CS263377B1 - Herbtcid and Growth Regulator - Google Patents

Herbtcid and Growth Regulator Download PDF

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CS263377B1
CS263377B1 CS872979A CS297987A CS263377B1 CS 263377 B1 CS263377 B1 CS 263377B1 CS 872979 A CS872979 A CS 872979A CS 297987 A CS297987 A CS 297987A CS 263377 B1 CS263377 B1 CS 263377B1
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benzothiazolinone
herbicidal
plants
test
herbtcid
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CS872979A
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Slovak (sk)
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CS297987A1 (en
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Stefan Rndr Csc Varkonda
Olga Prom Biol Hyblova
Maria Rndr Csc Henselova
Margita Doc Rndr Csc Lacova
Eva Ing Csc Sidoova
Vaclav Rndr Csc Konecny
Jarmila Chovancova
Ferdinand Benda
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Varkonda Stefan
Hyblova Olga
Henselova Maria
Lacova Margita
Sidoova Eva
Konecny Vaclav
Jarmila Chovancova
Ferdinand Benda
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Application filed by Varkonda Stefan, Hyblova Olga, Henselova Maria, Lacova Margita, Sidoova Eva, Konecny Vaclav, Jarmila Chovancova, Ferdinand Benda filed Critical Varkonda Stefan
Priority to CS872979A priority Critical patent/CS263377B1/en
Publication of CS297987A1 publication Critical patent/CS297987A1/en
Publication of CS263377B1 publication Critical patent/CS263377B1/en

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Abstract

Riešenie sa týká herbicídneho a rastovo regulačného prostriedku, ktorý ako účinnú látku obsahuje derivát benzotiazolinónu a to 3-aryloxyacetyl-2-benzotiazolinón, v ktorom aryl je R-substitu.ovaný fenyl a R je H, CHj, 1 až 3 atomy chlóru alebo prikondenzované benzénové jádro.The solution relates to a herbicidal and growth regulating agent which contains as an active substance a benzothiazolinone derivative, namely 3-aryloxyacetyl-2-benzothiazolinone, in which aryl is R-substituted phenyl and R is H, CH2, 1 to 3 chlorine atoms or a fused benzene nucleus.

Description

263377 2

Vynález sa týká herbicídneho a rastovo regulačného prostriedku, ktorý ako účinnú látku obsahuje 3-aryloxyacetyl-2-benzotiazolinón.

Je známe, že niektoré deriváty benzotiazolu sa používájú v polnohospodárstve na ochranurastlln£/napr. N-(2-benzotiazolyl)-N'-metylmočovina-benztiazuron; N-(2-benzotiazolyl)-N,N'--dimetylmočovina-metabeztiazuron/J. Deriváty benzotiazolinónu majú herbicídne a morforegulař-né účinky a známy je tiež herbicldny účinok 2-benzotiazolinón-3-octovej kyseliny, širokéspektrum biologickéj účinnosti majú tiež 3-halogénalkyl, 3-alkyl alebo 3-acetyl deriváty2-benzotiazolinónu. Známe sú aj herbicídne vlastnosti chlórom substituovaných kyselin aryl-oxyoctových.

Teraz sa zistilo, že velmi dobré herbicídne a rastovo regulačně vlastnosti má prostrie-dok podlá vynálezu, ktorý ako účinnú zložku obsahuje 3-aryloxyacetyl-2-benzotiazolinón vše-obecného vzorca I

v ktorom R znamená H, CH^, 1 až 3 atomy chlóru alebo prikondenzované benzénové jádro.

Herbicídny a rastovo regulačný prostriedok podlá vynálezu sa na polnohospodárske alebozáhradnícke účely móže používat ako taký alebo v zmesi s úpravárenskými pomocnými'látkami,ktoré prostriedok stabilizujú resp. jeho účinok zlepšujú v závislosti od účelu jeho použitiaMůže sa připravit a používat vo formě prášku, granúl, mikrogranúl, suspenzných alebo emulz-ných koncentrátov. Pri praktickom používaní sa tak formy móžu aplikovat priamo alebo pozriedeni vodou na určitú koncentráciu.

