JPS5939803A - Plant growth regulator - Google Patents

Plant growth regulator

Info

Publication number
JPS5939803A
JPS5939803A JP14944782A JP14944782A JPS5939803A JP S5939803 A JPS5939803 A JP S5939803A JP 14944782 A JP14944782 A JP 14944782A JP 14944782 A JP14944782 A JP 14944782A JP S5939803 A JPS5939803 A JP S5939803A
Authority
JP
Japan
Prior art keywords
formula
growth regulator
plant growth
compound
ripening
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
JP14944782A
Other languages
Japanese (ja)
Other versions
JPH025722B2 (en
Inventor
Yasuo Kamuro
禿 泰雄
Yasuichi Hirai
平井 康市
Susumu Yamamoto
進 山本
Fumio Suzuki
文夫 鈴木
Noboru Shindo
進藤 登
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Nissan Chemical Corp
Original Assignee
Nissan Chemical Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Nissan Chemical Corp filed Critical Nissan Chemical Corp
Priority to JP14944782A priority Critical patent/JPS5939803A/en
Publication of JPS5939803A publication Critical patent/JPS5939803A/en
Publication of JPH025722B2 publication Critical patent/JPH025722B2/ja
Granted legal-status Critical Current

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Abstract

PURPOSE:To provide a plant-growth regulator containing a malonic acid anilide derivative as an active component, and useful as an agent for promoting the growth and ripening of a fruit, a flower thinning agent or a fruit thinning agent. CONSTITUTION:The objective plant-growth regulator contains the compound of formula (X is H, halogen, lower alkyl, or lower alkoxy; n is 1, 2 or 3; Ph is phenyl; R is H or lower alkyl) (e.g. 4-Me-PhNHCO-CH2COOEt), as an active component. The compound of formula is effective to promote as well as retard the data of ripening of tomato. When a blooming flower cluster is treated with the compound of formula, the blooming flowers are fallen, but the compound is inactive to the fertilized ovary. Accordingly, the ripening date can be made uniform by leaving the necessary number of fruits or removing the unnecessary flowers. The application concentration of the compound of formula is preferably 100-3,000ppm.

Description

【発明の詳細な説明】 本発明は式〔1〕 (X )、PhN11COCIl、C0OR(1)〔式
中、Xは水素原子、ハロゲン原子、低級アルキル基又は
低級アルコキシ基を、nは1〜3の整数を、Phはフェ
ニル基を、Rは水素原子又は低級アルキル基を示す。〕
で表されるマロン酸アニリド誘導体を有効成分とする植
物生長調節剤に関する。
DETAILED DESCRIPTION OF THE INVENTION The present invention is based on the formula [1] (X ), PhN11COCIl, C0OR (1) [wherein, X is a hydrogen atom, a halogen atom, a lower alkyl group or a lower alkoxy group, and n is 1 to 3 Ph represents a phenyl group, and R represents a hydrogen atom or a lower alkyl group. ]
The present invention relates to a plant growth regulator containing a malonic acid anilide derivative represented by the following as an active ingredient.

植物の生長を調節するのは一般に植物ホルモンと考えら
れているが、外部より植物ホルモン又は類縁化合物を施
与することにより、植物の生長を調節する方法が近年非
常に多くなってきている。
Plant hormones are generally thought to regulate plant growth, but in recent years there have been an increasing number of methods for regulating plant growth by externally applying plant hormones or related compounds.

いわゆる植物生長調節剤の使用である。実用化されてい
る植物生長調節剤としては発芽発根促進剤摘果剤、落果
防止剤、生長抑制剤、単為結果剤等がある。これらの技
術を大別すれば(1)省力技術、 (2)質的生産性の
向−ヒ、 (3)量的生産性の向上となり農業技術のな
かに占めるウェイトはますます大きくなってきている。
This is the use of so-called plant growth regulators. Plant growth regulators that have been put to practical use include germination and rooting promoters, fruit thinning agents, fruit drop prevention agents, growth inhibitors, parthenocarpic agents, and the like. Broadly speaking, these technologies can be divided into (1) labor-saving technologies, (2) improvements in qualitative productivity, and (3) improvements in quantitative productivity, and their weight in agricultural technology is increasing. There is.

