JPH0446103A - Growth activating agent of crop for agriculture and horticulture and method for reducing phytotoxicity by herbicide - Google Patents
Growth activating agent of crop for agriculture and horticulture and method for reducing phytotoxicity by herbicideInfo
- Publication number
- JPH0446103A JPH0446103A JP15387090A JP15387090A JPH0446103A JP H0446103 A JPH0446103 A JP H0446103A JP 15387090 A JP15387090 A JP 15387090A JP 15387090 A JP15387090 A JP 15387090A JP H0446103 A JPH0446103 A JP H0446103A
- Authority
- JP
- Japan
- Prior art keywords
- menadiol
- menadione
- bisulfite
- hydrochloride
- agricultural
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000004009 herbicide Substances 0.000 title claims abstract description 40
- 238000000034 method Methods 0.000 title claims abstract description 20
- 230000002363 herbicidal effect Effects 0.000 title claims abstract description 18
- 231100000674 Phytotoxicity Toxicity 0.000 title claims abstract description 9
- 239000003795 chemical substances by application Substances 0.000 title abstract description 11
- 230000003213 activating effect Effects 0.000 title abstract 2
- 238000003898 horticulture Methods 0.000 title description 2
- MJVAVZPDRWSRRC-UHFFFAOYSA-N Menadione Chemical compound C1=CC=C2C(=O)C(C)=CC(=O)C2=C1 MJVAVZPDRWSRRC-UHFFFAOYSA-N 0.000 claims abstract description 36
- 235000012711 vitamin K3 Nutrition 0.000 claims abstract description 18
- 239000011652 vitamin K3 Substances 0.000 claims abstract description 18
- 229940041603 vitamin k 3 Drugs 0.000 claims abstract description 18
- 229960004051 menadione sodium bisulfite Drugs 0.000 claims abstract description 11
- 239000004480 active ingredient Substances 0.000 claims abstract description 9
- -1 hydrate Substances 0.000 claims abstract description 9
- DJEHXEMURTVAOE-UHFFFAOYSA-M potassium bisulfite Chemical compound [K+].OS([O-])=O DJEHXEMURTVAOE-UHFFFAOYSA-M 0.000 claims abstract description 6
- 235000010259 potassium hydrogen sulphite Nutrition 0.000 claims abstract description 6
- 150000003716 vitamin K3 derivatives Chemical class 0.000 claims abstract 6
- 229940100434 menadiol Drugs 0.000 claims description 16
- ZJTLZYDQJHKRMQ-UHFFFAOYSA-N menadiol Chemical compound C1=CC=CC2=C(O)C(C)=CC(O)=C21 ZJTLZYDQJHKRMQ-UHFFFAOYSA-N 0.000 claims description 16
- 239000012190 activator Substances 0.000 claims description 13
- 150000001875 compounds Chemical class 0.000 claims description 12
- 230000000694 effects Effects 0.000 claims description 11
- JYJGXBHAXCGVHV-UHFFFAOYSA-N menadiol disulfate Chemical compound C1=CC=CC2=C(OS(O)(=O)=O)C(C)=CC(OS(O)(=O)=O)=C21 JYJGXBHAXCGVHV-UHFFFAOYSA-N 0.000 claims description 9
- WIXFIQKTHUVFDI-UHFFFAOYSA-N menadione sulfonic acid Chemical compound C1=CC=C2C(=O)C(C)(S(O)(=O)=O)CC(=O)C2=C1 WIXFIQKTHUVFDI-UHFFFAOYSA-N 0.000 claims description 6
- LZRUOHAYVULQID-UHFFFAOYSA-N 4-amino-2-methylnaphthalen-1-ol;hydron;chloride Chemical compound Cl.C1=CC=CC2=C(O)C(C)=CC(N)=C21 LZRUOHAYVULQID-UHFFFAOYSA-N 0.000 claims description 5
- LVGQIQHJMRUCRM-UHFFFAOYSA-L calcium bisulfite Chemical compound [Ca+2].OS([O-])=O.OS([O-])=O LVGQIQHJMRUCRM-UHFFFAOYSA-L 0.000 claims description 5
- 235000010260 calcium hydrogen sulphite Nutrition 0.000 claims description 5
- LPHFLPKXBKBHRW-UHFFFAOYSA-L magnesium;hydrogen sulfite Chemical compound [Mg+2].OS([O-])=O.OS([O-])=O LPHFLPKXBKBHRW-UHFFFAOYSA-L 0.000 claims description 5
- JTNHOVZOOVVGHI-UHFFFAOYSA-N menadiol sodium diphosphate Chemical compound C1=CC=CC2=C(OP(O)(O)=O)C(C)=CC(OP(O)(O)=O)=C21 JTNHOVZOOVVGHI-UHFFFAOYSA-N 0.000 claims description 5
- 229940099427 potassium bisulfite Drugs 0.000 claims description 5
- KYWVDGFGRYJLPE-UHFFFAOYSA-N trimethylazanium;acetate Chemical compound CN(C)C.CC(O)=O KYWVDGFGRYJLPE-UHFFFAOYSA-N 0.000 claims description 5
- RYWSYCQQUDFMAU-UHFFFAOYSA-N Acetomenaphthone Chemical compound C1=CC=C2C(OC(=O)C)=CC(C)=C(OC(C)=O)C2=C1 RYWSYCQQUDFMAU-UHFFFAOYSA-N 0.000 claims description 4
