Arthropod control composition

Abstract

The present invention relates to arthropod control compositions comprising compounds of formula (I), methods and uses for controlling arthropods and arthropod control articles containing same.

Description

[Technical field]

[0001] The present invention relates to arthropod control compositions comprising compounds according to formula (I), methods and uses for controlling arthropods and arthropod control articles comprising the arthropod control compositions.

[0002] 2. Background of the Invention Many mammals, including humans, are plagued by arthropod activity, some of which, such as mosquitoes and ticks, are undesirable to vertebrate, e.g., mammals, particularly human subjects, because their bites can result in itching, disease and / or bacterial transmission, or can be the cause of other diseases and / or conditions.

[0003] The arthropod control composition contains an active material and, when applied to the skin, clothing, or other surface, can prevent arthropods from landing or climbing on the surface. Arthropod control agents are useful for preventing and controlling the occurrence of arthropod-borne diseases, such as malaria.

[0004] The prior art describes structurally diverse arthropod control agents, such as N,N-diethyl-3-methylbenzamide (also known as DEET) or ethyl butylacetylaminopropionate (also known as insect repellent 3535, IR3535).

[0005] However, some known arthropod control agents have certain drawbacks, such as being irritating to the skin, particularly to subjects, children, and / or having negative olfactory properties, e.g., a foul odor.

[0006] There is a need to provide arthropod control compounds and compositions that use limited amounts of irritant arthropod control agents or that do not use irritant arthropod control agents at all.

[0007] EP 1 022 265 describes the olfactory properties of some of the compounds used in the compositions of the present invention and their use as fragrance ingredients providing a lily of the valley type fragrance characteristic, but does not disclose or suggest the compounds as having arthropod control activity.

[0008] None of the prior art discloses or suggests that the compounds according to the present invention have arthropod control activity. [Brief description of the drawings]

[0009] [Figure 1] FIG. 1 shows the in vitro repellency of mosquitoes (Aedes aegypti) measured against various dilutions of (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol in the K&D test. [Diagram 2] FIG. 1 shows the in vivo repellency of mosquitoes (Aedes aegypti) measured against various dilutions of (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol in the K&D test. [Diagram 3] FIG. 1 shows the number of mosquitoes (Aedes aegypti) landing on a heated body to which various dilutions of DEET (circles and solid line), IR3535 (triangles and dashed line) or (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol (crosses and dotted line) had been applied. [Figure 4] FIG. 1 shows in vitro repellency of mosquitoes (Aedes aegypti) over time for two fragrances containing 33% and 6.5% (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol in the aqueous phase (squares and triangles, respectively) and 7.5% or 12.5% ​​IR3535 (grey and black, respectively) as measured in a warm body assay. [Diagram 5]FIG. 1 shows in vitro repellency of mosquitoes (Aedes aegypti) measured in a warm body assay to two fragrances containing 33% and 10% (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol (black squares and black triangles, respectively), two reference compounds: DEET (grey diamonds), IR3535 (grey circles) and the solvent ethanol (not shown; black). [Figure 6] FIG. 1 shows in vitro repellency of mosquitoes (Aedes aegypti) to two blends (light grey and dark grey, respectively) prepared with 0.25% or 1% fragrance 1a, containing 33% (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol and 12.5% ​​IR3535 in the aqueous phase, as measured in a warm body assay after 4 h application. [Figure 7] Figure 1 shows in vitro repellency of mosquitoes (Aedes aegypti) measured in a warm body assay against blends containing two fragrance components with arthropod control properties ((2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol + (1R)-cis-3-oxo-2-pentyl-1-cyclopentane methyl acetate [1:1]) (grey) or (1R)-cis-3-oxo-2-pentyl-1-cyclopentane methyl acetate (black) used as a reference. All stimuli were diluted in ethanol to 0.0016%, 0.04% and 1% (w / w). [Figure 8]FIG. 1 shows in vitro repellency of mosquitoes (Aedes aegypti) measured in a warm body assay for seven compounds at three concentrations: DEET (grey diamonds) and IR3535 (grey circles) used as references, 4a,8-dimethyl-indano[1,2-d]-1,3-dioxan-2-one (black squares), (2,4,6-trimethyl-2,3-dihydro-1H-inden-2-yl)methanol (black diamonds), 5-ethyl-2-methyl-2-indanethanol (black triangles), 1-(2,5-dimethyl-2-indanyl)-1-ethanol (black circles) and (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol (black crosses). [Figure 9] FIG. 1 shows in vitro repellency of mosquitoes (Aedes aegypti) measured in a warm body assay for seven compounds at three concentrations: DEET (grey diamonds) and IR3535 (grey circles) used as references, (2,5-dimethyl-2-indanyl)methyl formate (black squares), (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methyl methyl ether (black diamonds), 2,5-dimethyl-2,3-dihydro-1H-indene-2-carboxylic acid (black triangles), (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol (black circles) and 5-isopropyl-2-methyl-2-indanemethanol (black crosses). [Figure 10]Eleven compounds at three concentrations: DEET (grey diamonds) and IR3535 (grey circles), which were used as references; (1RS,2SR)-2-(hydroxymethyl)-2,6-dimethyl-2,3-dihydro-1H-inden-1-ol (black circles); 5-tert-butyl-2-methyl-2-indanethanol (black squares); (1RS,2RS)-2-((2-methoxypropan-2-yloxy)methyl)-2,6-dimethyl-2,3-dihydro-1H-inden-1-ol + (1RS,2 FIG. 1 shows in vitro repellency of mosquitoes (Aedes aegypti) measured in a warm body assay to a blend of (1RS,2RS)-2-((2-methoxypropan-2-yloxy)methyl)-2,6-dimethyl-2,3-dihydro-1H-inden-1-ol (black diamonds) and a blend of (1RS,2RS)-2-(hydroxymethyl)-2,6-dimethyl-2,3-dihydro-1H-inden-1-ol + (1RS,2SR)-2-(hydroxymethyl)-2,6-dimethyl-2,3-dihydro-1H-inden-1-ol (black triangles). [Figure 11] Figure 1 shows in vitro repellency of ticks (Ixodes ricinus) measured in a warm body assay (mean values ​​of 2-5 replicates of n=11-12 ticks) to ethanol (control; black), (2,4,6-trimethyl-2,3-dihydro-1H-inden-2-yl)methanol (component 1), (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol (component 2) and N,N-diethyl-3-methylbenzamide (DEET) diluted in ethanol to 0.4 mg / mL (light grey) and 10 mg / mL (dark grey).

[0010] DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS The present invention relates to a compound of formula (I) in the form of any one of its stereoisomers or a mixture thereof, - optionally with at least one arthropod control co-ingredient; The present invention relates to an arthropod control composition, preferably an insect control composition, comprising: [ka] [In the formula, n represents 1 or 2; X represents a CH2 group, a CH(OH) group or a C=N-OH group; R 1 is a CN group, CHR 7 OR 8 Group or COR 9 represents a group, R 7 is a hydrogen atom or a methyl group, R 8 is a hydrogen atom; a hydroxyl group or C 1~3 C optionally substituted with an alkoxy group 1~3 Hydrocarbon group; C 3~10 Trialkylsilyl group or COR 9 It is based on R 9 is a hydrogen atom, a hydroxyl group, C 1~3 Alkoxy group, C 1~8 Hydrocarbon or phenyl, respectively, C 1~3 may be substituted with 1 to 3 groups selected from an alkyl group, an alkoxy group, or an amine group; R 2 represents a hydrogen atom, a methyl group, an ethyl group, or a CHOH group, R 3 is a hydrogen atom or C 1~5 Hydrocarbon group or C 1~3 represents an alkoxy group, R 4 , R 5 and R 6 are each independently a hydrogen atom or C 1~5 Alkyl group or C 2~5 represents an alkenyl group, or R 1 and R 2 when taken together represent a CH2-OC(=O)-O group, a CH2-O-CH2-O group or a CH2-O-CH2 group, or X and R 1When combined, CH-OC(=O)-OC(R 10 )2 groups or CH-OC(R 10 )2-OC(R 10 ) 2 groups, R 10 are each independently a hydrogen atom or C 1~3 represents an alkyl group.

[0011] In certain embodiments, the compounds of formula (I) are defined such that n is 1.

[0012] In certain embodiments, the compounds of formula (I) are defined such that X represents a CH2 group.

[0013] In certain embodiments, the compound of formula (I) is R 1 is CN group, CH2OR 8 group, CHMeOR 8 Group or COR 9 represents a group, R 8 is a hydrogen atom or C 1~3 Hydrocarbon group or COR 9 R 9 is a hydrogen atom or C 1~3 Hydrocarbon groups, preferably C 1~3 Linear or branched alkyl groups, or linear C 2~3 Alkenyl group or branched chain C 2~3 It is defined to be an alkenyl group.

[0014] In certain embodiments, the compound of formula (I) is R 1 is CN group, CH2OR 8 group, CHMeOR 8 Group or COR 9 represents a group, R 8 is a hydrogen atom, a methyl group, an ethyl group, or COR 9 R 9 is defined as being a methyl group or an ethyl group.

[0015] In certain embodiments, the compound of formula (I) is R 1 is CN group, CH2OR 8 represents a group, R8 is defined as being a hydrogen atom or a methyl group, an ethyl group, or a MeCO group.

[0016] In certain embodiments, the compound of formula (I) is R 2 represents a hydrogen atom or a methyl group.

[0017] In certain embodiments, the compound of formula (I) is R 2 is defined to represent a methyl group.

[0018] In certain embodiments, the compound of formula (I) is R 3 is a hydrogen atom or C 1~4 It is defined to represent an alkyl group.

[0019] In certain embodiments, the compound of formula (I) is R 3 represents a hydrogen atom or a methyl or tert-butyl group.

[0020] In certain embodiments, the compound of formula (I) is R 4 , R 5 and R 6 are independently a hydrogen atom or C 1~3 Alkyl or C 2~3 is defined to represent alkenyl.

[0021] In certain embodiments, the compound of formula (I) is R 4 , R 5 and R 6 are independently a hydrogen atom or C 1~3 It is defined to represent an alkyl group.

[0022] In certain embodiments, the compound of formula (I) is R 4 , R 5 and R 6 are defined as being, independently of one another, a hydrogen atom or a methyl group.

[0023] In certain embodiments, R 1 and R2 when taken together represent a CH2-OC(=O)-O group or a CH2-O-CH2 group, preferably a CH2-O-CH2 group.

[0024] In certain embodiments, X and R 1 When combined, CH-OC(=O)-OC(R 10 )2 groups or CH-OC(R 10 )2-OC(R 10 ) 2 groups, R 10 is a hydrogen atom or C 1~2 Represents an alkyl group. Preferably, up to two R 10 But, C 1~2 Each R represents an alkyl group, and the remainder is a hydrogen atom. 10 represents a methyl group, and the rest are hydrogen atoms.

[0025] In certain embodiments, the compound of formula (I) is R 3 , R 4 , R 5 and R 6 is defined such that it is not a hydrogen atom at the same time.

[0026] In certain embodiments, the compound of formula (I) is selected from the group consisting of 2,3-dihydro-1H-indene-2-carbonitrile, 2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, 2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol, (4aRS,9bRS)-4a,7-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4aRS, 9bRS)-2,4a,7-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4aSR,9bSR)-2,4a,7-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2-methyl-1,3-dihydroinden-2-yl)methanol, 2,3-dihydro-1H-inden-2-ylmethanol, (2RS,4RS,4ASR,9BRS)-2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, ( 2RS,4aRS,9bSR)-2-Methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4aSR,9bRS)-2-Methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (4aRS,9bSR)-2,2-Dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2,4,6-Trimethyl-2,3-dihydro-1H-inden-2-yl)methanol, 5-(tert-butyl)-1,3-dihydrospiro[inden-2 ,3'-oxetane], (2RS,4RS,4ARS,9BSR)-2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, 4A,8-dimethyl-indano[1,2-d]-1,3-dioxan-2-one, 1-(2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)ethanone, (5-methyl-2,3-dihydro-1H-inden-2-yl)methanol, (4aRS,9bSR)-8-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4aRS,9bSR)-2-ethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4aSR,9bRS)-2-ethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2R,4aS,9bS)-2,4a,8-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, 1-(2,5-dimethyl-2-indanyl)-1-ethanol, (2,5-dimethyl-2,3-dihydro-1H-indene -2-yl)methanol, (2RS,4aSR,9bSR)-2,8-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4aSR,9bRS)-2,8-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4aSR,9bSR)-2,4a-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (4aRS,9bRS)-4a,8-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, tetrahydroindeno[1,2-d][1,3]dioxine, 1-(2,4,5-trimethyl-2,3-dihydro-1H-inden-2-yl)ethenone, (2RS,4aRS,9bSR)-2-ethyl-8-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4aSR,9bRS)-2-ethyl-8-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (4aRS,9bRS)-2,2,4a,8-tetramethyl-4,4a,5 ,9b-tetrahydroindeno[1,2-d][1,3]dioxine, 5-tert-butyl-indan-2-spiro-3'-oxetane, (2,6-dimethyl-1,2,3,4-tetrahydro-2-naphthalenyl)methanol, (4aRS,9bRS)-2,2,4a-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (4aRS,9bRS)-2,2,4a,7-tetramethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine.

[0027] In a preferred embodiment, the compound of formula (I) is 2,3-dihydro-1H-indene-2-carbonitrile, 2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, 2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol, (4aRS,9bRS)-4a,7-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4aRS, 9bRS)-2,4a,7-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4aSR,9bSR)-2,4a,7-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2-methyl-1,3-dihydroinden-2-yl)methanol, 2,3-dihydro-1H-inden-2-ylmethanol, (2RS,4RS,4ASR,9BRS)-2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, ( 2RS,4aRS,9bSR)-2-Methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4aSR,9bRS)-2-Methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (4aRS,9bSR)-2,2-Dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2,4,6-Trimethyl-2,3-dihydro-1H-inden-2-yl)methanol, 5-(tert-butyl)-1,3-dihydrospiro[inden-2 ,3'-oxetane], (2RS,4RS,4ARS,9BSR)-2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, 4A,8-dimethyl-indano[1,2-d]-1,3-dioxan-2-one, 1-(2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)ethanone, (5-methyl-2,3-dihydro-1H-inden-2-yl)methanol, (4aRS,9bSR)-8-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,(4aRS,9bSR)-2-ethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4aSR,9bRS)-2-ethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2R,4aS,9bS)-2,4a,8-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine.

[0028] In certain embodiments, the compound of formula (I) is selected from the group consisting of (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol, 5-(tert-butyl)-1,3-dihydrospiro[indene-2,3′-oxetane], 5-tert-butyl-indan-2-spiro-3′-oxetane, 5-ethyl-2-methyl-2-indanethanol, (2,4,6-trimethyl-2,3-dihydro-1H-inden-2-yl)methanol, 1-(2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)ethanone, 2,3-dihydro-1H-inden-2-ylmethanol, 2,3-dihydro-1H-indene-2-carbonitrile, 1-(2,5-dimethyl-2-indanyl)-1-ethanol, (2,5-dimethyl-2-indanyl)methyl formate, (2,5- Dimethyl-2,3-dihydro-1H-inden-2-yl)methyl methyl ether, (2,6-dimethyl-1,2,3,4-tetrahydro-2-naphthalenyl)methanol, 4a,8-dimethyl-indano[1,2-d]-1,3-dioxan-2-one, 8-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, especially (4aRS,9bSR) -8-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (5-methyl-2,3-dihydro-1H-inden-2-yl)methanol, (2-methyl-2,3-dihydro-1H-inden-2-yl)methyl acetate, 2,3-dihydro-1H-inden-2-ylmethanol or 2,3-dihydro-1H-indene-2-carbonitrile.

[0029] In certain embodiments, the arthropod control composition comprises (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol, 5-tert-butyl-indan-2-spiro-3′-oxetane, 2-methyl-1,3-dihydroinden-2-yl)methanol, 5-(tert-butyl)-1,3-dihydrospiro[indene-2,3′-oxetane], (+−)-5-isopropyl-2-methyl-2-indanethanol, 1-(2,5-dimethyl-2-indanyl)-1-ethanol, (2,5-dimethyl-2-indanyl)methyl formate, 2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methyl methyl ether, (2,5,6-trimethyl-2,3-dihydro-1 (2,5-dimethyl-2-indanyl)methyl formate)methanol, (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol, (+-)-5-tert-butyl-2-methyl-2-indanethanol, (+-)-(2,4,6-trimethyl-2,3-dihydro-1H-inden-2-yl)methanol; (1RS,2RS)-2-((2-methoxypropan-2-yloxy)methyl)-2,6-dimethyl-2,3-dihydro-1H-inden-1-ol + (1RS,2SR)-2-((2-methoxypropan-2-yloxy)methyl)-2,6-dimethyl-2,3-dihydro-1H-inden-1-ol blend;4A,8-Dimethyl-indano[1,2-D]-1,3-dioxan-2-one, (+-)-(2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methyl methyl carbonate, (+-)-2,5-dimethyl-2,3-dihydro-1H-indene-2-carboxylate methyl, (+-)-(2,6-dimethyl-1,2,3,4-tetrahydro-2-naphthalenyl)methanol, (+-)-1-(2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)ethanone, (+-)-(5-methyl-2,3-dihydro-1H-inden-2-yl)methanol, (+-)-1-(2,4,5-trimethyl-2,3-dihydro-1H-inden-2-yl)ethanone, 2,3-dihydro-1H-indene-2 -ylmethanol, (2-methyl-2,3-dihydro-1H-inden-2-yl)methyl acetate, (4aRS,9bSR)-8-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (+-)-2-((methoxymethoxy)methyl)-2,5-dimethyl-2,3-dihydro-1H-indene, (+-)-2-[(1-methoxyethoxy)methyl]-2,5-dimethylindane, 2,3-dihydro-1H-indene-2-carbonitrile, (+-)-2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine + (+-)-2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine blend;4,4A,5,9B-Tetrahydroindeno[1,2-D]-1,3-dioxine, (4aRS,9bRS)-4a,8-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2S,4AS,9BS)-2,4A,8-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2R,4aS,9bS)-2,4a,8-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine Oxine, (2RS,4RS,4ARS,9BSR)-2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4RS,4ASR,9BRS)-2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (4aRS,9bRS)-2,2,4a,8-tetramethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (4aRS,9bRS)-2,2, 4a,7-Tetramethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4aSR,9bSR)-2,4a,7-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (4aRS,9bRS)-4a,7-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine; (2RS,4aRS,9bRS)-2,4a,7-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine A blend of monoindeno[1,2-d][1,3]dioxine + (2RS,4aSR,9bSR)-2,4a,7-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine; (2RS,4aSR,9bSR)-2,4a-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (4aRS,9bRS)-2,2,4a-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine;A blend of (2RS,4aSR,9bRS)-2-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine + (2RS,4aRS,9bSR)-2-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine; (2RS,4aRS,9bSR)-2-ethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine + (2RS,4aSR,9bRS)-2-ethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine Blend of oxines; (4aRS,9bSR)-2,2-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine; Blend of (2RS,4aRS,9bSR)-2,8-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine + (2RS,4aSR,9bRS)-2,8-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine; (2RS,4aRS,9bSR)-2-ethyl-8-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine Blend of hydroindeno[1,2-d][1,3]dioxine + (2RS,4aSR,9bRS)-2-ethyl-8-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine; (4aRS,9bSR)-2,2,8-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2R,4aS,9bS)-2,4a,8-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4RS,4ARS,9BSR )-2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4RS,4ASR,9BRS)-2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine; (2RS,4aRS,9bSR)-2-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine + (2RS,4aSR,9bRS)-2-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine blend;(4aRS,9bSR)-2,2-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (4aRS,9bRS)-4a,8-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (4aRS,9bRS)-2,2,4a,8-tetramethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (4aRS,9bRS)-2,2,4a,7-tetramethyl-4,4a,5,9b-tetrahydro Indeno[1,2-d][1,3]dioxine, (2RS,4aSR,9bSR)-2,4a-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine; or a blend of (2RS,4aRS,9bSR)-2-ethyl-8-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine + (2RS,4aSR,9bRS)-2-ethyl-8-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine;