本発明者らは、前記式〔1〕で表されるマロン酸アニリ
ド誘導体が既存の植物ホルモンとは異なる活性をもち、
なおかつ果実の肥大を促進する効果、果実の熟期を調節
する効果および植物の摘花果効果を有する独特な作用性
をもつ植物生長調節剤であることを見いだし、該化合物
の植物生長調節剤としての利用法に関する発明を完成す
るに致った。
The present inventors discovered that the malonic acid anilide derivative represented by the above formula [1] has an activity different from that of existing plant hormones,
In addition, they discovered that it is a plant growth regulator with unique effects, including the effect of promoting fruit enlargement, the effect of regulating the ripening period of fruits, and the effect of deflowering plants. I have completed an invention related to its usage.

すでに果実の肥大促進効果を有する植物生長調節剤とし
てジベレリンがあり、ジベレリンはブドウ(プラウエア
種)と日本梨において肥大と熟期促進剤として利用され
ているがこれら以外の利用は見られない。しかし、該化
合物はリンゴおよびトマトにおいて果実の肥大促進効果
が認められた。
Gibberellins are already known as plant growth regulators that have the effect of promoting fruit enlargement, and gibberellins are used as enlargement and ripening promoters in grapes (Plauea species) and Japanese pears, but no other uses have been seen. However, this compound was found to have an effect of promoting fruit enlargement in apples and tomatoes.

すなわちリンゴでは生理落果終了後、トマトでは緑熟期
・白熱期の処理で明らかに肥大した。さらに該化合物を
トマトの緑熟期に処理したところ。
In other words, in apples, the fruit clearly enlarged after the period of fruit drop, and in the case of tomatoes, during the green ripening and incandescent stages. Furthermore, the compound was applied to tomatoes during the green ripening stage.

着色を促進させたものと2着色を遅延させたものとに活
性が二分した。これは個々の化合物の構造。
The activity was divided into two groups: those that promoted coloring and those that delayed coloring. This is the structure of each individual compound.

が類偵しているにもかかわらず、正反対の活性を持つオ
ーキシンとアンチオーキシンの関係によ(似ている。こ
のような促進、抑制効果は、処理濃度3処理時期によっ
ても逆になることが、ホルモン剤のごく一般的に生ずる
現象として知られている。従って該化合物は熟期調節剤
として熟期の促進と抑制という両面を持つ化合物である
Although they are similar, the relationship between auxin and antiauxin, which have opposite activities (similar to each other), is similar.Such promoting and suppressing effects can be reversed depending on the treatment concentration and timing. This is known to be a phenomenon that occurs very commonly with hormonal drugs.Therefore, this compound is a ripening-regulating agent that has both the ability to promote and suppress ripening.

つぎに、トマトの開花中の花房に該化合物を処理すると
開花中の花を落花させた。しかし、すでに受精が終り、
子房の肥大したものには効果がなかった。従って該化合
物を発育程度の異なる花や果実に適切な時期に処理する
ことにより、必要な数だけの果実を残したり不必要な花
を摘花することができる。すなわち、一定の発育の果実
にそろえることが出来るため1機械収穫をする場合熟期
がそろって極めて有利となる。
Next, blooming tomato inflorescences were treated with the compound to cause the blooming flowers to drop. However, fertilization has already finished,
There was no effect on those with enlarged ovaries. Therefore, by treating flowers and fruits with different developmental stages with the compound at an appropriate time, it is possible to leave the required number of fruits or to remove unnecessary flowers. In other words, since it is possible to obtain fruits with a certain level of development, it is extremely advantageous to use one machine to harvest the fruits, as they can be harvested at the same ripening stage.

本発明化合物の使用濃度としては、使用目的。The concentration of the compound of the present invention is determined based on the intended use.

対象とする植物の種類、その他の条件により異なるがl
O〜5000ρpI11が望ましく、好ましくは100
〜3000 ppm程度の濃度で使用するのが適当であ
る。
It varies depending on the type of target plant and other conditions.
O~5000ρpI11 is desirable, preferably 100
It is appropriate to use it at a concentration of about 3000 ppm.

本発明の植物生長調節剤を実用に供する際は使用場面に
応じて各種の担体と混合し、液剤、乳剤顆粒剤等として
使用できる。ここにいう担体とは固体又は液体のいずれ
でもよく、これらの組合せでもよい。これらの例を列記
すれば、クレー、ベントナイト、゛タルク、珪藻土、水
、アルコール。
When the plant growth regulator of the present invention is put to practical use, it can be mixed with various carriers depending on the usage situation and used as a solution, emulsion granule, etc. The carrier referred to herein may be either solid or liquid, or a combination thereof. Examples of these include clay, bentonite, talc, diatomaceous earth, water, and alcohol.