- CTIFPNYFGICTCG-UHFFFAOYSA-N C(C1=CN=CC=C1)(=O)O.Cl.C(C1=CN=CC=C1)(=O)O Chemical compound C(C1=CN=CC=C1)(=O)O.Cl.C(C1=CN=CC=C1)(=O)O CTIFPNYFGICTCG-UHFFFAOYSA-N 0.000 claims description 4
- 229930182478 glucoside Natural products 0.000 claims description 4
- 150000008131 glucosides Chemical class 0.000 claims description 4
- JGFDJVSSFBCLDJ-UHFFFAOYSA-N 2-methylnaphthalene-1,4-diamine;hydrochloride Chemical compound Cl.C1=CC=CC2=C(N)C(C)=CC(N)=C21 JGFDJVSSFBCLDJ-UHFFFAOYSA-N 0.000 claims description 3
- 239000013043 chemical agent Substances 0.000 claims 1
- 239000000843 powder Substances 0.000 abstract description 10
- XDPFHGWVCTXHDX-UHFFFAOYSA-M menadione sodium sulfonate Chemical compound [Na+].C1=CC=C2C(=O)C(C)(S([O-])(=O)=O)CC(=O)C2=C1 XDPFHGWVCTXHDX-UHFFFAOYSA-M 0.000 abstract description 9
- 239000011248 coating agent Substances 0.000 abstract description 6
- 239000002689 soil Substances 0.000 abstract description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract description 4
- 238000000576 coating method Methods 0.000 abstract description 4
- 239000003085 diluting agent Substances 0.000 abstract description 4
- 239000007788 liquid Substances 0.000 abstract description 4
- 239000000839 emulsion Substances 0.000 abstract description 2
- 150000002148 esters Chemical class 0.000 abstract description 2
- 239000007921 spray Substances 0.000 abstract description 2
- YJRCNAAPGQBVFS-UHFFFAOYSA-N 4-amino-3-methylnaphthalen-1-ol Chemical compound C1=CC=CC2=C(N)C(C)=CC(O)=C21 YJRCNAAPGQBVFS-UHFFFAOYSA-N 0.000 abstract 1
- 238000007598 dipping method Methods 0.000 abstract 1
- 159000000000 sodium salts Chemical class 0.000 abstract 1
- 229940088594 vitamin Drugs 0.000 description 11
- 235000013343 vitamin Nutrition 0.000 description 11
- 239000011782 vitamin Substances 0.000 description 11
- 229930003231 vitamin Natural products 0.000 description 11
- 241000196324 Embryophyta Species 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- OZIWSTQWWVNPDA-UHFFFAOYSA-N 4-amino-3-methylnaphthalen-1-ol;hydrochloride Chemical compound Cl.C1=CC=CC2=C(N)C(C)=CC(O)=C21 OZIWSTQWWVNPDA-UHFFFAOYSA-N 0.000 description 3
- 239000000969 carrier Substances 0.000 description 3
- 150000003722 vitamin derivatives Chemical class 0.000 description 3
- QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical compound C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- 240000007594 Oryza sativa Species 0.000 description 2
- 235000007164 Oryza sativa Nutrition 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 239000003337 fertilizer Substances 0.000 description 2
- 235000009566 rice Nutrition 0.000 description 2
- 239000004563 wettable powder Substances 0.000 description 2
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical group C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 229920001817 Agar Polymers 0.000 description 1
- XKJMBINCVNINCA-UHFFFAOYSA-N Alfalone Chemical compound CON(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 XKJMBINCVNINCA-UHFFFAOYSA-N 0.000 description 1
- 101000742062 Bos taurus Protein phosphatase 1G Proteins 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
- YRMLFORXOOIJDR-UHFFFAOYSA-N Dichlormid Chemical compound ClC(Cl)C(=O)N(CC=C)CC=C YRMLFORXOOIJDR-UHFFFAOYSA-N 0.000 description 1
- 239000004471 Glycine Substances 0.000 description 1
- 206010053759 Growth retardation Diseases 0.000 description 1
- 239000005573 Linuron Substances 0.000 description 1
- WXZVAROIGSFCFJ-UHFFFAOYSA-N N,N-diethyl-2-(naphthalen-1-yloxy)propanamide Chemical compound C1=CC=C2C(OC(C)C(=O)N(CC)CC)=CC=CC2=C1 WXZVAROIGSFCFJ-UHFFFAOYSA-N 0.000 description 1
- 239000005585 Napropamide Substances 0.000 description 1
- WOZQBERUBLYCEG-UHFFFAOYSA-N SWEP Chemical compound COC(=O)NC1=CC=C(Cl)C(Cl)=C1 WOZQBERUBLYCEG-UHFFFAOYSA-N 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- HKPHPIREJKHECO-UHFFFAOYSA-N butachlor Chemical compound CCCCOCN(C(=O)CCl)C1=C(CC)C=CC=C1CC HKPHPIREJKHECO-UHFFFAOYSA-N 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- MPFLRYZEEAQMLQ-UHFFFAOYSA-N dinicotinic acid Chemical compound OC(=O)C1=CN=CC(C(O)=O)=C1 MPFLRYZEEAQMLQ-UHFFFAOYSA-N 0.000 description 1
