JP2014097933A - Agrochemical composition and method of promoting growth of plants - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a method of promoting growth of plants.SOLUTION: There is provided an agrochemical composition containing a compound represented by the formula (1), i.e. 4-(trifluoromethyl)benzo[b]thiophene-2-carboxylic acid methyl, 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylic acid methyl, 6-(trifluoromethyl)benzo[b]thiophene-2-carboxylic acid methyl, 7-(trifluoromethyl)benzo[b]thiophene-2-carboxylic acid methyl, 4-(trifluoromethyl)benzo[b]thiophene-2-carboxylic acid ethyl, 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylic acid ethyl, 6-(trifluoromethyl)benzo[b]thiophene-2-carboxylic acid ethyl, or 7-(trifluoromethyl)benzo[b]thiophene-2-carboxylic acid ethyl, and at least one active compound selected from a group (A).

Description

  The present invention relates to an agrochemical composition and a method for promoting plant growth.

  Some chemical substances are known to show the effect of promoting the growth of plants by being applied to plants. For example, aminolevulinic acid exhibits a growth promoting effect on plants by its application.

"Biosynthesis, biotechnological production and applications of 5-aminolevulinic acid" K. Sasaki et al., (2002) Applied Microbial Biotechnology 58: pp. 23-29 The Pesticide Manual (Fightenent Edition) (2009), British Crop Production Council (ISBN: 978-1-901396-18-8)

  This invention makes it a subject to provide the outstanding agrochemical composition etc. which promote the growth of a plant.

［式中、Ｒ^a、Ｒ^b、Ｒ^c及びＲ^dのいずれか一がトリフルオロメチル基を、その他は水素原子を表し、Ｒ^eはメチル基又はエチル基を表す。］
で示される化合物又はその農学的に許容される塩と、群（Ａ）より選ばれる少なくとも１種の活性化合物とを含有する農薬組成物。
群（Ａ）：アブシジン酸、サイトカイニン、ジベレリン、エチレン阻害剤、オーキシン、サリチル酸誘導体、ジャスモン酸誘導体、ストリゴラクトン、式（２）

［式中、Ｒ^１はフェニル基、ナフチル基又は芳香族複素環基を示し、該フェニル基、該ナフチル基及び該芳香族複素環基はハロゲン原子、水酸基、シアノ基、ニトロ基、ハロゲン原子で置換されていてもよい炭素数１〜６のアルキル基、ハロゲン原子で置換されていてもよい炭素数１〜６のアルコキシ基、ハロゲン原子で置換されていてもよい炭素数１〜６のアルキルチオ基、ハロゲン原子で置換されていてもよい炭素数２〜６のアルケニル基、ハロゲン原子で置換されていてもよい炭素数２〜６のアルキニル基、アミノ基、炭素数１〜６のアルキルアミノ基及びジ（炭素数１〜６のアルキル）アミノ基から選ばれる１〜５個の基で置換されていてもよく、
Ｒ^２は水酸基、アミノ基又は炭素数１〜６のアルコキシ基を示し、
Ｘは炭素数１〜６のアルキレン基を示し、
Ｙは炭素数１〜６のアルキレン基又は炭素数１〜６のアルケニレン基を示す。］
で示される化合物、および、薬害軽減剤。
［２］式（１）で示される化合物が４-（トリフルオロメチル）ベンゾ[ｂ]チオフェン−２−カルボン酸メチルである前項［１］に記載の農薬組成物。
［３］式（１）で示される化合物と、群（A）より選ばれる少なくとも１種の活性化合物との含有量の比が、重量比で１００：１〜１：１００である前項［１］から［８］のいずれか一に記載の農薬組成物。
［４］前項［１］から［３］のいずれか一に記載の農薬組成物の有効量を、植物種子に付着又は含浸させる工程、及び、該植物種子を播種する工程を有する、該植物の生長を促進する方法。
［５］前項［１］から［３］のいずれか一に記載の農薬組成物を含有する種子処理剤。
［６］前項［１］から［３］のいずれか一に記載の農薬組成物の有効量が付着又は含浸されてなる植物種子。
［７］植物種子の種類がトウモロコシ、ワタ、ダイズ、テンサイ、ナタネ、コムギ又はイネの種子である［６］記載の植物種子。
［９］植物の生長を促進するための、前項［１］から［３］のいずれか一に記載の農薬組成物の使用。 As a result of intensive studies, the present inventors contain, as an active ingredient, a compound represented by the following formula (1) or an agriculturally acceptable salt thereof and at least one active compound selected from the group (A). It has been found that the growth of the plant is promoted by applying the agricultural chemical composition to the plant, and the present invention has been achieved.
That is, the present invention is as follows.
[1] Formula (1)

Wherein, R ^a, R ^b, any one of R ^c and R ^d is a trifluoromethyl group and others represent a hydrogen atom, R ^e represents a methyl group or an ethyl group. ]
Or an agriculturally acceptable salt thereof, and at least one active compound selected from the group (A).
Group (A): Abscisic acid, cytokinin, gibberellin, ethylene inhibitor, auxin, salicylic acid derivative, jasmonic acid derivative, strigolactone, formula (2)

[Wherein R ¹ represents a phenyl group, a naphthyl group or an aromatic heterocyclic group, and the phenyl group, the naphthyl group and the aromatic heterocyclic group are each a halogen atom, a hydroxyl group, a cyano group, a nitro group or a halogen atom. An optionally substituted alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms that may be substituted with a halogen atom, and an alkylthio group having 1 to 6 carbon atoms that may be substituted with a halogen atom , An alkenyl group having 2 to 6 carbon atoms which may be substituted with a halogen atom, an alkynyl group having 2 to 6 carbon atoms which may be substituted with a halogen atom, an amino group, an alkylamino group having 1 to 6 carbon atoms, and May be substituted with 1 to 5 groups selected from di (C1-6 alkyl) amino groups,
R ² represents a hydroxyl group, an amino group or an alkoxy group having 1 to 6 carbon atoms,
X represents an alkylene group having 1 to 6 carbon atoms,
Y represents an alkylene group having 1 to 6 carbon atoms or an alkenylene group having 1 to 6 carbon atoms. ]
And a safener.
[2] The agricultural chemical composition according to [1], wherein the compound represented by the formula (1) is methyl 4- (trifluoromethyl) benzo [b] thiophene-2-carboxylate.
[3] The preceding item [1], wherein the ratio of the content of the compound represented by the formula (1) and at least one active compound selected from the group (A) is 100: 1 to 1: 100 by weight. To [8]. The agricultural chemical composition according to any one of [8].
[4] The plant comprising the steps of adhering or impregnating a plant seed with an effective amount of the agricultural chemical composition according to any one of [1] to [3], and sowing the plant seed. A way to promote growth.
[5] A seed treatment agent containing the agrochemical composition according to any one of [1] to [3].
[6] A plant seed obtained by adhering or impregnating an effective amount of the agricultural chemical composition according to any one of [1] to [3].
[7] The plant seed according to [6], wherein the plant seed is a seed of corn, cotton, soybean, sugar beet, rapeseed, wheat or rice.
[9] Use of the agrochemical composition according to any one of [1] to [3] above to promote plant growth.

  The agrochemical composition of the present invention has an excellent effect of promoting growth on plants.

［式中、Ｒ^a、Ｒ^b、Ｒ^c及びＲ^dは前記と同じ意味を表す。］
で示される化合物（以下、本縮合環化合物と記す）と、群（Ａ）より選ばれる少なくとも１種の活性化合物（以下、本活性化合物と記す）とを含有する農薬組成物（以下、本発明組成物と記す）である。
群（Ａ）：アブシジン酸、サイトカイニン、ジベレリン、エチレン阻害剤、オーキシン、サリチル酸誘導体、ジャスモン酸誘導体、ストリゴラクトン、前記式（２）で示される化合物、及び、薬害軽減剤。 The agrochemical composition of the present invention is represented by the formula (1)
[1] The following formula (1)

[Wherein, R ^a , R ^b , R ^c and R ^d represent the same meaning as described above. ]
Agrochemical composition (hereinafter referred to as the present invention) comprising a compound represented by formula (hereinafter referred to as the present condensed ring compound) and at least one active compound selected from the group (A) (hereinafter referred to as the present active compound). (Referred to as a composition).
Group (A): abscisic acid, cytokinin, gibberellin, ethylene inhibitor, auxin, salicylic acid derivative, jasmonic acid derivative, strigolactone, compound represented by the above formula (2), and safener.

［式中、Ｒ^a、Ｒ^b、Ｒ^c、Ｒ^d及びＲ^eの組み合わせは、［表１］に示されるいずれかの組合せを示す。］ Next, specific examples of the present condensed ring compound are shown.
Specific examples of the present condensed ring compound include compounds in which R ^a , R ^b , R ^c , R ^d and R ^e in the formula (1) are combinations of groups shown in Table 1 (present condensed ring compound 1 to present condensed ring). Ring compounds 8).

[Wherein, the combination of R ^a , R ^b , R ^c , R ^d, and R ^e represents any combination shown in [Table 1]. ]

次に、本活性化合物、即ち群（Ａ）に含まれる各活性化合物について説明する。尚、以下の説明において、※に続く数字はペスティサイドマニュアル（Ｔｈｅ Ｐｅｓｔｉｃｉｄｅ Ｍａｎｕａｌ）Ｆｉｆｔｅｅｎｔｈ Ｅｄｉｔｉｏｎ（２００９）、Ｂｒｉｔｉｓｈ Ｃｒｏｐ Ｐｒｏｄｕｃｔｉｏｎ Ｃｏｕｎｃｉｌ（ＩＳＢＮ：９７８−１−９０１３９６−１８−８）に、記載された化合物のエントリー番号を意味する。また、ペスティサイドマニュアルは特記しない限り、Ｆｉｆｔｅｅｎｔｈ Ｅｄｉｔｉｏｎ（２００９）である。

Next, the active compound, that is, each active compound included in the group (A) will be described. In the following description, the numbers following * are the compounds described in the Pesticide Manual, Fifteenth Edition (2009), and the British Crop Production Council (ISBN: 978-1-901396-18-8). Means the entry number. Further, unless otherwise specified, the pestiside manual is Fifteenth Edition (2009).

Abscisic acid (CAS registration number 14375-45-2) includes stereoisomers such as optical isomers based on asymmetric carbon atoms such as (S)-(+)-abscisic acid (CAS registration number 21293-29-8). Isomers such as isomers and tautomers, and also a mixture of these isomers, but the present invention uses abscisic acid containing any isomer alone or in any isomer ratio. be able to. In the present invention, abscisic acid can also be used in the form of an agriculturally acceptable salt.
Examples of abscisic acid include compounds described as entry number 2 in the Pesticide Manual.
The abscisic acid can use what is marketed, for example, can be purchased as a reagent from Wako Pure Chemical Industries Ltd. etc. The (S)-(+)-form of abscisic acid can be purchased as a reagent from, for example, Sigma-Aldrich Corporation.

Cytokinins include, for example, trans-zeatin and N6- (δ-2-isopentenyl) adenine, which are cytokinins present in plants, and kinetin (* 225), benzylaminopurine (* 79), 1 , 3-diphenylurea, forchlorfenuron (* 428), thidiazuron (* 842), chlorfenuron (CPPU), dihydrozeatin and the like.
In the present invention, cytokinin can also be used in the form of an agriculturally acceptable salt. A commercially available cytokinin can be used.

本発明において、ジベレリンは農学上許容される塩の形態で使用することもできる。
ジベレリンA３は市販されているものを使用することができ、例えば和光純薬工業株式会社等から試薬として購入できる。 Examples of gibberellins include gibberellin A (also called GA ₃ or gibberellic acid) (* 441) represented by formula (3) and a mixture (* 442) of gibberellin A4 and gibberellin A7.

In the present invention, gibberellin can also be used in the form of an agriculturally acceptable salt.
Commercially available gibberellin A3 can be used, and can be purchased as a reagent from Wako Pure Chemical Industries, Ltd., for example.

Ethylene inhibitors include ethylene biosynthesis inhibitors and ethylene receptor inhibitors. For example, 1-methylcyclopropene (* 577), N-acetylaminoethoxyvinylglycine (aviglycine) (* 44), aminooxyacetic acid (AOA), silver nitrate and cobalt chloride.
In the present invention, the ethylene inhibitor may be used in the form of an agriculturally acceptable salt.
These ethylene inhibitors can use what is marketed.