ベンゼン、アセトン等が挙げられ、さらに農薬の製剤上
使用される補助剤9例えば展着剤、乳化剤。
Examples include benzene, acetone, etc., and auxiliary agents used in the formulation of agricultural chemicals, such as spreading agents and emulsifiers.

界面活性剤等を必要に応じて適宜使用してもよい。A surfactant or the like may be used as appropriate.

つぎに配合例を挙げてさらに詳細に説明するが。Next, a more detailed explanation will be given by giving examples of formulations.

これらのみに限定されるものではない。なお、以下の配
合例において部は重量部を意味する。
It is not limited only to these. In addition, in the following formulation examples, parts mean parts by weight.

配合例1  液剤 本発明化合物         3部 イソプロパツール       5部 水                   92部上記
成分を均一に混合して液剤とする。使用に際しては、水
で10〜300倍に希釈して処理する。
Formulation Example 1 Liquid Formulation Compound of the Invention 3 parts Isopropanol 5 parts Water 92 parts The above components are uniformly mixed to form a liquid form. When used, it is diluted 10 to 300 times with water.

配合例2  乳剤 本発明化合物        30部 キシレン          60部 ツルポール2680      10部(非イオン界面
活性剤とアニオン界面活性剤との混合物、東邦化学株式
会社商品名) 上記成分を均一に混合して乳剤とする。使用に際しては
、水で100〜3000倍に希釈して処理する。
Formulation Example 2 Emulsion Compound of the present invention 30 parts Xylene 60 parts Trupol 2680 10 parts (mixture of nonionic surfactant and anionic surfactant, trade name of Toho Chemical Co., Ltd.) The above components are uniformly mixed to form an emulsion. When used, it is diluted 100 to 3000 times with water.

配合例3  顆粒剤 本発明化合物         3部 CMCカルシウム塩      5部 ベントナイト        10部 クレー          82部 上記成分を均一に混合粉砕した後打錠成型して顆粒剤と
する。
Formulation Example 3 Granule Compound of the present invention 3 parts CMC calcium salt 5 parts Bentonite 10 parts Clay 82 parts The above ingredients are uniformly mixed and pulverized and then compressed into granules.

つぎに本発明化合物を各種植物体に処理したときの実用
的な効果の確認を試験例を挙げて具体的に説明する。た
だし本発明はこれらによって限定されるものではない。
Next, confirmation of practical effects when various plants are treated with the compound of the present invention will be specifically explained using test examples. However, the present invention is not limited to these.

なお2以下の試験例において、数値は無処理に対する百
分率を、Phはフェニル基を、 Meはメチル基を、 
Etはエチル基を示す。
In addition, in the test examples below 2, the numerical values are percentages of untreated, Ph is phenyl group, Me is methyl group,
Et represents an ethyl group.

また2本発明化合物(1)、  (2)、  (3)は
下記の通りである。
Further, the two compounds of the present invention (1), (2), and (3) are as follows.

本発明化合物(1)  4−Me −PhNIICOC
112COOEt本発明化合物(2)  PhN11C
OC1rQCOOEt本発明化合物(3)  PhNl
IC0C1l□COO11試験例1  果実肥大促進効
果試験 (1)直径25cmの素焼体に植えられた7年
生のヒメリンゴを用いた。生理落果終了後(果1y!!
10〜12mm) + 本発明化合物の所定濃度の水溶
液を全面に撒布した。処理゛後3ケ月の成熟・着色期に
果実虫。
Compound of the present invention (1) 4-Me -PhNIICOC
112COOEtCompound of the present invention (2) PhN11C
OC1rQCOOEt Compound of the present invention (3) PhNl
IC0C1l□COO11 Test Example 1 Fruit enlargement promotion effect test (1) Seven-year-old Japanese apples planted in a clay pot with a diameter of 25 cm were used. After the menstrual fruit drop (fruit 1y!!
10-12 mm) + An aqueous solution of the compound of the present invention at a predetermined concentration was sprayed over the entire surface. Fruit insects appear during the ripening and coloring stage, 3 months after treatment.