[0030] In a particular embodiment, the arthropod control composition, preferably the insect control composition, is selected from the group consisting of (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol, (2-methyl-1,3-dihydroinden-2-yl)methanol, 5-(tert-butyl)-1,3-dihydrospiro[indene-2,3′-oxetane], 1-(2,5-dimethyl-2-indanyl)-1-ethanol, (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol, (+)-(2,4,6-trimethyl-2,3-dihydro-1H-indene -2-yl)methanol, 4A,8-dimethyl-indano[1,2-D]-1,3-dioxan-2-one, (+-)-(2,6-dimethyl-1,2,3,4-tetrahydro-2-naphthalenyl)methanol, (+-)-1-(2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)ethanone, (+-)-(5-methyl-2,3-dihydro-1H-inden-2-yl)methanol, (+-)-1-(2,4,5-trimethyl-2,3-dihydro-1H-inden-2-yl)ethanone, 2,3-dihydro-1H-inden-2-ylmethanol nol, (4aRS,9bSR)-8-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, 2,3-dihydro-1H-indene-2-carbonitrile; (+-)-2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine + (+-)-2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine blend; 4,4A,5,9B-tetrahydroindeno[1,2-D]-1,3-dioxine, (4aRS,9bRS)-4a ,7-Dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine;(2RS,4aRS,9bRS)-2,4a,7-Trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine & (2RS,4aSR,9bSR)-2,4a,7-Trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine blend, (4aRS,9bRS)-2,2,4a-Trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine;Blend of (2RS,4aRS,9bSR)-2-ethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine + (2RS,4aSR,9bRS)-2-ethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine; (2RS,4aRS,9bSR)-2,8-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine + (2RS,4aSR,9bRS)-2,8-dimethyl-4,4a,5,9b- A blend of tetrahydroindeno[1,2-d][1,3]dioxins; (2R,4aS,9bS)-2,4a,8-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin, (2RS,4RS,4ARS,9BSR)-2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin, (2RS,4RS,4ASR,9BRS)-2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3 ]dioxin; (2RS,4aRS,9bSR)-2-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin + (2RS,4aSR,9bRS)-2-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin blend; (4aRS,9bSR)-2,2-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin, (4aRS,9bRS)-4a,8-dimethyl-4,4a,5,9b- Tetrahydroindeno[1,2-d][1,3]dioxine, (4aRS,9bRS)-2,2,4a,8-tetramethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (4aRS,9bRS)-2,2,4a,7-tetramethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4aSR,9bSR)-2,4a-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine;or a blend of (2RS,4aRS,9bSR)-2-ethyl-8-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine + (2RS,4aSR,9bRS)-2-ethyl-8-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine;

[0031] In a particular embodiment, the arthropod control composition, preferably the insect control composition, is selected from the group consisting of (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol, (2-methyl-1,3-dihydroinden-2-yl)methanol, 5-(tert-butyl)-1,3-dihydrospiro[indene-2,3′-oxetane], (+−)-(2,4,6-trimethyl-2,3-dihydro-1H-inden-2-yl)methanol, 4A,8-dimethyl-indano[1,2-D]-1,3-dioxan-2-one, (+−)-1-(2,5-dimethyl -2,3-dihydro-1H-inden-2-yl)ethanone, (+-)-(5-methyl-2,3-dihydro-1H-inden-2-yl)methanol, 2,3-dihydro-1H-inden-2-ylmethanol, (4aRS,9bSR)-8-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, 2,3-dihydro-1H-indene-2-carbonitrile, 4,4A,5,9B-tetrahydroindeno[1,2-D]-1,3-dioxine, (4aRS,9bRS)-4a,7-dimethyl-4,4a,5,9 b-Tetrahydroindeno[1,2-d][1,3]dioxine; (2RS,4aRS,9bRS)-2,4a,7-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine & (2RS,4aSR,9bSR)-2,4a,7-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine blend; (2RS,4aRS,9bSR)-2-ethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine + (2RS,4aSR,9bRS)-2 -Ethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine blend;(2R,4aS,9bS)-2,4a,8-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4RS,4ARS,9BSR)-2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4RS,4ASR,9BRS)-2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine;Blends of (2RS,4aRS,9bSR)-2-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine + (2RS,4aSR,9bRS)-2-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine and (4aRS,9bSR)-2,2-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine;

[0032] In a particular embodiment, the arthropod control composition, preferably the mite control composition, is selected from the group consisting of (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol, (+-)-5-isopropyl-2-methyl-2-indanethanol, (+-)-(2,4,6-trimethyl-2,3-dihydro-1H-inden-2-yl)methanol, (+-)-(2,6-dimethyl-1,2,3,4-tetrahydro-2-naphthalenyl)methanol, (+-)-(5-methyl-2,3-dihydro-1H-inden-2-yl)methanol, (2-methyl These include methyl (4aRS,9bSR)-8-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (+-)-2-((methoxymethoxy)methyl)-2,5-dimethyl-2,3-dihydro-1H-indene, (+-)-2-[(1-methoxyethoxy)methyl]-2,5-dimethylindane, 2,3-dihydro-1H-indene-2-carbonitrile, and 4,4A,5,9B-tetrahydroindeno[1,2-D]-1,3-dioxine.

[0033] The expression "hydrocarbon group" is understood to mean that said group consists of hydrogen and carbon atoms and may be in the form of an aliphatic hydrocarbon, i.e., a linear or branched saturated hydrocarbon (e.g., an alkyl group), a linear or branched unsaturated hydrocarbon (e.g., an alkenyl or alkynyl group), a saturated cyclic hydrocarbon (e.g., a cycloalkyl) or an unsaturated cyclic hydrocarbon (e.g., a cycloalkenyl), or in the form of an aromatic hydrocarbon, i.e., an aryl group, or in the form of a mixture of the above types of groups, for example, a particular group may contain linear alkyl, branched alkenyl (e.g., having one or more carbon-carbon double bonds), (poly)cycloalkyl and aryl moieties, unless a specific limitation to only one type is mentioned. Similarly, in all embodiments of the present invention, when a group is mentioned as being in one type of saturated or unsaturated form (e.g., an alkyl group), it is meant that said group may be of any type of topology (e.g., linear, cyclic or branched), or may have several moieties with different topologies.

[0034] The expression "optionally substituted" is understood to mean that the optionally substituted group may or may not be substituted with the corresponding substituent.

[0035] The term "arthropod" has its usual meaning to those skilled in the art. Arthropods include invertebrates, such as insects, arachnids, and crustaceans, which have body segments and attached appendages. Arthropods usually have a chitinous exoskeleton that is molted at intervals, and a dorsal forebrain connected to a ventral chain of ganglia.

[0036] Arthropods in the understanding of the present invention relate to undesirable arthropods, which means that their presence in the air, on the surface of objects, on the surface of plants or on vertebrates, such as human subjects or other mammals, preferably on the surface of human subjects, is undesirable. Preferably, undesirable arthropods are pest arthropods that affect plants and animals, such as thrips, aphids, beetles, moths, mealybugs, scale insects, etc., more preferably pest arthropods that affect animals, such as ants, termites, cockroaches, flies, etc., even more preferably blood-sucking arthropods that affect vertebrates, such as stable flies, bedbugs, assassin bugs, fleas, lice, mosquitoes and mites, even more preferably mosquitoes and mites.

[0037] The presence of arthropods may be undesirable because their presence in the air is unpleasant to the subject, contact of arthropods with items may transmit disease and / or bacteria, or arthropods may bite organisms, causing itching and leading to the transmission of disease and / or bacteria, or arthropod ingestion may cause other diseases and / or conditions.

[0038] In certain embodiments, the arthropod is an insect or an arachnid, preferably an insect.

[0039] The term "insect" has its ordinary meaning to one of ordinary skill in the art. Insects are described by a distinct head, thorax and abdomen, no more than three pairs of legs, and typically one or two pairs of wings.

[0040] In certain embodiments, the insect is a mosquito, stable fly, bedbug, assassin bug, flea, lice, ant, termite, cockroach, fly, aphid, beetle, thrips, moth, mealybug or scale insect, more preferably a mosquito.

[0041] The term "arachne" has its ordinary meaning to one of ordinary skill in the art. Arachne is described as having a body segment divided into two regions, the anterior portion of which has four pairs of legs but no antennae.

[0042] In certain embodiments, the arachnid is a tick, mite, chigger or spider, more preferably a mite.

[0043] Expressions such as "control", "arthropod control", "insect control" or "arachnid control" have their ordinary meaning to those skilled in the art.

[0044] In the context of the present invention, "control" is defined as the ability of the compound of formula (I) or arthropod control composition of the present invention to attract, inhibit, kill or repel arthropods, preferably the ability to inhibit or repel arthropods, and even more preferably the ability to repel arthropods.

[0045] According to the present invention, "attract" is defined as the ability of the compound of formula (I) or arthropod attractant composition of the present invention to increase or promote the contact or presence of arthropods at an arthropod attractant source to which the arthropod attractant compound or arthropod attractant composition is applied, for example, in the air, on the surface of an article, or on the surface of a vertebrate such as a human subject or other mammal, preferably on the surface of an article such as a trapping device.

[0046] According to the present invention, "inhibit" is defined as the ability of the compound of formula (I) or arthropod control composition of the present invention to minimize, reduce, deter or prevent the contact or presence of arthropods in the arthropod control source to which the arthropod control compound or arthropod control composition is applied, for example, in the air, on the surface of an article, or on the surface of a vertebrate such as a human subject or other mammal, preferably a human subject. Typically, the inhibitory effect is exhibited when the arthropod control compound or arthropod control composition is used as a feeding deterrent to prevent subsequent feeding or egg-laying of pests after the initial application.

[0047] According to the present invention, "killing" is defined as the ability of the compound of formula (I) or arthropodicidal composition of the present invention to kill arthropods at the arthropod killing source to which the arthropodicidal compound or arthropodicidal composition is applied, for example, in the air, on the surface of an article, or on the surface of a vertebrate such as a human subject or other mammal, preferably a human subject. When the arthropodicidal composition is applied to a plant, animal, or human subject, the arthropodicidal composition is applied in an amount that kills arthropods but does not kill the subject.

[0048] In accordance with the present invention, "repellency" is defined as the ability of the compound of formula (I) or arthropod repellent composition of the present invention to minimize, reduce, deter or prevent the approach or presence of arthropods at an arthropod-inhibiting source to which the arthropod repellent compound or arthropod repellent composition is applied, for example, in the air, on the surface of an article, or on the surface of a vertebrate such as a human subject or other mammal, preferably a human subject.

[0049] In certain embodiments, the arthropod control source is a surface and / or air in the vicinity of an article, preferably a candle, coil, electric diffuser, wristband, patch, collar, ear tag, clothing, fabric, paper, biochar, cardboard, cellulose pad, bed net, screen, curtain, furniture, wall, ground or paint, or a surface of a subject, preferably a vertebrate such as a human subject or other mammal, preferably a human subject, i.e., the skin of a human subject that has been treated with a product such as a spray, aerosol, cream, roll-on, wristband, lotion, soap, shampoo, sunscreen or patch, or a fabric surface that has been treated with a product such as a laundry powder, liquid detergent, spray, lotion, powder, etc.

[0050] Arthropod control efficacy according to the present invention is determined for mosquitoes using an adapted warm body assay as defined in Kroeber T, Kessler S, Frei J, Bourquin M, Guerin PM. An in vitro assay for testing mosquito controlling compounds employing a warm body and carbon dioxide as a behavioral activator. J Am Mosq Control Assoc. 2010; 26:381-386.

[0051] The control efficacy of the present invention is determined by testing the warm-body assay against the yellow fever mosquito, Aedes aegypti Rockefeller strain. A. aegypti is a model organism for control testing and is one of the model organisms recommended by the World Health Organization (WHO) since it is a highly aggressive and human-parasitic mosquito species that generally shows low sensitivity to arthropod control compounds. Observations of control efficacy were performed on host-seeking females of uniform age, 5-10 days old, selected as mentioned in the above-mentioned publication. The starved females tested had access to 10% sugar solution but were not allowed to feed.

[0052] The published protocol was adapted to count landing mosquitoes automatically using automated counting software instead of manually, and switching from Anopheles gambiae to A. aegypti reduced the number of mosquitoes placed in the tested cages due to size differences (i.e., 30 mosquitoes instead of 50), and also increased the lighting (i.e., 150 lux instead of 4 lux) as A. aegypti is a diurnal mosquito.

[0053] In addition, by using the in vitro system mentioned above, it is possible to evaluate at what concentration the compounds according to formula (I), either alone or in a composition, control all the arthropods tested.

[0054] Furthermore, the control effect of the compounds according to formula (I) can be tested at various concentrations, either alone or in a composition, so that the efficacy at equivalent doses can be compared with a reference compound, such as DEET or IR3535.

[0055] In certain embodiments, the arthropod control composition of the present invention comprises an arthropod-controlling effective amount of a compound of formula (I).The compound can be used alone or in combination with other components of formula (I) and / or with arthropod-controlling co-components.Therefore, it is understood that the concentration of the compound according to formula (I), either alone or in the composition, provides a higher repellency than pure (i.e., 100%) ethanol.

[0056] In a particular embodiment, the composition comprises the compound according to formula (I) in an amount of 0.02-80% by weight, more preferably 0.05-70% by weight, and even more preferably 0.1-60% by weight, based on the total weight of the composition, whereby the composition is understood to preferably comprise the compound according to formula (I) in a minimum amount of at least 0.2% by weight, at least 0.05% by weight, or at least 0.1% by weight, and in a maximum amount of 80% by weight or less, 70% by weight or less, or 60% by weight or less, based on the total weight of the composition.

[0057] In a particular embodiment, the composition comprises a compound according to formula (I) in an amount of 0.1-5% by weight, preferably 0.15-4% by weight, more preferably 0.2-3% by weight or 11-35% by weight, preferably 15-30% by weight, more preferably 18-25% by weight, based on the total weight of the composition. Thus, in one embodiment, the composition comprises a compound according to formula (I) in a minimum amount of at least 0.1% by weight, at least 0.15% by weight or at least 0.2% by weight, and a maximum amount of 5% by weight or less, 4% by weight or less, or 3% by weight or less, based on the total weight of the composition, and in another embodiment, a compound according to formula (I) in a minimum amount of at least 11% by weight, at least 15% by weight or at least 18% by weight, and a maximum amount of 35% by weight or less, 30% by weight or less, or 25% by weight or less.

[0058] According to certain embodiments, the arthropod control compositions of the present invention comprise one or more arthropod control co-ingredients.

[0059] An "arthropod control co-ingredient" is understood to be an ingredient capable of imparting an arthropod control benefit in addition to the arthropod control effect of the compounds of formula (I) described above.

[0060] In one embodiment, the compounds of formula (I) can modify, enhance or improve the arthropod control efficacy of an arthropod control co-ingredient, for example, by reducing the amount of the arthropod control co-ingredient in the composition. This can be particularly beneficial when the arthropod control co-ingredient is harmful to human subjects at a particular dose or when the arthropod control co-ingredient has negative olfactory properties at a particular dose.

[0061] According to certain embodiments, the combination of a compound of formula (I) with an arthropod control co-ingredient provides a synergistic arthropod control effect.