Examples of auxins include natural auxin, indole acetic acid (* 490), and methyl and ethyl esters thereof; 4-chloroindole-3-acetic acid, and methyl esters thereof; synthetic auxin, 4-chlorophenoxyacetic acid (4-CPA) (* 188), 2- (3-chlorophenoxy) propionic acid (CPA) (* 172), 2,4-dichlorophenoxyacetic acid (2,4-D) (* 226), 4- ( 4-chloro-2-methylphenoxy) butyric acid (MCPB) (* 537), indole-3-butyric acid (* 491), dichloroprop (* 252), 4-chloro-2-methylphenoxyacetic acid thioethyl (MCPA thioethyl) (* 536) 2- (1-naphthyl) acetamide (* 606), ethiclozate (* 339), cloxiphonate (* 177), 2,5-dichloroindole-3-acetic acid, and 5,6-dichloroindole-3-acetic acid. In the present invention, as synthetic auxin, maleic acid hydrazide (* 528), 4-chlorophenoxyisobutyric acid, 2,3,5-triiodobenzoic acid, 5,7-dichloroindole-3-isobutyric acid, 3-indolyl -3-Trifluoromethylpropionic acid may be included.
These auxins can use what is marketed.

Examples of the salicylic acid derivative include salicylic acid (CAS registration number 69-72-7) and methyl salicylate (CAS registration number 119-36-8) which exists naturally as a methyl ester thereof.
In the present invention, salicylic acid can also be used in the form of an agriculturally acceptable salt.
As these salicylic acid derivatives, commercially available ones can be used.

Examples of the jasmonic acid derivative include (-)-jasmonic acid (CAS registration number 6894-38-8), and methyl jasmonate (CAS registration number 39924-52-2) that exists naturally as its methyl ester. Can be mentioned.
In the present invention, jasmonic acid can be used in the form of an agriculturally acceptable salt.
As these jasmonic acid derivatives, commercially available ones can be used.

Strigolactones include, for example, (+)-strigol ((+)-Strigol) (CAS registration number .11017-56-4), (+)-deoxystrigol ((+)-5-Deoxystrigol) ( CAS registration number 151716-18-6), (+)-Orobanchol ((+)-Orobanchol) (CAS registration number 220493-65-2), (+)-Sorgolactone ((+)-Sorgolactone) (CAS registration number) 141262-39-7) and their acetylated form.
In the present invention, strigolactone can also be used in the form of an agriculturally acceptable salt.
A commercially available strigolactone can be used. Further, it can be produced by the method described in NATURE (2008) Vol. 455, pp.195-220.

Examples of the compound represented by the formula (2) include 4-oxo-4- (2-phenylethyl) aminobutyric acid (hereinafter sometimes referred to as compound a), 4-oxo-4- (4-phenylbutyl). ) Methyl aminobutyrate (hereinafter sometimes referred to as compound b), methyl 4-oxo-4- (2-phenylethyl) aminobutyrate (hereinafter sometimes referred to as compound c), 4-oxo-4- ( 4-phenylbutyl) aminobutyric acid (hereinafter sometimes referred to as compound d), 5-oxo-5- [2- (3-indolyl) ethyl] aminovaleric acid (hereinafter sometimes referred to as compound e), 5-oxo-5-[(1-naphthyl) methyl] aminovaleric acid (hereinafter sometimes referred to as compound f), methyl 4-oxo-4- [2- (4-iodophenyl) ethyl] aminobutyrate ( Hereinafter, it may be referred to as compound g).
In the present invention, the compound represented by the formula (2) can also be used in the form of an agriculturally acceptable salt.
The compound represented by the formula (2) is a compound described in Japanese Patent No. 4087942 or JP-A-2001-139405, and can be produced by, for example, a method described in the publication.

  Examples of the safeners include compounds exemplified in the following table.

Cyprosulfamide can be produced, for example, by the method described in US Pat. No. 6,251,827.
Benoxacol, croquintoset mexil, ciomethrinyl, dichlormid, fenchlorazole ethyl, fenchlorim, flurazole, flirazole, mefenpyrdiethyl, oxabetrinyl, isoxadifenethyl, floxophenim, 1,8-naphthalic anhydride and AD-67 A commercially available product can be used. It can be manufactured according to the literature described in the Pesticide Manual.

  In the composition of the present invention, the content ratio of the present condensed ring compound and the present active compound is not particularly limited, but the active compound is usually 2 to 10000000 weights per 1000 parts by weight of the present condensed ring compound. Parts, preferably 10 to 100,000 parts by weight.

The composition of the present invention may be a mixture of the present fused ring compound and the present active compound itself, but usually the present fused ring compound, the present active compound and an inert carrier are mixed, and if necessary, a surfactant or Other formulation adjuvants are added and formulated into oils, emulsions, flowables, wettable powders, granular wettable powders, powders, granules and the like.
In addition, the formulated agrochemical composition can be used as an agrochemical composition as it is or after adding other inactive ingredients.
The total amount of the present condensed ring compound and the present active compound in the agrochemical composition of the present invention is usually 0.1% to 99% by weight, preferably 0.2 to 90% by weight, more preferably 1 to 80% by weight. Range.

Examples of solid carriers used in the formulation include minerals such as kaolin clay, attapulgite clay, bentonite, montmorillonite, acid clay, pyrophyllite, talc, diatomaceous earth and calcite, corn cob powder, walnut shell powder Examples include natural organic substances such as urea, synthetic organic substances such as urea, salts such as calcium carbonate and ammonium sulfate, and fine powders or granular materials made of synthetic inorganic substances such as synthetic hydrous hydroxide. Examples of liquid carriers include xylene, alkylbenzene, Aromatic hydrocarbons such as methylnaphthalene, alcohols such as 2-propanol, ethylene glycol, propylene glycol and ethylene glycol monoethyl ether, ketones such as acetone, cyclohexanone and isophorone, vegetable oils such as soybean oil and cottonseed oil, petroleum-based Aliphatic carbonization Motorui, esters, dimethyl sulfoxide, acetonitrile and water.
Surfactants include, for example, anions such as alkyl sulfate esters, alkylaryl sulfonates, dialkyl sulfosuccinates, polyoxyethylene alkylaryl ether phosphate esters, lignin sulfonates and naphthalene sulfonate formaldehyde polycondensates. Nonionic surfactants such as surfactants, polyoxyethylene alkyl aryl ethers, polyoxyethylene alkyl polyoxypropylene block copolymers and sorbitan fatty acid esters, and cationic surfactants such as alkyltrimethylammonium salts.
Other formulation adjuvants include, for example, water-soluble polymers such as polyvinyl alcohol and polyvinyl pyrrolidone, gum arabic, alginic acid and salts thereof, polysaccharides such as CMC (carboxymethyl cellulose) and xanthan gum, aluminum magnesium silicate, Examples include inorganic substances such as alumina sol, preservatives, colorants, and stabilizers such as PAP (isopropyl acid phosphate) and BHT.

  In the present invention, the promotion of plant growth (hereinafter sometimes referred to as “promotion of growth”) means improvement of seedling establishment rate, increase in the number of healthy leaves, increase in plant height, increase in plant weight, increase in leaf area, leaf color , Increase in the number or weight of seeds or fruits, increase in the number of flowering or fruiting, root growth, chlorophyll fluorescence, increase in transpiration ability.

Growth promotion can be quantified using the parameters listed below.
(1) Seedling rate The seeds of plants are sown on, for example, soil, filter paper, agar medium, sand, etc., cultivated for a certain period, then germinated and examined for the proportion of seedlings grown.
(2) Number of healthy leaves or healthy leaf rate The number of healthy leaves is counted for each plant, and the total number of healthy leaves is investigated. Alternatively, the ratio of the number of healthy leaves to the number of all leaves of the plant is investigated.
(3) Plant height For each plant, the length from the root of the stem on the ground part to the branch at the tip is measured.
(4) Weight of plant body The above-ground part of each plant is cut out and the weight is measured to obtain the fresh plant weight, or the dried sample is dried and then the weight is measured to obtain the dry plant weight.
(5) Leaf area A plant is photographed with a digital camera, and the area of the green part of the photograph is quantified with image analysis software such as Win ROOF (manufactured by Mitani Corp.) to determine the leaf area of the plant.
(6) The leaf color is obtained by sampling the leaves of the leaf color plant and measuring the amount of chlorophyll using a chlorophyll meter (for example, SPAD-502, manufactured by Konica Minolta). Also, the area of the green part of the plant is obtained by photographing the plant with a digital camera and extracting and quantifying the area of the green part of the photograph with image analysis software such as Win ROOF (manufactured by Mitani Corporation). .
(7) Number or weight of seeds or fruits After the plants are cultivated until the seeds or fruits bear fruit or ripen, the number of fruits per plant is measured or the total fruit weight per plant is measured. In addition, after cultivating until the seed ripens, the yield components such as the number of ears, ripening rate, and 1000 grain weight are investigated.
(8) Flowering rate, fruiting rate, fruiting rate, seed filling rate After cultivating until the plant is fruited, count the number of flowering and the number of fruiting, and the fruiting rate% (number of fruiting / number of flowers x 100 ) After seed ripening, the number of seeds and the number of seed fillings are counted, and the seeding rate (number of seeding / number of flowers × 100) and seed filling rate% (number of seed filling / number of seeds × 100) are obtained.
(9) Increase in root growth The plant is cultivated by soil or hydroponics, and the length of the root is measured, or the root is cut and its fresh weight is measured.
(10) Chlorophyll fluorescence yield The chlorophyll fluorescence yield is determined by measuring the chlorophyll fluorescence value (Fv / Fm) of a plant using a pulse-modulated chlorophyll fluorescence measuring device (for example, IMAGING-PAM, manufactured by WALZ). .
(11) Transpiration ability At each growth stage of the plant, the transpiration of water from the leaf surface is measured using a porometer (for example, AP4, manufactured by Delta T).

The composition of the present invention has an effect of promoting the growth of the plant by being applied to the plant, but preferably the initial growth stage of the plant (before sowing, at the time of sowing, before and after emergence before sowing) It is preferably applied to the plant during the germination period, seedling transplantation, seedling transplantation, cuttings or seedlings, and long-term vegetative growth after planting.
Typical methods for applying the composition of the present invention include a method having a step of attaching or impregnating an effective amount of the composition of the present invention to a plant seed and a step of sowing the plant seed.

  Regarding the present condensed ring compound, which is one of the active ingredients of the composition of the present invention, the plant growth is promoted even when combined with a gibberellin biosynthesis inhibitor or an ethylene generator if the conditions such as the growth stage to be applied are appropriately selected. Has the effect of That is, an agrochemical composition (hereinafter referred to as this reference composition) containing the present condensed ring compound and at least one active compound selected from the group consisting of a gibberellin biosynthesis inhibitor and an ethylene generator is applied to plants. By doing so, it is also possible to promote the growth of the plant. Examples of the timing of applying this reference composition to plants include, for example, before flowering, during flowering, after flowering, immediately before heading or before heading, or before heading, before harvesting, before maturation, or at the start of fruit coloring. Harvest season.

Examples of the gibberellin biosynthesis inhibitors include uniconazole-P (* 895), trinexapac ethyl (* 892), paclobutrazole (* 650), inabenfide (* 488), flurprimidol (* 415) ), Daminozide (* 230), mepiquat hydrochloride (* 545), chlormecote (* 146), and prohexadione calcium (* 704). Gibberellin biosynthesis inhibitors can also be used in the form of agriculturally acceptable salts.
Examples of the ethylene generator include ethephone (* 331) and 1-aminocyclopropanecarboxylic acid. The ethylene generator can also be used in the form of an agriculturally acceptable salt.

In the present invention, when the composition of the present invention is applied to a plant, it may be the whole plant or a part thereof (stems and leaves, buds, bulbs, tubers, roots, etc.). Here, the bulb means a bulb, a bulb, a rhizome, a tuberous root, and a root support body. In addition, seedlings include seedlings, cuttings and the like. When applied to plants, the composition of the present invention is applied once or multiple times.
In this invention, when applying this invention composition to the soil which grows a plant, it is performed by applying the effective amount of this invention composition to the cultivation place of a plant. When applied to a plant cultivation site, the composition of the present invention is applied once or multiple times.