糖度(アタゴ製屈折針による)、酸(N / 10 N
a011で滴定)を測定した。結果を第1表に示す。
Sugar content (by Atago refracting needle), acid (N / 10 N
Titration with a011) was measured. The results are shown in Table 1.

第1表  果実肥大促進効果(1) 濃度ppm果重 糖度  酸 無処理      −100100100第1表から明
らかな如く、ヒメリンゴにおいて400.2000pp
mで果実の肥大が促進された。
Table 1 Fruit enlargement promoting effect (1) Concentration ppm Fruit weight Sugar content No acid treatment -100100100 As is clear from Table 1, 400.2000pp in Himeru apples
Fruit enlargement was promoted in M.

試験例2  果実肥大促進効果試験 (2)圃場に栽培
されたトマト(品種;福々2号)の白熱期、緑熟期に本
発明化合物の所定濃度の水溶液を全面に散布した。果実
が半分程度着色した成熟期に収穫して果実型を調査した
。結果を第2表に示す。
Test Example 2 Fruit enlargement promotion effect test (2) An aqueous solution of the compound of the present invention at a predetermined concentration was sprayed over the entire surface of tomatoes (cultivar: Fukufuku No. 2) grown in the field during the incandescent and ripening stages. The fruit was harvested at the ripening stage when about half of the fruit was colored, and the fruit type was examined. The results are shown in Table 2.

第2表  果実肥大促進効果(2) 無処理       −100100 第2表のようにベンゼン環が無置換(本発明化合物(2
))の場合、いずれの時期も400 ppmで肥大促進
効果がみられた。4−Me置換体(本発明化合物(1)
)では白熱期2000 ppm 、線熱期で2000,
40°Oppmともに有効であった。
Table 2 Fruit enlargement promoting effect (2) No treatment -100100 As shown in Table 2, the benzene ring is unsubstituted (the compound of the present invention (2)
)), the hypertrophy-promoting effect was seen at 400 ppm at all times. 4-Me substituted product (compound of the present invention (1)
), 2000 ppm in the incandescent period, 2000 ppm in the linear hot period,
Both 40°Oppm were effective.

試験例3  熟期調節効果試験 圃場に栽培されたトマト(品種;福々2号)の線熱jl
JIに本発明化合物の所定濃度の水溶液を全面に散布し
た。無処理が半分程度着色した時点で一斉に収穫して着
色程度を調査した。結果を第3表に示す。
Test Example 3 Wire heat jl of tomatoes (variety: Fukufuku No. 2) grown in the ripening period adjustment effect test field
An aqueous solution of the compound of the present invention at a predetermined concentration was sprayed over the entire surface of JI. When the untreated plants had become about half colored, they were harvested all at once and the degree of coloration was investigated. The results are shown in Table 3.

第3表  熟期調節効果 濃度ppm   着色 400   2.8 無処理       −2,7 着色程度の判定基準(20果の平均値で示す)0:完全
縁白色 1ニ一部のみ着色 2:果頂部のみ着色 3:多少緑白色残る 4:完全着色 第3表のようにベンゼン環が無置換(本発明化合物(2
))の場合、2000ppmで着色が促進された。4−
Me置換体(本発明化合物(1))では2000 、 
400 pplllともに着色が遅延した試験例4  
摘花効果試験 圃場に栽培されたトマト(品積;福寿2号)の開花中の
花房に本発明化合物の所定濃度の水溶液を花房のみに散
布した。処理−週間後に着花2着果状況を調査した。
Table 3 Ripening period adjustment effect concentration ppm Coloration 400 2.8 No treatment -2,7 Judgment criteria for degree of coloration (indicated by the average value of 20 fruits) 0: Completely white edges 1 Partially colored 2: Only the top of the fruit Coloring 3: Some greenish white remaining 4: Completely colored As shown in Table 3, the benzene ring is unsubstituted (the compound of the present invention (2)
)), coloring was promoted at 2000 ppm. 4-
2000 for Me-substituted product (compound (1) of the present invention),
Test example 4 in which coloring was delayed for both 400pplll
An aqueous solution of the compound of the present invention at a predetermined concentration was sprayed only on the blooming inflorescences of tomatoes (Shinseki; Fukuju No. 2) cultivated in the flower thinning effect test field. After one week of treatment, the status of flowering and fruit set was investigated.

