, ethyl 2-cyclohexylpropionate, ethyl phenylacetate, 2,4,6-trimethyl-3-cyclohexene-1-methanol, 9-decen-1-ol, 1-octen-3-ol, 1-decanol, and ethyl 2-ethylhexanoate, trans-2-hexenyl acetate on an apparel article directly or indirectly contacting the skin.
• a method for repelling an insect comprising spreading at least one selected from the group consisting of 2-methoxy-4-propylphenol, ethyl 2-cyclohexylpropionate, ethyl phenylacetate, 2,4,6-trimethyl-3-cyclohexene-1-methanol, 9-decen-1-ol, 1-octen-3-ol, 1-decanol, ethyl 2-ethylhexanoate, and trans-2-hexenyl acetate in a defined space such as a room interior and a car interior.
• the adults were collected with an insect aspirator and anesthetized on ice for 5 minutes, and visually sorted into males and females to collect only the females.
• the wings and legs were removed from each female mosquito tinder anesthesia, and the female mosquito was pushed onto a double-sided adhesive tape pasted on a microscope slide with the back on the tape and thus fixed thereto, and the antennae and maxillary palpi were positioned so as to achieve the accessibility of electrodes.
• the Asian tiger mosquito prepared on a microscope slide was set under a microscope, and positioned so that the antennae were at the center of the view through a ⁇ 10 objective lens.
• a reference electrode was inserted in the eye of the insect.
• a pipette for providing an olfactory stimulus was placed near the maxillary palpi, and the objective lens was replaced with a ⁇ 100 objective lens.
• the recording electrode was brought close to the sensory hair, and carefully inserted into the sensory hair with a micromanipulator.
• the peg-like shape of the carbon dioxide-sensitive sensory hair of an Asian tiger mosquito can be confirmed under microscopic observation.
• the spontaneous nerve firing pattern was investigated. Carbon dioxide the concentration of which had been adjusted to 0.1% was fed to an olfactory stimulation apparatus via a silicone tube to stimulate the maxillary palpi for 1 second, and the carbon dioxide response was investigated.
• Mosquitoes were prepared for evaluation in the same manner as in Example 1. Approximately 150 to 200 female Asian tiger mosquitoes were transferred in a plastic cage (30 ⁇ 30 ⁇ 30 cm). The plastic cage had a hole to put the arm inside in only one side, and the arm was inserted through the hole in an attraction test. The other three sides were covered with a net, preventing a smell from remaining in the box.

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• Life Sciences & Earth Sciences (AREA)
• Agronomy & Crop Science (AREA)
• Pest Control & Pesticides (AREA)
• Plant Pathology (AREA)
• Health & Medical Sciences (AREA)
• Engineering & Computer Science (AREA)
• Dentistry (AREA)
• General Health & Medical Sciences (AREA)
• Wood Science & Technology (AREA)
• Zoology (AREA)
• Environmental Sciences (AREA)
• Agricultural Chemicals And Associated Chemicals (AREA)
• Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
• Catching Or Destruction (AREA)

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• 2016
  • 2016-02-23 US US15/551,782 patent/US20180064109A1/en not_active Abandoned
  • 2016-02-23 JP JP2016032132A patent/JP6157665B2/ja active Active
  • 2016-02-23 WO PCT/JP2016/055255 patent/WO2016136734A1/ja active Application Filing
  • 2016-02-23 MY MYPI2017001164A patent/MY179170A/en unknown
  • 2016-02-23 CN CN201680010329.3A patent/CN107205381B/zh not_active Expired - Fee Related
  • 2016-02-23 SG SG11201706559YA patent/SG11201706559YA/en unknown
  • 2016-02-26 TW TW105105988A patent/TWI719012B/zh not_active IP Right Cessation
• 2017
  • 2017-06-05 JP JP2017110812A patent/JP6684752B2/ja active Active
  • 2017-08-23 PH PH12017501529A patent/PH12017501529A1/en unknown
• 2018
  • 2018-11-19 US US16/195,065 patent/US10980231B2/en active Active

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