[0062] The arthropod control co-ingredients are N,N-diethyl-3-methylbenzamide (DEET), ethyl butylacetylaminopropionate (IR3535), (13Z)-hexadec-13-en-11-yn-1-yl acetate, (2E)-3,7-dimethylocta-2,6-dien-1-ol, (Z,E)-tetradec-9,12-dienyl acetate, 2-hydroxybutanedioic acid, 2-hydroxypropane-1,2,3-tricarboxylic acid, 2-hydroxy-α,α-dimethylaminopropionate, and 2-hydroxy-α,α-dimethylaminopropionate.4-Trimethylcyclohexanemethanol, 2-phenylethylpropionate, 4-allyl-2-methoxyphenol, lactic acid, Capsicum annuum extract, Capsicum oleoresin, Castor oil, Cedarwood oil (China), Cedarwood oil (Texas), Cedarwood oil (Virginia), Chrysanthemum cinerariaefolium extract from blooming and mature flowers of Tanacetum cinerariaefolium obtained with supercritical carbon dioxide, Chrysanthemum cinerariaefolium extract from blooming and mature flowers of Tanacetum cinerariaefolium obtained with hydrocarbon solvent. cinerariaefolium extract, cinnamon, cinnamon oil, citric acid, citronella, citronella oil, clove oil, clove, corn oil, mint, mint oil, cottonseed oil, Cymbopogon winterianus oil, fractionated, hydrated, cyclized decanoic acid, ethyl butyl acetylaminopropionate (IR3535), lemon eucalyptus (Eucalyptus citriodora) oil and citronellal, hydrated, cyclized lemon eucalyptus oil, hydrated, cyclized eugenol, fulvic acid, garlic, garlic oil, garlic extract, geraniol, geranium oil, lauryl sulfate, lavender, Lavandula hybrida extract / lavandin oil, lemon oil, lemongrass oil, linseed oil, malic acid, Azadirachta indica extract extracted with supercritical carbon dioxide Neem (Margosa) Extract from the cold pressed oil of the kernel of (Indica), Mint (Mentha arvensis) Extract, Methyl Nonyl Ketone, Metofluthrin, Mixture of cis- and trans-p-menthane-3,8-diol, Para-menthane-3,8-diol (PMD), N,N-Diethyl-meta-toluamide, Nonanoic Acid, Orange Sweet Extract, Pepper (Piper nigrum), P. nigrum Extract, Peppermint, Peppermint Oil, (2E,4E)-Hexa-2,Potassium 4-dienoate, Potassium sorbate, Pyrethrins and pyrethroids, Rosemary, Rosemary oil, 1-(1-methylpropoxycarbonyl)-2-(2-hydroxyethyl)piperidine (Icaridin), Sesame, Sesame oil, Sodium acetate, Sodium benzoate, Sodium chloride, Sodium lauryl sulfate, Soybean oil, Spearmint (Mint spicata), Spearmint oil, Sulfate monododecyl ester, Sodium salt, Thyme, Thyme oil, White pepper, Zinc, Wintergreen oil, (1H-indol-2-yl)acetic acid, (2,5-dioxo-4-imidazolidinyl)urea, (2E)-3,7-dimethylocta-2,6-dienoic acid, (2-isopropenyl-1-methyl-cyclobutyl)acetic acid, (4-tert-butyl-phenyl)-methyl acetate ethyl ester, (E)-2-methylbut-2-enoic acid, (E)-but-2-enoic acid, (E)-pent-2-enal, (E,E)-2,4-hexadienal, (Z)-2-hexanol, (Z)-3-hexen-1-ol, formate [(2E)-3,7-dimethylocta-2,6-dienyl], formate [(E)-3-phenylprop-2-enyl], [hydroxy-(4-hydroxy-quinolin-2-yl)-methylene ]-Methyl-oxonium, 1-(1H-pyrrol-2-yl)ethanone, 1-(2,6,6-trimethyl-cyclohex-2-enyl)-hepta-1,6-dien-3-one, 1-(3,5,5,6,8,8-hexamethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-ethanone, 1-(3,8-dimethyl-1,2,3,4,5,6,7,8-octahydro-azulen-5-yl)-1-methyl- Ethyl ester acetate, 1,2-dihydro-[1,2,4]triazol-3-one, 1,2-epoxyhexane, 1,3,7-trimethyl-3,7-dihydro-purine-2,6-dione, 1,3-dimethyl-1H-pyrimidine-2,4-dione, 1,3-dimethyl-1H-quinazoline-2,4-dione, 1,3-dinitro-imidazolidin-2-one, 10-isopropylidene-3,7-dimethyl-cyclodeca-3,7-Dienone, 10-Undecen-1-al, 14-Nitrooxy-tetradec-5-ene, 1-Ethoxy-1-(2'-phenylethoxy)ethane, 1-Ethyl-2-pyrrolidone, 1-Hepten-3-ol, 1-Hexanol, 1-Hexen-3-ol, 1-Methylcyclohexene, 1-Methyl-1,3-cyclohexadiene, 1-Methyl-1,4-cyclohexadiene, 1-Methylpyrrolidin-2-one, 1-Phenylbutan-1-one, 2-Phenoxyethanol, 2-(Trimethylazaniumyl)acetate, 2,2-Dimethyl- 3-(2-Methyl-propenyl)-cyclopropanecarboxylic acid ethyl ester, 2,3-butanedione, 2-amino-3-(3,4-dihydroxy-phenyl)-propionic acid, 2-amino-3-phenyl-propionic acid, 2-amino-5-guanidino-pentanoic acid, 2-amino-succinamic acid, 2-butyl-4,6-dimethyl-5,6-dihydro-2H-pyran, 2-carbamoyl-benzoic acid anion, 2-ethyl-1,3-hexanediol, 2-ethyl-1,3-hexanediol (Rutgers 612), 2-ethyl-2-butyl-1,3-propanediol, 2-hexanol, 2-hydroxy-2-(1-hydroxy-ethyl)-3-methyl-butyric acid, 7-hydroxy-5,6,7,7a-tetrahydro-3H-pyrrolidin-1-yl methyl ester, 2-hydroxy-2-(1-methoxy-ethyl)-3-methyl-butyric acid, 7-hydroxy-5,6,7,7a-tetrahydro-3H-pyrrolidin-1-yl methyl ester, 2-hydroxy-4,4,6-trimethyl-cyclohexa-2,5-dienone, 2-hydroxy-4,4,6-trimethyl-cyclohexa-2,5-dienone, 2-Hydroxymethyl-but-2-enoic acid, 7-(2-methyl-but-2-enoyloxy)-5,6,7,7a-tetrahydro-3H-pyrrolidin-1-yl methyl ester, 2-hydroxymethyl-but-2-enoic acid, 7-(2-methyl-but-2-enoyloxy)-5,6,7,7a-tetrahydro-3H-pyrrolidin-1-yl methyl ester, 2-isobutyl-4-methyl-1,3-dioxolane, 2-methyl-tetrahydrofuran, 2-methyl-4-methylidene-6-phenyloxane, 2-methyl-butyric acid, 6,6-Dimethyl-bicyclo[3.1.1]hept-2-en-2-yl methyl ester, 2-methylpropyl formate, 2-methylpropyl-(Z)-but-2-enoate, 2-methylquinoline, 2-oxobutanoic acid, 2-oxopentanoic acid, 2-oxopropanal, 2-phenylcyclohexanol, 2-phenylethyl (E)-2-methylbut-2-enoate, 2-phenylethyl 3-methylbutanoate, 2-phenylethyl butanoate, 2-phenylethyl propanoate, 3,3,6-trimethyl-hept-1, 5-Dien-4-one, 3,4-Dihydro-2H-pyran, 3,4-Dimethylcyclopentane-1,2-dione, 3,5,5-Trimethyl-4-(3-oxo-but-1-enyl)-cyclohex-3-enone, 3-Ethyl-2-hydroxycyclopent-2-en-1-one, 3H-Benzothiazol-2-one, 3-Hexanol, 3-Hydroxybutan-2-one, 3-Hydroxymethyl-6-methyl-3a,3b,7a,8-tetrahydro-1H-4-oxa-8a-aza-cyclopenta[a]inden-5-one, 3-Methylcyclohexene, 3-methyl-1-butanol, 3-methyl-4-(2,6,6-trimethyl-cyclohex-2-enyl)-but-3-en-2-one, 3-methylbut-2-enoic acid, 3-methylcyclopent-2-en-1-one, 3-methylcyclopentane-1,2-dione, 4-(1-hydroxy-4,7-dimethyl-1,4a,5,6,7,7a-hexahydro-cyclopenta[c]pyran-3-yl)-but-3-en-2-one, 4-(2,5,6,6-tetramethyl-cyclohex-2- enyl)-but-3-en-2-one, 4,5-epoxy-(E)-2-decenal, 4,8-dimethyl-octahydro-chromen-2-one, 4-amino-5-(3-(isopropylamino)-2,2-dimethyl-3-oxopropoxy)-2-methylquinoline-3-carboxylic acid, 4-ethylbenzaldehyde, 4-ethylidene-7-hydroxy-6,7,14-trimethyl-2,9-dioxa-14-aza-bicyclo[9.5.1]heptadec-11-ene-3,8,17-trione, 4-hydroxy-2,3- Dimethyl-2H-furan-5-one, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, 4-hydroxy-3,7-dimethyl-octahydro-chromen-2-one, 4-methylcyclohexene, 5,5-diethyl-pyrimidine-2,4,6-trione, 6,6,9a-tetramethyl-naphthalaldehyde [2,1-b]furan, 6]decylidene-8)butanal, 6-methoxy-3H-benzoxazol-2-one, 6-methoxyquinoline, 6-methylquinolone, 6-methyl-2-(3-methyl-cyclohexene 3-enyl)-hept-5-en-2-ol, 7,8-dihydro-1-biopterin, 7,8-dimethyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester, 7,9-dihydro-3H-purine-2,6,8-trione, acetic acid, acetic acid 1-[2-(3,3-dimethyl-oxiranyl)-ethyl]-1-methyl-allyl ester, acetic acid 2,2,6-trimethyl-6-vinyl-tetrahydro-pyran-4-yl ester, acetic acid 2,6,10,10-tetramethyl-1-oxa-spiro[4.5] Dec-6-yl ester, acetic acid 2-isopropylidene-4,8-dimethyl-1,2,3,3a,4,5,6,8a-octahydro-azulen-6-yl ester, acetophenone, acetylcedrene, (+)-tartaric acid, isopropyl alcohol, aldehyde C11 (undecylenic aldehyde), aldehyde iso C11 (GIV), allspice oil, allyl butyrate, allyl cyclohexylpropionate, allyl propionate , Bitter Almond Oil, Alpha Cedrene Epoxy, Alpha Angelica Lactone, Amyl Cinnamaldehyde, Amyl Salicylate, Anethole, Anise Alcohol, Anise Oil, Anisaldehyde, Methyl Anthranilate, Aprinal, Ascorbic Acid, Alpha Terpinene, Basil Oil, Bay Oil, Benzyl, Benzyl Benzoate, Benzoin Gum, Benzyl 3-Oxobutanoate, Benzyl Acetate, Benzyl Benzoate, Benzyl Cinnamate , benzyl formate, benzyl propionate, benzyl salicylate, bourgeonal (bourgeonal), brahmanol (brahmanol), butanal, butoxypolypropylene glycol, camphor, caraway oil, carbamic acid ethyl ester, carbinol, cardamom oil, cedarwood virginian (cedarwood virginian), cedar oil, cedrenol, celeri oil, chamomile oil, cinnamon alcohol, cinnamon seed oil, cinnamon leaf oil, cinnamyl acetate, cis-3-hexanol, citronellyl acetate, citronellyloxyacetaldehyde, coriander oil, cumin oil, cyclamen aldehyde, cyclohexanol, cyclohexene, cypress oil, delta-3-carene, decanal, dibenzyl ether, dibutyl adipate, dihydromyrcenol, dihydropyran, dill oil, dimethyl carbate, dimethyl carbate (endo, endo)-dimethylbicyclo[2.2.1] Hept-5-ene-2,3-dicarboxylate, dimethyl carbonate, dimethylbenzylcarbinyl acetate, di-n-butyl succinate, di-n-butyl succinate (Tabatrex), di-n-propyl isocinchomeronate, di-n-propyl isocinchomeronate (MGK Repellent 326), Diphenyl oxide, Diphenylmethane, Dipropyl disulfide, Dodecanal, Dodecanoic acid, Dodecanol, E-2-hexenal, Elemi oil, Ethyl (E)-but-2-enoate, Ethyl 2-oxopropanoate, Ethyl acetate, Ethyl butyrate, Ethyl cinnamate, Ethyl cyclopentenolone, Ethyl formate, Ethyl methylphenylglycidate, Ethyl pyruvate, Ethyl safranate, Ethyl salicylate, Evergreen oil, Fennel oil, Floral methanol, Furanone acetate, Galbanum, Geranyl acetate, Geranyl formate, Ginger oil, Glutamine, Grapefruit oil , heliotropin, hercolin (hercolin), hexanal, hexanol, hexyl benzoate, hexyl cinnamaldehyde, huon pine (huon pine) oil, hydroatrova (hydroatrova) dimethyl acetal, hydroxycitronellal dimethyl acetal, lucur (lcool), indolo[2,1-b]quinazoline-6,12-dione, isocyclocitral, isobornyl acetate (isobornyl acetate), isobutyl acetate, isobutyl formate, isobutyl quinolone, isobutyric acid 1-methyl-1-(4-methyl-cyclohex-3-enyl)ethyl ester, isobutyric acid 6,6-dimethyl-bicyclo[3.1.1]Hept-2-en-2-yl methyl ester, Isolongiphorol anion, Isopropyl myristate, Isopropyl quinoline, Jasmine oil, Jass machine Clen, Jimikuretoru, Karudamid, Lactic acid, Lauric acid, Lavandin Abrialis, Lee Doll, Limonene (-), Limonene (+), Linalyl acetate, Mandelonitrile benzoate, Masearu (Q), Mechiruio non alpha iso (Methyl ionone alpha iso), Menthol La Evo, Menthyl 2-pyrrolidone-5-carboxylate, Methyl 2-(4-tert-butylphenyl)acetate, Methyl 2-methylprop-2-enoate, Methyl 2-methylpropanoate, Methyl 2-oxopropanoate,. Methyl acetate, Methyl butanoate, Methyl butyrate, Methyl cedryl ketone, Methyl dihydrojasmonate, Methyl ionone, Methyl isobutyrate, Methyl methacrylate, Methyl myristate, Methyl N-acetylleucinate, Methyl naphthyl ketone, Methyl propanoate, Methyl propionate, Methyl pyruvate, Methyl salicylate, Methyl salicylate Mosutsurimosu (Moss Tree Moss), Methyl nonyl ketone, Musk ketone, N-(2-formyl-phenyl)-formamide, N-(3-methyl-butyl)-benzamide, N-(tert-butyl)-4-methylbenzamide, N,N-diethyl-4-methyl-benzamide, N-butyl-3-fluorobenzamide, N-butylacetanilide, N-diethylbenzamide, Neocaspirene (Neocaspirene), Nero bromeliad (Nero bromeliad), Nerol, Nerol oxide, Vinegar Neryl acetate, nonanal, n-butyl-6,6-dimethyl-5,6-dihydro-1,4-pyrone-2-carboxylate, n-butyl-6,6-dimethyl-5,6-dihydro-1,4-pyrone-2-carboxylate (indalone), n-butyl mesityl oxide oxalate, n-propyl N,N-diethyl succinamate, oakmoss absolute (oakmoss absolute), octa-1 -en-3-ylbutanoate, octanal, octanoic acid, octanol olibanum (octanol olibanum) resinoid, oxolan-2-ylmethyl acetate, oxyquinoline, para-cresylphenyl acetate, para-methoxyacetophenone, para-tert-butyl-cyclohexyl acetate, parsley oil, patchouli oil, petitgrain oil (petitgrain oil), pelargonic acid, pentanal, pentanedione, pentanoic acid 5,5,6-Trimethyl-bicyclo[2.2.1]hept-2-yl ester, pentanol, pentyl acetate, pepper oil, balsam of Peru, phenoxyethyl isobutyrate, phenylethyl acetate, phenylethyl alcohol, phenylethyl butyrate, phenylethylphenyl acetate, phenylalanine, pimento oil, prop-2-enyl-butanoate, prop-2-enyl-propanoate, propan-2-yl benzoate, phenylethyl propionate, propionic acid, 5-isopropenyl-2-methyl-cyclohex-2-enyl propionate, propyl acetate, propyl formate, propyl salicylate, propylidenephthalide, purine-2,6-dione, quinmelac, quinaldehyde (quinkaldehyde), resinoid benzoinium (resinoid benzoinium), rose oil, safrole, sandalwood oil, sedorenoru, sedorirua Seteto, Seresutorido, Sweet Orange Oil, Synthetic Camphor Powder, Terpinene, Terpineol, Terpinolene, Tetrahydrolinalool, Thyme Red, Tolu Balsam, Tryptophan, Turmeric Oil, Undecanal, Vanillin, Verbena Oil, Vetiver, Yara or Ylang-ylang, (1,3,4,5,6,7-Hexahydro-1,3-dioxo-2H-isoindol-2-yl)methyl(1R-trans)-2,2-dimethyl -3-(2-methylprop-1-enyl)-cyclopropanecarboxylate (d-tetramethrin), (E)-1-(2-chloro-1,3-thiazol-5-ylmethyl)-3-methyl-2-nitroguanidine (clothianidin), (RS)-3-allyl-2-methyl-4-oxocyclopent-2-enyl (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)-cyclopropanecarboxylate (two isomers 1R trans:1R / S 1:3 mixture) (esbiothrin), (RS)-3-allyl-2-methyl-4-oxocyclopent-2-enyl-(1R,3R,1R,3S)-2,2-dimethyl-3-(2-methylprop-1-enyl)-cyclopropanecarboxylate (four isomers 1R trans, 1R:1R trans, 1S:1R cis, 1R:1R cis,1S 4:4:1:1 mixture) (d-allethrin), (RS)-α-cyano-3-phenoxybenzyl-(1RS)-cis,trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate (cypermethrin), α-cyano-3-phenoxybenzyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate (cyphenothrin), α-cyano-4-fluoro-3-phenoxybenzyl 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate (cyfluthrin), [1α(S, *),3α]-(α)-cyano-(3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dichlorovinyl)-2,2-dimethyl-cyclopropanecarboxylate (alpha-cypermethrin), [2,4-dioxo-(2-propyn-1-yl)imidazolidin-3-yl]methyl (1R)-cis-chrysanthemate;[2,4-dioxo-(2-propyn-1-yl)imidazolidin-3-yl]methyl (1R)-trans-chrysanthemate (imiprothrin), 1-(3,5-dichloro-4-(1 ,1,2,2-tetrafluoroethoxy)phenyl)-3-(2,6-difluorobenzoyl)urea (hexaflumuron), 1-ethynyl-2-methylpent-2-enyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate (empentrin), 1R-transphenothrin, 2-(1-methylpropyl)phenyl methylcarbamate, 2-(2-butoxyethoxy)ethyl 6-propyl piperonyl ether (piperonyl butoxide), 2-chloro-N-[[[4-(trifluoromethoxy)phenyl] (1R)-cis,trans-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate (d-fenothrin), 4-bromo-2-(4-chlorophenyl)-1-ethoxymethyl-5-triflumuron, 2-methyl-4-oxo-3-(prop-2-ynyl)cyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate (prallethrin), 3-phenoxybenzyl (1R)-cis,trans-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate (d-fenothrin), 4-bromo-2-(4-chlorophenyl)-1-ethoxymethyl-5-triflumuron Oromethylpyrrole-3-carbonitrile (chlorfenapyr), abamectin, acephate, acetamiprid, aldicarb, aldrin, aluminum phosphide releasing phosphine, anabasine, anethole, anonine, asimina, azadirachtin, azinphos-methyl, bendicarb, bensulide, bifenthrin, borate, borax, boric acid, caffeine, carapa, carbaryl, carbofuran, chlorantraniliprole, chlordane, chlordecone, chlorethoxyphos, chlorpyrifos, chlorpyrifos-methyl,Chrysanthemum cinerariaefolium extract from blooming and mature flowers of Tanacetum cinerariaefolium obtained with supercritical carbon dioxide, Chrysanthemum extract, Chrysanthemum cinerariaefolium extract from blooming and mature flowers of Tanacetum cinerariaefolium obtained with hydrocarbon solvent, Cinnamaldehyde, Cinnamon leaf oil, Cinnamyl acetate, Citral, Clothianidin, Cyanamide, Cyantraniliprole, Cyfluthrin, Lambda-Cyhalothrin, Cyromazine, DDT, Decanoic acid, Deguelin, Deltamethrin, Derris, Desmodium caudatum), diazinon, dichlorvos, dicrotophos, dieldrin, diflubenzuron, dimethoate, dinotefuran, dioxacarb, disulfon, endosulfan, endrin, epsilon-momfluorothrin, (S)-α-cyano-3-phenoxybenzyl (S)-2-(4-chlorophenyl)-3-methylbutyrate (esfenvalerate), ethoprop, etofenprox, etofenprox, eugenol, fenamiphos, fenitrothion, fenobucarb, fenoxycarb, fenthion, fenvalerate, fipronil, flubendiamide, flufenoxuron, fosthiazate, gamma-hexachlorocyclohexane, heptachlor, hexachlorobenzene, water cyanide , hydroprene, imidacloprid, isoprocarb, lambda-cyhalothrin, linalool, magnesium phosphide releasing phosphine, malathion, maltodextrin, neem extract from cold pressed oil of neem kernel extracted with supercritical carbon dioxide, neem extract from neem kernel extracted with water and further treated with organic solvent, methamidophos, methidathion, methomyl, methoprene, methoxychlor, metofluthrin, mevinphos, mirex, monocrotophos, myristicin, naled, N-cyclopropyl-1,3,5-triazine-2,4,6-triamine (cyromazine), nicotine, nithiazine, nitrogen, octanoic acid, omethoate, oregano oil, oxydemeton-methyl, parathion, parathion-methyl.Pentachlorophenol, palmethrin, folate, phosalone, phosmet, fostebupirim, phoxim, pirimiphos-methyl, polyketides, profenofos, pyrethrins and pyrethroids, pyrethrum, pyriproxyfen; calcined, synthetic amorphous, nano-surface treated silicon dioxide; quascia, resmethrin, rotenone, ryanodine, S-[(6-chloro-2-oxooxazolo[4,5-b]pyridin-3(2H)yl)methyl]O,O-dimethylthiophosphate (azamethiphos), silicic acid, aluminum mag. Contains sodium nesium salt, silicon dioxide (silicon dioxide / diatomaceous earth), S-methoprene, sodium dimethylarsinate (sodium cacodylate), spinosad (spinosyn A), spinosyn D, name of substance, sulfuryl fluoride, synthetic amorphous silicon dioxide (nano), tebufenozide, terbufos, tetrachlorvinphos, tetramethrin, tetranortriterpenoids, thiacloprid, thiamethoxam, thymol, tralomethrin, transfluthrin, tribufos, trichlorfon and mixtures thereof.