- KCIDZIIHRGYJAE-YGFYJFDDSA-L dipotassium;[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] phosphate Chemical compound [K+].[K+].OC[C@H]1O[C@H](OP([O-])([O-])=O)[C@H](O)[C@@H](O)[C@H]1O KCIDZIIHRGYJAE-YGFYJFDDSA-L 0.000 description 1
- VIXBZWJMHHVLBT-UHFFFAOYSA-L disodium;(2-methyl-4-sulfonatooxynaphthalen-1-yl) sulfate Chemical compound [Na+].[Na+].C1=CC=CC2=C(OS([O-])(=O)=O)C(C)=CC(OS([O-])(=O)=O)=C21 VIXBZWJMHHVLBT-UHFFFAOYSA-L 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 235000003642 hunger Nutrition 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- DEDOPGXGGQYYMW-UHFFFAOYSA-N molinate Chemical compound CCSC(=O)N1CCCCCC1 DEDOPGXGGQYYMW-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000003090 pesticide formulation Substances 0.000 description 1
- 239000013459 phenoxy herbicide Substances 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- ODCWYMIRDDJXKW-UHFFFAOYSA-N simazine Chemical compound CCNC1=NC(Cl)=NC(NCC)=N1 ODCWYMIRDDJXKW-UHFFFAOYSA-N 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 230000037351 starvation Effects 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000002054 transplantation Methods 0.000 description 1
- 230000003313 weakening effect Effects 0.000 description 1
- 238000009333 weeding Methods 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は水溶性ビタミンに３誘導体を有効成分として含
有することを特徴とする農園芸作物の生育活性化剤及び
これを利用する農園芸作物の除草剤による薬害の軽減方
法に関するものである。[Detailed Description of the Invention] [Industrial Field of Application] The present invention provides a growth activator for agricultural and horticultural crops, which is characterized by containing three derivatives of water-soluble vitamins as active ingredients, and agricultural and horticultural crops using the same. The present invention relates to a method for reducing phytotoxicity caused by herbicides.
本発明の農園芸作物の生育活性化剤は、通常、農薬と同
様な剤形、例えば粉剤、粒剤、水和剤、液剤等に製剤化
して農園芸作物の種子処理、茎葉散布、土壌処理等の方
法で施用することにより農園芸作物の生育を良好にし、
特に、除草剤による薬害を著しく軽減する特徴を有する
ものである。The growth activator for agricultural and horticultural crops of the present invention is usually formulated into the same dosage form as agricultural chemicals, such as powders, granules, wettable powders, liquids, etc., for seed treatment, foliar spraying, and soil treatment of agricultural and horticultural crops. By applying it in the following manner, it improves the growth of agricultural and horticultural crops,
In particular, it has the characteristic of significantly reducing phytotoxicity caused by herbicides.
ビタミンに３は一般名メナジオンと称され、低プロトロ
ンビン症の改善を目的とする医薬品として周知の化合物
であり、これに水溶性置換基を導入した水溶性ビタミン
に３誘導体も多数知られている。Vitamin 3, whose common name is menadione, is a well-known compound as a drug for the purpose of improving hypoprothrombinism, and many water-soluble vitamin 3 derivatives, which have water-soluble substituents introduced therein, are also known.
例えばメナジオン亜硫酸水素ナトリウム、メナジオン亜
硫酸水素カリウム、メナジオン亜硫酸水素カルシウム、
メナジオン亜硫酸水素マグネシウム、メナジオン亜硫酸
水素ジメチルピリミジノール、メナジオールジリン酸エ
ステルテトラナトリウム、メナジオールジ硫酸エステル
ジナトリウム、メナジオールジ硫酸エステルジカリウム
、メナジオールジアセテート、メナジオールジニコチン
酸エステル塩酸塩、メナジオールビス（トリメチルアン
モニウムアセテート）ジクロライド、メナジオールビス
グルコシド、４−アミノ−２−メチル−１−ナフトール
塩酸塩、４−アミノ−３−メチル−１−ナフトール塩酸
塩、及び１，４−ジアミノ−２＝メチルナフタレン塩酸
塩等か公知である。For example, menadione sodium bisulfite, menadione potassium bisulfite, menadione calcium bisulfite,
Menadione magnesium bisulfite, menadione bisulfite dimethylpyrimidinol, menadiol diphosphate tetrasodium, menadiol disulfate disodium, menadiol disulfate dipotassium, menadiol diacetate, menadiol dinicotinate hydrochloride, menadiol bis( trimethylammonium acetate) dichloride, menadiol bisglucoside, 4-amino-2-methyl-1-naphthol hydrochloride, 4-amino-3-methyl-1-naphthol hydrochloride, and 1,4-diamino-2=methylnaphthalene Hydrochloride and the like are well known.