As the application method in the present invention, specifically, for example, application to the foliage of plants such as spraying of foliage, application to soil (cultivation land) before or after planting, seed disinfection, seed soaking, Application to seeds by seed coats, application to seedlings, application to bulbs such as seed pods, and the like.
Specific examples of the method applied to the foliage of plants include treatment methods applied to the surface of plants such as foliage spray and trunk spray. Moreover, the method of spraying the vase or the whole plant in the flowering time including before flowering, during flowering, and after flowering is mentioned. Moreover, in the case of cereals, a method of spraying on the head of the heading season or the whole plant can be mentioned.
Examples of the method applied to the soil include application to the soil, soil mixing, chemical irrigation to the soil (chemical irrigation, soil injection, chemical drip). Near the planting hole, near the cropping line, the entire area of the cultivation area, between the plant land, between the plants, under the trunk, trunk trunk, soil, seedling box, seedling tray, nursery, etc., as the treatment time, before sowing, at seeding, Immediately after sowing, the seedling growing season, before planting, at the time of planting, and the growing season after planting can be mentioned. Moreover, in this soil treatment, the present condensed ring compound and the present insecticidal active compound may be simultaneously treated on plants, and solid fertilizers such as paste fertilizers containing the composition of the present invention may be applied to the soil. In addition, the composition of the present invention may be mixed with the irrigation liquid. Can be mentioned. In addition, the irrigation liquid and the composition of the present invention can be mixed in advance and treated using an appropriate irrigation method such as the above-mentioned irrigation method or other watering or flooding.
The method of applying to the seed is a method of attaching or impregnating the composition of the present invention to seeds, bulbs, etc. of the target plant. Specifically, for example, a suspension of the composition of the present invention is fogged. A small amount of water is added to the seed surface or bulb surface, sprayed onto the seed surface or bulb surface, a wettable powder, emulsion, or flowable agent of the composition of the present invention, or a smear that is applied directly to the seed or bulb. Examples of the treatment include immersion treatment in which seeds are immersed in the solution of the composition of the present invention for a certain period of time, film coating treatment, and pellet coating treatment.
For application to seedlings, for example, a spraying process in which a diluted solution prepared by diluting the composition of the present invention with water to an appropriate active ingredient concentration is sprayed over the entire seedling, an immersion process in which seedlings are immersed in the diluted solution, and a powder preparation. The application | coating process which makes this invention composition adhere to the whole seedling is mentioned. In addition, as an application to soil before or after planting seedlings, for example, a diluted solution prepared by diluting the composition of the present invention to an appropriate active ingredient concentration with water, The method of spraying to surrounding soil after planting a seedling with the method of spraying to surrounding soil, this invention composition prepared to solid agents, such as a granule or a granule, is mentioned.
The composition of the present invention may be used by mixing with a hydroponic liquid in hydroponics, or may be used as one of medium components in tissue culture. As the hydroponic treatment method in the present invention, when used for hydroponic cultivation, the active ingredient amount of the composition of the present invention is 0. It can be used in the state of being dissolved or suspended in the range of 001 ppm to 1,000 ppm. In addition, when used in tissue culture or cell culture, the active ingredient of the composition of the present invention as a concentration in the medium in a conventionally used plant tissue culture medium such as Murashige-Skoog medium or a hydroponic culture medium such as Hoglund hydroponic culture medium It can be used in a state where the amount is dissolved or suspended in the range of 0.001 ppm to 1,000 ppm. In this case, a saccharide as a carbon source, various plant hormones, and the like can be appropriately added according to a conventional method.

If the composition of the present invention is applied to the soil or plants themselves to grow plants, the application amount is, the type of plant to be applied, formulation form, application time, but can cause weather conditions, etc., per 10,000 m ² The amount of the active ingredient of the composition of the present invention is usually in the range of 0.1 to 10,000 grams, preferably 1 to 1,000 grams. When mixed with the entire surface of the soil, the application amount is usually 0.1 to 10,000 grams, preferably 1 to 1,000 grams as the amount of the active ingredient of the composition of the present invention per 10,000 m ² .

  Emulsions, wettable powders, flowables, microcapsules and the like are usually applied by diluting with water and spraying. In this case, the concentration of the active ingredient is usually in the range of 0.1 to 10,000 ppm, preferably 1 to 1000 ppm of the composition of the present invention. Powders, granules, etc. are usually applied as they are without dilution.

  In application to seeds, the weight of the composition of the present invention relative to 100 kilograms of seeds is usually in the range of 0.01 to 1,000 grams, preferably 0.1 to 100 grams as the active ingredient amount of the present condensed ring compound. It is.

  The composition of the present invention can effectively promote the growth of a wide range of objects in a cereal field, a vegetable field, a flower field, an orchard, or a non-agricultural field where normal or non-plowing cultivation is performed.

In addition, when the composition of the present invention is applied to rice, it may be used in a seedling box treatment, or may be used immediately after sowing in direct sowing cultivation. When the composition of the present invention is used for directly cultivated paddy rice, it may be applied before direct sowing of paddy rice, after direct sowing of paddy rice, after direct sowing of dry rice, or after transplanting of paddy rice. The time when the composition of the present invention is applied may be before sowing or transplanting of paddy rice, may be immediately after sowing or transplanting of paddy rice, or may be 21 days after sowing or transplanting of paddy rice, or sowing of paddy rice Alternatively, it may be from 3 days after transplanting to 21 days after sowing or transplanting of rice, or from 5 days after sowing or transplanting of rice to 21 days after sowing or transplanting of rice.
When using the composition of the present invention, the soil surface of the paddy field may be dry, or the soil surface may be moist but free of water (depth 0 cm), and applied. It may be flooded at a depth that does not hinder the water. The composition of the present invention can also be used for SRI farming (System of Rice Intensification).

  In the present invention, examples of plants to which the present composition or the present reference composition can be applied include the following plants.

  Agricultural crops: corn, rice, wheat, barley, rye, oat, sorghum, cotton, soybean, peanut, buckwheat, sugar beet, oilseed rape, sunflower, sugar cane, tobacco, hop, etc.

  Vegetables: Solanum vegetables (eggplants, tomatoes, potatoes, peppers, peppers, etc.), cucurbits (cucumbers, pumpkins, zucchini, watermelon, melons, cucumbers, etc.), cruciferous vegetables (radish, turnip, horseradish, kohlrabi, Chinese cabbage) , Cabbage, rape, mustard, broccoli, cauliflower, etc.), asteraceae vegetables (burdock, garlic, artichoke, lettuce, etc.), liliaceae vegetables (leek, onion, garlic, asparagus, etc.), celery family vegetables (carrot, parsley, etc.) Celery, American Bow Fu, etc.), Rubiaceae vegetables (spinach, chard, etc.), Lamiaceae vegetables (shiso, mint, basil, etc.), Legumes (peas, kidney beans, azuki bean, broad beans, chickpeas, etc.), strawberries, sweet potatoes, yam , Taro, konjac, sho Moth, okra and the like.

  Fruit trees: fruits (apples, pears, pears, quince, quince, etc.), nuclear fruits (peaches, plums, nectarines, umes, sweet cherry, apricots, prunes, etc.), citrus (citrus oranges, oranges, lemons, limes, grapefruits) ), Nuts (chestnut, walnut, hazel, almond, pistachio, cashew nut, macadamia nut, etc.), berries (blueberry, cranberry, blackberry, raspberry, etc.), grape, oyster, olive, loquat, banana, coffee, Date palm, coconut palm, oil palm etc.

  Trees other than fruit trees: tea, mulberry, flowering trees (Satsuki, camellia, hydrangea, sasanqua, shikimi, sakura, yurinoki, crape myrtle, eustoma, etc.), roadside trees (ash, birch, dogwood, eucalyptus, ginkgo, lilac, maple, oak) , Poplar, redwood, fu, sycamore, zelkova, blackfish, Japanese amberjack, moths, pine, pine, spruce, yew, elm, Japanese cypress, etc.), coral jug, dogwood, cedar, cypress, croton, masaki, kanamochi, etc.

Lawn: Shiba (Nasis, Pleurotus, etc.), Bermudagrass (Neurodonidae, etc.), Bentgrass (Oleoptera, Hykonukagusa, Odonoptera, etc.), Bluegrass (Nagahagusa, Oosuzunokatabira, etc.), Fescue (Oonishi nokegusa, Drosophila, etc.) , Grass, etc.), ryegrass (rat, wheat, etc.), anemonefish, blue whale, etc.
Other: Flowers (Rose, Carnation, Chrysanthemum, Eustoma, Gypsophila, Gerbera, Marigold, Salvia, Petunia, Verbena, Tulip, Aster, Gentian, Lily, Pansy, Cyclamen, Orchid, Lily of the valley, Lavender, Stock, Habutton, Primula, Poinsettia, gladiolus, cattleya, daisy, symbidium, begonia, etc.), biofuel plants (Jatropha, safflower, Amanas, switchgrass, miscanthus, kusayoshi, dangiku, kenaf, cassava, willow, etc.), houseplants, etc.

  As plants applicable to the present invention, preferably, tea, apple, pear, grape, sweet cherry, peach, nectarine, oyster, ume, plum, soybean, lettuce, cabbage, tomato, eggplant, cucumber, watermelon, melon, kidney bean, Peas, azuki bean, buckwheat, rape, strawberry, almond, corn, sorghum, broad bean, Chinese cabbage, potato, peanut, rice, wheat, taro, konjac, yam, Japanese radish, turnip, parsley, mulberry, okra, ginger, lemon, orange , Grapefruit, lime, blueberry, chestnut, hop, basil, and more preferably rice, wheat, corn, soybean, rape.

  The above-mentioned “plant” refers to a gene that imparts herbicide resistance to a plant, a gene that produces a selective toxin against a pest, a gene that imparts disease resistance to a plant, a gene that alleviates abiotic stress, etc. It may be a recombinant plant introduced by a genetic recombination method or cross breeding, or may be a stack variety combining a plurality of these.

  The above-mentioned plant may be a plant bred by a hybrid technique. That is, a plant bred by hybrid technology is a plant having hybrid characteristics (generally resulting in increased yield potential, improved resistance to biological and abiotic stress factors, etc.).

  The above-mentioned plant may be a plant to which resistance is imparted by a gene recombination technique. For example, the “plant” includes HPPD inhibitors such as isoxaflutol, ALS inhibitors such as imazetapyr and thifensulfuronmethyl, EPSP synthase inhibitors, glutamine synthase inhibitors, herbicides such as bromoxynil and dicamba. Also included is a plant to which resistance to is imparted by classical breeding methods or genetic engineering techniques. As an example of a “plant” to which tolerance has been imparted by a classic breeding method, imidazolinone herbicide-resistant Clearfield (registered trademark) canola, such as imazetapir, and sulfonylurea-based ALS-inhibiting herbicide resistance such as thifensulfuron methyl There are STS soybeans. Examples of “plants” to which tolerance has been imparted by genetic recombination technology include glyphosate and glufosinate-resistant corn, soybean, cotton, rapeseed varieties, RoundupReady (registered trademark), RoundupReady2 (registered trademark) and LibertyLink ( It is already sold under the trade name such as registered trademark.

The “plant” includes a plant that can synthesize, for example, a selective toxin known in the genus Bacillus, using a gene recombination technique. Toxins expressed in such transgenic plants include insecticidal proteins from Bacillus cereus and Bacillus popirie; Cry1Ab, Cry1Ac from Bacillus thuringiensis,
Δ-endotoxin such as Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1 or Cry9C, insecticidal proteins such as VIP1, VIP2, VIP3 or VIP3A; nematode-derived insecticidal proteins; scorpion toxins, spider toxins, bee toxins or insect-specific neurotoxins Toxins produced by such animals; filamentous fungal toxins; plant lectins; agglutinins; trypsin inhibitors, serine protease inhibitors, protease inhibitors such as patatin, cystatin, papain inhibitors; ricin, corn-RIP, abrin, ruffin, saporin Ribosome-inactivating protein (RIP) such as bryodin; steroid metabolic enzymes such as 3-hydroxysteroid oxidase, ecdysteroid-UDP-glucosyltransferase, cholesterol oxidase; ecdysone inhibitor; HMG-COA reductase; sodium channel, calcium Ion channel inhibitors such as channel inhibitors; juvenile hormone esterase; diuretic hormone receptor; stilbene synthase; bibenzyl synthase; chitinase; In addition, as toxins expressed in such transgenic plants, Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, δ-endotoxin proteins such as Cry3Bb1 or Cry9C, and insecticidal protein hybrids such as VIP1, VIP2, VIP3 or VIP3A Toxins, partially defective toxins, modified toxins are also included. Hybrid toxins are produced by new combinations of different domains of these proteins using recombinant techniques. As a toxin lacking a part, Cry1Ab lacking a part of the amino acid sequence is known. In the modified toxin, one or more amino acids of the natural toxin are substituted. Examples of these toxins and recombinant plants capable of synthesizing these toxins are EP-A-0 374 753, WO 93/07278, WO 95/34656, EP-A-0 427 529, EP-A-451 878. , WO 03/052073 and the like. The toxins contained in these recombinant plants particularly confer resistance to Coleoptera pests, Diptera pests, and Lepidoptera pests. In addition, genetically modified plants that contain one or more insecticidal pest resistance genes and express one or more toxins are already known, and some are commercially available. Examples of these transgenic plants include YieldGard® (a corn variety expressing Cry1Ab toxin), YieldGard Rootworm® (a corn variety expressing Cry3Bb1 toxin), YieldGard Plus® (Cry1Ab and Cry3Bb1 Corn varieties that express toxins), Herculex I® (corn varieties that express phosphinotricin N-astilyltransferase (PAT) to confer resistance to Cry1Fa2 toxin and glufosinate), NuCOTN33B (Cry1Ac toxin) Cotton varieties), Bollgard I (registered trademark) (cotton varieties expressing Cry1Ac toxin), Bollgard II (registered trademark) (cotton varieties expressing Cry1Ac and Cry2Ab toxin), VIPCOT (registered trademark) (VIP toxin) Cotton varieties), NewLeaf (registered trademark) (potato varieties expressing Cry3A toxin), NatureGard (registered trademark) Agrisure (registered trademark) GT Advant Examples include age (GA21 glyphosate resistance trait), Agrisure (registered trademark) CB Advantage (Bt11 corn borer (CB) trait), Protecta (registered trademark), and the like.