[0063] According to one embodiment, the arthropod control co-ingredient is N,N-diethyl-3-methylbenzamide (DEET), ethyl butylacetylaminopropionate (IR3535), para-menthane-3,8-diol (PMD), 1-(1-methylpropoxycarbonyl)-2-(2-hydroxyethyl)piperidine (icaridin), cedarwood oil (China), cedarwood oil (Texas), cedarwood oil (Virginia), cinnamon oil, citronella oil, clove oil, peppermint oil, citronella (Cymbopogon winterianus) Oil, Fractionated, Hydrated, Cyclized Decanoic Acid, Lemon Eucalyptus Oil and Citronellal, Hydrated, Cyclized Lemon Eucalyptus Oil, Hydrated, Cyclized Eugenol, Garlic Oil, Geraniol, Geranium Oil, Lavender, Lavandula Hybrida Extract / Lavandin Oil, Lemon Oil, Lemongrass Oil, Neem Extract, Mentha arvensis Extract, Metofluthrin, Mixture of cis- and trans-p-menthane-3,8-diol, N,N-Diethyl-meta-toluamide, Nonanoic Acid, Peppermint Oil, Pyrethrins and Pyrethroids, Rosemary Oil, Spearmint Oil, Thyme Oil, Wintergreen Oil, 2,3,4,5-Bis(butyl-2-ene)tetrahydrofurfural (MGK Repellent 11), Cineole, Cinnamaldehyde, Citral, Citronellal, Citronellol, Citronella Java Oil, Coumarin, Dibutyl Phthalate, Diethyl Phthalate, Dimethyl Anthranilate, Dimethyl Phthalate, Ethyl Vanillin, Eucalyptus Oil, Delta-Octalactone, Delta-Nonalactone, Delta-Decalactone, Delta-Undecalactone, Delta-Dodecalactone, Gamma-Octalactone, Gamma-Nonalactone, Gamma-Decalactone, Gamma-Undecalactone, Gamma-Dodecalactone, Hydroxycitronellal, Lime Oil, Limonene, Linalool, Methyl Anthranilate, Mint Arvensis Oil, Peppermint Oil, Mint piperita), spearmint, myrcene, neem oil, sabinene, β-caryophyllene, (1H-indol-2-yl)acetic acid, anethole, anise oil, basil oil, bay oil, camphor, ethyl salicylate, evergreen oil (pine oil), (1,3,4,5,6,7-Hexahydro-1,3-dioxo-2H-isoindol-2-yl)methyl (1R-trans)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate (d-tetramethrin), (RS)-3-allyl-2-methyl-4-oxocyclopent-2-enyl-(1R,3R;1R,3S)-2,2-dimethyl-3-(2-methylprop-1-enyl)-cyclopropanecarboxylate (four isomers, 1R trans, 1R:1R trans, 1S:1R cis, 1R:1R cis, 1S 4:4:1:1 mixture) (d-allethrin), (RS)-α-cyano-3-phenoxybenzyl-(1RS)-cis,trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate (cypermethrin), 2-methyl-4-oxo-3-(prop-2-ynyl)cyclopent-2-en-1yl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate (prallethrin), acetamiprid, azadirachtin, bendiocarb , bifenthrin, boric acid, chlorpyrifos, deltamethrin, diazinon, dichlorvos, eugenol, fipronil, imidacloprid, linalool, malathion, maltodextrin, neem extract, metofluthrin, nicotine, permethrin, pyrethrins and pyrethroids, rotenone, silicon dioxide (silicon dioxide / diatomaceous earth), S-methoprene, spinosad (spinosyn A), spinosyn D, tetramethrin, transfluthrin and mixtures thereof.

[0064] According to one embodiment, the arthropod control composition is selected from the group consisting of N,N-diethyl-3-methylbenzamide (DEET), ethyl butylacetylaminopropionate (IR3535), para-menthane-3,8-diol (PMD) or 1-(1-methylpropoxycarbonyl)-2-(2-hydroxyethyl)piperidine (icaridin) and mixtures thereof.

[0065] In a particular embodiment, when the composition includes an arthropod control co-ingredient, the composition includes the compound according to formula (I) in an amount of 0.02 to 80% by weight, more preferably 0.05 to 70% by weight, and even more preferably 0.1 to 60% by weight, based on the total weight of the composition, whereby the composition is understood to preferably include the compound according to formula (I) in a minimum amount of at least 0.2% by weight, at least 0.05% by weight, or at least 0.1% by weight, and in a maximum amount of 80% by weight or less, 70% by weight or less, or 60% by weight or less, based on the total weight of the composition.

[0066] In a particular embodiment, when the composition includes an arthropod control co-ingredient, the composition includes the compound according to formula (I) in an amount of 0.1 to 5% by weight, more preferably 0.15 to 4% by weight, even more preferably 0.2 to 3% by weight, or 11 to 35% by weight, preferably 15 to 30% by weight, more preferably 18 to 25% by weight, based on the total weight of the composition. Thus, in one embodiment, the composition includes the compound according to formula (I) in a minimum amount of at least 0.1% by weight, at least 0.15% by weight, or at least 0.2% by weight, and a maximum amount of not more than 5% by weight, not more than 4% by weight, or not more than 3% by weight, based on the total weight of the composition, and in another embodiment, the compound according to formula (I) in a minimum amount of at least 11% by weight, at least 15% by weight, or at least 18% by weight, and a maximum amount of not more than 35% by weight, not more than 30% by weight, or not more than 25% by weight.

[0067] In certain embodiments, the arthropod control co-ingredient is included in an amount of 0.02 to 80% by weight, more preferably 0.05 to 70% by weight, and even more preferably 0.1 to 60% by weight, based on the total weight of the composition, whereby the composition is understood to include an arthropod control co-ingredient in a minimum amount of at least 0.2%, at least 0.05% or at least 0.1% by weight, and in a maximum amount of 80% or less, 70% or less or 60% or less by weight, based on the total weight of the composition.

[0068] In certain embodiments, the compound of formula (I) and the arthropod control co-ingredient are present in the composition in a weight range of from 90:10 to 10:90, preferably in a weight range of from 80:20 to 20:80, more preferably in a weight range of from 65:35 to 35:65, and most preferably in a weight range of from 60:40 to 40:60. It is also understood herein that the compound of formula (I) and the arthropod control co-ingredient may be included in the composition in any of the weight range combinations mentioned herein above, for example, 90:10 to 20:80, preferably 90:10 to 35:65, more preferably 90:10 to 40:60; 80:20 to 10:90, preferably 80:20 to 35:65, more preferably 80:20 to 40:60; 65:35 to 10:90, preferably 65:35 to 20:80, more preferably 65:35 to 40:60; or 40:60 to 10:90, preferably 40:60 to 20:80, more preferably 40:60 to 35:65.

[0069] In one embodiment, the arthropod control co-ingredient comprises one or more ingredients capable of contributing to both the arthropod control activity and the olfactory properties of the composition.

[0070] In certain embodiments, arthropod control co-ingredients capable of contributing to both the arthropod control activity and the olfactory properties of the composition are: - a family of acid aroma raw materials selected from the group consisting of pentanoic to dodecanoic acids, preferably hexanoic, heptanoic, octanoic, nonanoic acids and mixtures thereof; - a family of alkene fragrance raw materials selected from the group consisting of 1-isopropyl-4-methyl-1,3-cyclohexadiene, 4-isopropenyl-1-methylcyclohexene, 4-isopropylidene-1-methylcyclohexene, beta-ocimene and mixtures thereof; - the alcohol and phenol fragrance raw materials family selected from the group consisting of 1-decanol, 2-methyl-4-phenyl-2-butanol, 8-p-menthen-2-ol, 3,4-dimethylphenol, 3,7-dimethyl-2,6-octadien-1-ol, 2-isopropylphenol, 2-methoxy-4-vinylphenol, 1,8-p-menthadien-7-ol, 4-ethylphenol, 4-methylphenol, 4-(trimethyl-1-cyclohexen-1-yl)-2-butanone, 2,5,5-trimethyl-1,2,3,4,4a,5,6,7-octahydro-2-naphthalenol and mixtures thereof, - a family of aldehyde fragrance raw materials selected from the group consisting of decanal, 2-nonenal, 5-ethyl-2-methylnonanal, 3-phenylpropanal, 7-hydroxy-3,7-dimethyloctanal, 2-decenal, 4-hexenal, 8-nonenal, 2-pentenal, 2,4-nonadienal, 2,6-dimethyl-5-heptenal, 2-octenal, 2,6-nonadienal and mixtures thereof, - a family of amine fragrance raw materials selected from the group consisting of methyl 2-aminobenzoate, ethyl 2-aminobenzoate, 3-methylbutylamine, 1-(2-aminophenyl)-1-ethanone, 3-methylindole and mixtures thereof; - 2-hexylidene-1-cyclopentanone, 3-methyl-2-(pentyloxy)-2-cyclopenten-1-one, 1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one, octalactone, preferably 6-propyloxan-2-one and 5-butyloxolan-2-one, nonalactone, preferably 6-butyloxan-2-one and decalactone, preferably 5-hexyloxolan-2-one, undecalactone, preferably 6-hexyloxan-2-one and 5-heptyloxolan-2-one, dodecalactone, preferably 6-heptyloxan-2-one and E,1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one, -cyclohexen-1-yl)-2-buten-1-one, 1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one, {3-oxo-2-[(2Z)-2-penten-1-yl]cyclopentyl}methyl acetate, 2-hexyl-3-oxocyclopentane-1-carboxylate, 6-methyl-5-hepten-2-one, 3-methyl-2-[2-penten-1-yl]-2-cyclopenten-1-one, 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, 2-hydroxy-3-methyl-2-cyclopenten-1-one, 4-(2-methyl-2-propanyl)cyclohexanone, 5-methyltricyclo[6.2.1.0 2,7 ] a family of ketone fragrance raw materials selected from the group consisting of undecan-4-one, 2,2,6-trimethylcyclohexanone, (1R)-cis-3-oxo-2-pentyl-1-cyclopentane methyl acetate and mixtures thereof; - a family of ester fragrance raw materials selected from the group consisting of allyl 3-phenyl-2-propenoate, 3-phenyl-2-propenyl 3-phenyl-2-propenoate, 1,5-dimethyl-1-vinyl-4-hexenyl 3-phenylpropenoate, ethyl 3-phenyl-2-propenoate, isobutyl 3-phenyl-2-propenoate, 2-phenylethyl 2-butenoate, 2-phenylethyl 3-methyl-2-butenoate, methyl 3-hexenoate, 2-phenylethyl 2-methyl-2-butenoate and mixtures thereof; - Trimethyl-13-oxabicyclo[10.1.0]trideca-4,8-diene, 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane, 3,4'-dimethylspiro[oxirane-2,9'-tricyclo[6.2.1.0 2,7 ]undec[4]ene and mixtures thereof; - 4-nonanolide, 3-propylidene-2-benzofuran-1(3H)-one, 3-butylidene-1-benzo[C]furanone, 6-pentyltetrahydro-2H-pyran-2-one, 2-chromenone, 8-oxatricyclo[5.3.1.0 2,6 ]Undecane-9-one, 6-pentyloxan-2-one, ethylidene-3-oxatricyclo[6.2.1.0 2,7 a family of lactone fragrance raw materials selected from the group consisting of 1-oxaspiro[4.5]decan-4-one, 8-decen-5-olide, 5-nonanolide, 5-butyloxolan-2-one, 2-chromanone, 1-oxaspiro[4.5]decan-2-one, 6-hexyltetrahydro-2H-pyran-2-one and mixtures thereof; - a family of N-heteroaromatic fragrance raw materials selected from the group consisting of 1-(2-pyridyl)-1-ethanone, 3-(1-butenyl)pyridine, 1-(3-pyridyl)-1-ethanone, 3-ethylpyridine, butylquinoline, 2-isobutylquinoline, 2-ethyl-3-methylpyrazine, 4-(4,8-dimethyl-3,7-nonadien-1-yl)pyridine, 5-methylquinoxaline, 6-methylquinoline and mixtures thereof; - a complex mixture fragrance raw material family selected from the group consisting of artemisia oil, calamus oil, chamomile oil, lemongrass oil, magnolia oil, tansy oil, pennyroyal oil, patchouli oil, birch oil and mixtures thereof; and - A mixture of them may be selected from the group consisting of:

[0071] In certain embodiments, at least one arthropod control co-ingredient capable of contributing to both the arthropod control activity and the olfactory properties of the composition is: - an acid fragrance raw material family member selected from the group consisting of octanoic acid; - an alkene fragrance raw material family member selected from the group consisting of 1-isopropyl-4-methyl-1,3-cyclohexadiene, 4-isopropenyl-1-methylcyclohexene, 4-isopropylidene-1-methylcyclohexene and beta-ocimene; - an alcohol and phenol fragrance raw material family member selected from the group consisting of 2,5,5-trimethyl-1,2,3,4,4a,5,6,7-octahydro-2-naphthalenol, 3,7-dimethyl-2,6-octadien-1-ol, 2-methoxy-4-vinylphenol and 4-(trimethyl-1-cyclohexen-1-yl)-2-butanone, - an aldehyde fragrance raw material family member selected from the group consisting of decanal, 7-hydroxy-3,7-dimethyloctanal, 2-decenal, 2,6-dimethyl-5-heptenal and 2,6-nonadienal; - an amine fragrance raw material family member selected from the group consisting of methyl 2-aminobenzoate and ethyl 2-aminobenzoate; - 1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one, 1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one, (2E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-buten-1-one, 2-hexyl-3-oxocyclopentane-1-carboxylate methyl, 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, 4-(2-methyl-2-propanyl)cyclohexanone, 5-methyltricyclo[6.2.1.0 2,7 ] a ketone fragrance raw material family member selected from the group consisting of undecan-4-one and (1R)-cis-3-oxo-2-pentyl-1-cyclopentane methyl acetate; - Trimethyl-13-oxabicyclo[10.1.0]trideca-4,8-diene, 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane and 3,4'-dimethylspiro[oxirane-2,9'-tricyclo[6.2.1.0 2,7 ]undec[4]ene, an ether, epoxide and acetal fragrance raw material family member selected from the group consisting of - 4-nonanolide, 6-pentyltetrahydro-2h-pyran-2-one, 2-chromenone, 6-pentyloxan-2-one, 8-decen-5-olide, ethylidene-3-oxatricyclo[6.2.1.0 2,7 ] a lactone fragrance raw material family member selected from the group consisting of undecan-4-one, 5-butyloxolan-2-one, 5-nonanolide and 6-hexyltetrahydro-2H-pyran-2-one; - an N-heteroaromatic fragrance raw material family member selected from the group consisting of 1-(2-pyridyl)-1-ethanone and isobutylquinoline; - a complex blend fragrance raw material family member selected from the group consisting of lemongrass oil, pennyroyal oil and patchouli oil; - A mixture of them is selected from the group consisting of:

[0072] In certain embodiments, at least one arthropod control co-ingredient capable of contributing to both the arthropod control activity and the olfactory properties of the composition is: - an alcohol and phenol fragrance raw material family member selected from the group consisting of 3,7-dimethyl-2,6-octadien-1-ol and 2-methoxy-4-vinylphenol; - an aldehyde fragrance raw material family member selected from the group consisting of 7-hydroxy-3,7-dimethyloctanal; - an amine fragrance raw material family member selected from the group consisting of methyl 2-aminobenzoate and ethyl 2-aminobenzoate; - a ketone fragrance raw material family member selected from the group consisting of 1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one, (1R)-cis-3-oxo-2-pentyl-1-cyclopentane methyl acetate and 4-(2-methyl-2-propanyl)cyclohexanone; - an ether, epoxide and acetal fragrance raw material family member selected from the group consisting of trimethyl-13-oxabicyclo[10.1.0]trideca-4,8-diene and 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane; - a lactone fragrance raw material family member selected from the group consisting of 4-nonanolide, 6-pentyltetrahydro-2H-pyran-2-one, 6-propyltetrahydro-2H-pyran-2-one, 2-chromenone, 6-pentyloxan-2-one, 8-decen-5-olide, 5-nonanolide and 6-hexyltetrahydro-2H-pyran-2-one, - an N-heteroaromatic fragrance raw material family member selected from the group consisting of 1-(2-pyridyl)-1-ethanone; - a complex blend fragrance raw material family member selected from the group consisting of lemongrass oil and pennyroyal oil; and - A mixture of them is selected from the group consisting of:

[0073] In certain embodiments, at least one arthropod control co-ingredient that can contribute to both the arthropod control activity and the olfactory properties of the composition is methyl (1R)-cis-3-oxo-2-pentyl-1-cyclopentaneacetate.

[0074] In certain embodiments, when the composition includes an arthropod control co-ingredient capable of contributing to both the arthropod control activity and the olfactory properties of the composition, the composition includes the compound according to formula (I) in an amount of 0.02 to 80% by weight, more preferably in an amount of 0.05 to 70% by weight, and even more preferably in an amount of 0.1 to 60% by weight, based on the total weight of the composition, whereby it is understood that the composition preferably includes the compound according to formula (I) in a minimum amount of at least 0.2% by weight, at least 0.05% by weight, or at least 0.1% by weight, based on the total weight of the composition, and in a maximum amount of 80% by weight or less, 70% by weight or less, or 60% by weight or less.

[0075] In certain embodiments, when the composition includes an arthropod control co-ingredient capable of contributing to both the arthropod control activity and the olfactory properties of the composition, the composition includes a compound according to formula (I) in an amount of 0.1 to 5% by weight, more preferably 0.15 to 4% by weight, even more preferably 0.2 to 3% by weight; or 11 to 35% by weight, preferably 15 to 30% by weight, more preferably 18 to 25% by weight, based on the total weight of the composition. Thus, in one embodiment, the composition preferably includes a compound according to formula (I) in a minimum amount of at least 0.1% by weight, at least 0.15% by weight, or at least 0.2% by weight, based on the total weight of the composition, and in a maximum amount of 5% by weight or less, 4% by weight or less, or 3% by weight or less, based on the total weight of the composition, and in another embodiment, a compound according to formula (I) in a minimum amount of at least 11% by weight, at least 15% by weight, or at least 18% by weight, and in a maximum amount of 35% by weight or less, 30% by weight or less, or 25% by weight or less.