すなわち、メナジオン亜硫酸水素ナトリウム、メナジオ
ン亜硫酸水素カリウム、メナジオン亜硫酸水素カルシウ
ム及びメナジオン亜硫酸水素マグネシウムはＭｏｏｒｅ
、 Ｊ、 Ａｍ、 Ｃｈｅｍ、 Ｓｏｃ、 、 ６３．
２０４９（１９４１）記載の方法により、メナジオン亜
硫酸水素ジメチルピリミジノールはスペイン特許第３３
７０９１号明細書記載の方法により、メナジオールジリ
ン酸エステルテトラナトリウム、メナジオールジ硫酸エ
ステルジナトリウム及びメナジオールジ硫酸エステルジ
カリウムはＦｉｅｓｅｒ、 Ｊ、Ａｍ、Ｃｈｅｍ、Ｓｏ
ｃ、、６２，２２８（１９４０）に記載の方法により、
メナジオールアセテートはＳａｈ ｅｔ ａｌ、 、
Ｂｅｒ、 、 ７３．７６２（１９４０）に記載の方法
により、メナジオールジニコチン酸エステル塩酸塩は米
国特許第２４２８２５３号明細書に記載の方法により、
メナジオールビス（トリメチルアンモニウムアセテート
）ジクロライドは米国特許第２３７２６５５号明細書に
記載の方法により、メナジオールビスグルコシドは米国
特許第２３６６８９０号明細書に記載の方法により、４
−アミノ−２−メチル−１−ナフトール塩酸塩はＳａｈ
ｅｔ ａｌ、 、 Ｂｅｒ、、 ７４．５５２（１９
４Ｉ）に記載の方法により、４−アミノ−３−メチル−
１−ナフトール塩酸塩はＢａｋｅｒ ｅｔ ａｌ、、Ｊ
、Ａｍ。Namely, menadione sodium bisulfite, menadione potassium bisulfite, menadione calcium bisulfite, and menadione magnesium bisulfite are Moore
, J, Am, Chem, Soc, , 63.
2049 (1941), menadione bisulfite dimethylpyrimidinol was prepared by the method described in Spanish Patent No. 33
7091, tetrasodium menadiol diphosphate, disodium menadiol disulfate and dipotassium menadiol disulfate were prepared by Fieser, J. Am, Chem, So.
c, 62, 228 (1940),
Menadiol acetate was prepared by Sah et al.
Menadiol dinicotinic acid ester hydrochloride was prepared by the method described in U.S. Pat. No. 2,428,253,
Menadiol bis(trimethylammonium acetate) dichloride was prepared by the method described in US Pat. No. 2,372,655, and menadiol bis glucoside was prepared by the method described in US Pat. No. 2,366,890.
-Amino-2-methyl-1-naphthol hydrochloride is Sah
et al., Ber., 74.552 (19
4I), 4-amino-3-methyl-
1-Naphthol hydrochloride was prepared by Baker et al., J.
, Am.
Ｃｈｅｍ、 Ｓａｃ、 、 ６４．２６５９（１９４２
）に記載の方法により、１．４−ジアミノ−２−メチル
ナフタレン塩酸塩はＨ，Ｖｅｌｄｓｔｒａ ｅｔ ａｌ
、、Ｒｅｃ、 Ｔｒａｖ、Ｃｈｉｍ、、６２．７５ （
１９４３）に記載の方法によりそれぞれ製造することが
できる。Chem, Sac, 64.2659 (1942
), 1,4-diamino-2-methylnaphthalene hydrochloride was prepared by the method described in H, Veldstra et al.
,,Rec,Trav,Chim,,62.75 (
1943).
農園芸作物の除草剤による薬害を軽減する作用を有する
公知の化合物としては、例えば、トウモロコシの除草剤
であるニブタム（ＥＰＴＣ）に対するＮ、 Ｎ−ジアリ
ル−２，３−ジクロロアセトアミド［Ｗｅｅｄ ５ｃｉ
ｅｎｃｅ ２１． （４） ２９２ （１９７３）］や
、アラクロールによるツルガム初生葉の出葉の阻害と葉
のゆがみの軽減作用を有する１、８−ナツタリックアン
ハイドライド［Ｗｅｅｄ ５ｃｉｅｎｃｅ ２２．（１
） ８６ （１９７４）］や］Ｎ−メチルーＮ−３，４
−ジクロロフェニルカルバモイル）グリシンに対するポ
リメチレンジアミン［特許公報昭５９−１８３６１号］
や、３アリルオキシ−１，２−ベンゾイソチアゾール−
１，１−ジオキシドに対する４−メチルスルホニル才キ
シフェニル−Ｎ−メチルチオールカーバメート［特許公
報昭５８２８８４３号１等が知られている。Known compounds that have the effect of reducing herbicide-induced damage to agricultural and horticultural crops include, for example, N,N-diallyl-2,3-dichloroacetamide [Weed 5ci] against Nibutam (EPTC), a corn herbicide.
ence 21. (4) 292 (1973)] and 1,8-Natsutaric anhydride [Weed 5science 22. (1
) 86 (1974)]N-methyl-N-3,4
-Polymethylenediamine for dichlorophenylcarbamoyl)glycine [Patent Publication No. 18361/1983]
, 3allyloxy-1,2-benziisothiazole-
4-Methylsulfonyl xyphenyl-N-methylthiol carbamate for 1,1-dioxide [Patent Publication No. 5,828,843, etc. is known.
しかしながら、水溶性ビタミンに３誘導体か農園芸作物
の生育を良好にし７、除草剤による薬害を著しく軽減す
る作用を有することは全く知られていない。However, it is completely unknown that 3 derivatives of water-soluble vitamins have the effect of improving the growth of agricultural and horticultural crops 7 and significantly reducing the damage caused by herbicides.
近年、種々の除草剤が開発され、農園芸の各種分野で除
草作業か著しく省力化されて来たことはまことに好まし
い４：とであるが、一方で好ましからざる副作用である
薬害が発生し、栽培目的の農園芸作物に多大の被害をも
たらすことが時として起っている。In recent years, various herbicides have been developed, which has greatly reduced the labor required for weeding in various fields of agriculture and horticulture.However, on the other hand, an undesirable side effect, chemical damage, has occurred, which has caused problems in cultivation. Occasionally, large amounts of damage are caused to target agricultural and horticultural crops.