Uvedené příklady ilustrujú', ale neobmedzujú predmet vynálezu. Příklad 1

Testované látky: I. 3-fenoxyacetyl-2-benzotiazolinón II. 3-(4-ehlórfenoxyacetyl)-2-benzotiazolinón III. 3-(2,4,5-trichlóríenoxyacetyl)-2-benzotiazolinón IV. 3-(2-naftyloxyacetyl)-2-benzotiazolinón V. 3-(alfa-metyl-4-chlórfenoxyacetyl)-2-benzotiazolinón VI. 2-metyl-4-chlórfenoxyetánová kyselina (MCPA) - Standard

Testovacie rastliny:

Beta vulgaris L·, ssp. esculenta(Salisb.) Schwarz, cv. Dobrovicka AFagopyrum vulgare Bili.

Linum usitatissimum L.

Sinapis alba L.

Vicia sativa L.

Avena fatus S.

Avena sativa L.

Echinochloa crus-galli (L.) P. BeauvTriticum sativum Lam.

Zea mays L. - cukrová řepa

- odroda Dobrovická A - pohánka obyčejná - lan siaty - horčica biela - vika siata - ovos hluchý - ovos siaty - ježatka kuria noha - pšěnica - kukurica 263377

Pracovný postup:

Do nádob z PVC s rozmermi 30,5 cm.38,5 cm.4 cm, naplněných neošetrenou pieskovitohli-nitou půdou, sa vysiali do riadkov semená testovacích rastlín. Po urovnaní a zvlažení povrchupůdy následovala aplikácia odstupňovaných vodných koncentrácii testovaných látok. Objemaplikačného roztoku zodpovedal objemu 800 1/ha.

Po vyhranění herbicidnych príznakov na testovacích rastlinách sa bonitáciou určil stupeňherbicídneho účinku podlá stupnice, v ktorej 0 = rastliny zdravé, bez poškodenia 1 = rastliny nepatrné atakované 2 = rastliny zretelne atakované 3 = rastliny značné atakované 4 = rastliny ťažko poškodené 5 = rastliny uhynuté Výsledky sú uvedené v tabulke 1. Příklad 2

Testované látky: II. 3-(4-chlórfenoxyacetyl)-2-benzotiazolinón III. 3-(2,4,5-trichlórfenoxyacetyl)-2-benzotiazolinón IV. 3- (2-naftyloxyacetyl)-2-benzotiazolinón V. 3-(alfa-metyl-4-chlórfenoxyacetyl)-2-benzotiazolinón VI. 2-metyl-4-chlórfenoxyetánová kyselina (MCPA)-- priradený Standard

Testovacie rastliny: ako v příklade 1

Pracovný postup:

Do nádob z PVC s rozmermi 30,5 cm.38,5 cm.4 cm, naplněných neošetrenou pieskovitohli-nitou půdou, sa vysiali do riadkov semená testovacích rastlín a zalievali podlá potřebyvodou. Po ukončení vývoja prvých dvoch pravých listov u dvojklíčnolistových a vo fáze dvochlistov jednoklíčnolistových druhov rastlín následovala aplikácia odstupňovaných vodnýchkoncentrácii testovaných látok. Objem aplikačného roztoku zodpovedal objemu 800 1/ha. Počastrvania pokusu sa ošetřené rastliny zavlažovali tak, aby nedošlo k zmývaniu testovanýchlátok z ich povrchu. Po vyhranění herbicidnych príznakov na testovacích objektoch sa bonitá-ciou určil stupeň herbicídneho účinku podlá stupnice uvedenej v příklade 1. Výsledky sú uvedené v tabulke 2.

263377 4

Tab. 1 Herbicídny účinok poopreemergentnej aplikácii vyjádřený v bonitačných stupňoch.