[0076] In certain embodiments, at least one arthropod control co-ingredient that is an acid fragrant raw material family member and can contribute to both the arthropod control activity and the olfactory properties of the composition, if present in the composition, is in an amount of 0.002 to 0.007% by weight, more preferably 0.0025 to 0.0065% by weight, based on the total weight of the composition.

[0077] In certain embodiments, at least one arthropod control co-ingredient that is an alkene fragrance raw material family member and can contribute to both the arthropod control activity and the olfactory properties of the composition, if present in the composition, is in an amount of 0.2 to 16% by weight, preferably 1 to 14% by weight, and more preferably 3 to 13% by weight, based on the total weight of the composition.

[0078] In certain embodiments, at least one arthropod control co-ingredient that is an alcohol or phenolic fragrance raw material family member capable of contributing to both the arthropod control activity and the olfactory properties of the composition, if present in the composition, is in an amount of from 0.15 to 4 weight percent, preferably from 0.2 to 3.5 weight percent, and more preferably from 0.4 to 3 weight percent, based on the total weight of the composition.

[0079] In certain embodiments, at least one arthropod control co-ingredient that is an aldehyde fragrance raw material family member and can contribute to both the arthropod control activity and the olfactory properties of the composition, if present in the composition, is present in an amount of 0.001 to 30% by weight, preferably 0.005 to 25% by weight, and more preferably 0.01 to 20% by weight, based on the total weight of the composition.

[0080] In certain embodiments, at least one arthropod control co-ingredient that is an amine fragrance raw material family member and can contribute to both the arthropod control activity and the olfactory properties of the composition, if present in the composition, is in an amount of 0.01 to 3 weight percent, preferably 0.05 to 2 weight percent, and more preferably 0.1 to 0.8 weight percent, based on the total weight of the composition.

[0081] In certain embodiments, at least one arthropod control co-ingredient that is a ketone fragrance raw material family member and can contribute to both the arthropod control activity and the olfactory properties of the composition, if present in the composition, is in an amount of 0.001 to 15% by weight, preferably 0.01 to 10% by weight, and more preferably 0.1 to 5.5% by weight, based on the total weight of the composition.

[0082] In certain embodiments, at least one arthropod control co-ingredient that is an ether, epoxide, and acetal fragrance raw material family member capable of contributing to both the arthropod control activity and the olfactory properties of the composition, if present in the composition, is in an amount of 0.002 to 20% by weight, preferably 0.02 to 15% by weight, and more preferably 0.2 to 12.5% ​​by weight, based on the total weight of the composition.

[0083] In certain embodiments, at least one arthropod control co-ingredient that is a lactone fragrance raw material family member and can contribute to both the arthropod control activity and the olfactory properties of the composition, if present in the composition, is in an amount of from 0.002 to 65% by weight, preferably from 0.02 to 50% by weight, and more preferably from 0.2 to 38.8% by weight, based on the total weight of the composition.

[0084] In certain embodiments, at least one arthropod control co-ingredient that is an N-heteroaromatic fragrance raw material family member and that can contribute to both the arthropod control activity and the olfactory properties of the composition, if present in the composition, is in an amount of 0.002 to 5 weight percent, preferably 0.02 to 2 weight percent, and more preferably 0.2 to 0.4 weight percent, based on the total weight of the composition.

[0085] In certain embodiments, at least one arthropod control co-ingredient that is a complex mixture fragrance raw material family member and can contribute to both the arthropod control activity and the olfactory properties of the composition, if present in the composition, is in an amount of 0.002 to 10% by weight, preferably 0.02 to 7.5% by weight, and more preferably 0.2 to 4.8% by weight, based on the total weight of the composition.

[0086] In certain embodiments, at least one arthropod control co-ingredient capable of contributing to both the arthropod control activity and the olfactory properties of the composition comprises, based on the total weight of the composition: - if present in the composition, the acid fragrance raw material family member is in an amount of from 0.002 to 0.007% by weight, more preferably from 0.0025 to 0.0065% by weight; - if present in the composition, the alkene fragrance raw material family member is in an amount of from 0.2 to 16%, preferably from 1 to 14%, more preferably from 3 to 13% by weight; - if an alcohol or phenol fragrance raw material family member is present in the composition, it is in an amount of from 0.15 to 4%, preferably from 0.2 to 3.5%, more preferably from 0.4 to 3% by weight; - when present in the composition, an aldehyde fragrance raw material family member is present in an amount of from 0.001 to 30%, preferably from 0.005 to 25%, more preferably from 0.01 to 20% by weight; - when an amine fragrance raw material family member is present in the composition, it is in an amount of from 0.01 to 3%, preferably from 0.05 to 2%, more preferably from 0.1 to 0.8% by weight; - if present in the composition, the ketone fragrance raw material family member is present in an amount of from 0.001 to 15%, preferably from 0.01 to 10%, more preferably from 0.1 to 5.5% by weight; - when present in the composition, ether, epoxide and acetal fragrance raw material family members are present in an amount of from 0.002 to 20%, preferably from 0.02 to 15%, more preferably from 0.2 to 12.5% ​​by weight; - when a lactone fragrance raw material family member is present in the composition, it is in an amount of from 0.002 to 65% by weight, preferably from 0.02 to 50% by weight, more preferably from 0.2 to 38.8% by weight; - when present in the composition, the N-heteroaromatic fragrance raw material family member is present in an amount of from 0.002 to 5%, preferably from 0.02 to 2%, more preferably from 0.2 to 0.4% by weight; - When a complex blend fragrance raw material family member is present in the composition, it is in an amount of from 0.002 to 10% by weight, preferably from 0.02 to 7.5% by weight, more preferably from 0.2 to 4.8% by weight.

[0087] In certain embodiments, the compound of formula (I) and the arthropod control co-ingredient capable of contributing to both the arthropod control activity and the olfactory properties of the composition are present in the composition in a weight range of from 90:10 to 10:90, preferably in a weight range of from 80:20 to 20:80, more preferably in a weight range of from 65:35 to 35:65, and most preferably in a weight range of from 60:40 to 40:60. It is also understood herein that the compound of formula (I) and the arthropod control co-ingredient may be present in the composition in any of the weight range combinations mentioned herein above, for example, 90:10 to 20:80, preferably 90:10 to 35:65, more preferably 90:10 to 40:60; 80:20 to 10:90, preferably 80:20 to 35:65, more preferably 80:20 to 40:60; 65:35 to 10:90, preferably 65:35 to 20:80, more preferably 65:35 to 40:60; or 40:60 to 10:90, preferably 40:60 to 20:80, more preferably 40:60 to 35:65.

[0088] The arthropod control composition may further comprise a carrier. By "carrier" is understood a material with which the active compound is mixed or formulated to facilitate its application to the site to be treated or other objects or its storage, transport and / or handling. The carrier may be inorganic or organic or synthetic or natural. The carrier may be liquid or solid.

[0089] Non-limiting examples of liquid carriers can include emulsification systems, i.e. systems based on solvents and surfactants, or solvents commonly used in perfumery.Detailed descriptions of the nature and type of solvents may generally not be exhaustive.On the other hand, non-limiting examples can include solvents such as butylene glycol or propylene glycol, glycerol, dipropylene glycol and its monoethers, 1,2,3-propanetriyl triacetate, dimethyl glutarate, dimethyl adipate, 1,3-diacetyloxypropan-2-yl acetate, diethyl phthalate, isopropyl myristate, benzyl benzoate, benzyl alcohol, 2-(2-ethoxyethoxy)-1-ethanol, triethyl citrate, 2-methylprop-1-ene and 2-(2-ethoxyethoxy)ethanol or mixtures thereof, with dipropylene glycol, 2-methylprop-1-ene and 2-(2-ethoxyethoxy)ethanol and mixtures thereof being particularly suitable.

[0090] For compositions comprising a carrier, other suitable carriers than those specified above may be ethanol, water / ethanol mixtures, limonene or other terpenes, isoparaffins, for example known under the trademark Isopar® (supplier: Exxon Chemical), or glycol ethers and glycol ether esters, for example known under the trademark Dowanol® (supplier: Dow Chemical Company), or hydrogenated castor oil, for example known under the trademark Cremophor® RH40 (supplier: BASF).

[0091] Solid carrier is meant to refer to a material that arthropod control composition or some elements of arthropod control composition can be chemically or physically bound. Generally, such solid carrier is utilized either to stabilize the composition or to control the evaporation rate of the composition or some components. The use of solid carrier is currently used in the art, and those skilled in the art know how to achieve the desired effect. Meanwhile, non-limiting examples of solid carrier can include absorbent gum or polymer or inorganic material, such as porous polymer, cyclodextrin, wood-based material, organic or inorganic gel, clay, gypsum talc or zeolite.

[0092] Other non-limiting examples of solid carriers can include encapsulation materials.Examples of such materials can include wall-forming and plasticizing materials, such as monosaccharides, disaccharides or trisaccharides, natural or modified starches, hydrocolloids, cellulose derivatives, polyvinyl acetate, polyvinyl alcohol, proteins or pectins, or further materials cited in references, such as H. Scherz, Hydrokolloide: Stabilisatoren, Dickungs- und Geliermittel in Lebensmitteln, Band 2 der Schriftenreihe Lebensmittelchemie, Lebensmittelqualitaet, Behr's Verlag GmbH & Co., Hamburg, 1996.Encapsulation is a process well known to those skilled in the art, and can be carried out by using techniques such as spray drying, agglomeration or even extrusion, or can consist of coating encapsulation, including coacervation and complex coacervation techniques.

[0093] Non-limiting examples of encapsulation include core-shell capsules comprising aminoplast, polyamide, polyester, polyurea or polyurethane type resins or mixtures thereof (all of the above resins are well known to those skilled in the art) using techniques such as phase separation processes induced by polymerization, interfacial polymerization, coacervation or all of these (all of the above techniques are described in the prior art), optionally in the presence of polymeric stabilizers or cationic copolymers.

[0094] The resins can be prepared by polycondensation of aldehydes (e.g., formaldehyde, 2,2-dimethoxyethanal, glyoxal, glyoxylic acid or glycolaldehyde and mixtures thereof) with amines, such as urea, benzoguanamine, glycoluril, melamine, methylolmelamine, methylated methylolmelamine, guanazole, and the like and mixtures thereof. Alternatively, preformed resin alkylated polyamines can be used, such as those commercially available under the trademarks Urac® (supplied by Cytec Technology Corp.), Cymel® (supplied by Cytec Technology Corp.), Urecoll® or Luracoll® (supplied by BASF).

[0095] Other resins are those prepared by polycondensation of polyols, such as glycerol, with polyisocyanates, such as the trimer of hexamethylene diisocyanate, the trimer of isophorone diisocyanate or xylylene diisocyanate or the biuret of hexamethylene diisocyanate or the trimer of xylylene diisocyanate with trimethylolpropane (known under the trade name Takenate®, supplier: Mitsui Chemicals), among others the trimer of xylylene diisocyanate with trimethylolpropane and the biuret of hexamethylene diisocyanate.

[0096] Some of the prominent literature related to encapsulation by polycondensation of amino resins, i.e. melamine-based resins with aldehydes, includes those represented by articles such as Acta Polymerica, 1989, vol. 40, pages 243, 325 and 683 and 1990, vol. 41, page 91, published by K. Dietrich et al., which already describe the various parameters influencing the preparation of such core-shell microcapsules, according to the methods of the prior art, which are further detailed and exemplified in the patent literature. U.S. Patent No. 4,396,670 to Wiggins Teape Group Limited is a good early example of the latter. Since then, many other authors have enriched the literature in this field, and it is not possible to cover all the developments published here, but a general knowledge in encapsulation technology will be very important. Relatively recent relevant publications disclosing suitable uses of such microcapsules are represented, for example, by the article by H.Y. Lee et al. in Journal of Microencapsulation, 2002, vol. 19, pages 559-569, WO 01 / 41915 or also by the article by S. Bone et al. in Chimia, 2011, vol. 65, pages 177-181.

[0097] According to one embodiment, the compound of formula (I) is chemically bound to the carrier. The compound of formula (I) can be chemically bound to the carrier, preferably forming a chemical bond that is labile to certain triggers such as oxidizing environment, moisture, light or enzymes.

[0098] As a non-limiting example, a compound of formula (I) can be chemically coupled to a carrier via an alcohol moiety of the compound of formula (I), thereby - cinnamyl ether functional groups resulting in oxygen-labile compounds (e.g., but not limited to, those reported in U.S. Pat. No. 9,718,752 and U.S. Patent Publication No. 20180016521); - enol-ether functions which give rise to oxygen-labile compounds, - one or two ester functional groups resulting in enzyme-labile compounds (such as, but not limited to, those reported in WO 199504809), siloxanes resulting in moisture-labile compounds (such as, but not limited to, those reported in WO 2000014091). can be formed.

[0099] In certain embodiments, the arthropod control composition is composed of at least one compound of formula (I) and at least one carrier. In certain embodiments, the arthropod control composition comprises at least one compound of formula (I), at least one carrier and at least one arthropod control co-ingredient.

[0100] In certain embodiments, the arthropod control composition comprises at least one compound of formula (I) and at least one carrier. In certain embodiments, the arthropod control composition comprises at least one compound of formula (I), at least one carrier and at least one arthropod control co-ingredient.

[0101] In certain embodiments, the above-mentioned compositions comprise two or more compounds of formula (I).

[0102] The present invention also relates to a method for controlling arthropods, preferably insects, which comprises contacting the arthropods, preferably insects, directly or with the vapor of a composition as described herein above or a compound according to formula (I) as described herein above.

[0103] For clarity, the compounds of formula (I) and arthropod control compositions of the present invention can be applied to the air, the surface of an article, the air near the surface of an article, or the surface of interest by conventional methods known in the art, such as spraying, painting, wearing, or spreading.

[0104] In certain embodiments, the compounds of formula (I) or arthropod control compositions of the present invention are applied to the surface of an article, to the air adjacent to the surface of an article, or to the surface of an animal or subject.

[0105] In certain embodiments, the article can be an arthropod control article as described below, and in particular can be a candle, a coil, an electric diffuser, a wristband, a patch, a collar, an ear tag, clothing, fabric, paper, biochar, cardboard, cellulose pads, bed nets, screens, curtains, furniture, paints, walls, ground, sprays, aerosols, creams, roll-ons, wristbands, lotions, soaps, shampoos, sunscreens, laundry powders, liquid detergents, sprays, lotions, powders.

[0106] In certain embodiments, the surface of the subject is a surface of a human subject or an animal subject, preferably the surface is a human subject, i.e., the skin of a human subject.

[0107] The invention also relates to the use of a composition as defined above or of a compound of formula (I) as defined above for controlling arthropods, preferably insects.

[0108] The present invention also relates to arthropod control articles comprising the compounds of formula (I) or arthropod control compositions described above.

[0109] "Arthropod control article" is understood to refer to a consumer product that provides at least an arthropod control effect to the surface or space to which it is applied (e.g., skin, hair, fabric or household surface). That is, the arthropod control article of the present invention is a consumer product that contains a functional formulation and, optionally, an additional beneficial agent and an arthropod control amount of at least one compound of the present invention, corresponding to the desired consumer product. For clarity, the consumer product is a non-edible product.

[0110] The nature and type of components of the consumer product do not warrant a more detailed description here; in any case, a person skilled in the art can select them on the basis of his general knowledge and according to the nature and desired effect of said product.

[0111] Non-limiting examples of suitable consumer products include fragrances, e.g., fine fragrances, splashes or eau de parfums, colognes or shave or aftershave lotions or creams or gels; fabric care products, e.g., liquid or solid detergents, fabric softeners, liquid or solid scent boosters, fabric refreshers, ironing waters, paper, bleach, carpet cleaners, curtain care products; body care products, e.g., hair care products (e.g., shampoos, stains or hairsprays, color care products, hair styling products, dental care products), disinfectants, intimate care products; cosmetics (e.g., skin creams or lotions, vanishing creams or deodorants or antiperspirants (e.g., sprays or roll-ons), depilatories, tanning or tanning products or after-sun products, nail products, skin cleansing, make-up cosmetics); or skin care products (e.g., soaps, shower or bath smoothes, oils or gels or hygiene products or foot / hand care products); air care products, e.g. For example, air fresheners or "ready to use" powder air fresheners that can be used in home spaces (rooms, refrigerators, cupboards, shoes or cars) and / or public spaces (hall, hotel, mall, etc.); or home care products, such as mould removers, furniture care products, wipes, dishwashing detergents or hard surface (e.g. floor, bath, sanitary or window washing) cleaners, leather care products; car care products, such as polishes, waxes or plastic cleaners; candles; sprays, coils, electric diffusers, diffusers, rubber stoppers, wristbands, patches, collars, ear tags, clothing, fabrics, paper, biochar, cardboard, cellulose pads, bed nets, screens, curtains, varnishes or paints, more preferably candles, sprays, coils, electric diffusers, diffusers, rubber stoppers, wristbands, patches, collars, ear tags, clothing, fabrics, paper, biochar, cardboard, cellulose pads, bed nets, screens, curtains, varnishes or paints.

[0112] Some of the above mentioned consumer products may be aggressive media for the compounds of formula (I) and, as a result, it may be necessary to protect the latter from premature degradation, for example by encapsulation or by chemically binding it to another chemical suitable to release the component of the invention upon a suitable external stimulus, such as an enzyme, light, heat or a change in pH.

[0113] The present invention also relates to novel compounds according to formula (I) as defined above.

[0114] The novel compounds according to formula (I) are in particular 2-(hydroxymethyl)-2,6-dimethyl-2,3-dihydro-1H-inden-1-ol, preferably (1RS,2SR)-2-(hydroxymethyl)-2,6-dimethyl-2,3-dihydro-1H-inden-1-ol; 4a,8-dimethyl-indan[1,2-d]-1,3-dioxan-2-one; (2,5-dimethyl-2-indanyl)methyl formate; 8-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, preferably (4aRS,9bSR)-8-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine; and 5-(tert-butyl)-1,3-dihydrospiro[indene-2,3'-oxetane].