そこで、本発明者等は、種々の除草剤に対してそれらの
除草効果を弱めること無く薬害を軽減する作用を有する
化合物を見出すべく鋭意研究を重ねた結果、水溶性ビタ
ミンに３誘導体にこの作用が・あることを見出し、さら
に引続き研究の結果、水溶性ビタミンに３誘導体には除
草剤による薬害の軽減作用のみでなく、単独に施用した
場合でも農園芸作物の生育を著しく良好にする作用を有
するという予想外の事実を見出し本発明を完成するに至
った。Therefore, the present inventors conducted intensive research to find compounds that have the effect of reducing the damage caused by various herbicides without weakening their herbicidal effects, and found that three derivatives of water-soluble vitamins have this effect. As a result of further research, we found that 3 derivatives of water-soluble vitamins not only have the effect of reducing the damage caused by herbicides, but also have the effect of significantly improving the growth of agricultural and horticultural crops even when applied alone. The present invention was completed based on the unexpected fact that the present invention has the following properties.
本発明は（イ）水溶性ビタミンに３誘導体を有効成分と
して含有することを特徴とする農園芸作物の生育活性化
剤及び（０）除草剤を施用して農園芸作物を栽培する際
、該除草剤の施用前、施用後又は施用と同時に農園芸作
物に水溶性ビタミンに３誘導体を有効成分として含有す
る農園芸作物の生育活性化剤を施用することを特徴とす
る農園芸作物の除草剤による薬害の軽減方法に関するも
のである。The present invention provides (a) a growth activator for agricultural and horticultural crops characterized by containing three derivatives of water-soluble vitamins as active ingredients; A herbicide for agricultural and horticultural crops, characterized in that a growth activator for agricultural and horticultural crops containing a 3-derivative of water-soluble vitamins as an active ingredient is applied to the agricultural and horticultural crops before, after, or simultaneously with the application of the herbicide. This article relates to a method for reducing drug damage caused by.
本発明で用いる水溶性ビタミンに２誘導体は化合物自体
いずれも公知であり、その具体例としては例えばメナジ
オン亜硫酸水素ナトリウム、メナジオン亜硫酸水素カリ
ウム、メナジオン亜硫酸水素カルシウム、メナジオン亜
硫酸水素マグネシウム、メナジオン亜硫酸水素ジメチル
ピリミジノール、メナジオールジリン酸エステルテトラ
ナトリウム、メナジオールジ硫酸エステルジナトリウム
、メナジオールジ硫酸エステルジカリウム、メナジオー
ルジアセテート、メナジオールジニコチン酸エステル塩
酸塩、メナジオールビス（トリメチルアンモニウムアセ
テート）ジクロライド、メナジオールビスグルコシド、
４−アミノ−２−メチル−１−ナフトール塩酸塩、４−
アミノ−３−メチル−１−ナフトール塩酸塩、及び１，
４−ジアミノ−２−メチルナフタレン塩酸塩等が挙げら
れ、これらの化合物は前述の文献に記載されている方法
に従って容易に製造することが出来る。The two derivatives of the water-soluble vitamins used in the present invention are all known compounds, and specific examples thereof include menadione sodium bisulfite, menadione potassium bisulfite, menadione calcium bisulfite, menadione magnesium bisulfite, and menadione dimethylpyridine bisulfite. Midinol, menadiol diphosphate tetrasodium, menadiol disulfate disodium, menadiol disulfate dipotassium, menadiol diacetate, menadiol dinicotinate hydrochloride, menadiol bis(trimethylammonium acetate) dichloride, menadiol bis glucoside ,
4-amino-2-methyl-1-naphthol hydrochloride, 4-
amino-3-methyl-1-naphthol hydrochloride, and 1,
Examples include 4-diamino-2-methylnaphthalene hydrochloride, and these compounds can be easily produced according to the methods described in the above-mentioned literature.
これらの水溶性ビタミンに３誘導体を本発明の農園芸作
物の生育活性化剤として実際に用いる場合は、化合物を
そのままで使用することも出来るが、通常農薬製剤に用
いられる適当な個体担体、液体担体、乳化分散剤等を用
いて粉剤、乳剤、水和剤、液剤、油剤、噴霧剤等の任意
の剤型にして適用する。When actually using the three derivatives of these water-soluble vitamins as the growth activator for agricultural and horticultural crops of the present invention, the compounds can be used as they are, but they can also be used in suitable solid carriers or liquids that are usually used in pesticide formulations. It can be applied in any form such as powder, emulsion, wettable powder, liquid, oil, or spray using carriers, emulsifying and dispersing agents, etc.
さらに、使用目的に応じて他の無機塩、無機肥料、有機
肥料、殺虫剤、殺菌剤、除草剤等を含有させ、又は併用
することもできる。Furthermore, depending on the purpose of use, other inorganic salts, inorganic fertilizers, organic fertilizers, insecticides, fungicides, herbicides, etc. can be contained or used in combination.
本発明の生育活性化剤の使用態様としては、適当な希釈
剤を用いて粉衣剤を作り、種子を粉衣あるいはコーティ
ングする方法、水等の希釈剤に溶解した薬液に種子を浸
漬する方法、除草剤を使用する前または後に、本発明の
生育活性化剤を土壌または農園芸作物に施用する方法或
いは除草剤と本発明の生育活性化剤との混合物を施用す
る方法等が挙げられる。The growth activator of the present invention can be used by making a powder coating using a suitable diluent and coating or coating the seeds, or by immersing the seeds in a chemical solution dissolved in a diluent such as water. , a method of applying the growth activator of the present invention to soil or agricultural and horticultural crops, or a method of applying a mixture of the herbicide and the growth activator of the present invention before or after using the herbicide.