  The “plant” includes those imparted with an ability to produce an anti-pathogenic substance having a selective action using a gene recombination technique. PR proteins and the like are known as examples of anti-pathogenic substances (PRPs, EP-A-0 392 225). Such anti-pathogenic substances and genetically modified plants that produce them are described in EP-A-0 392 225, WO 95/33818, EP-A-0 353 191 and the like. Examples of anti-pathogenic substances expressed in such genetically modified plants include, for example, sodium channel inhibitors and calcium channel inhibitors (KP1, KP4, KP6 toxins produced by viruses, etc.) are known. Ion channel inhibitors; stilbene synthase; bibenzyl synthase; chitinase; glucanase; PR protein; peptide antibiotics, heterocyclic antibiotics, protein factors involved in plant disease resistance (called plant disease resistance genes, WO No. 03/000906)) and other anti-pathogenic substances produced by microorganisms.

  Moreover, the above-mentioned “plant” is a line to which two or more traits relating to herbicide resistance, pest resistance, disease resistance, etc. as described above are imparted using classical breeding techniques or genetic recombination techniques, Also included are strains to which two or more properties of the parent strain are imparted by crossing genetically modified plants having similar or different properties. Examples of such plants include Smart stax (registered trademark).

  By treating the composition of the present invention to a crop imparted with herbicide tolerance by any method and treating certain herbicides at the same time or at different times, the plant growth promoting effect can be effectively and labor-saving. You can also get Specifically, crops imparted with imidazolinone herbicide resistance, such as Clearfield (registered trademark) canola, are treated with the composition of the present invention and an imidazolinone herbicide such as imazapyr at the same time or at different times. Canola growth can be improved. In addition, crops imparted with glyphosate tolerance, such as Roundup Ready (registered trademark) cotton or Roundup Ready 2 soybean (registered trademark), are treated with the composition of the present invention and glyphosate at the same time or at different times to increase the growth of Roundup Ready cotton or Roundup Ready 2 soybean. It can be improved. Further, the growth of LibertyLink corn can be improved by treating the crop imparted with glufosinate tolerance, for example, LibertyLink (registered trademark) corn, with the composition of the present invention and glufosinate at the same time or at different times.

  The composition of the present invention is improved in plant growth, high temperature or low temperature by treatment of the composition of the present invention, depending on the plant species or plant varieties, their growth location and growth conditions (soil, climate, growth season, nutrient). Improved resistance to drought, improved tolerance to drought or salt contained in water or soil, improved flowering ability, improved ease of harvesting, accelerated maturation, increased yield, increased fruit size, increased plant size Increased height, improved leaf green color, faster flowering, improved quality and / or nutritional value of harvested product, increased sugar content in fruits, increased gluten strength, improved harvested product In some cases, storage stability and / or processability can be improved.

The composition of the present invention may be further treated on seeds at the same time as insecticides, fungicides, acaricides, nematicides, biological materials, herbicides, etc., and applied to plants at the same time. Also good.

［式（４）において、Ｒ^１はメチル基又は臭素原子を表し、Ｒ^２は臭素原子、塩素原子又はシアノ基を表し、Ｒ^３はメチル基、１−シクロプロピルエチル基又はメトキシカルボニルアミノ基を表し、Ｒ^４が水素原子又はエチル基を表す。］
式（５）で示される化合物

［式（５）において、Ｒ^１はメチル基又は塩素原子を表し、Ｒ^２が臭素原子、塩素原子又はシアノ基を表し、Ｒ^３がメチル基、１−シクロプロピルエチル基又はメトキシカルボニルアミノ基を表し、Ｘが窒素原子を表し、Ｒ^４が水素原子、塩素原子又はシアノ基を表し、Ｒ^５が水素原子を表し、ＱがＱ−１からＱ−６で示される基を表す。］

Specific examples of insecticides, acaricides and nematicides that can be used in combination with the composition of the present invention include imidacloprid, clothianidin, thiamethoxam, acetamiprid, thiacloprid, nitenpyram, sulfoxaflor, flupiradiflon, imidaclozide, (5RS, 7RS; 5RS, 7SR) -1- (6-chloro-3-pyridylmethyl) -1,2,3,5,6,7-hexahydro-7-methyl-8-nitro-5-propoxyimidazo [1,2-a ] pyridine, cycloxapride, abamectin, emamectin, emamectin benzoate, milbemectin, doramectin, repimectin, fulvendiamide, cyantraniliprole, fipronil, etiprole, acetoprole, vaniliprole, pyriprole, pyrafluprolol, thiodicarb, oxamil, methiocarb , Carbofuran, carbosulfan, fenitrothion, marazo , Dimethoate, PAP, CYAP, pyracrofos, acephate, methidathion, diazinon, chlorpyrifos, disulfos, kazusafos, etoprophos, phenamifos, phosthiazeto, isofenphos, imisiaphos, acrinathrin, bifenthrin, cycloprotorin, cyfluthrin, beta cyfluthrin Thrin, gamma cyharathrin, cypermethrin, alpha cypermethrin, beta cypermethrin, zetacypermethrin, deltamethrin, etofenprox, fenpropatoline, fenvalerate, esfenvalerate, flucitrinate, fluvinate, taufulvalinate, Halfenprox, permethrin, silafluophene, tefluthrin, tralomethrin, protrifenbi Over DOO, pymetrozine, pyridalyl, pyriproxyfen, spirotetramat, Furupirajifuron include compounds represented by the following formula (4) and the following formula (5).
Compound represented by formula (4)

[In Formula (4), R ¹ represents a methyl group or a bromine atom, R ² represents a bromine atom, a chlorine atom or a cyano group, and R ³ represents a methyl group, a 1-cyclopropylethyl group or a methoxycarbonylamino group. R ⁴ represents a hydrogen atom or an ethyl group. ]
Compound represented by formula (5)

[In the formula (5), R ¹ represents a methyl group or a chlorine atom, R ² represents a bromine atom, a chlorine atom or a cyano group, and R ³ represents a methyl group, a 1-cyclopropylethyl group or a methoxycarbonylamino group. X represents a nitrogen atom, R ⁴ represents a hydrogen atom, a chlorine atom or a cyano group, R ⁵ represents a hydrogen atom, and Q represents a group represented by Q-1 to Q-6. ]

式（７）で示される化合物

式（８）で示される化合物

［式（８）において、Ｒ^１は水素原子又はメチル基を表し、Ｒ^２はメチル基、ジフルオロメチル基又はトリフルオロメチル基を表す。］
Specific examples of fungicides that can be used include metalaxyl, metalaxyl-M, benalaxyl, benalaxyl-M, pyraclostrobin, trifloxystrobin, azoxystrobin, dimoxystrobin, fluoxastrobin, cresoxime methyl , Picoxystrobin, N-methyl-2- [2- (2,5-dimethylphenoxy) methyl] phenyl-2-methoxyacetamide, metconazole, ipconazole, tebuconazole, difenoconazole, epoxiconazole, fluquinconazole, tritico Nazole, triadimenol, prothioconazole, propioconazole, prochloraz, penconazole, flusilazole, diniconazole, bromconazole, cyproconazole, triflumizole, tetraconazole, microbuta Nil, viteltanol, imazalyl, cimeconazole, flutriahol, sedaxane, penflufen, isopyrazam, bixaphene, boscalid, fluopyram, floxapyroxad, flutolanil, mepronyl, carboxin, tifluzamide, penthiopyrado, furametopyl, isophetamide, benzobindiflupyr , Thiazinyl, tricyclazole, pyroxylone, kasugamycin hydrochloride, ferimzone, isothianyl, fusalide, tebufloquine, fludioxonil, ethaboxam, triclophosmethyl, captan, thiram, iprodione, validamycin, bencyclon, mancozeb, himexazole, the following formula (6), formula (7) ) Or a compound represented by the formula (8).
Compound represented by formula (6)

Compound represented by formula (7)

Compound represented by formula (8)

[In Formula (8), R ¹ represents a hydrogen atom or a methyl group, and R ² represents a methyl group, a difluoromethyl group, or a trifluoromethyl group. ]

  Specific examples of biological materials that can be used include Bacillus farmus bacteria, Bacillus subtilis bacteria, Bacillus thuringiensis var. aizawai, Bacillus thuringiensis var. Kurstaki bacteria, Bacillus thuringiensis var. tenebriosis bacteria) and the like.

  In the present invention, the plant to be treated with the composition of the present invention may be a plant that has been or will be exposed to abiotic stress. The abiotic stress may be 105 to 200, preferably 110 to 180, more preferably 120 to 160 as a value of “stress intensity” represented by the following formula.

    Formula (I): “stress intensity” = 100 × “any one plant phenotype in a plant not exposed to abiotic stress factors” / “any of those in plants exposed to abiotic stress factors One plant phenotype "

  Here, “abiotic stress” refers to plant cells when exposed to abiotic stress factors such as temperature stress, which is high-temperature stress or low-temperature stress, water stress, which is drought stress or excessive humidity stress, and salt stress. This refers to stress that causes a decrease in the physiological function of the plant, and that the physiological state of the plant deteriorates and growth is inhibited. High temperature stress refers to stress that is experienced when exposed to a temperature that is higher than the optimum growth temperature or germination temperature of the plant. Specifically, the average cultivation temperature in the environment where the plant is cultivated is 25 ° C. or more, which is more severe. May be 30 ° C or higher, more strictly 35 ° C or higher. Low temperature stress refers to stress that is experienced when exposed to a temperature lower than the optimal growth temperature or germination temperature of the plant. Specifically, the average cultivation temperature in the environment where the plant is cultivated is 15 ° C. or less, more severely. May be 10 ° C. or less, and more strictly 5 ° C. or less. Drought stress is the stress that a plant receives when it is exposed to a water environment where the water content in the soil decreases due to a decrease in rainfall and irrigation, and water absorption is inhibited and plant growth is inhibited. Specifically, the value may vary depending on the type of soil, but the moisture content of the soil where the plant is cultivated is 15% by weight or less, more strictly 10% by weight or less, and even more severely, 7.5% by weight. % Or less of water stress conditions, or the pF value of the soil where the plant is cultivated is 2.3 or more, strictly 2.7 or more, and more strictly 3.0 or more. Overhumidity stress refers to the stress experienced when exposed to a water environment where the water content in the soil becomes excessive and the growth of the plant is inhibited.Specifically, the value may vary depending on the type of soil. However, the soil moisture content in which plants are cultivated is 30% by weight or more, strictly 40% by weight or more, more strictly 50% by weight, or the pF value of soil in which plants are cultivated is 1.7. Hereinafter, it is strictly 1.0 or less, and more strictly 0.3 or less. The pF value of soil should be measured in accordance with the principle described in “PF value measurement method” on pages 61 to 62 of “Soil / Plant Nutrition / Environment Encyclopedia” (Taiyosha, 1994, Matsuzaka et al.). Can do. In addition, salt stress is an environment where growth is inhibited as a result of osmotic pressure rising due to accumulation of salts in the soil where the plant is cultivated or in the hydroponic solution and inhibiting water absorption by the plant. Specifically, the osmotic potential due to the salt in the soil or hydroponics is 0.2 Mpa (2,400 ppm at NaCl concentration) or more, strictly 0.25 MPa or more, and more strictly 0. The condition is 30 MPa. The osmotic pressure in the soil can be determined based on the following Raoul formula by diluting the soil with water and analyzing the salt concentration of the supernatant.