Testované látky Dávka úč. 1. pohánka lan hořčice vika ovos hluchý ovos siaty ježat- pše- kuku- kg/l/ha řepa ka nica rica I.X II. 5,0 4 0 5. 5 4 0 0 0 0 0 2,5 2,5 0 3 4,5 1 0 0 0 0 0 1,25 1 0 1 4,5 0 0 0 0 0 0 0,625 0 0 0 3,5 0 0 0 0 0 0 III. 5,0 5 3,5 5 5 5 2 2 0 0 0 2,5 4 3 4 4,5 4 0 0 0 0 0 1,25 4 1 4 4,5 2,5 0 0 0 0 0 0,625 3 1 3,5 3,5 1,5 0 0 0 0 0 IV. 5,0 5 1,5 5 5 4 0 - 3 3 1 z, b 1,25 5 0 4 5 2 0 - 1 0 0 0,625 - - - - - - - - - - v. 5,0 5 4,5 4 5 5 1 1,5 0 0 0 2,5 4 3,5 1 4,5 5 0 0 0 0 0 1,25 3,5 2 0 4 2,5 0 0 0 0 0 0,625 2 0 0 4 1 0 0 0 0 0 VI. 5,0 5 5 5 5 5 1 1 1 1,5 0 2,5 5 4,5 3,5 5 5 0 0 0 0 0 1,25 4,5 4 2,5 4,5 4 0 0 0 0 0 0,625 4,5 2,5 2 4,5 2,5 0 0 0 0 0 I.X - herbicídne účinky boli zaznamenané v dávkách vyšších než 5 kg úč.l./ha.

Tab. 2 Herbicídny účinok po postemergentnej aplikácii vyjádřený v bonitačných stupňoch

Testované látky Dávka úč. 1. lan hořčice vika ovos hluchý ovos siaty ježat- pše- kuku- kg/l/ha řepa pohánka ka nica rica II. 3,0 5 1 5 5 5 0 0 3 0 0 1,5 5 0 5 5 4 0 0 1 0 0 0,75 4,5 0 5 5 3 0 0 0 0 0 0,375 4 0 3 5 1,5 0 0 0 0 0 III. 3,0 5 2,5 5 5 4,5 3 2 4,5 3,5 0 1,5 5 2 5 5 4 2 0 4,5 3,5 0 0,75 5 0 5 5 2 0 0 2,5 0 0 0,375 5 0 1 4,5 1 0 0 0 0 0 IV. 3,0 3 1 0 3 1,5 1 0 0 0,5 0 1,5 1,5 0,5 0 2 0,5 0,5 0 0 0 0 0,75 0,5 0 0 0,5 0 0 0 0 0 0 0,375 0 0 0 0 0 0 0 0 0 0 5 263377 pokračovanie tabulky 2

Testované látky Dávka úč. 1. kg/l/ha řepa pohánka lan hořčice vika ovos hluchý ovos siaty ježat- ka pše- nica kuku- rica V. 3,0 5 3 4 5 5 1 1 3 0,5 1 1,5 5 3 3 5 4,5 0 0 1 0 0 0,75 5 2 3 5 3 0 0 0 0 0 0,375 4,5 2 1,5 4,5 1 0 0 0 0 0 VI. 3,0 5 3 5 5 5 1 1 1 1,5 0 1,5 5 2,5 5 5 5 0 0 0 0 0 0,75 5 1,5 5 5 3,5 0 0 0 0 0 0,375 5 0,5 4,5 5 3 0 0 0 0 0 Příklad 3

Testované látky: IX. 3- (4-chlórfenoxyacetyl)-2-benzotiazolinón III. 3-(2,3,5-trichlórfenoxyacety1)-2-benzotiazolinón V. 3-(alfa-metyl-4-chlórfenoxyacetyl)-2-benzotiazolinón