これらの使用態様における本発明の生育活性化剤の使用
量は対象作物、施用時期、施用場所、雑草の生育状況な
どによって変更すべきものであり、−概には論じられな
い。The amount of the growth activator of the present invention used in these usage modes should be changed depending on the target crop, application time, application location, weed growth conditions, etc., and cannot be discussed in general.
ただし、通常粉衣する場合には作物の種子重量に対し、
本発明の有効成分化合物として０．０００１〜０．１％
、好ましくは０．００１〜０．０５％を使用する。However, in the case of regular dressing, the weight of the crop's seeds is
0.0001-0.1% as the active ingredient compound of the present invention
, preferably 0.001 to 0.05%.
種子を浸漬する場合には有効成分化合物の濃度として０
．１〜１１０００ｐｐ、好ましくは１〜１１０００ｐｐ
の濃度の希釈液に種子を１秒〜７２時間浸漬する。除草
剤を使用する前後に土壌または作物に施用する場合には
１０ａあたり１〜１０００ｇ使用する。除草剤と混合す
る場合にはモル比を除草剤１に対して本発明化合物を０
．０１〜ｌＯ１好ましくは０．１〜２になるように混合
するのが適当である。When soaking seeds, the concentration of the active ingredient compound is 0.
．． 1-11000pp, preferably 1-11000pp
Seeds are immersed in a diluted solution with a concentration of 1 second to 72 hours. When applying to soil or crops before and after using the herbicide, use 1 to 1000 g per 10 a. When mixed with a herbicide, the molar ratio of the compound of the present invention is 0 to 1 of the herbicide.
．． It is appropriate to mix so that the ratio is 0.01 to 1O1, preferably 0.1 to 2.
上述のようにして本発明の生育活性化剤を施用して栽培
した農園芸作物は非常に良好な生育を示し、且つ、各種
、広汎な除草剤による薬害が著しく軽減される。Agricultural and horticultural crops grown by applying the growth activator of the present invention as described above exhibit very good growth, and the damage caused by various herbicides is significantly reduced.
薬害が軽減される除草剤の具体例としては、例えばスタ
ム、ブタクロール、プラクロール、ナプロパミド、ナブ
ロアニリド等の酸アミド系除草剤、２、４−ＤＳＭＣＰ
、 ＭＣＰＰ等のフェノキシ系除草剤、ＮＩＰ。Specific examples of herbicides that reduce chemical damage include acid amide herbicides such as Stam, butachlor, plachlor, napropamide, and nabroanilide, and 2,4-DSMCP.
, phenoxy herbicides such as MCPP, NIP.
ＭＯ、エックスゴー二等のジフェニルエーテル系除草剤
、サターン、モリネート、マメット、スエップ等のカー
バメイト系除草剤、カーメックス、リニュロン、チュバ
サン、ダイムロン等の尿素系除草剤、シマジン、シトメ
リン等のトリアジン系除草剤、ビラソレート、オキサシ
アシン、アシュラム等のその他除草剤が挙げられる。な
お、これらの除草剤は単なる例示にすぎず、本発明はこ
れらの除草剤による薬害の軽減方法のみに限定されるも
のではない。Diphenyl ether herbicides such as MO and XGO2, carbamate herbicides such as Saturn, Molinate, Mamet, and SWEP, urea herbicides such as Carmex, Linuron, Chubasan, and Daimeron, and triazine herbicides such as Simazine and Cytomerin. , Virasolate, Oxacyacin, Ashram, and other herbicides. Note that these herbicides are merely illustrative, and the present invention is not limited to methods for reducing phytotoxicity caused by these herbicides.
以下、実施例を挙げて本発明を具体的に説明するが、本
発明はこれらの実施例のみに限定されるものではない。EXAMPLES Hereinafter, the present invention will be specifically explained with reference to Examples, but the present invention is not limited to these Examples.
実施例１
メナジオン亜硫酸水素ナトリウム１部及びクレー９８部
を充分に混合して粉剤を得た。Example 1 1 part of menadione sodium bisulfite and 98 parts of clay were thoroughly mixed to obtain a powder.
実施例２
４−アミノ−２−メチル−１−ナフトール塩酸塩５部及
び水９５部から液剤を得た。Example 2 A solution was obtained from 5 parts of 4-amino-2-methyl-1-naphthol hydrochloride and 95 parts of water.
実施例３
メチジオールジアセテー）１０部、クレー８８部及びド
デシルベンゼンスルホン酸ナトリウム２部をよく混合し
て水和剤を得た。Example 3 10 parts of methidiol diacetate, 88 parts of clay, and 2 parts of sodium dodecylbenzenesulfonate were thoroughly mixed to obtain a wettable powder.
実施例４〜９
本発明化合物と各種担体を良く混合して粉剤を得た。第
１表に混合割合をまとめて示す。Examples 4 to 9 The compound of the present invention and various carriers were thoroughly mixed to obtain powders. Table 1 summarizes the mixing ratios.