Raoul's formula π (atm) = cRT
R = 0.082 (L · atm / mol · K)
T = absolute temperature (K)
c = ion molar concentration (mol / L)
1 atm = 0.1 MPa

Next, specific examples of the composition of the present invention or the present reference composition are shown.
A composition comprising any one of the present condensed ring compound 1 to the present condensed ring compound 8 and abscisic acid;
A composition containing any one of the present condensed ring compound 1 to the present condensed ring compound 8 and trans-zeatin;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and N6- (δ-2-isopentenyl) adenine;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and kinetin;
A composition containing any one of the present condensed ring compound 1 to this condensed ring compound 8 and benzylaminopurine;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and 1,3-diphenylurea;
A composition containing any one of the present condensed ring compound 1 to the present condensed ring compound 8 and forchlorphenuron;
A composition containing any one of the present condensed ring compound 1 to the present condensed ring compound 8 and thidiazuron;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and chlorphenuron;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and dihydrozeatin;
A composition comprising any one of the present condensed ring compound 1 to the present condensed ring compound 8 and gibberellin A3;
A composition containing any one of the present condensed ring compound 1 to the present condensed ring compound 8 and a mixture of gibberellin A4 and gibberellin A7;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and uniconazole-P;
A composition comprising any one of the present condensed ring compound 1 to the present condensed ring compound 8 and trinexapacethyl;
A composition comprising any one of the present condensed ring compound 1 to the present condensed ring compound 8 and paclobutrazol;
A composition containing any one of the present condensed ring compound 1 to the present condensed ring compound 8 and inabenfide;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and flurprimidol;
A composition containing any one of the present condensed ring compounds 1 to 8 and a daminozide;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and mepiquat hydrochloride;
A composition containing any one of the present condensed ring compound 1 to the present condensed ring compound 8 and chlormequat;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and prohexadione calcium;
A composition containing any one of the present condensed ring compound 1 to the present condensed ring compound 8 and ethephon;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and 1-aminocyclopropanecarboxylic acid;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and 1-methylcyclopropene;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and N-acetylaminoethoxyvinylglycine;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and aminooxyacetic acid;
A composition comprising any one of the condensed ring compound 1 to the condensed ring compound 8 and silver nitrate;
A composition containing any one of the present condensed ring compound 1 to the present condensed ring compound 8 and cobalt chloride;
A composition containing any one of the present condensed ring compounds 1 to 8 and indole acetic acid;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and 4-chloroindole-3-acetic acid;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and 4-chlorophenoxyacetic acid;
A composition comprising any one of the present condensed ring compound 1 to the present condensed ring compound 8 and 2- (3-chlorophenoxy) propionic acid;
A composition containing any one of the present condensed ring compound 1 to the present condensed ring compound 8 and 2,4-dichlorophenoxyacetic acid;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and 4- (4-chloro-2-methylphenoxy) butyric acid;
A composition comprising any one of the present condensed ring compound 1 to the present condensed ring compound 8 and indole-3-butyric acid;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and dichloroprop;
A composition comprising any one of the condensed ring compound 1 to the condensed ring compound 8 and 4-chloro-2-methylphenoxyacetic acid thioethyl acetate;
A composition comprising any one of the condensed ring compound 1 to the condensed ring compound 8 and 2- (1-naphthyl) acetamide;
A composition containing any one of the present condensed ring compound 1 to the present condensed ring compound 8 and ethiclozate;
A composition containing any one of the present condensed ring compound 1 to the present condensed ring compound 8 and cloxyphonac;
A composition containing any one of the present condensed ring compound 1 to the present condensed ring compound 8 and 2,5-dichloroindole-3-acetic acid;
A composition containing any one of the present condensed ring compound 1 to the present condensed ring compound 8 and 5,6-dichloroindole-3-acetic acid;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and salicylic acid;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and methyl salicylate;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and jasmonic acid;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and methyl jasmonate;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and (+)-strigol;
A composition containing any one of the present condensed ring compound 1 to the present condensed ring compound 8 and (+)-deoxystrigor;
A composition comprising any one of the present condensed ring compound 1 to the present condensed ring compound 8 and (+)-olobancol;
A composition comprising any one of the condensed ring compound 1 to the condensed ring compound 8 and (+)-sorgolactone;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and benoxacol;
A composition comprising any one of the present condensed ring compound 1 to the present condensed ring compound 8 and croquintoset mexil;
A composition containing any one of the present condensed ring compound 1 to the present condensed ring compound 8 and ciomethrinyl;
A composition containing any one of the present condensed ring compound 1 to the present condensed ring compound 8 and cyprosulfamide;
A composition comprising any one of the present condensed ring compound 1 to the present condensed ring compound 8 and dichloromide;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and fenchlorazole ethyl;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and fencrolim;
A composition comprising any one of the condensed ring compound 1 to the condensed ring compound 8 and flurazole;
A composition containing any one of the present condensed ring compound 1 to the present condensed ring compound 8 and fluxofenime;
A composition containing any one of the present condensed ring compound 1 to the present condensed ring compound 8 and isoxadiphenethyl;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and mefenpyr diethyl;
A composition containing any one of the present condensed ring compound 1 to the present condensed ring compound 8 and oxabetalinyl;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and 1,8-naphthalic anhydride;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and AD67;
A composition containing any one of the present condensed ring compound 1 to the present condensed ring compound 8 and a compound a;
A composition containing any one of the present condensed ring compound 1 to the present condensed ring compound 8 and a compound b;
A composition containing any one of the present condensed ring compound 1 to the present condensed ring compound 8 and a compound c;
A composition comprising any one of the present condensed ring compound 1 to the present condensed ring compound 8 and a compound d;
A composition containing any one of the present condensed ring compound 1 to the present condensed ring compound 8 and a compound e;
A composition containing any one of the present condensed ring compound 1 to the present condensed ring compound 8 and the compound f;
A composition comprising any one of the present condensed ring compound 1 to the present condensed ring compound 8 and a compound g.

A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and abscisic acid in a weight ratio of the condensed ring compound / abscisic acid = 0.01 / 1 to 100/1;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and trans-zeatin in a weight ratio of the condensed ring compound / trans-zeatin = 0.01 / 1 to 100/1;
Any one of the condensed ring compound 1 to the condensed ring compound 8 and N6- (δ-2-isopentenyl) adenine are combined with the condensed ring compound / N6- (δ-2-isopentenyl) adenine = 0.01 / A composition containing in a weight ratio of 1 to 100/1;
A composition comprising any one of the present condensed ring compound 1 to the present condensed ring compound 8 and kinetin in a weight ratio of the present condensed ring compound / kinetine = 0.01 / 1 to 100/1;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and benzylaminopurine in a weight ratio of the condensed ring compound / benzylaminopurine = 0.01 / 1 to 100/1;
Containing any one of the condensed ring compound 1 to the condensed ring compound 8 and 1,3-diphenylurea in a weight ratio of the condensed ring compound / 1,3-diphenylurea = 0.01 / 1 to 100/1 A composition to do;
A composition comprising any one of the condensed ring compound 1 to the condensed ring compound 8 and forchlorphenuron in a weight ratio of the condensed ring compound / forchlorfenuron = 0.01 / 1 to 100/1;
A composition containing any one of the present condensed ring compound 1 to this condensed ring compound 8 and thiazulone in a weight ratio of the present condensed ring compound / thiazuron = 0.01 / 1 to 100/1;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and chlorphenuron in a weight ratio of the condensed ring compound / chlorphenuron = 0.01 / 1 to 100/1;
A composition comprising any one of the condensed ring compound 1 to the condensed ring compound 8 and dihydrozeatin in a weight ratio of the condensed ring compound / dihydrozeatin = 0.01 / 1 to 100/1;
A composition comprising any one of the present condensed ring compound 1 to this condensed ring compound 8 and gibberellin A3 in a weight ratio of the present condensed ring compound / gibberellin A3 = 0.01 / 1 to 100/1;
A mixture of any one of the condensed ring compound 1 to the condensed ring compound 8 and gibberellin A4 and gibberellin A7 is a mixture of the present condensed ring compound / gibberellin A4 and gibberellin A7 = 0.01 / 1 to 100/1. A composition containing by weight;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and uniconazole-P in a weight ratio of the condensed ring compound / uniconazole-P = 0.01 / 1 to 100/1;
A composition containing any one of the present condensed ring compound 1 to the present condensed ring compound 8 and diniconazole in a weight ratio of the present condensed ring compound / dinonicazole = 0.01 / 1 to 100/1;
A composition comprising any one of the condensed ring compound 1 to the condensed ring compound 8 and trinexapacethyl in a weight ratio of the condensed ring compound / trinexapacethyl = 0.01 / 1 to 100/1;
A composition containing any one of the present condensed ring compound 1 to the present condensed ring compound 8 and paclobutrazol in a weight ratio of the present condensed ring compound / paclobutrazol = 0.01 / 1 to 100/1;
A composition containing any one of the present condensed ring compound 1 to present condensed ring compound 8 and inabenfide in a weight ratio of the present condensed ring compound / inavenfide = 0.01 / 1 to 100/1;
A composition comprising any one of the present condensed ring compound 1 to the present condensed ring compound 8 and flurprimidol in a weight ratio of the present condensed ring compound / flurprimidol = 0.01 / 1 to 100/1;
A composition containing the condensed ring compound 1 to the condensed ring compound 8 and daminozide in a weight ratio of the condensed ring compound / daminozide = 0.01 / 1 to 100/1;
A composition containing any one of the present condensed ring compound 1 to this condensed ring compound 8 and mepiquat hydrochloride in a weight ratio of the present condensed ring compound / mepiquat hydrochloride = 0.01 / 1 to 100/1;
A composition containing any one of the present condensed ring compound 1 to the present condensed ring compound 8 and chlormequat in a weight ratio of the present condensed ring compound / chlormequat = 0.01 / 1 to 100/1;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and prohexadione calcium in a weight ratio of the condensed ring compound / prohexadione calcium = 0.01 / 1 to 100/1;
A composition comprising any one of the present condensed ring compound 1 to the present condensed ring compound 8 and ethephon in a weight ratio of the present condensed ring compound / ethephone = 0.01 / 1 to 100/1;
Any one of the condensed ring compound 1 to the condensed ring compound 8 and 1-aminocyclopropanecarboxylic acid are mixed in a weight ratio of the condensed ring compound / 1-aminocyclopropanecarboxylic acid = 0.01 / 1 to 100/1. A composition comprising:
Composition containing any one of the present condensed ring compound 1 to this condensed ring compound 8 and 1-methylcyclopropene in a weight ratio of the present condensed ring compound / 1-methylcyclopropene = 0.01 / 1 to 100/1. object;
Any one of the condensed ring compound 1 to the condensed ring compound 8 and N-acetylaminoethoxyvinyl glycine are mixed in a weight ratio of the condensed ring compound / N-acetylaminoethoxyvinyl glycine = 0.01 / 1 to 100/1. A composition comprising:
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and aminooxyacetic acid in a weight ratio of the condensed ring compound / aminooxyacetic acid = 0.01 / 1 to 100/1;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and silver nitrate in a weight ratio of the condensed ring compound / silver nitrate = 0.01 / 1 to 100/1;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and cobalt chloride in a weight ratio of the condensed ring compound / cobalt chloride = 0.01 / 1 to 100/1;
A composition comprising any one of the condensed ring compound 1 to the condensed ring compound 8 and indoleacetic acid in a weight ratio of the condensed ring compound / indoleacetic acid = 0.01 / 1 to 100/1;
Any one of the condensed ring compound 1 to the condensed ring compound 8 and 4-chloroindole-3-acetic acid are mixed with the condensed ring compound / 4-chloroindole-3-acetic acid = 0.01 / 1 to 100/1. A composition containing by weight;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and 4-chlorophenoxyacetic acid in a weight ratio of the condensed ring compound / 4-chlorophenoxyacetic acid = 0.01 / 1 to 100/1. object;
Any one of the condensed ring compound 1 to the condensed ring compound 8 and 2- (3-chlorophenoxy) propionic acid are combined with the condensed ring compound / 2- (3-chlorophenoxy) propionic acid = 0.01 / 1. A composition containing in a weight ratio of 100/1;
The weight ratio of any one of the present condensed ring compound 1 to this condensed ring compound 8 and 2,4-dichlorophenoxyacetic acid is this condensed ring compound / 2,4-dichlorophenoxyacetic acid = 0.01 / 1 to 100/1. A composition comprising:
Any one of the condensed ring compound 1 to the condensed ring compound 8 and 4- (4-chloro-2-methylphenoxy) butyric acid are combined with the condensed ring compound / 4- (4-chloro-2-methylphenoxy) butyric acid = A composition containing in a weight ratio of 0.01 / 1 to 100/1;
A composition containing any one of the present condensed ring compound 1 to present condensed ring compound 8 and indole-3-butyric acid in a weight ratio of the present condensed ring compound / indole-3-butyric acid = 0.01 / 1 to 100/1. object;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and dichloroprop in a weight ratio of the condensed ring compound / dichloroprop = 0.01 / 1 to 100/1;
Any one of the condensed ring compound 1 to the condensed ring compound 8 and thioethyl 4-chloro-2-methylphenoxyacetate are combined with this condensed ring compound / 4-chloro-2-methylphenoxyacetic acid thioethyl = 0.01 / 1. A composition containing in a weight ratio of 100/1;
Any one of the condensed ring compound 1 to the condensed ring compound 8 and 2- (1-naphthyl) acetamide are converted into the condensed ring compound / 2- (1-naphthyl) acetamide = 0.01 / 1 to 100/1. A composition containing by weight;
A composition containing any one of the present condensed ring compound 1 to the present condensed ring compound 8 and ethicrozate in a weight ratio of the present condensed ring compound / ethiclozate = 0.01 / 1 to 100/1;
A composition comprising any one of the present condensed ring compound 1 to the present condensed ring compound 8 and cloxyphonac in a weight ratio of the present condensed ring compound / cloxiphonac = 0.01 / 1 to 100/1;
Any one of the condensed ring compound 1 to the condensed ring compound 8 and 2,5-dichloroindole-3-acetic acid are combined with the condensed ring compound / 2,5-dichloroindole-3-acetic acid = 0.01 / 1. A composition containing in a weight ratio of 100/1;
Any one of the condensed ring compound 1 to the condensed ring compound 8 and 5,6-dichloroindole-3-acetic acid are combined with the condensed ring compound / 5,6-dichloroindole-3-acetic acid = 0.01 / 1. A composition containing in a weight ratio of 100/1;
A composition comprising any one of the condensed ring compound 1 to the condensed ring compound 8 and salicylic acid in a weight ratio of the condensed ring compound / salicylic acid = 0.01 / 1 to 100/1;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and methyl salicylate in a weight ratio of the condensed ring compound / methyl salicylate = 0.01 / 1 to 100/1;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and jasmonic acid in a weight ratio of the condensed ring compound / jasmonic acid = 0.01 / 1 to 100/1;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and methyl jasmonate in a weight ratio of the condensed ring compound / methyl jasmonate = 0.01 / 1 to 100/1;
Containing any one of the present condensed ring compound 1 to this condensed ring compound 8 and (+)-strigol in a weight ratio of the present condensed ring compound / (+)-strigol = 0.01 / 1 to 100/1 A composition to do;
The weight ratio of any one of the present condensed ring compound 1 to this condensed ring compound 8 and (+)-deoxystrigor is this condensed ring compound / (+)-deoxystrigor = 0.01 / 1 to 100/1. A composition comprising:
Containing any one of the condensed ring compound 1 to the condensed ring compound 8 and (+)-olobancol in a weight ratio of the condensed ring compound / (+)-olobancol = 0.01 / 1 to 100/1 A composition to do;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and (+)-sorgolactone in a weight ratio of the condensed ring compound / (+)-sorgolactone = 0.01 / 1 to 100/1. object;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and benoxacol in a weight ratio of the condensed ring compound / benoxacol = 0.01 / 1 to 100/1;
A composition containing any one of the present condensed ring compound 1 to this condensed ring compound 8 and croquinto set mexil in a weight ratio of this condensed ring compound / croquinto set mexil = 0.01 / 1 to 100/1. object;
A composition containing any one of the present condensed ring compound 1 to the present condensed ring compound 8 and ciomethrinyl in a weight ratio of the present condensed ring compound / ciometrinyl = 0.01 / 1 to 100/1;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and cyprosulfamide in a weight ratio of the condensed ring compound / cyprosulfamide = 0.01 / 1 to 100/1;
A composition comprising any one of the condensed ring compound 1 to the condensed ring compound 8 and dichloromide in a weight ratio of the condensed ring compound / dichloromide = 0.01 / 1 to 100/1;
A composition comprising any one of the condensed ring compound 1 to the condensed ring compound 8 and fenchlorazole ethyl in a weight ratio of the condensed ring compound / fenchlorazole ethyl = 0.01 / 1 to 100/1;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and fencrolim in a weight ratio of the condensed ring compound / fenclolim = 0.01 / 1 to 100/1;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and flurazole in a weight ratio of the condensed ring compound / flurazole = 0.01 / 1 to 100/1;
A composition comprising any one of the condensed ring compound 1 to the condensed ring compound 8 and flirazole in a weight ratio of the condensed ring compound / furilazole = 0.01 / 1 to 100/1;
A composition containing any one of the present condensed ring compound 1 to the present condensed ring compound 8 and fluxophenim in a weight ratio of the present condensed ring compound / fluxophenim = 0.01 / 1 to 100/1;
Composition containing any one of the present condensed ring compound 1 to this condensed ring compound 8 and isoxadiphenethyl in a weight ratio of the present condensed ring compound / isoxadifenethyl = 0.01 / 1 to 100/1. object;
A composition containing any one of the present condensed ring compound 1 to this condensed ring compound 8 and mefenpyrdiethyl in a weight ratio of the present condensed ring compound / mefenpyr diethyl = 0.01 / 1 to 100/1;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and oxabetrinyl in a weight ratio of the condensed ring compound / oxabetrinyl = 0.01 / 1 to 100/1;
Any one of the condensed ring compound 1 to the condensed ring compound 8 and 1,8-naphthalic anhydride are converted into the condensed ring compound / 1,8-naphthalic anhydride = 0.01 / 1 to 100/1. A composition containing by weight;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and AD67 in a weight ratio of the condensed ring compound / AD67 = 0.01 / 1 to 100/1;
A composition comprising any one of the condensed ring compound 1 to the condensed ring compound 8 and the compound a in a weight ratio of the condensed ring compound / compound a = 0.01 / 1 to 100/1;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and the compound b in a weight ratio of the condensed ring compound / compound b = 0.01 / 1 to 100/1;
A composition comprising the condensed ring compound 1 to the condensed ring compound 8 and the compound c in a weight ratio of the condensed ring compound / compound c = 0.01 / 1 to 100/1;
A composition containing any one of the condensed ring compound 1 to the condensed ring compound 8 and the compound d in a weight ratio of the condensed ring compound / compound d = 0.01 / 1 to 100/1;
A composition comprising the condensed ring compound 1 to the condensed ring compound 8 and the compound e in a weight ratio of the condensed ring compound / compound e = 0.01 / 1 to 100/1;
A composition comprising the condensed ring compound 1 to the condensed ring compound 8 and the compound f in a weight ratio of the condensed ring compound / compound f = 0.01 / 1 to 100/1;
A composition comprising any one of the condensed ring compound 1 to the condensed ring compound 8 and the compound g in a weight ratio of the condensed ring compound / compound g = 0.01 / 1 to 100/1.