[0115] Further novel compounds of the present invention include 2,3-dihydro-1H-indene-2-carbonitrile, 2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, 2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol, (4aRS,9bRS)-4a,7-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4aRS,9bRS) -2,4a,7-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4aSR,9bSR)-2,4a,7-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2-methyl-1,3-dihydroinden-2-yl)methanol, 2,3-dihydro-1H-inden-2-ylmethanol, (2RS,4RS,4ASR,9BRS)-2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4 aRS,9bSR)-2-Methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4aSR,9bRS)-2-Methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (4aRS,9bSR)-2,2-Dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2,4,6-trimethyl-2,3-dihydro-1H-inden-2-yl)methanol, 5-(tert-butyl)-1,3-dihydrospiro[inden-2,3'-o xetane], (2RS,4RS,4ARS,9BSR)-2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, 4A,8-dimethyl-indano[1,2-d]-1,3-dioxan-2-one, 1-(2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)ethanone, (5-methyl-2,3-dihydro-1H-inden-2-yl)methanol, (4aRS,9bSR)-8-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4aRS,9bSR)-2-ethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4aSR,9bRS)-2-ethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2R,4aS,9bS)-2,4a,8-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, 1-(2,5-dimethyl-2-indanyl)-1-ethanol, (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl) (2RS,4aSR,9bSR)-2,8-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4aSR,9bRS)-2,8-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4aSR,9bSR)-2,4a-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (4aRS,9bRS)-4a,8-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine 1-(2,4,5-trimethyl-2,3-dihydro-1H-inden-2-yl)ethenone, (2RS,4aRS,9bSR)-2-ethyl-8-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4aSR,9bRS)-2-ethyl-8-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (4aRS,9bRS)-2,2,4a,8-tetramethyl-4,4a,5, 9b-tetrahydroindeno[1,2-d][1,3]dioxine, 5-tert-butyl-indan-2-spiro-3'-oxetane, (2,6-dimethyl-1,2,3,4-tetrahydro-2-naphthalenyl)methanol, (4aRS,9bRS)-2,2,4a-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (4aRS,9bRS)-2,2,4a,7-tetramethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine.

[0116] Working Example The present invention will now be explained in more detail by the following examples.

[0117] 1. Sample preparation Ethanol solutions of (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol were prepared in six concentrations ranging from 0.0008% to 2.5% (w / w) for in vitro studies and in five concentrations ranging from 0.02% to 10% (w / v) for in vivo studies.

[0118] 4a,8-Dimethyl-indano[1,2-d]-1,3-dioxan-2-one, (2,4,6-trimethyl-2,3-dihydro-1h-inden-2-yl)methanol, 5-(tert-butyl)-1,3-dihydrospiro[indene-2,3'-oxetane], 1-(2,5-dimethyl-2-indanyl)-1-ethanol, (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol, (2,5-dimethyl-2-indanyl)methyl formate, (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methyl methyl ether, 2,5-dimethyl-2,3-dihydro-1H-indene-2-carboxylic acid, ( Ethanol solutions of 2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol, 5-isopropyl-2-methyl-2-indanethanol, 2-(hydroxymethyl)-2,6-dimethyl-2,3-dihydro-1H-inden-1-ol, 5-tert-butyl-2-methyl-2-indanethanol, 2-((2-methoxypropan-2-yloxy)methyl)-2,6-dimethyl-2,3-dihydro-1H-inden-1-ol and 2-(hydroxymethyl)-2,6-dimethyl-2,3-dihydro-1H-inden-1-ol were prepared in three concentrations (0.0016%, 0.04% and 1% (w / w)).

[0119] 5-tert-Butyl-indan-2-spiro-3'-oxetane, (2-methyl-1,3-dihydroinden-2-yl)methanol, (2,6-dimethyl-1,2,3,4-tetrahydro-2-naphthalenyl)methanol, 1-(2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)ethanone, (5-methyl-2,3-dihydro-1H-inden-2-yl)methanol, 1-(2,4,5-trimethyl-2,3-dihydro-1H-inden-2-yl)ethanone, 2,3-dihydro-1H-inden-2-ylmethanol, (4aRS,9bSR)-8-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2,5,6-trimethyl-2,3-dihydro-1H-inden-2-yl Ethanol solutions of 2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin, 2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin and a blend of 2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin with 2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin were prepared in a concentration range of 15 from 0.00032% to 1% (w / w).

[0120] - 33% (w / w) (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol + 2 additional PRMs (Fragrance 1a) - 10% (w / w) (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol + 9 additional PRMs (Fragrance 1b) - 6.5% (w / w) (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol + 7 additional PRMs (Fragrance 1e) Three fragrances containing the following were prepared:

[0121] The solvent ethanol and two well-known repellent compounds, N,N-diethyl-3-methylbenzamide (DEET) and 3-[Nn-butyl-N-acetyl]aminopropionic acid ethyl ester (insect repellent 3535; IR3535), were used as controls in similar dilutions.

[0122] Blends containing fragrance and known repellents were tested over time in an aqueous base: ethylenediaminetetraacetic acid (0.05%), citric acid (0.5%), sodium citrate (1.33%), lauryl ethyl ether (3.5%), butylene glycol (12.5%), water (69.37%). Fragrance 1a and fragrance 1e were diluted to 1% and IR3535 was diluted to 7.5% or 12.5%.

[0123] - 50% (w / w) (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol + 50% (w / w) (1R)-cis-3-oxo-2-pentyl-1-cyclopentaneacetate (+)-methyl (blend #1) - 50% (w / w) (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol + 50% (w / w) 3-[Nn-butyl-N-acetyl]aminopropionic acid ethyl ester (blend #2) - 75% (w / w) 4,4A,5,9B-tetrahydro-indeno[1,2-D]-1,3-dioxine + 25% (w / w) 2-(2-hydroxypropan-2-yl)-5-methylcyclohexan-1-ol (blend #3) - 0.22% (w / w) of 4,4A,5,9B-tetrahydro-indeno[1,2-D]-1,3-dioxin + 68 additional PRMs (Fragrance 5f) - 0.4% (w / w) 4,4A,5,9B-tetrahydro-indeno[1,2-D]-1,3-dioxin + 71 additional PRMs (fragrance 5g) Three additional blends containing were prepared, all of which were diluted with ethanol to the concentrations tested.

[0124] 2. Model Organisms Control efficacy was tested against the yellow fever mosquito, A. aegypti Rockefeller strain.

[0125] A. aegypti is a model organism for control testing and is one of the model organisms recommended by the World Health Organization (WHO) as it is a highly aggressive, human-parasitic mosquito species that generally shows low sensitivity to arthropod control compounds.

[0126] Control efficacy was observed for females seeking hosts of uniform age (5–10 days after emergence from pupae). Starved females tested had access to 10% sugar solution but were not allowed to feed on blood.

[0127] The repellent efficacy of different compounds was evaluated against the sheep mite, Ixodes ricinus, one of the recommended model organisms mentioned in the Guidance on the European Biological Products Regulation [Vol II, Efficacy - Assessment & Evaluation (Parts B+C), v. 3.0, April 2018]. Repellent efficacy observations were performed on terminal nymph stages.

[0128] 3. Description of Arthropod Control Test Arthropod repellency is tested using the in vitro and in vivo test methods described below.

[0129] 3.1. In vitro K&D assay In vitro control efficacy was measured using the Klun & Debboun (K&D) assay test module [Klun JA, Kramer M, Debboun M. A new in vitro bioassay system for discovery of novel human-use mosquito controlling compounds. J Am Mosq Control Assoc. 2005; 21:64-70.], which is an adaptation of the K&D module originally developed and used to quantitatively measure the efficacy of mosquito control compounds in human subjects [Klun JA, Debboun M. A new module for quantitative evaluation of controlling efficacy using human subjects. J Med Entomol. 2000; 37:177-81.].

[0130] For the in vitro assay, this module is connected to a membrane-blood reservoir consisting of a unit with 6 wells filled with 7 mL of defibrinated porcine blood maintained at a constant temperature of 38 °C and covered with a bovine collagen film (Devro plc, Edicol-MX400 CLR 100M REEL) as a membrane. On top of this membrane, a piece of cotton fabric (Baptist Roh, 100% cotton, mass: 69.0 g / m 2 , yarn density: warp and weft 26.5×26.5 yarns / cm, Modessa Basel) were placed after being treated with 80 μL of the test stimuli.

[0131] Finally, the K&D units, containing 5 mosquitoes in each cell, were placed on the treated fabric. The number of mosquitoes that bit into each cell within a 3-minute exposure was then recorded. This procedure was repeated until 6 replicate exposures and observations (i.e., 30 mosquitoes) had been performed.

[0132] 3.2. In vivo K&D assay For the K&D in vivo study [Klun JA, Debboun M. A new module for quantitative evaluation of controlling efficacy using human subjects. J Med Entomol. 2000; 37:177-81.], three study participants (two women and one man) with low or no skin reaction to mosquito bites were recruited at the Swiss Tropical and Public Health Institute (Swiss TPH). The study participants' ages were 28 and 32 years for the women and 28 years for the male participant. The study was approved by the Ethics Commission of Northwest and Central Switzerland (study number.PB_2017-00436-220 / 11), and all study participants signed an informed consent form. To avoid undesirable bias, participants were asked to avoid alcohol and products such as fragrances, colognes and lotions for at least 12 hours before and during the experiment. During the experiment, participants were asked to avoid rubbing, touching or wetting the arthropod control compound treated areas and any activity that may lead to increased sweating.

[0133] For the in vivo assay, a template was used to delineate 4 cm x 5 cm areas on the skin corresponding to each of the six cell openings (3 cm x 4 cm) on the bottom of the K&D module. The five areas were treated with various test stimuli. Modules containing five host-seeking 5- to 10-day-old mosquitoes in each cell were then placed on top of the treated skin areas. The number of mosquito bites within a 2-minute exposure was recorded. This procedure was repeated for three study participants until six replicate exposures and observations (i.e., 30 mosquitoes) had been performed.

[0134] 3.3. In vitro warm body assay 3.3.1. In Vitro Warm Body Assays for Insects, e.g., Mosquitoes The control efficacy of the present invention is determined by testing the warm-body assay against the yellow fever mosquito A. aegypti Rockefeller strain. A. aegypti is a model organism for control testing and is one of the model organisms recommended by the World Health Organization (WHO) since it is a highly aggressive and human-parasitic mosquito species that generally shows low sensitivity to arthropod control compounds. Observations of control efficacy were performed on host-seeking females of uniform age 5-10 days selected as mentioned in the above-mentioned publication. The starved females tested had access to 10% sugar solution but were not allowed to feed.

[0135] The control efficacy of the present invention was evaluated using an adapted warm body assay as defined in Kroeber T, Kessler S, Frei J, Bourquin M, Guerin PM. An in vitro assay for testing mosquito controlling compounds employing a warm body and carbon dioxide as a behavioral activator. J Am Mosq Control Assoc. 2010; 26:381-386.

[0136] The published protocol was adapted to count landing mosquitoes automatically using automated counting software instead of manually, and due to the switch from Anopheles gambiae to Aedes aegypti, the number of mosquitoes placed in the tested cages was reduced due to size differences (i.e., 30 mosquitoes instead of 50), and lighting was increased (i.e., 150 lux instead of 4 lux) as Aedes aegypti is a diurnal mosquito.

[0137] In this in vitro assay, the number of A. aegypti landings on warm bodies treated with the tested irritants was measured to evaluate their repellency. Three different doses: 0.0016%, 0.04% and 1% in ethanol were used in three replicates, with 25 A. aegypti (females, 10–12 days old) per cage.

[0138] 3.3.2. In vitro hot plate assay for arachnids, e.g. mites Repellency efficacy was evaluated using the in vitro hot plate assay protocol as defined in Kroeber T, Bourquin M, Guerin PM. A standardized in vivo and in vitro test method for evaluating tick repellents. Pesticide Biochemistry and Physiology. 2013; 107(2):160-168.

[0139] 3.4. In vivo arm in cage test The arm in the box method was adapted from the WHO guidelines for efficacy testing of mosquito repellents on human skin (WHO / CDS / NTD / WHOPES / 2009.4). The probe readiness of 100 starved female mosquitoes A. aegypti was assessed by inserting their untreated arm into a cage (40 x 40 x 40 cm) for 30 seconds (negative control) three times (once at the beginning, once at the 4th hour and once at the 8th hour) to determine the probe activity. The products were then applied to the skin of the forearm of human volunteers (600 cm 2 After 5 min, the arm is inserted into the cage and exposed for 3 min. The assay is performed in a temperature (27±2° C.) and humidity (80±10% RH) controlled room on 3 different volunteers.

[0140] 4. Evaluation of the arthropod control effect of the present invention The arthropod repellency of the present invention is tested using in vitro and in vivo test methods, as generally described below.

[0141] 4.1. In vitro K&D assay In vitro repellency against the mosquito Aedes aegypti was measured in the K&D test against various dilutions of (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol and is shown in Table 1 below.

[0142] [Table 1]

[0143] The in vitro repellency of the mosquito Aedes aegypti was measured in a K&D test against various dilutions of (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol according to Table 1 and is shown in FIG.

[0144] The percent repellency of Aedes aegypti increases with increasing test doses of (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol, demonstrating the biological effectiveness of (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol (see Table 1 and Figure 1).

[0145] At low concentrations (0.0008%, 0.004% and 0.02%), the repellency was comparable to that induced by the solvent ethanol, indicating that (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol itself was not effective at these concentrations (see Table 1 and Figure 1). At concentrations of (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol above 0.02%, the % repellency was consistently higher than that induced by the solvent ethanol (see Table 1 and Figure 1).

[0146] Using the K&D in vitro assay, (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol by itself exhibited significant repellent effects against Aedes aegypti at concentrations of 0.1% or greater in ethanol.

[0147] 4.2. In vivo K&D assay The in vivo repellency of the mosquito Aedes aegypti measured against various dilutions of (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol in the K&D test is shown in Table 2 below.

[0148] [Table 2]

[0149] The in vivo repellency of the mosquito Aedes aegypti measured against various dilutions of (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol according to Table 2 in the K&D test is shown in FIG.

[0150] The percent repellency of Aedes aegypti increases with increasing test doses of (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol, demonstrating the biological effectiveness of (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol (see Table 2 and Figure 2).

[0151] At low concentrations (0.02% and 0.1%), the repellency exceeded that induced by the vehicle, but there was a large variability such that a clear repellent effect of (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol per se could not be claimed at these concentrations (see Table 2 and Figure 2). On the other hand, at concentrations of (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol above 0.1%, the % repellency was consistently higher than that induced by the vehicle ethanol (see Table 2 and Figure 2).

[0152] Using the K&D in vivo assay, (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol by itself exhibited significant repellent effects against Aedes aegypti at concentrations of 0.5% or greater in ethanol.

[0153] 4.3. In vitro warm body assay The average in vitro numbers of Aedes aegypti mosquitoes landing on hosts challenged with various dilutions of DEET, IR3535, (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol or the solvent ethanol are shown below in Table 3. Due to variability between studies, the number of mosquitoes landing during the 100% ethanol control was used to normalize the number of mosquitoes landing using the irritants.

[0154] [Table 3]

[0155] The number of Aedes aegypti mosquitoes landing on the host decreased with increasing tested doses of stimuli, demonstrating the biological effectiveness of all stimuli (see Table 3 and Figure 3).

[0156] At concentrations below 0.04%, IR3535 and (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol showed only low repellency (see Table 3 and Figure 3). At concentrations of irritants of 0.20% or higher, repellency was consistently high, with fewer mosquitoes landing on host bodies loaded with the tested compounds (see Table 3 and Figure 3).

[0157] Using a warm body in vivo assay, fragrances containing (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol demonstrated significant repellent effects against Aedes aegypti, similar to that of IR3535.

[0158] 4.4. In vitro warm body assay The mean ± SD in vitro values ​​of Aedes aegypti mosquitoes landing on hosts loaded with different dilutions of two fragrances containing 33% and 10% (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol (Fragrances 1a and 1b, respectively), two reference compounds: DEET and IR3535, or the solvent ethanol are shown in Table 4 below.

[0159] [Table 4]

[0160] The in vitro repellency of the mosquito Aedes aegypti, measured in a warm body assay according to Table 4, is shown in Figure 4 below.

[0161] The number of Aedes aegypti mosquitoes landing on the host increases with increasing tested doses of irritant, demonstrating the biological effect of the irritant (see Table 4 and Figure 4).

[0162] At low concentrations (0.0016%), the tested stimuli did not induce repellency; the number of mosquitoes that landed was similar between all stimuli and the solvent ethanol (see Table 4 and Figure 4). On the other hand, at stimuli concentrations of 0.04% and above, repellency was consistently higher, with fewer mosquitoes landing on the host loaded with the tested stimuli, compared to ethanol (see Table 4 and Figure 4). Two fragrances containing (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol showed similar control efficacy as IR3535 at equivalent doses (see Table 4 and Figure 4).

[0163] Using a warm body in vivo assay, fragrances containing (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol demonstrated significant control against Aedes aegypti, similar to the control effect of IR3535.

[0164] 4.5. In vitro warm body assay, combined with known repellents A mosquito Aedes aegypti landing on a host loaded with 5 μL of a 1% blend of one fragrance containing 33% or 6.5% (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol (fragrance 1a and 1e, respectively) and 7.5% or 12.5% ​​IR3535 is shown in FIG. 5.

[0165] The number of Aedes aegypti mosquitoes landing on the warm bodies increases over time. Less than 60% of the mosquitoes landed on the warm bodies in the attraction assay within 6 h, demonstrating the repellent effect of the three blends (see Figure 5).

[0166] Figure 6 shows mosquitoes Aedes aegypti landing on a host 4 hours after application of 5 μL of a blend containing 0.25% or 1% fragrance 1a, which contains 33% (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol and 12.5% ​​IR3535.

[0167] The number of mosquitoes Aedes aegypti that landed on the host decreased with increasing amounts of fragrance 1a in the formulation (see Figure 6).

[0168] 4.6. In Vitro Incubation Assay, Testing in Combination with Co-ingredients that Contribute to Both the Arthropod Control Activity and Olfactory Properties of the Composition % mosquitoes Aedes aegypti landing on host bodies loaded with blends prepared from 50% (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol + 50% (1R)-cis-3-oxo-2-pentyl-1-cyclopentane methyl acetate or pure (1R)-cis-3-oxo-2-pentyl-1-cyclopentane methyl acetate demonstrated similar repellency at the three concentrations tested, as shown in Figure 7.

[0169] Thus, replacement of half of the (1R)-cis-3-oxo-2-pentyl-1-cyclopentaneacetic acid with (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol did not affect the repellent efficacy of the irritant but favorably improved its pleasantness.

[0170] 4.7. In-vitro anaerobic assays using two additional sets of arthropod control compounds In this in vitro assay, the number of Aedes aegypti that landed on a host treated with the tested irritants was measured to assess repellency, with three replicates at three different doses: 0.0016%, 0.04% and 1% in ethanol.

[0171] Additional compounds demonstrated variable repellent effects against Aedes aegypti using an in vitro repellent assay. All compounds tested demonstrated significant repellent effects.

[0172] The number of Aedes aegypti mosquitoes landing on the host decreases with increasing doses of the stimuli tested, demonstrating the biological effect of the stimuli (Figures 8, 9 and 10).

[0173] 4.7.1. First set of arthropod control compounds At low concentrations (0.0016%), two compounds, 4a,8-dimethyl-indano[1,2-d]-1,3-dioxan-2-one and (2,4,6-trimethyl-2,3-dihydro-1H-inden-2-yl)methanol, provided greater than 25% reduction in landing, similar to DEET (Figure 8).