（本頁以下余白）
第
表
実施例１Ｏ
直径５ ｃｍ高さ５印の管瓶中に所定量の除草剤及びメ
ナジオン亜硫酸水素ナトリウム（ＭＳＢ）を含有した０
、７％寒天培地を入れ、これに稲（品種：コシヒカリ）
の催芽種子を８粒播種し２５°Ｃ１３０００ルツクスの
人工気象器内で１１日間生育させた。結果を第２表に示
した。なお、除草剤は粒剤についてはアセトンで抽出（
ソックスレー抽出器使用）し濃縮したものを使用した。(Margins below this page) Table Example 1O A tube bottle with a diameter of 5 cm and a height of 5 marks contained a predetermined amount of herbicide and menadione sodium bisulfite (MSB).
, add 7% agar medium and add rice (variety: Koshihikari) to this.
8 germinated seeds were sown and grown for 11 days in an artificial climate chamber at 25° C. and 13,000 lux. The results are shown in Table 2. For granular herbicides, extract with acetone (
(using a Soxhlet extractor) and concentrated.
第２表の結果より、ＭＳＢは単独で地上部及び地下部の
生育を促進する作用を有していること（まもちろんのこ
と、除草剤による薬害に起因する生育抑制を軽減する作
用を存していることが明らめＸである。From the results in Table 2, it is clear that MSB alone has the effect of promoting the growth of above-ground and underground parts (not to mention that it also has the effect of reducing growth suppression caused by herbicide damage). It is clear that
（本頁以下余白）
第
表
実施例１１
水稲育苗箱に床上としてフレへ粒状培土を詰め、実施例
１で調製した本発明粉剤３０ｇを均一に混合した。これ
に１鞘当たり１８０ｇの種子（品種二日本晴）を播種し
慣行の方法で２１日間育苗して得られた稚苗を本田に移
植した。移植後３日目にクサカリンをＩＯａあたり８ｋ
ｇ散布した。定植後２５日後に草丈、生体重及び貧化程
度を調査し第３表の結果を得た。なお、本発明剤を混合
しないで育苗した苗も同様に処理し無処理区とした。(Margins below this page) Table Example 11 A paddy rice seedling box was filled with granular culture soil as a bed, and 30 g of the powder of the present invention prepared in Example 1 was mixed uniformly. 180 g of seeds per pod (variety: Nipponbare) were sown in this, and the seedlings were grown for 21 days using a conventional method, and the resulting young seedlings were transplanted to Honda. Kusakalin 8k per IOa on day 3 after transplantation
g was sprayed. 25 days after planting, plant height, fresh weight, and degree of depletion were investigated, and the results shown in Table 3 were obtained. Incidentally, seedlings grown without mixing the present invention agent were also treated in the same manner to form an untreated group.
第３表
第３表の結果より、本発明剤で処理した苗を本田に移植
することにより、貧化現象も認められず生育が順調であ
ることが明らかである。From the results shown in Table 3, it is clear that when the seedlings treated with the agent of the present invention were transplanted to Honda, no starvation phenomenon was observed and the seedlings grew smoothly.
〔発明の効果〕
本発明により水溶性ビタミンに３誘導体を有効成分とし
て含有する農園芸作物の生育活性化剤及びこれを利用す
る農園芸作物の除草剤による薬害の軽減方法が提供され
た。[Effects of the Invention] The present invention provides a growth activator for agricultural and horticultural crops containing a water-soluble vitamin 3 derivative as an active ingredient, and a method for reducing phytotoxicity caused by herbicides for agricultural and horticultural crops using the same.
農園芸作物の除草剤による薬害は、農園芸作業者にとっ
て、時として、深刻な経済的打撃を受けることかあるが
、本発明によりその懸念は大幅に解消された。Although phytotoxicity of agricultural and horticultural crops caused by herbicides sometimes causes serious economic damage to agricultural and horticultural workers, this concern has been largely eliminated by the present invention.
出願人 トモエ化学工業株式会社 代理人 弁理士 平 木 祐 輔 同 弁理士 石 井 貞 次Applicant Tomoe Chemical Industry Co., Ltd. Agent Patent Attorney Yusuke Hiraki Same patent attorney Sadaji Ishii
Claims (1)
することを特徴とする農園芸作物の生育活性化剤。 ２、水溶性ビタミンＫ＿３誘導体がメナジオン亜硫酸水
素ナトリウム、メナジオン亜硫酸水素カリウム、メナジ
オン亜硫酸水素カルシウム、メナジオン亜硫酸水素マグ
ネシウム、メナジオン亜硫酸水素ジメチルピリミジノー
ル、メナジオールジリン酸エステルテトラナトリウム、
メナジオールジ硫酸エステルジナトリウム、メナジオー
ルジ硫酸エステルジカリウム、メナジオールジアセテー
ト、メナジオールジニコチン酸エステル塩酸塩、メナジ
オールビス（トリメチルアンモニウムアセテート）シク
ロラード、メナジオールビスグルコシド、４−アミノ−
２−メチル−１−ナフトール塩酸塩、４−アミノ−３−
メチル−１−ナフトール塩酸塩、及び１，４−ジアミノ
−２−メチルナフタレン塩酸塩から成る群から選ばれる
少なくとも１種の化合物であることを特徴とする農園芸
作物の生育活性化剤。 ３、除草剤を施用して農園芸作物を栽培する際、該除草
剤の施用前、施用後又は施用と同時に農園芸作物に水溶
性ビタミンＫ＿３誘導体を有効成分として含有する農園
芸作物の生育活性化剤を施用することを特徴とする農園
芸作物の除草剤による薬害の軽減方法。 ４、水溶性ビタミンＫ＿３誘導体がメナジオン亜硫酸水
素ナトリウム、メナジオン亜硫酸水素カリウム、メナジ
オン亜硫酸水素カルシウム、メナジオン亜硫酸水素マグ
ネシウム、メナジオン亜硫酸水素ジメチルピリミジノー
ル、メナジオールジリン酸エステルテトラナトリウム、
メナジオールジ硫酸エステルジナトリウム、メナジオー
ルジ硫酸エステルジカリウム、メナジオールジアセテー
ト、メナジオールジニコチン酸エステル塩酸塩、メナジ
オールビス（トリメチルアンモニウムアセテート）ジク
ロライド、メナジオールビスグルコシド、４−アミノ−
２−メチル−１−ナフトール塩酸塩、４−アミノ−３−
メチル−１−ナフトール塩酸塩、及び１，４−ジアミノ
−２−メチルナフタレン塩酸塩から成る群から選ばれる
少なくとも１種の化合物であることを特徴とする農園芸
作物の除草剤による薬害の軽減方法。[Scope of Claims] 1. A growth activator for agricultural and horticultural crops, characterized by containing a water-soluble vitamin K_3 derivative as an active ingredient. 2. Water-soluble vitamin K_3 derivatives include menadione sodium bisulfite, menadione potassium bisulfite, menadione calcium bisulfite, menadione magnesium bisulfite, menadione bisulfite dimethylpyrimidinol, menadiol diphosphate tetrasodium,