  Hereinafter, although this invention is demonstrated in more detail in a manufacture example, a formulation example, an application example, and a test example, this invention is not limited only to the following examples. In the following examples, parts represent parts by weight unless otherwise specified.

Production Example 1
A mixture of 5.0 g of 2-fluoro-5- (trifluoromethyl) benzaldehyde, 3.3 g of methyl thioglycolate, 4.0 g of potassium carbonate and 50 ml of DMF was stirred at 60 ° C. for 2 hours. The reaction mixture was cooled to room temperature. Water was added to the reaction mixture, and the mixture was extracted 3 times with tert-butyl methyl ether. The combined organic layers were washed with water and saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was recrystallized from methanol to obtain 6.3 g of methyl 5- (trifluoromethyl) benzo [b] thiophene-2-carboxylate (present condensed ring compound 1).
[This condensed ring compound 1]
¹ H-NMR (CDCl ₃ ) δ: 8.16 (s, 1H), 8.13 (s, 1H), 7.99 (d, J = 8.7Hz, 1H), 7.67 (d, J = 8.7Hz, 1H), 3.98 ( s, 3H)

Production Example 2
A mixture of 2-fluoro-4- (trifluoromethyl) benzaldehyde (1.11 g), methyl thioglycolate (739 mg), potassium carbonate (1.3 g) and DMF (20 ml) was stirred at 140 ° C. for 2 hours. The reaction mixture was cooled to room temperature. Water was added to the reaction mixture, and the mixture was extracted 3 times with tert-butyl methyl ether. The combined organic layers were washed with water and saturated brine, dried over magnesium sulfate, concentrated under reduced pressure, and methyl 6- (trifluoromethyl) benzo [b] thiophene-2-carboxylate (present condensed ring compound 2). ) 848 mg was obtained.
[This condensed ring compound 2]
¹ H-NMR (CDCl ₃ ) δ: 8.17 (s, 1H), 8.11 (s, 1H), 7.99 (m, 1H), 7.64 (m, 1H), 3.98 (s, 3H)

Production Example 3
A mixture of 1.00 g of 2-fluoro-6- (trifluoromethyl) benzaldehyde, 633 mg of methyl thioglycolate, 1.21 g of potassium carbonate and 15 ml of DMF was stirred at 130 ° C. for 2 hours. The reaction mixture was cooled to room temperature. Water was added to the reaction mixture, and the mixture was extracted 3 times with tert-butyl methyl ether. The combined organic layer was washed with water and saturated brine, dried over magnesium sulfate, concentrated under reduced pressure, and methyl 4- (trifluoromethyl) benzo [b] thiophene-2-carboxylate (present condensed ring compound 3). ) 480 mg was obtained.
[This condensed ring compound 3]
¹ H-NMR (CDCl ₃ ) δ: 8.27 (s, 1H), 8.06 (m, 1H), 7.72 (m, 1H), 7.54 (m, 1H), 3.98 (s, 3H)

Production Example 4
A mixture of 600 mg of 2-fluoro-3- (trifluoromethyl) benzaldehyde, 398 mg of methyl thioglycolate, 694 mg of potassium carbonate and 10 ml of DMF was stirred at 140 ° C. for 2 hours. The reaction mixture was cooled to room temperature. Water was added to the reaction mixture, and the mixture was washed 3 times with tert-butyl methyl ether. Hydrochloric acid was added to the aqueous layer, and the mixture was extracted 3 times with tert-butyl methyl ether. The combined organic layers were washed with water and saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. Water was added to the residue and the precipitated solid was collected by filtration and dried under reduced pressure. To the obtained solid, 20 ml of methanol and 0.31 ml of oxalyl chloride were added and stirred at 80 ° C. for 2 hours. The reaction mixture was cooled to room temperature and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 338 mg of methyl 7- (trifluoromethyl) benzo [b] thiophene-2-carboxylate (present condensed ring compound 4).
[This condensed ring compound 4]
¹ H-NMR (CDCl ₃ ) δ: 8.13 (s, 1H), 8.06 (m, 1H), 7.77 (m, 1H), 7.52 (m, 1H), 3.97 (s, 3H)

Production Example 5
A method according to the method described in Production Example 1, using ethyl thioglycolate instead of methyl thioglycolate, and ethyl 5- (trifluoromethyl) benzo [b] thiophene-2-carboxylate (this condensed ring) Compound 5) is obtained.

Production Example 6
In a method according to the method described in Production Example 1, 2-fluoro-4- (trifluoromethyl) benzaldehyde is used instead of 2-fluoro-5- (trifluoromethyl) benzaldehyde, and methyl thioglycolate is used. Thus, ethyl 6- (trifluoromethyl) benzo [b] thiophene-2-carboxylate (present condensed ring compound 6) is obtained using ethyl thioglycolate.

Production Example 7
In a method according to the method described in Production Example 1, 2-fluoro-6- (trifluoromethyl) benzaldehyde was used instead of 2-fluoro-5- (trifluoromethyl) benzaldehyde, and methyl thioglycolate was used instead. Using ethyl thioglycolate, ethyl 4- (trifluoromethyl) benzo [b] thiophene-2-carboxylate (present condensed ring compound 7) is obtained.

Production Example 8
In a method according to the method described in Production Example 1, 2-fluoro-3- (trifluoromethyl) benzaldehyde is used instead of 2-fluoro-5- (trifluoromethyl) benzaldehyde, and methyl thioglycolate is used. In this way, ethyl 7- (trifluoromethyl) benzo [b] thiophene-2-carboxylate (present condensed ring compound 8) is obtained using ethyl thioglycolate.

Next, the formulation example of this invention composition or this reference composition is shown.
Formulation Example 1
20 parts of any one of the present compounds 1 to 8 and 2 parts of abscisic acid are added to a mixture of 4 parts of sodium lauryl sulfate, 2 parts of calcium lignin sulfonate, 20 parts of synthetic hydrous silicon oxide fine powder and 52 parts of diatomaceous earth. Stir and mix well to obtain each 20% wettable powder.

Formulation Example 2
20 parts of any one of the present compounds 1-8, 2 parts of any one of cytokinins, 4 parts of sodium lauryl sulfate, 2 parts of calcium lignin sulfonate, 20 parts of synthetic silicon hydroxide fine powder and 52 parts of diatomaceous earth In addition, the mixture is stirred and mixed well to obtain each 20% wettable powder.

Formulation Example 3
20 parts of any one of the present compounds 1 to 8, 2 parts of gibberellin A3 are added to a mixture of 4 parts of sodium lauryl sulfate, 2 parts of calcium lignin sulfonate, 20 parts of synthetic silicon hydroxide-containing fine powder and 52 parts of diatomaceous earth. Stir and mix well to obtain each 20% wettable powder.

Formulation Example 4
20 parts of any one of the present compounds 1 to 8, 2 parts of any one of gibberellin synthesis inhibitors, 4 parts of sodium lauryl sulfate, 2 parts of calcium lignin sulfonate, 20 parts of synthetic hydrous hydroxide powder and diatomaceous earth 52 Add 20 parts to the mixture and stir well to obtain each 20% wettable powder.

Formulation Example 5
20 parts of any one of the present compounds 1-8, 2 parts of any one of the ethylene inhibitors, 4 parts of sodium lauryl sulfate, 2 parts of calcium lignin sulfonate, 20 parts of synthetic hydrous silicon oxide fine powder and 52 parts of diatomaceous earth Is added to the mixture and mixed well with stirring to obtain each 20% wettable powder.

Formulation Example 6
20 parts of any one of the present compounds 1 to 8, 2 parts of any of the ethylene generators, 4 parts of sodium lauryl sulfate, 2 parts of calcium lignin sulfonate, 20 parts of synthetic silicon hydroxide fine powder and 52 parts of diatomaceous earth Is added to the mixture and mixed well with stirring to obtain each 20% wettable powder.