[0174] At a concentration of 0.04%, (2,4,6-trimethyl-2,3-dihydro-1H-inden-2-yl)methanol remained as efficient as DEET in preventing mosquito landings, reducing landings by 88% and 92%, respectively (Figure 5). Four additional compounds tested at 0.4%, 4a,8-dimethyl-indano[1,2-d]-1,3-dioxan-2-one, 5-ethyl-2-methyl-2-indanethanol, 1-(2,5-dimethyl-2-indanyl)-1-ethanol and (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol, induced a reduction in landings of approximately 70%, similar to the effect of IR3535 (Figure 8).

[0175] All compounds tested at 1% and the reference demonstrated significant avoidance by mosquitoes with less than 15% of mosquitoes landing on the warm body (Figure 8).

[0176] It is also worth noting that when (2,4,6-trimethyl-2,3-dihydro-1H-inden-2-yl)methanol was applied at 1%, no mosquitoes landed (Figure 8).

[0177] 4.7.2. Second set of arthropod control compounds At low concentrations (0.0016%), five tested compounds, 2,5-dimethyl-2-indanyl)methyl formate, (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methyl methyl ether, 2,5-dimethyl-2,3-dihydro-1H-indene-2-carboxylic acid, (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol, and 5-isopropyl-2-methyl-2-indanethanol, provided similar or greater reductions in landing than IR3535. Landings were reduced by 4% to 29% (Figure 9).

[0178] At a concentration of 0.04%, these compounds reduced landing numbers by 29% to 52%, which was lower than the reductions obtained with IR3535 or DEET (Figure 9).

[0179] At a concentration of 1%, all compounds reduced the number of landings by more than 50%. (2,5-Dimethyl-2,3-dihydro-1H-inden-2-yl) methyl methyl ether induced a similar effect to IR3535: a landing reduction of 86% (Figure 9).

[0180] 4.7.3. Third set of arthropod control compounds 2-(hydroxymethyl)-2,6-dimethyl-2,3-dihydro-1H-inden-1-ol (orange) and 5-tert-butyl-2-methyl-2-indanethanol (pink) showed low and decreasing landings with increasing amounts of stimuli tested (Figure 10).

[0181] Other irritants, such as blends of (1RS,2RS)-2-((2-methoxypropan-2-yloxy)methyl)-2,6-dimethyl-2,3-dihydro-1H-inden-1-ol + (1RS,2SR)-2-((2-methoxypropan-2-yloxy)methyl)-2,6-dimethyl-2,3-dihydro-1H-inden-1-ol (brown) and blends of (1RS,2RS)-2-(hydroxymethyl)-2,6-dimethyl-2,3-dihydro-1H-inden-1-ol) + (1RS,2SR)-2-(hydroxymethyl)-2,6-dimethyl-2,3-dihydro-1H-inden-1-ol) (green), demonstrated reduced landings with increasing amounts of irritant, but were clearly less repellent than DEET or IR3535 (Figure 10).

[0182] The compounds of the third set of arthropod control compounds showed a significant repellent effect, whereas these compounds induced a lower repellent effect compared to the compounds of the first two sets mentioned above (Figures 8, 9 and 10).

[0183] 4.7.4. Fourth set of arthropod control compounds [Table 5-1] [Table 5-2]

[0184] All compounds tested reduced A. aegypti landing numbers by more than 50% at the intermediate dose of 0.04%, except for (2,6-dimethyl-1,2,3,4-tetrahydro-2-naphthalenyl)methanol, (4aRS,9bRS)-2,2,4a,7-tetramethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin and (4aRS,9bRS)-2,2,4a-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin. This decrease was observed for seven compounds; 2,3-dihydro-1H-inden-2-ylmethanol, a blend of (2RS,4aRS,9bSR)-2-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine + (2RS,4aSR,9bRS)-2-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (4aRS,9bS It was even greater than 90% for R)-2,2-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin, (2RS,4RS,4ASR,9BRS)-2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin and 4,4A,5,9B-tetrahydro-indeno[1,2-d]-1,3-dioxin. Moreover, this reduction was greatest for two compounds; (4aRS,9bRS)-4a,7-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin and the blend of (2RS,4aRS,9bRS)-2,4a,7-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin + (2RS,4aSR,9bSR)-2,4a,7-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin, such that no mosquitoes landed at all (Table 6).

[0185] At 1%, 16 compounds reduced A. aegypti landing numbers by >90% (Table 6). At this 1% dose, five compounds; 2,3-dihydro-1H-inden-2-ylmethanol, 2,3-dihydro-1H-indene-2-carbonitrile, (4aRS,9bRS)-4a,7-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin, (2RS,4RS,4ARS,9BSR)-2,4-dimethyl-2,4a,5,9b-tetrahydroindeno[1,2 -d][1,3]dioxin and a blend of (2RS,4aRS,9bRS)-2,4a,7-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin + (2RS,4aSR,9bSR)-2,4a,7-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin even managed to keep mosquito landings to zero (Table 6).

[0186] 4.8. In vitro thermophilic assay with blends In this in vitro assay, the number of Aedes aegypti that landed on a warm body treated with the tested irritants was measured to evaluate the repellency. Various doses ranging from 0.0016% to 1% in ethanol were administered in one replicate.

[0187] Using an in vitro repellent assay, various stimuli containing one component related to formula I demonstrated variable repellent effects against A. aegypti. The number of A. aegypti mosquitoes landing on the repellent tended to decrease with increasing amounts of the stimuli tested, demonstrating the biological effectiveness of the stimuli (Table 7).

[0188] [Table 6]

[0189] All blends and fragrances at concentrations above 0.2% induced a significant repellent effect, since they were able to reduce the number of landings by more than 80% (Table 7). This threshold was achieved even at lower concentrations (80% reduction at a concentration of 0.04%) for blends containing known insect repellent compounds, i.e., Blends #2 and #3.

[0190] Moreover, at low concentrations (0.0016%), Blends #2 and #3 showed significantly higher reductions in landing compared to the single compounds that made up the blends, e.g., a 77% reduction in landing in Blend #3 compared to 5% and 11% reductions for 4,4A,5,9B-tetrahydro-indeno[1,2-D]-1,3-dioxin and 2-(2-hydroxypropan-2-yl)-5-methylcyclohexan-1-ol, respectively, at this same dose.

[0191] It is also worth noting that when Blend #3 was applied at 0.04% and 1%, no mosquitoes landed (Table 7).

[0192] Using the same in vitro setup, Blend #3, prepared from 75% 4,4A,5,9B-tetrahydro-indeno[1,2-D]-1,3-dioxin and 25% 2-(2-hydroxypropan-2-yl)-5-methylcyclohexan-1-ol, was evaluated over time.

[0193] [Table 7]

[0194] As shown in Table 8, 2 and 4 hours after Blend #3 was applied, no Aedes aegypti mosquitoes landed on the host. Six hours after application, the blend was no longer effective, with the same number of landings as the control.

[0195] 4.9. In vivo arm in cage testing A 20% solution of (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol prepared by diluting with ethanol was applied to the forearms of three volunteers. As shown in Table 15, (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol was able to reduce the number of mosquitoes landing on the volunteers' arms by more than 90% for up to 7 hours.

[0196] [Table 8]

[0197] 5. In vitro hot plate assay with two arthropod control compounds 5.1 In vitro hot plate assay with single compounds The mean ± SD numbers of Ixodes ricinus mites walking down (affected), falling over (affected) or walking up (unaffected) from hot plates treated with ethanol, N,N-diethyl-3-methylbenzamide diluted to 0.4 and 10 mg / mL in ethanol (component 2) or (2,4,6-trimethyl-2,3-dihydro-1H-inden-2-yl)methanol (component 1) were assessed for n groups of 12 mites (n = 2–5).

[0198] [Table 9]

[0199] When the hot plate was treated with the solvent ethanol, only 6.6% ± 3.5% of the mites were affected. An average of 0.8 mites across 12 mites tested per group did not show the natural behavior of exploring the feeding spot (Table 5 and Figure 11).

[0200] On the other hand, the two tested ingredients and DEET induced a repellent effect at the two concentrations tested (0.04% and 1%; Table 5 and Figure 11).

[0201] (2,5-Dimethyl-2,3-dihydro-1H-inden-2-yl)methanol was at least effective at 0.04%, but only one tick out of 12 was unaffected at the 1% concentration in both replicates, reaching results similar to those obtained with DEET applied at a similar concentration (Table 5 and Figure 11).

[0202] (2,4,6-trimethyl-2,3-dihydro-1H-inden-2-yl)methanol was the most effective, even more so than DEET, at both concentrations tested, with all ticks affected at the high concentration (1%) and only 3 of 12 and 5 ticks unaffected at the lowest concentration tested (0.04%) (Table 5 and Figure 11).

[0203] Further compounds were evaluated using the hot plate assay for the tick I. ricinus applying the protocol mentioned above (Tables 9, 10 and 11).

[0204] [Table 10]

[0205] In all tests, a clear tendency can be observed for the mite I. ricinus to be affected in relation to increasing amounts of irritant applied to the hot plate (Table 9). This demonstrates a clear biological dose-response effect of the irritant. At the highest concentrations, all compounds were effective in repelling the mites, with threshold values ​​greater than 0.447% for 4,4A,5,9B-tetrahydro-indeno[1,2-D]-1,3-dioxin and 2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin and greater than 0.2% for (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol (Table 9).

[0206] [Table 11]

[0207] It can be observed that in all tests there is a clear tendency for more mites I. ricinus to be affected in relation to increasing amounts of irritant applied to the hot plate (Table 10). This demonstrates a clear biological dose-response effect of the irritant. At the highest concentration tested (1%), all eleven compounds affected more than 85% of the mites (Table 10). (5-Methyl-2,3-dihydro-1H-inden-2-yl)methanol, 2,3-dihydro-1H-inden-2-ylmethanol and 5-isopropyl-2-methyl-2-indanethanol reached this level of efficacy at an even lower dose of 0.2% (Table 10).

[0208] [Table 12]

[0209] It can be observed that in all tests there is a clear tendency for more I. ricinus mites to be affected in relation to increasing amounts of irritant applied to the hot plate (Table 11). This demonstrates a clear biological dose-response effect of the irritant. All 11 compounds affected more than 75% of the mites at a concentration of 1% (Table 11).

[0210] 5.2. In vitro hot plate assay for blends 5.2.1. Testing at various concentrations In this in vitro assay, the % of mites Ixodes ricinus affected by irritants loaded onto a hot plate was measured to assess repellency. Twelve mites were evaluated per concentration ranging from 0.0016% to 1% in ethanol.

[0211] It can be observed that in all tests there is a clear tendency for more I. ricinus mites to be affected in relation to increasing amounts of irritant applied to the hot plate (Tables 12 and 13), demonstrating a clear biological dose-response effect of the irritant.

[0212] [Table 13]

[0213] All blends and fragrances at concentrations above 0.45% induced a significant repellent effect, as they were able to increase the number of affected mites above the 85% threshold (Table 12), which was reached even at lower concentrations for Blend #1 (0.06%) and Blend #2 (0.2%; Table 12).

[0214] Moreover, at low concentrations, Blends #2 and #3 showed a significantly higher reduction in landings compared to the single compounds that constituted the blends, for example at a dose of 0.89%, with 83% of the mites affected by Blend #2, compared to 29% and 46% for (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol and 3-[Nn-butyl-N-acetyl]aminopropionic acid ethyl ester, respectively, at the same dose; similarly, at a dose of 0.598%, 43% of the mites were affected by Blend #3, compared to 6% and 19% for 4,4A,5,9B-tetrahydro-indeno[1,2-D]-1,3-dioxin and 2-(2-hydroxypropan-2-yl)-5-methylcyclohexan-1-ol, respectively, at the same dose (Table 12).

[0215] [Table 14]

[0216] All three fragrances significantly affected the mites when applied to the hot plate at a dose of 1% (Table 13).Fragrances 1a and 1e affected all 12 mites tested at this dose of 1% (Table 13).

[0217] 5.2.2 Time-course testing Using the same in-vitro setup, the effects of different irritants diluted to 20% (w / w) in ethanol on tick behavior (n≧12) were assessed over time.

[0218] [Table 15]

[0219] As shown in Table 14, the relative effectiveness of Blend #2 over time can be attributed primarily to (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol, which in this assay exhibited better mite repellency than the known repellent 3-[Nn-butyl-N-acetyl]aminopropionic acid ethyl ester. However, a synergistic effect appears to have occurred at 3 and 4 hours, as the blend was more effective than the two single compounds during these time points (Table 14).

[0220] Similarly, the good activity over time in Blend #3 can be attributed to the dual and synergistic action of 4,4A,5,9B-tetrahydro-indeno[1,2-D]-1,3-dioxin and 2-(2-hydroxypropan-2-yl)-5-methylcyclohexan-1-ol (Table 14). Indeed, 4,4A,5,9B-tetrahydro-indeno[1,2-D]-1,3-dioxin was very effective at the first time points (0.25 hours and 0.5 hours). Meanwhile, 2-(2-hydroxypropan-2-yl)-5-methylcyclohexan-1-ol was not effective at these first time points, but became more effective thereafter, thus extending the effectiveness of Blend #3 (Table 14).

[0221] 1. Novel Compounds of the Present Invention 1.1. 2-(hydroxymethyl)-2,6-dimethyl-2,3-dihydro-1H-inden-1-ol / (1RS,2SR)-2-(hydroxymethyl)-2,6-dimethyl-2,3-dihydro-1H-inden-1-ol MS(EI):192(M + ) 1.2. 4a,8-Dimethyl-indan[1,2-d]-1,3-dioxan-2-one MS(EI):218(M + ) 1.3. (2,5-Dimethyl-2-indanyl)methyl formate MS(EI):204(M + ) 1.4. 8-Methyl-4,4a,5-9b-tetrahydroindeno[1,2-d][1,3]dioxine / (4aRS,9bSR)-8-Methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine MS(EI):190(M + ) 1.5. 5-(tert-butyl)-1,3-dihydrospiro[indene-2,3'-oxetane] MS(EI):216(M + ) Preparation of the compounds disclosed herein A three-neck flask was charged with LiAlH4 (6.19 g, 163 mmol, 1.0 equiv.) under N2, followed by 200 mL of anhydrous Et2O. A solution of 2-(hydroxymethyl)-2,6-dimethyl-2,3-dihydro-1H-inden-1-one (31 g, 163 mmol, 1.0 equiv.) in 150 mL of anhydrous Et2O was added to the mixture over 2 h. The resulting grey suspension was left stirring at room temperature for 3 h.

[0222] The reaction mixture was cooled to 0° C. and 5 mL of H2O, 5 mL of NaOH, and 15 mL of H2O were added in that order.

[0223] The suspension was stirred at room temperature and then treated with MgSO4. After stirring for 30 min, the white solid was filtered off through Celite and washed with Et2O. The volatiles were removed under reduced pressure to give the crude desired alcohol as a viscous pale yellow oil.

[0224] The residue was purified by Kugelrohr distillation to give the pure alcohol 2-(hydroxymethyl)-2,5-dimethyl-2,3-dihydro-1H-inden-1-one as a colorless oil (31.3 g, 98% yield). [Table 16]

[0225] [(4aR,9bR)-4a,7-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin-2-one] 1,1'-Carbonyldiimidazole (4.5 g, 28 mmol, 1.5 equiv.) and N,N-dimethylpyridin-4-amine (0.57 g, 5 mmol, 0.25 equiv.) were dissolved in 88 mL of dichloromethane. The resulting solution was added dropwise over 30 min to a solution of 2-(hydroxymethyl)-2,5-dimethyl-2,3-dihydro-1H-inden-1-one in 88 mL of dichloromethane. The resulting clear mixture was stirred at room temperature overnight.

[0226] The mixture was poured into water, the layers were separated, and the aqueous layer was extracted three times with dichloromethane. The combined organic layers were washed with brine, dried over MgSO4, and concentrated under reduced pressure to give a crude pale yellow solid.

[0227] The crude product was purified by flash column chromatography on silica gel to give the desired product (4aR,9bR)-4a,7-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin-2-one as a viscous oil (1.24 g, 31% yield). [Table 17]

[0228] [6-Methyl-1-oxo-2,3-dihydro-1H-indene-2-carboxylate] A three-neck flask was charged with NaH (10.9 g, 250 mmol, 3.8 equiv.), followed by the addition of 95 mL of anhydrous THF. The resulting mixture was stirred at 0° C. (ice bath) and then dimethyl carbonate (47.8 g, 526 mmol, 8.0 equiv.) was added, followed by the addition of a solution of sodium tert-butoxide (0.63 g, 6.57 mmol, 0.1 equiv.) and 6-methyl-indanone (9.8 g, 66 mmol, 1.0 equiv.) in 35 mL of anhydrous THF. The reaction mixture gradually turned yellowish and then brownish. Upon complete addition, the ice bath was removed and the reaction mixture was stirred at room temperature overnight. Additional excess NaH (10.9 g, 250 mmol, 3.8 equiv), NaOtBu (0.63 g, 6.57 mmol, 0.1 equiv) and dimethyl carbonate (47.8 g, 526 mmol, 8.0 equiv) were added and the mixture was heated at 40-42° C. for 2 h. The reaction mixture was stirred at room temperature overnight.

[0229] The reaction mixture was cooled to 0° C. and quenched by the addition of MeOH (60 mL), water (60 mL) and 1M aqueous HCl (90 mL). The aqueous layer was extracted three times with EtOAc. The combined organic layers were washed twice with water and twice with brine, dried over MgSO4, filtered and concentrated under reduced pressure.

[0230] Flash column chromatography on silica gel afforded methyl 6-methyl-1-oxo-2,3-dihydro-1H-indene-2-carboxylate as a brownish crystalline product (8.04 g, 60% yield).

[0231] [1-Hydroxy-6-methyl-2,3-dihydro-1H-indene-2-carboxylate methyl] A solution of methyl 6-methyl-1-oxo-2,3-dihydro-1H-indene-2-carboxylate (8 g, 39 mmol, 1.0 equiv.) in 100 mL of methanol was cooled at 0° C. and NaBH4 (1.5 g, 39 mmol, 1.0 equiv.) was added portionwise. The mixture was then stirred at 0° C. for 2 h and at room temperature for an additional 1 h, after which GC analysis indicated complete conversion of the starting ketone. The reaction was quenched by careful addition of saturated NH4Cl and water.

[0232] The aqueous solution was extracted three times with EtOAc (total 500 mL). The combined organic layers were washed with water, brine, dried over MgSO4, filtered and the solvent was removed under reduced pressure to give a pale orange crude oil.

[0233] Flash column chromatography on silica gel afforded the desired 1-hydroxy-6-methyl-2,3-dihydro-1H-indene-2-carboxylic acid hydroxy ester methyl ester as a pale yellow oil (7.02 g, 86% yield).

[0234] [2-(hydroxymethyl)-6-methyl-2,3-dihydro-1H-inden-1-ol] A three-neck flask was charged with LiAlH4 pellets (1.81 g, 48 mmol, 1.4 equiv.) under N2, followed by the addition of 100 mL of anhydrous Et2O. The mixture was stirred at room temperature until the LiAlH4 pellets were completely dissolved. The resulting suspension was cooled at 0 °C, and a solution of 1-hydroxy-6-methyl-2,3-dihydro-1H-indene-2-carboxylic acid hydroxyester methyl in 80 mL of anhydrous Et2O was added dropwise over 1 h.