Menadiol disulfate disodium, menadiol disulfate dipotassium, menadiol diacetate, menadiol dinicotinate hydrochloride, menadiol bis(trimethylammonium acetate) cyclolade, menadiol bis glucoside, 4-amino-
2-Methyl-1-naphthol hydrochloride, 4-amino-3-
A growth activator for agricultural and horticultural crops, which is at least one compound selected from the group consisting of methyl-1-naphthol hydrochloride and 1,4-diamino-2-methylnaphthalene hydrochloride. 3. When cultivating agricultural and horticultural crops by applying herbicides, the growth activity of agricultural and horticultural crops containing water-soluble vitamin K_3 derivatives as active ingredients before, after, or simultaneously with the application of the herbicides. A method for reducing phytotoxicity caused by herbicides on agricultural and horticultural crops, the method comprising applying a chemical agent. 4. Water-soluble vitamin K_3 derivatives include menadione sodium bisulfite, menadione potassium bisulfite, menadione calcium bisulfite, menadione magnesium bisulfite, menadione bisulfite dimethylpyrimidinol, menadiol diphosphate tetrasodium,
Menadiol disulfate disodium, menadiol disulfate dipotassium, menadiol diacetate, menadiol dinicotinate hydrochloride, menadiol bis(trimethylammonium acetate) dichloride, menadiol bis glucoside, 4-amino-
2-Methyl-1-naphthol hydrochloride, 4-amino-3-
A method for reducing herbicide-induced damage to agricultural and horticultural crops, the method comprising at least one compound selected from the group consisting of methyl-1-naphthol hydrochloride and 1,4-diamino-2-methylnaphthalene hydrochloride. .
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2153870A JP2980346B2 (en) | 1990-06-14 | 1990-06-14 | Method for reducing phytotoxicity of agricultural and horticultural crops with growth activators and herbicides |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2153870A JP2980346B2 (en) | 1990-06-14 | 1990-06-14 | Method for reducing phytotoxicity of agricultural and horticultural crops with growth activators and herbicides |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0446103A true JPH0446103A (en) | 1992-02-17 |
| JP2980346B2 JP2980346B2 (en) | 1999-11-22 |
Family
ID=15571911
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2153870A Expired - Fee Related JP2980346B2 (en) | 1990-06-14 | 1990-06-14 | Method for reducing phytotoxicity of agricultural and horticultural crops with growth activators and herbicides |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2980346B2 (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2001288010A (en) * | 2000-04-10 | 2001-10-16 | Kao Corp | Plant vitalizer |
| JP2001316204A (en) * | 2000-04-28 | 2001-11-13 | Kao Corp | Plant vitalizer |
| WO2003105586A1 (en) * | 2002-06-18 | 2003-12-24 | Consejo Superior De Investigaciones Científicas | Use of compositions containing menadione and/or one or more derivatives thereof for the biostimulation of the natural defence mechanisms of plants in order to counteract, for example, the damage caused by pesticides and herbicides |
-
1990
- 1990-06-14 JP JP2153870A patent/JP2980346B2/en not_active Expired - Fee Related
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2001288010A (en) * | 2000-04-10 | 2001-10-16 | Kao Corp | Plant vitalizer |
| JP2001316204A (en) * | 2000-04-28 | 2001-11-13 | Kao Corp | Plant vitalizer |
| WO2003105586A1 (en) * | 2002-06-18 | 2003-12-24 | Consejo Superior De Investigaciones Científicas | Use of compositions containing menadione and/or one or more derivatives thereof for the biostimulation of the natural defence mechanisms of plants in order to counteract, for example, the damage caused by pesticides and herbicides |
| ES2201911A1 (en) * | 2002-06-18 | 2004-03-16 | Consejo Sup. Investig. Cientificas | Use of compositions containing menadione and/or one or more derivatives thereof for the biostimulation of the natural defence mechanisms of plants in order to counteract, for example, the damage caused by pesticides and herbicides |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2980346B2 (en) | 1999-11-22 |
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