Formulation Example 7
20 parts of any one of the present compounds 1-8, 2 parts of any one of auxins, 4 parts of sodium lauryl sulfate, 2 parts of calcium lignin sulfonate, 20 parts of synthetic silicon hydroxide fine powder and 52 parts of diatomaceous earth In addition, the mixture is stirred and mixed well to obtain each 20% wettable powder.

Formulation Example 8
20 parts of any one of the present compounds 1 to 8 and 2 parts of salicylic acid are added to a mixture of 4 parts of sodium lauryl sulfate, 2 parts of calcium lignin sulfonate, 20 parts of synthetic hydrous silicon oxide fine powder and 52 parts of diatomaceous earth, Stir and mix well to obtain each 20% wettable powder.

Formulation Example 9
20 parts of any one of the present compounds 1 to 8 and 2 parts of jasmonic acid are added to a mixture of 4 parts of sodium lauryl sulfate, 2 parts of calcium lignin sulfonate, 20 parts of synthetic hydrous silicon oxide fine powder and 52 parts of diatomaceous earth. Stir and mix well to obtain each 20% wettable powder.

Formulation Example 10
20 parts of any one of the present compounds 1 to 8, 2 parts of any of strigolactone, 4 parts of sodium lauryl sulfate, 2 parts of calcium lignin sulfonate, 20 parts of synthetic hydrous silicon oxide fine powder and 52 parts of diatomaceous earth Is added to the mixture and mixed well with stirring to obtain each 20% wettable powder.

Formulation Example 11
20 parts of any one of the present compounds 1 to 8, 2 parts of any of the safeners, 4 parts of sodium lauryl sulfate, 2 parts of calcium lignin sulfonate, 20 parts of synthetic hydrous silicon oxide fine powder and 52 parts of diatomaceous earth Is added to the mixture and mixed well with stirring to obtain each 20% wettable powder.

Formulation Example 12
20 parts of any one of the present compounds 1 to 8, 2 parts of any one of compound b, compound b, compound c, compound d, compound e, compound f and compound g, 4 parts of sodium lauryl sulfate, Add 2 parts of calcium lignin sulfonate, 20 parts of synthetic hydrous silicon fine powder and 52 parts of diatomaceous earth and mix well to obtain 20% wettable powder.

Formulation Example 13
2 parts of any one of the present compounds 1 to 8 and 0.2 parts of abscisic acid are added with 1 part of synthetic hydrous silicon fine powder, 2 parts of calcium lignin sulfonate, 30 parts of bentonite and 64.8 parts of kaolin clay. Mix thoroughly. Next, an appropriate amount of water is added to these mixtures, and the mixture is further stirred, granulated with a granulator, and dried by ventilation to obtain 2% granules.

Formulation Example 14
2 parts of any one of the present compounds 1 to 8, 0.2 part of any one of cytokinins, 1 part of a synthetic silicon hydrous fine powder, 2 parts of calcium lignin sulfonate, 30 parts of bentonite and kaolin clay 64.8 Add part and mix well. Next, an appropriate amount of water is added to these mixtures, and the mixture is further stirred, granulated with a granulator, and dried by ventilation to obtain 2% granules.

Formulation Example 15
To 2 parts of any one of the present compounds 1 to 8 and 0.2 part of gibberellin A3, 1 part of a synthetic silicon hydrous fine powder, 2 parts of calcium lignin sulfonate, 30 parts of bentonite and 64.8 parts of kaolin clay are added. Mix thoroughly. Next, an appropriate amount of water is added to these mixtures, and the mixture is further stirred, granulated with a granulator, and dried by ventilation to obtain 2% granules.

Formulation Example 16
2 parts of any one of the present compounds 1 to 8, 0.2 part of any one of the gibberellin synthesis inhibitors, 1 part of a synthetic silicon hydroxide fine powder, 2 parts of calcium lignin sulfonate, 30 parts of bentonite and kaolin clay Add 64.8 parts and mix well. Next, an appropriate amount of water is added to these mixtures, and the mixture is further stirred, granulated with a granulator, and dried by ventilation to obtain 2% granules.

Formulation Example 17
2 parts of any one of the present compounds 1 to 8, 0.2 part of any one of the ethylene generators, 1 part of a synthetic silicon hydroxide fine powder, 2 parts of calcium lignin sulfonate, 30 parts of bentonite and kaolin clay 64 Add 8 parts and mix well. Next, an appropriate amount of water is added to these mixtures, and the mixture is further stirred, granulated with a granulator, and dried by ventilation to obtain 2% granules.

Formulation Example 18
2 parts of any one of the present compounds 1 to 8, 0.2 part of any one of the ethylene inhibitors, 1 part of a synthetic silicon hydrous fine powder, 2 parts of calcium lignin sulfonate, 30 parts of bentonite and kaolin clay 64 Add 8 parts and mix well. Next, an appropriate amount of water is added to these mixtures, and the mixture is further stirred, granulated with a granulator, and dried by ventilation to obtain 2% granules.

Formulation Example 19
2 parts of any one of the present compounds 1 to 8, 0.2 part of any one of auxins, 1 part of a synthetic silicon hydrous powder, 2 parts of calcium lignin sulfonate, 30 parts of bentonite and kaolin clay 64.8 Add part and mix well. Next, an appropriate amount of water is added to these mixtures, and the mixture is further stirred, granulated with a granulator, and dried by ventilation to obtain 2% granules.

Formulation Example 20
2 parts of any one of the present compounds 1 to 8 and 0.2 parts of salicylic acid are sufficiently added with 1 part of a synthetic silicon hydrous fine powder, 2 parts of calcium lignin sulfonate, 30 parts of bentonite and 64.8 parts of kaolin clay. Stir and mix. Next, an appropriate amount of water is added to these mixtures, and the mixture is further stirred, granulated with a granulator, and dried by ventilation to obtain 2% granules.

Formulation Example 21
2 parts of any one of the present compounds 1 to 8, 0.2 parts of jasmonic acid, 1 part of a synthetic hydrous silicon oxide fine powder, 2 parts of calcium lignin sulfonate, 30 parts of bentonite and 64.8 parts of kaolin clay Mix thoroughly. Next, an appropriate amount of water is added to these mixtures, and the mixture is further stirred, granulated with a granulator, and dried by ventilation to obtain 2% granules.

Formulation Example 22
2 parts of any one of the present compounds 1 to 8, 0.2 part of any one of strigolactone, 1 part of a synthetic silicon hydroxide fine powder, 2 parts of calcium lignin sulfonate, 30 parts of bentonite and kaolin clay 64 Add 8 parts and mix well. Next, an appropriate amount of water is added to these mixtures, and the mixture is further stirred, granulated with a granulator, and dried by ventilation to obtain 2% granules.

Formulation Example 23
2 parts of any one of the present compounds 1 to 8, 0.2 part of any one of the safeners, 1 part of synthetic silicon hydroxide fine powder, 2 parts of calcium lignin sulfonate, 30 parts of bentonite and kaolin clay 64 Add 8 parts and mix well. Next, an appropriate amount of water is added to these mixtures, and the mixture is further stirred, granulated with a granulator, and dried by ventilation to obtain 2% granules.

Formulation Example 24
Synthetic hydrous silicon oxide in 2 parts of any one of Compounds 1 to 8, Compound a, or Compound b, Compound c, Compound d, Compound e, Compound f, and Compound g in 0.2 part Add 1 part of fine powder, 2 parts of calcium lignin sulfonate, 30 parts of bentonite and 64.8 parts of kaolin clay and mix well. Next, an appropriate amount of water is added to these mixtures, and the mixture is further stirred, granulated with a granulator, and dried by ventilation to obtain 2% granules.

Formulation Example 25
1 part of any one of the present compounds 1 to 8 and 0.1 part of abscisic acid are dissolved in an appropriate amount of acetone, and 5 parts of a synthetic silicon hydroxide-containing fine powder, 0.3 part of PAP and 93.6 parts of fusami clay And thoroughly stirring and mixing, evaporate and remove acetone to obtain each 1% powder.

Formulation Example 26
1 part of any one of the present compounds 1 to 8 and 0.1 part of any one of cytokinins are dissolved in an appropriate amount of acetone. Add 6 parts, mix well with stirring, and evaporate and remove acetone to give each 1% powder.

Formulation Example 27
1 part of any one of the present compounds 1 to 8 and 0.1 part of gibberellin A3 are dissolved in an appropriate amount of acetone, and 5 parts of a synthetic silicon hydroxide fine powder, 0.3 part of PAP and 93.6 parts of fusami clay And thoroughly stirring and mixing, evaporate and remove acetone to obtain each 1% powder.

Formulation Example 28
1 part of any one of the present compounds 1 to 8 and 0.1 part of any one of the gibberellin synthesis inhibitors are dissolved in an appropriate amount of acetone, and 5 parts of a synthetic silicon hydroxide-containing fine powder and 0.3 parts of PAP are dissolved therein. And 93.6 parts of fusami clay are added, mixed with sufficient stirring, and acetone is removed by evaporation to obtain each 1% powder.

Formulation Example 29
1 part of any one of the present compounds 1 to 8 and 0.1 part of any one of the ethylene generators are dissolved in an appropriate amount of acetone. Add 93.6 parts of Fusami clay, stir and mix thoroughly, and evaporate and remove acetone to give each 1% powder.

Formulation Example 30
1 part of any one of the present compounds 1 to 8 and 0.1 part of any one of the ethylene inhibitors are dissolved in an appropriate amount of acetone. Add 93.6 parts of Fusami clay, stir and mix thoroughly, and evaporate and remove acetone to give each 1% powder.

Formulation Example 31
1 part of any one of the present compounds 1 to 8 and 0.1 part of any one of auxins are dissolved in an appropriate amount of acetone. Add 6 parts, mix well with stirring, and evaporate and remove acetone to give each 1% powder.

Formulation Example 32
1 part of any one of the present compounds 1 to 8 and 0.1 part of salicylic acid are dissolved in an appropriate amount of acetone, and 5 parts of a synthetic silicon hydroxide-containing fine powder, 0.3 part of PAP and 93.6 parts of Fusami clay are added. In addition, the mixture is sufficiently stirred and acetone is removed by evaporation to obtain each 1% powder.

Formulation Example 33
1 part of any one of the present compounds 1 to 8 and 0.1 part of jasmonic acid are dissolved in an appropriate amount of acetone, and 5 parts of a synthetic silicon hydroxide-containing fine powder, 0.3 part of PAP and 93.6 parts of fusami clay are dissolved therein. And thoroughly stirring and mixing, evaporate and remove acetone to obtain each 1% powder.

Formulation Example 34
1 part of any one of the present compounds 1 to 8 and 0.1 part of any of strigolactone are dissolved in an appropriate amount of acetone, and 5 parts of a synthetic hydrous hydroxide fine powder, 0.3 part of PAP, and Add 93.6 parts of fusami clay, stir and mix thoroughly, and evaporate and remove acetone to give each 1% powder.
Formulation Example 35
1 part of any one of the present compounds 1 to 8 and 0.1 part of any one of the safeners are dissolved in an appropriate amount of acetone, to which 5 parts of a synthetic silicon hydroxide fine powder, 0.3 part of PAP, and Add 93.6 parts of fusami clay, stir and mix thoroughly, and evaporate and remove acetone to give each 1% powder.

Formulation Example 36
0.1 part of any one of the present compounds 1 to 8, Compound a, Compound b, Compound c, Compound d, Compound e, Compound f, or Compound g is added to an appropriate amount of acetone. Dissolve it, add 5 parts of synthetic hydrous silicon oxide fine powder, 0.3 part of PAP and 93.6 parts of fusami clay, stir and mix thoroughly, and evaporate and remove acetone to give each 1% powder.

Formulation Example 37
10 parts of any one of the present compounds 1 to 8, 1 part of abscisic acid, 17.5 parts of polyoxyethylene alkyl ether sulfate ammonium salt, 17.5 parts of white carbon and 54 parts of water are mixed, and wet pulverization method is used. Each 10% flowable agent is obtained by pulverizing.

Formulation Example 38
10 parts of any one of the present compounds 1 to 8, 1 part of any one of cytokinins, 17.5 parts of polyoxyethylene alkyl ether sulfate ammonium salt, 17.5 parts of white carbon and 54 parts of water are mixed and wetted. Each 10% flowable agent is obtained by pulverizing by a pulverization method.

Formulation Example 39
10 parts of any one of the present compounds 1 to 8, 1 part of pyraclostrobin gibberellin A3, 17.5 parts of polyoxyethylene alkyl ether sulfate ammonium salt, 17.5 parts of white carbon and 54 parts of water are mixed and wetted. Each 10% flowable agent is obtained by pulverizing by a pulverization method.