結果を第4表に示す。The results are shown in Table 4.

第4表  摘花効果 濃度ppm   落花率 第4表のように明らかに摘花効果を示し、4−Me置換
体(本発明化合物(1))でより効果が高かった。
Table 4 Flower thinning effect concentration ppm Flower drop rate As shown in Table 4, the flower thinning effect was clearly shown, and the effect was higher with the 4-Me substituted product (the compound (1) of the present invention).

特許出願人  日産化学工業株式会社Patent applicant: Nissan Chemical Industries, Ltd.

Claims (9)

【特許請求の範囲】[Claims] (1)式〔1〕 (X )%PhN11COC112COOR(1)′〔
式中、Xは水素原子、ハロゲン原子、低級アルキル基又
は低級アルコキシ基を、nは1〜3の整数を、Phはフ
ェニル基を、Rは水素原子又は低級アルキル基を示す。 〕で表されるマロン酸アニリド誘導体を有効成分とする
植物生長調節剤。
(1) Formula [1] (X )%PhN11COC112COOR (1)' [
In the formula, X represents a hydrogen atom, a halogen atom, a lower alkyl group or a lower alkoxy group, n represents an integer of 1 to 3, Ph represents a phenyl group, and R represents a hydrogen atom or a lower alkyl group. ] A plant growth regulator containing a malonic acid anilide derivative represented by the following as an active ingredient.
(2)式〔2〕 4−1?−PhN1100+’:II□COO5C2)
〔式中、Rは水素原子又は低級アルキル基を、Phはフ
ェニル基を示す。〕で表されるマロン酸アニリド誘導体
を有効成分とする特許請求の範囲第1項記載の植物生長
調節剤。
(2) Formula [2] 4-1? -PhN1100+':II□COO5C2)
[In the formula, R represents a hydrogen atom or a lower alkyl group, and Ph represents a phenyl group. The plant growth regulator according to claim 1, which contains a malonic acid anilide derivative represented by the following as an active ingredient.
(3)式〔3〕 PhNHCOCHユC00II   (3)c式中、P
hはフェニル基を示す。〕で表されるマロン酸アニリド
を有効成分とする特許請求の範囲第2項記載の植物生長
調節剤。
(3) Formula [3] PhNHCOCHUC00II (3) In the c formula, P
h represents a phenyl group. ] The plant growth regulator according to claim 2, which contains malonic acid anilide represented by the following as an active ingredient.
(4)式〔4〕 PhNlIC0CII、C00Et  (4)c式中、
  Phはフェニル基を、 htはエチル基を示す〕で
表されるマロン酸アニリド誘導体を有効成分とする特許
請求の範囲ff12項記載の植物生長調節剤。
(4) Formula [4] PhNlIC0CII, C00Et (4) In formula c,
The plant growth regulator according to claim ff12, which contains a malonic acid anilide derivative represented by the following formula: Ph represents a phenyl group and ht represents an ethyl group.
(5)式〔5〕 4−Me−PhNtlCOCIIICOOEt  (、
5)〔式中、 Meはメチル基を、Phはフェニル基を
、 F、tはエチル基を示す。〕で表されるマロン酸ア
ニリド誘導体を有9ノ成分とする特許請求の範囲第2項
載の植物生長調節剤。
(5) Formula [5] 4-Me-PhNtlCOCIIICOOEt (,
5) [In the formula, Me represents a methyl group, Ph represents a phenyl group, and F and t represent an ethyl group. ] The plant growth regulator according to claim 2, which contains a malonic acid anilide derivative represented by the following as a component.
(6)植物の果実の肥大又は成熟促進剤である特許請求
の範囲第1項記載の植物生長調節剤。
(6) The plant growth regulator according to claim 1, which is an agent for promoting enlargement or ripening of plant fruits.
(7)植物の摘花又は摘果剤である特許請求の範囲第1
項記載の植物生長調節剤。
(7) Claim 1, which is a flower thinning or fruit thinning agent for plants
The plant growth regulator described in Section 1.
(8)植物の果実の肥大又は成熟促進剤である特許請求
の範囲第2項、第3項、第4項又は、第5項記載の植物
生長調節剤。
(8) The plant growth regulator according to claim 2, 3, 4, or 5, which is an agent for promoting the enlargement or ripening of plant fruits.
(9)植物の摘花又は摘果剤である特許請求の範囲第2
項、第3項、第4項又は第5項記載の植物生長調節剤。
(9) Claim 2, which is a flower thinning or fruit thinning agent for plants.
The plant growth regulator according to item 1, 3, 4 or 5.
JP14944782A 1982-08-27 1982-08-27 Plant growth regulator Granted JPS5939803A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP14944782A JPS5939803A (en) 1982-08-27 1982-08-27 Plant growth regulator