[0235] GC analysis showed complete conversion of starting material.

[0236] The reaction mixture was cooled to 0° C. and 3 mL of H2O, 1.5 mL of 15% w / w NaOH, and 3 mL of H2O were carefully added in that order.

[0237] The suspension was stirred at room temperature and treated with MgSO4. After stirring for 30 min, the white solid was filtered off through Celite and washed several times with dichloromethane and EtOAc. The organic solution was concentrated under reduced pressure to give 2-(hydroxymethyl)-6-methyl-2,3-dihydro-1H-inden-1-ol as a pale yellow solid (4.35 g, 69% yield).

[0238] [(4aR,9bS)-8-Methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine] A two-neck flask was charged with the diol 2-(hydroxymethyl)-6-methyl-2,3-dihydro-1H-inden-1-ol (0.98 g, 5.5 mmol, 1.0 equiv.) and 11 mL of dichloromethane under N2. Paraformaldehyde (0.17 g, 5.5 mmol, 1.0 equiv.) was added followed by pTsOH.H2O (1.05 g, 5.5 mmol, 1.0 equiv.) and the mixture was stirred at 35° C. for 1 h. The organic mixture was washed with saturated aqueous NaHCO3. The aqueous layer was extracted three times with ether and the combined organic layers were washed twice with brine, dried over MgSO4, filtered, and concentrated under reduced pressure.

[0239] Flash column chromatography on silica gel followed by Kugelrohr distillation gave (4aR,9bS)-8-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine as a colorless solid (0.67 g, 64% yield). [Table 18]

[0240] [Formic acid (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methyl] A mixture of acetic anhydride (1.9 ml, 20 mmol, 4.35 equiv) and formic acid (0.74 ml, 20 mmol, 4.35 equiv) was stirred at 50° C. for 10 min and then cooled to 0° C. (2,5-Dimethyl-2,3-dihydro-1H-inden-2-yl)methanol (0.84 g, 97% purity, 4.6 mmol) was added and the mixture was stirred at room temperature for 3.5 h. The mixture was concentrated under reduced pressure and the residue was evaporated twice from toluene to give a colorless liquid. Kugelrohr distillation gave (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methyl formate as an oil (0.89 g, 89% yield). [Table 19]

[0241] [2,5-Dimethyl-2,3-dihydro-1H-indene-2-carboxylic acid] A three-neck flask was charged under N2 with tetrabutylammonium bromide (0.915 g, 2.84 mmol, 0.1 equiv) and PIPO (0.170 g, 0.58 mmol, 0.02 equiv) followed by the addition of 12.5 mL of EtOAc. The mixture was stirred at room temperature for 5 min, and then (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol (5.0 g, 28.4 mmol, 1.0 equiv) was added. The reaction mixture was continued to stir at room temperature and NaOCl (36.4 g, 70.9 mmol, 2.5 equiv) was added dropwise over 6.5 h.

[0242] The layers were separated. The aqueous layer was treated with aqueous HCl and extracted twice with EtOAc. The combined organic layers were washed with a 5% solution of NaOH, dried over MgSO4, filtered, and concentrated under reduced pressure to give the carboxylic acid, 2,5-dimethyl-2,3-dihydro-1H-indene-2-carboxylic acid, as a white solid after acid-base extraction (2.25 g, 87% purity, 36% yield). [Table 20]

[0243] 5-(tert-butyl)-1,3-dihydrospiro[indene-2,3′-oxetane] was prepared using 1,2-bis(bromomethyl)-4-(tert-butyl)benzene and diethyl malonate as starting materials as described for the synthesis of 1,3-dihydrospiro[indene-2,3′-oxetane] in J. Org. Chem. 1982, 47, 3090-3094. [Table 21]

Claims

1. a compound of formula (I) in the form of any one of its stereoisomers or a mixture thereof, optionally at least one arthropod control co-ingredient, (provided that when said arthropod is an insect, the compounds of formula (I) exclude dihydroindenyl-2,4-dioxane and magnolan). 【Chemistry 1】 [In the formula, n represents 1 or 2; X is CH ２ represents a group, a CH(OH) group or a C═N—OH group, R １ is a CN group, CHR ７ OR ８ Group or COR ９ represents a group, R ７ is a hydrogen atom or a methyl group, R ８ is a hydrogen atom; a hydroxyl group or C １～３ C optionally substituted with an alkoxy group １～３ Hydrocarbon group; C ３～１０ Trialkylsilyl group or COR ９ It is based on R ９ is a hydrogen atom, a hydroxyl group, C １～３ Alkoxy group, C １～８ a hydrocarbon group or a phenyl group, １～３ may be substituted with 1 to 3 groups selected from among alkyl, alkoxy or amine groups; R ２ is a hydrogen atom, a methyl group, an ethyl group, or a CH ２ represents an OH group, R ３ is a hydrogen atom or C １～５ Hydrocarbon group or C １～３ represents an alkoxy group, R ４ , R ５ and R ６ are each independently a hydrogen atom or C １～５ Alkyl group or C ２～５ represents an alkenyl group, or R １ and R ２ When they are combined, CH ２ -O-CH ２ represents a group, or X and R １ When taken together, they form CH—O—C(═O)—O—C(R １０ ) ２ group or CH—O—C(R １０ ) ２ -O-C(R １０ ) ２ represents a group, R １０ are each independently a hydrogen atom or C １～３ represents an alkyl group, However, this does not include the case where n is 2, X is a CH 2 group, R 1 is a CHR 7 OR 8 group, R 8 is a COR 9 group, and R 9 is a cyclopropyl group.

2. The arthropod control composition of claim 1 , wherein the arthropod is an insect.

3. 2. The arthropod control composition of claim 1, wherein the arthropod is an arachnid.

4. The arthropod control composition according to any one of claims 1 to 3, wherein the composition comprises the compound of formula (I) in an amount of 0.02 to 80% by weight, based on the total weight of the composition.

5. N,N-diethyl-3-methylbenzamide (DEET), ethyl butyl acetylaminopropionate (IR3535); para-menthane-3,8-diol (PMD); 1-(1-methylpropoxycarbonyl)-2-(2-hydroxyethyl)piperidine (icaridin);Cedarwood Oil (China), Cedarwood Oil (Texas), Cedarwood Oil (Virginia), Cinnamon Oil, Citronella Oil, Clove Oil, Mint Oil, Java Citronella Oil, Fractionated, Hydrated, Cyclized Decanoic Acid, Lemon Eucalyptus Oil and Citronellal, Hydrated, Cyclized Lemon Eucalyptus Oil, Hydrated, Cyclized Eugenol, Garlic Oil, Geraniol, Geranium Oil, Lavender, Lavandula Hybrida Extract / Lavandin Oil, Lemon Oil, Lemongrass Oil, Neem Extract, Mint Extract, Metofluthrin, Mixture of Cis- and Trans-p-Menthane-3,8-Diol, N,N-Diethyl-meta-toluamide, Nonanoic Acid, Peppermint Oil, Pyrethrins and Pyrethroids, Rosemary Oil, Spearmint Oil, Thyme Oil, Wintergreen Oil, 2,3,4,5-Bis(butyl-2-ene)tetrahydrofurfural (MGK Repellent 11), Cineole, Cinnamaldehyde, Citral, Citronellal, Citronellol, Citronella Javanese Oil, Coumarin, Dibutyl Phthalate, Diethyl Phthalate, Dimethyl Anthranilate, Dimethyl Phthalate, Ethyl Vanillin, Eucalyptus Oil, Delta-Octalactone, Delta-Nonalactone, Delta-Decalactone, Delta-Undecalactone, Delta-Dodecalactone, Gamma-Octalactone, Gamma-Nonalactone, Gamma-Decalactone, Gamma-Undecalactone, Gamma-Dodecalactone, Hydroxycitronellal, Lime Oil, Limonene, Linalool, Methyl Anthranilate, Isopropyl Alcohol Mint, mint oil, peppermint, spearmint, myrcene, neem oil, sabinene, β-caryophyllene, (1H-indol-2-yl)acetic acid, anethole, anise oil, basil oil, bay oil, camphor, ethyl salicylate, evergreen oil (pine oil), (1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)methyl (1R-trans)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate (d-tetramethrin), (RS)-3-allyl-2-methyl-4-oxocyclopent-2-enyl-(1R,3R;1R,3S)-2,2-dimethyl-3-(2-methylprop-1-enyl)-cyclopropanecarboxylate (mixture of four isomers, 1R trans, 1R:1R trans, 1S:1R cis, 1R:1R cis, 1S 4:4:1:1) (d-allethrin), (RS)-α-cyano-3-phenoxybenzyl-(1RS)-cis,trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate (cypermethrin), 2-methyl-4-oxo-3-(prop-2-ynyl)cyclopent-2-en-1yl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate (prallethrin), acetamiprid, azadirachtin, bendiocarb, bifenthrin, boric acid, chlorpyrifos 5. The arthropod control composition according to any one of claims 1 to 4, comprising at least one arthropod control co-ingredient selected from the group consisting of sucrose, deltamethrin, diazinon, dichlorvos, eugenol, fipronil, imidacloprid, linalool, malathion, maltodextrin, neem extract, metofluthrin, nicotine, permethrin, pyrethrins and pyrethroids, rotenone, silicon dioxide (silicon dioxide / diatomaceous earth), S-methoprene, spinosad (spinosyn A), spinosyn D, tetramethrin, transfluthrin;

6. The arthropod control composition according to any one of claims 1 to 5, comprising N,N-diethyl-3-methylbenzamide (DEET), ethyl butyl acetylaminopropionate (IR3535), para-menthane-3,8-diol (PMD) or 1-(1-methylpropoxycarbonyl)-2-(2-hydroxyethyl)piperidine (icaridin).

7. 7. The arthropod control composition of claim 1, further comprising at least one arthropod control co-ingredient that contributes to both the arthropod control activity and the olfactory properties of the composition.

8. The at least one arthropod control co-ingredient is - a family of acid aroma raw materials selected from the group consisting of pentanoic acid to dodecanoic acid, - a family of alkene fragrance raw materials selected from the group consisting of 1-isopropyl-4-methyl-1,3-cyclohexadiene, 4-isopropenyl-1-methylcyclohexene, 4-isopropylidene-1-methylcyclohexene and beta-ocimene, the alcohol and phenol aroma raw materials family selected from the group consisting of 1-decanol, 2-methyl-4-phenyl-2-butanol, 8-p-menthen-2-ol, 3,4-dimethylphenol, 3,7-dimethyl-2,6-octadien-1-ol, 2-isopropylphenol, 2-methoxy-4-vinylphenol, 1,8-p-menthadien-7-ol, 4-ethylphenol, 4-methylphenol, 4-(trimethyl-1-cyclohexen-1-yl)-2-butanone and 2,5,5-trimethyl-1,2,3,4,4a,5,6,7-octahydro-2-naphthalenol, the family of aldehyde fragrance raw materials selected from the group consisting of decanal, 2-nonenal, 5-ethyl-2-methylnonanal, 3-phenylpropanal, 7-hydroxy-3,7-dimethyloctanal, 2-decenal, 4-hexenal, 8-nonenal, 2-pentenal, 2,4-nonadienal, 2,6-dimethyl-5-heptenal, 2-octenal and 2,6-nonadienal, - the amine fragrance raw materials family selected from the group consisting of methyl 2-aminobenzoate, ethyl 2-aminobenzoate, 3-methylbutylamine, 1-(2-aminophenyl)-1-ethanone and 3-methylindole; - 2-hexylidene-1-cyclopentanone, 3-methyl-2-(pentyloxy)-2-cyclopenten-1-one, 1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one, octalactone, nonalactone, decalactone, undecalactone, dodecalactone, 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-buten-1-one, 1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one, {3-oxo-2- [(2Z)-2-penten-1-yl]cyclopentyl}methyl acetate, 2-hexyl-3-oxocyclopentane-1-carboxylate, 6-methyl-5-hepten-2-one, 3-methyl-2-[2-penten-1-yl]-2-cyclopenten-1-one, 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, 2-hydroxy-3-methyl-2-cyclopenten-1-one, 4-(2-methyl-2-propanyl)cyclohexanone, 5-methyltricyclo[6.2.1.0 ２，７ ] a family of ketone fragrance raw materials selected from the group consisting of undecan-4-one, 2,2,6-trimethylcyclohexanone and (1R)-cis-3-oxo-2-pentyl-1-cyclopentane methyl acetate; - the ester fragrance raw materials family selected from the group consisting of allyl 3-phenyl-2-propenoate, 3-phenyl-2-propenyl 3-phenyl-2-propenoate, 1,5-dimethyl-1-vinyl-4-hexenyl 3-phenylpropenoate, ethyl 3-phenyl-2-propenoate, isobutyl 3-phenyl-2-propenoate, 2-phenylethyl 2-butenoate, 2-phenylethyl 3-methyl-2-butenoate, methyl 3-hexenoate and 2-phenylethyl 2-methyl-2-butenoate; - trimethyl-13-oxabicyclo[10.1.0]trideca-4,8-diene, 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane and 3,4'-dimethylspiro[oxirane-2,9'-tricyclo[6.2.1.0 ２，７ ]undec[4]ene family of ether, epoxide and acetal fragrance raw materials; - 4-nonanolide, 3-propylidene-2-benzofuran-1(3h)-one, 3-butylidene-1-benzo[C]furanone, 6-pentyltetrahydro-2H-pyran-2-one, 6-propyltetrahydro-2H-pyran-2-one, 2-chromenone, 8-oxatricyclo[5.3.1.0(2,6)]undecane-9-one, 6-pentyloxan-2-one, ethylidene-3-oxatricyclo[6.2.1.0 ２，７ a family of lactone fragrance raw materials selected from the group consisting of 1-oxaspiro[4.5]decan-4-one, 8-decen-5-olide, 5-nonanolide, 5-butyloxolan-2-one, 2-chromanone, 1-oxaspiro[4.5]decan-2-one and 6-hexyltetrahydro-2H-pyran-2-one; - the N-heteroaromatic fragrance raw materials family selected from the group consisting of 1-(2-pyridyl)-1-ethanone, 3-(1-butenyl)pyridine, 1-(3-pyridyl)-1-ethanone, 3-ethylpyridine, butylquinoline, 2-isobutylquinoline, 2-ethyl-3-methylpyrazine, 4-(4,8-dimethyl-3,7-nonadien-1-yl)pyridine, 5-methylquinoxaline and 6-methylquinoline; - a complex mixture fragrance raw material family selected from the group consisting of artemisia oil, calamus oil, chamomile oil, lemongrass oil, magnolia oil, tansy oil, pennyroyal oil, patchouli oil and birch oil; - mixtures thereof.

9. Based on the total weight of the composition, - when present in the composition, the acid fragrance raw materials family is present in an amount of 0.002 to 0.007% by weight; - when present in the composition, the alkene fragrance raw material family is in an amount of 0.2 to 16% by weight; - when present in the composition, the members of the alcohol or phenol fragrance raw material family are present in an amount of 0.15 to 4% by weight; - when present in the composition, the aldehyde fragrance raw material family is present in an amount of 0.001 to 30% by weight; - when present in the composition, the amine fragrance raw material family is in an amount of 0.01 to 3% by weight; - when present in the composition, the ketone fragrance raw material family is in an amount of 0.001 to 15% by weight; - the ether, epoxide and acetal fragrance raw material families, when present in the composition, in an amount of 0.002 to 20% by weight; - when present in the composition, the lactone fragrance raw material family is present in an amount of 0.002 to 65% by weight; - when present in the composition, the N-heteroaromatic fragrance raw material family is in an amount of 0.002 to 5% by weight; The arthropod control composition of claim 8, wherein the members of the complex blend fragrance raw material family, if present in the composition, are in an amount of 0.002 to 10% by weight.

10. The compound of formula (I) is 2,3-dihydro-1H-indene-2-carbonitrile, (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol, (4aRS,9bRS)-4a,7-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4aRS,9bRS)-2,4a,7-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4aSR,9bSR)-2,4a,7-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, Indeno[1,2-d][1,3]dioxine, (2-methyl-1,3-dihydroinden-2-yl)methanol, 2,3-dihydro-1H-inden-2-ylmethanol, (2RS,4aRS,9bSR)-2-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4aSR,9bRS)-2-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (4aRS,9bSR)-2,2-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1, 3]dioxin, (2,4,6-trimethyl-2,3-dihydro-1H-inden-2-yl)methanol, 5-(tert-butyl)-1,3-dihydrospiro[indene-2,3'-oxetane], 4A,8-dimethyl-indano[1,2-d]-1,3-dioxan-2-one, 1-(2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)ethanone, (5-methyl-2,3-dihydro-1H-inden-2-yl)methanol, (4aRS,9bSR)-8-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1, 3]dioxin, (2RS,4aRS,9bSR)-2-ethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin, (2RS,4aSR,9bRS)-2-ethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin, (2R,4aS,9bS)-2,4a,8-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin, 1-(2,5-dimethyl-2-indanyl)-1-ethanol, (2RS,4aRS,9bSR)-2,8-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4aSR,9bRS)-2,8-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4aSR,9bSR)-2,4a-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (4aRS,9bRS)-4a ,8-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, 1-(2,4,5-trimethyl-2,3-dihydro-1H-inden-2-yl)ethanone, (2RS,4aRS,9bSR)-2-ethyl-8-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4aSR,9bRS)-2-ethyl 4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (4aRS,9bRS)-2,2,4a,8-tetramethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, 5-tert-butyl-indan-2-spiro-3'-oxetane, (2,6-dimethyl-1,2,3,4-tetrahydro-2-naphthalene The arthropod control composition according to any one of claims 1 to 9, wherein the aryl group is selected from the group consisting of (4aRS,9bRS)-2,2,4a-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin, (4aRS,9bRS)-2,2,4a,7-tetramethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin, and (4aRS,9bRS)-2,2,4a,7-tetramethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin.

11. A method for controlling arthropods comprising contacting the arthropods directly or with the vapor of a composition as defined in any one of claims 1 to 10 or a compound of formula (I) as defined in any one of claims 1 or 10.

12. 13. Use of a composition as defined in any one of claims 1 to 10 or a compound of formula (I) as defined in any one of claims 1 or 10 for controlling arthropods.

13. 13. An arthropod control composition as defined in any one of claims 1 to 10, or an arthropod control article comprising a compound of formula (I) as defined in any one of claims 1 or 10.

14. 14. The arthropod control article of claim 13, wherein the article is a consumer product.

15. The compound is, for example, (4aRS,9bRS)-4a,7-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4aRS,9bRS)-2,4a,7-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2RS,4aSR,9bSR)-2,4a,7-trimethyl-4,4a,5,9b- 2. A compound of formula (I) as defined in claim 1, selected from tetrahydroindeno[1,2-d][1,3]dioxine, (4aRS,9bSR)-8-methyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine, (2R,4aS,9bS)-2,4a,8-trimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine.

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