Formulation Example 40
10 parts of any one of the present compounds 1 to 8, 1 part of any one of gibberellin synthesis inhibitors; 17.5 parts of polyoxyethylene alkyl ether sulfate ammonium salt, 35 parts of white carbon, and 54 parts of water are mixed. By pulverizing with a wet pulverization method, each 10% flowable agent is obtained.

Formulation Example 41
10 parts of any one of the present compounds 1 to 8 and 1 part of any one of ethylene generators, 17.5 parts of polyoxyethylene alkyl ether sulfate ammonium salt; 35 parts of white carbon and 54 parts of water are mixed and wetted Each 10% flowable agent is obtained by pulverizing by a pulverization method.

Formulation Example 42
10 parts of any one of the present compounds 1 to 8, 1 part of any one of ethylene inhibitors, 17.5 parts of polyoxyethylene alkyl ether sulfate ammonium salt, 17.5 parts of white carbon and 54 parts of water are mixed. By pulverizing with a wet pulverization method, each 10% flowable agent is obtained.

Formulation Example 43
10 parts of any one of the present compounds 1 to 8 and 1 part of any one of auxins, 17.5 parts of polyoxyethylene alkyl ether sulfate ammonium salt, 17.5 parts of white carbon and 54 parts of water are mixed and wetted. Each 10% flowable agent is obtained by pulverizing by a pulverization method.

Formulation Example 44
10 parts of any one of the present compounds 1 to 8, 1 part of salicylic acid, 17.5 parts of polyoxyethylene alkyl ether sulfate ammonium salt, 17.5 parts of white carbon and 54 parts of water are mixed, and finely divided by a wet pulverization method. Each 10% flowable agent is obtained by grinding.

Formulation Example 45
10 parts of any one of the present compounds 1 to 8 and 1 part of jasmonic acid; 17.5 parts of polyoxyethylene alkyl ether sulfate ammonium salt; 17.5 parts of white carbon; and 55 parts of water are mixed and wet pulverized. Each 10% flowable agent is obtained by finely pulverizing with.

Formulation Example 46
10 parts of any one of the present compounds 1 to 8, 1 part of any one of strigolactone, 17.5 parts of polyoxyethylene alkyl ether sulfate ammonium salt, 17.5 parts of white-bonn; and 54 parts of water are mixed. By pulverizing with a wet pulverization method, each 10% flowable agent is obtained.

Formulation Example 47
10 parts of any one of the present compounds 1 to 8 and 1 part of any one of the safeners, 17.5 parts of polyoxyethylene alkyl ether sulfate ammonium salt, 17.5 parts of wight carbon and 54 parts of water are mixed. By pulverizing with a wet pulverization method, each 10% flowable agent is obtained.

Formulation Example 48
10 parts of any one of the present compounds 1 to 8 and compound a, or 1 part of any one of compound b, compound c, compound d, compound e, compound f and compound g, reoxyethylene alkyl ether sulfate ammonium 17.5 parts of salt. 35 parts of white carbon and 54 parts of water are mixed and finely pulverized by a wet pulverization method to obtain each 10% flowable agent.

  Next, application examples of the composition of the present invention to plant seeds will be shown.

Application example 1
By subjecting each flowable preparation prepared in Preparation Example 37 to Preparation Example 48 to 100 kg of dried corn seeds using a rotary seed treatment machine (seed dresser, Hans-Ulrich Hege GmbH), 200 ml of smear treatment is performed. Each treated seed is obtained.

Application example 2
By subjecting each flowable preparation prepared in Preparation Example 37 to Preparation Example 48 to 50 kg of dry cotton seeds using a rotary seed processing machine (seed dresser, Hans-Ulrich Hege GmbH), 50 ml of each is sprayed. Each treated seed is obtained.

Application example 3
By subjecting each flowable formulation prepared in Formulation Example 37 to Formulation Example 48 to 10 kg of dried soybean seeds using a rotary seed treatment machine (seed dresser, Hans-Ulrich Hege GmbH), 10 ml of smear treatment. Each treated seed is obtained.

Application example 4
By subjecting each flowable formulation prepared in Formulation Example 37 to Formulation Example 48 to 10 kg of dried sugar beet seeds using a rotary seed processing machine (seed dresser, Hans-Ulrich Hege GmbH), 100 ml of each of the flowable formulations Each treated seed is obtained.

Application example 5
Each flowable preparation prepared in Preparation Example 37 to Preparation Example 48 is subjected to 50 ml smearing treatment on 10 kg of dried oilseed rape seed using a rotary seed processing machine (seed dresser, Hans-Ulrich Hege GmbH). Thus, each treated seed is obtained.

Application example 6
By subjecting each flowable preparation prepared in Preparation Example 37 to Preparation Example 48 to 40 kg of wheat dry seeds using a rotary seed treatment machine (seed dresser, Hans-Ulrich Hege GmbH), 40 ml of each of the flowable preparations. Each treated seed is obtained.

Application example 7
Each of the flowable preparations prepared in Preparation Example 37 to Preparation Example 48 is subjected to 200 ml of smearing treatment using a rotary seed processing machine (seed dresser, Hans-Ulrich Hege GmbH) on 100 kg of dried rice seeds. Each treated seed is obtained.

Next, a method for confirming that the composition of the present invention promotes the growth of plants is shown in Test Examples.
Test Example 1 Evaluation of growth promotion under low temperature stress by hydroponic cultivation of N. benthamiana (test plant)
Bensamiana tobacco (Nicotiana benthamiana)
(Cultivation conditions and compound treatment method)
Murashige-Skoog medium with a 2-fold dilution (2.3 g of mixed salt for Murashige-Skoog medium (manufactured by Wako Pure Chemical Industries), 200 mg of myo-inositol (Sigma Aldrich) per liter of water, nicotinic acid (Wako Pure Chemical Industries) 2 mg, pyridoxine hydrochloride (Wako Pure Chemical Industries) 2 mg, thiamine hydrochloride (Wako Pure Chemical Industries) 20 mg, sucrose (Wako Pure Chemical Industries) 20 g, MES ( 5 μL of a medium containing 1 g of Dojindo Laboratories, adjusted to pH 5.8) is dispensed into a 96-well plastic plate, seeded with Bensamiana tobacco and cultured at 22 ° C. overnight. Thereafter, 45 μL of the medium (containing 0.1% DMSO) containing the required amount of the present condensed ring compound and the required amount of the active compound is further added to each well, and the illuminance is 2,000 lux, the temperature is 22 ° C., and the day length is 16 Culture for 7 days under conditions of time and treat the seedlings of Bensamiana tobacco with the compound. 45 μL of medium supplemented with 1 / 1,000 volume of DMSO to 2-fold diluted Murashige-Skoog medium is added, and the seedlings of N. benthamiana tobacco are similarly cultured as a 50 μL medium to obtain an untreated group.
(Cultivation conditions under low temperature stress)
The seedlings cultured as described above are cultivated for 7 days under the conditions of an illuminance of 2,000 lux, a temperature of 1.5 ± 1.0 ° C., and a day length of 16 hours, and subjected to low-temperature stress treatment. Similarly, seedlings in untreated areas are subjected to low-temperature stress treatment.
(Evaluation)
The seedlings of the treated and untreated agricultural chemical composition of the present invention treated with low temperature stress are cultivated for 3 days under conditions of illuminance of 3,000 lux, temperature of 22 ° C, and day length of 16 hours, before low temperature stress treatment and low temperature stress. The seedlings 3 days after the treatment are photographed with a scanner riser HTS (manufactured by LemnaTec), and the area of the green part of the seedlings is measured. The relative leaf area can be obtained from the following formula, assuming that the area of the green part of the untreated section after the low temperature stress treatment is 0% and the area of the green part of the seedling just before the low temperature stress treatment is 100%.
In the section treated with the composition of the present invention, an increase in the green leaf area is expected to be observed.
<Calculation formula>
(Relative leaf area) = 100 × {(Area of green part of seedling leaf of composition-treated group after 3 days of low-temperature stress treatment) − (Green part of seedling leaf of untreated group after 3 days of low-temperature stress treatment) Area)} / (the area of the green part of the seedling leaves in the untreated area immediately before the low-temperature stress treatment)

Test Example 2 Root growth promotion evaluation test by rice hydroponics (test plant)
Rice (variety: Nipponbare)
(Cultivation conditions and compound treatment method)
Hoagland and Arnon, California Agricultural Experiment Station 1950 Circular 347 pp. 0.01% DMSO-containing 4-fold diluted hogland hydroponic culture solution containing the required amount of the present fused ring compound and the required amount of this active compound. 34) is prepared.
Rice seeds are immersed in a 1% sodium hypochlorite aqueous solution for 10 minutes and then in a 70% ethanol solution, and then washed with distilled water to sterilize the seed surface. The sterilized seeds are immersed in a hydroponic culture solution containing the above-described composition of the present invention, and incubated in the dark at a temperature of 28 ° C. for 3 days for sprouting treatment.
Thereafter, 30 mL of the hydroponic culture solution containing the above-described composition of the present invention was dispensed into a plastic tube (diameter: 20 mm × height: 113 mm) whose side was covered with cardboard for light shielding, and expanded polystyrene. Floats made using a board and a vinyl mesh, put the rice seeds after germination on the floats floated on the surface of the hydroponics liquid, the illuminance on the top of the tube is 4,000 lux, the temperature is 26 ℃, Cultivate for 3 days under conditions of humidity 50% and day length 16 hours.
(Evaluation method)
For the rice seedlings after cultivation, the seed root length is measured by the WinRHIZO system (manufactured by REGENT INSTRUMENTS), and the average value of the seed root length of the individual in each test section is obtained.
As a result of the evaluation, the seed root is expected to be long in the section treated with the composition of the present invention.

Test Example 3 Growth promotion evaluation test under low temperature stress by corn seed treatment (test plant)
Corn (variety: Pioneer 31P41 (Pioneer Hibread Japan))
(Seed treatment)
Prepare a blank slurry solution containing 10% (V / V) color coat red (Becker Underwood, Inc.), 10% (V / V) CF-Clear (Becker Underwood, Inc.), 1.66% Maxim4FS (Syngenta) . A required amount of the present fused ring compound and any one of the required amount of the active compound are dissolved in a blank slurry to form a slurry solution containing the composition of the present invention. Add 0.35 ml of the slurry solution per 14.4 g of seeds to corn seeds in a 50 mL centrifuge tube (manufactured by BD Japan), stir until the slurry solution is dry, and coat the corn seeds to treat the seeds. Moreover, the seed for untreated sections is processed similarly using a blank slurry.
(Cultivation conditions)
Seed corn seeds are sown one by one in the soil (Aina) in a pot (φ55 mm × height 58 mm) and cultivated for 10 days under conditions of a temperature of 27 ° C, an illuminance of 5,000 lux, and a day length of 16 hours.
The grown seedlings are placed in an artificial meteorological chamber (VHT-2-15P-NC2-S, manufactured by Nippon Medical Instruments Co., Ltd.) for 4 days under conditions of a temperature of 2.5 ± 1 ° C, a length of 16 hours, and an illuminance of 5,000 lux or less. Cultivate.
The grown plants are then cultivated for 4 days at a temperature of 27 ° C., an illuminance of 5,000 lux, and a day length of 16 hours.
(Evaluation method)
The above-ground fresh weight of the plant after cultivation is weighed, and the average weight per individual is determined.
As a result of the evaluation, it is expected that the above-ground fresh weight increases in the section treated with the composition of the present invention.

  By using the composition of the present invention, it becomes possible to effectively promote plant growth.

Claims (1)

Formula (1)

Wherein, R ^a, R ^b, any one of R ^c and R ^d is a trifluoromethyl group and others represent a hydrogen atom, R ^e represents a methyl group or an ethyl group. ]
A pesticidal composition comprising a compound represented by the formula: and at least one active compound selected from the group (A).
Group (A): Abscisic acid, cytokinin, gibberellin, ethylene inhibitor, auxin, salicylic acid derivative, jasmonic acid derivative, strigolactone, formula (2)

[Wherein R ¹ represents a phenyl group, a naphthyl group or an aromatic heterocyclic group, and the phenyl group, the naphthyl group and the aromatic heterocyclic group are each a halogen atom, a hydroxyl group, a cyano group, a nitro group or a halogen atom. An optionally substituted alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms that may be substituted with a halogen atom, and an alkylthio group having 1 to 6 carbon atoms that may be substituted with a halogen atom , An alkenyl group having 2 to 6 carbon atoms which may be substituted with a halogen atom, an alkynyl group having 2 to 6 carbon atoms which may be substituted with a halogen atom, an amino group, an alkylamino group having 1 to 6 carbon atoms, and May be substituted with 1 to 5 groups selected from di (C1-6 alkyl) amino groups,
R ² represents a hydroxyl group, an amino group or an alkoxy group having 1 to 6 carbon atoms,
X represents an alkylene group having 1 to 6 carbon atoms,
Y represents an alkylene group having 1 to 6 carbon atoms or an alkenylene group having 1 to 6 carbon atoms. ]
And a safener.