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP14944782A JPS5939803A (en) 1982-08-27 1982-08-27 Plant growth regulator

Publications (2)

Publication Number Publication Date
JPS5939803A true JPS5939803A (en) 1984-03-05
JPH025722B2 JPH025722B2 (en) 1990-02-05

Family

ID=15475315

Family Applications (1)

Application Number Title Priority Date Filing Date
JP14944782A Granted JPS5939803A (en) 1982-08-27 1982-08-27 Plant growth regulator

Country Status (1)

Country Link
JP (1) JPS5939803A (en)

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1987005898A2 (en) * 1986-03-31 1987-10-08 Rhone-Poulenc Nederlands B.V. Use of malonic acid derivative compounds for retarding plant growth
WO1987005781A2 (en) 1986-03-31 1987-10-08 Rhone-Poulenc Nederlands B.V. Synergistic plant growth regulator compositions
US5123951A (en) * 1986-03-31 1992-06-23 Rhone-Poulenc Nederland B.V. Synergistic plant growth regulator compositions
WO1999045774A1 (en) * 1998-03-11 1999-09-16 Snow Brand Seed Co., Ltd. Plant growth regulating agents
WO2010137674A1 (en) * 2009-05-25 2010-12-02 Sumitomo Chemical Company, Limited Composition and method for controlling plant diseases
WO2010137675A1 (en) * 2009-05-25 2010-12-02 Sumitomo Chemical Company, Limited Composition and method for controlling plant diseases
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Cited By (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1987005898A2 (en) * 1986-03-31 1987-10-08 Rhone-Poulenc Nederlands B.V. Use of malonic acid derivative compounds for retarding plant growth
WO1987005781A2 (en) 1986-03-31 1987-10-08 Rhone-Poulenc Nederlands B.V. Synergistic plant growth regulator compositions
WO1987005898A3 (en) * 1986-03-31 1988-05-05 Rhone Poulenc Bv Use of malonic acid derivative compounds for retarding plant growth
US5123951A (en) * 1986-03-31 1992-06-23 Rhone-Poulenc Nederland B.V. Synergistic plant growth regulator compositions
WO1999045774A1 (en) * 1998-03-11 1999-09-16 Snow Brand Seed Co., Ltd. Plant growth regulating agents
WO2010137673A1 (en) * 2009-05-25 2010-12-02 Sumitomo Chemical Company, Limited Composition and method for controlling plant diseases
WO2010137675A1 (en) * 2009-05-25 2010-12-02 Sumitomo Chemical Company, Limited Composition and method for controlling plant diseases
WO2010137674A1 (en) * 2009-05-25 2010-12-02 Sumitomo Chemical Company, Limited Composition and method for controlling plant diseases
WO2010137676A1 (en) * 2009-05-25 2010-12-02 Sumitomo Chemical Company, Limited Composition and method for controlling pests
JP2011026291A (en) * 2009-05-25 2011-02-10 Sumitomo Chemical Co Ltd Insecticidal composition and method for controlling pest
CN102448299A (en) * 2009-05-25 2012-05-09 住友化学株式会社 Composition and method for controlling plant diseases
US8367583B2 (en) 2009-05-25 2013-02-05 Sumitomo Chemical Company, Limited Composition and method for controlling pests
US8658566B2 (en) 2009-05-25 2014-02-25 Sumitomo Chemical Company, Limited Composition and method for controlling plant diseases
US8669205B2 (en) 2009-05-25 2014-03-11 Sumitomo Chemical Company, Limited Composition and method for controlling plant diseases
US8802593B2 (en) 2009-05-25 2014-08-12 Sumitomo Chemical Company, Limited Composition and method for controlling plant diseases
WO2010137677A1 (en) * 2009-05-26 2010-12-02 Sumitomo Chemical Company, Limited Composition and method for promoting plant root growth

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