Pracovný postup: Z rastlín jačmeňa (Hordeura vulgare L., cv. Favorit) vyrasteného v skleníkových podmien-kach do štádia troch listov sa z prvého listu izolovali 20 mm dlhé segmenty vzdialené odbázy listu 15 mm. Tieto sa vkládali po šiestich kusoch do Petriho misiek o priemere 9 cmna krúžky filtračného papiera ovlhčeného 5 ml odstupňovaných koncentrácií sledovanej látky.Kontrola sa zakladala identicky s destilovanou vodou. Po 96 hodinách inkubácie a difúznomsvetle sa tri rovnako sfarbené segmenty homogenizovali pieskom CaCO^ a extrahovali 5 ml80 %-ného acetonu. Po centrifugácii sa 2 ml čistého acetonového extraktu použili pre spek-trofotometrické stanovenie obsahu chlorofylu podlá metody Vernova (1960). Na základe obsahuchlorofylu u ošetřených a neošetrených segmentov sa vypočítalo percento cytokinínovej aktivi-ty látky. Výsledky sú uvedené v tabulke 3 (priemery zo štyroch opakovaní). Příklad 4

Testované látky:ako v příklade 3

Testovacie rastliny:

Phaseolus vulgaris L·., cv. Cherouge - fazula obyčajná, odroda Cherouge

Pracovný postup:

Na rastliny fyzule vyrastenej v skleníkových podmienkach do štádia primárných pravých2 listov sa aplikovali odstupňované koncentrácie testovanej látky v objeme 3 ml na 300 cm .

Na 10. deň po aplikácii sa metricky vyhodnotil dlžkový prírastok hlavněj stonky od miestaaplikácie látky po terminálny bod. Stimulačná auxinoidná resp. retardačná antiauxínová akti-vita sa stanovila porovnáním dlžkových prírastkov ošetřených a neošetrených (kontrolných)rastlín a vyjádřila v percentách. Výsledky sú uvedené v tabulke 4 (priemery zo štyroch opa-kovaní) .

263377 2

BACKGROUND OF THE INVENTION The present invention relates to a herbicidal and growth regulating agent comprising 3-aryloxyacetyl-2-benzothiazolinone as active ingredient.

It is known that some benzothiazole derivatives are used in agriculture for protection, e.g. N- (2-benzothiazolyl) -N'-methylurea-benzothiazuron; N- (2-benzothiazolyl) -N, N ' -dimethylurea-metabezthiazuron / J. The benzothiazolinone derivatives have herbicidal and morphegulatory effects and the herbicidal action of 2-benzothiazolinone-3-acetic acid is also known, the 3-haloalkyl, 3-alkyl or 3-acetyl derivatives of 2-benzothiazolinone also have a broad biological activity spectrum. The herbicidal properties of chloro-substituted aryl oxyacetic acids are also known.

It has now been found that a very good herbicidal and growth-regulating property is provided by the present invention, which contains 3-aryloxyacetyl-2-benzothiazolinone of the general formula I as active ingredient.

wherein R is H, CH 2, 1 to 3 chlorine atoms, or a fused benzene ring.

The herbicidal and growth regulating agent of the invention may be used as such or in admixture with the processing aids to stabilize the agricultural or horticultural purposes, which stabilize the composition, respectively. its effect may be improved depending on the purpose of its use. It can be prepared and used in the form of powder, granules, microgranules, suspension or emulsion concentrates. Thus, in practice, the forms may be applied directly or diluted with water to a certain concentration.

These examples illustrate but do not limit the invention. Example 1

Test substances: I. 3-Phenoxyacetyl-2-benzothiazolinone II. 3- (4-chlorophenoxyacetyl) -2-benzothiazolinone III. 3- (2,4,5-trichlorophenoxyacetyl) -2-benzothiazolinone IV. 3- (2-naphthyloxyacetyl) -2-benzothiazolinone V. 3- (alpha-methyl-4-chlorophenoxyacetyl) -2-benzothiazolinone VI. 2-methyl-4-chlorophenoxyethanoic acid (MCPA) - Standard

Test plants:

Beta vulgaris L ·, ssp. Esculenta (Salisb.) Schwarz, cv. Dobrovicka AFagopyrum vulgare Bili.

Linum usitatissimum L.

Sinapis alba L.

Vicia sativa L.

Avena fatus S.

Avena sativa L.

Echinochloa crus-galli P. BeauvTriticum sativum Lam.

Zea mays L. - sugar beet

- variety Dobrovická A - common buckwheat - siaty lantern - white mustard - vika siata - deaf oat - oat siats - curly leg - wheat - maize 263377

Workflow:

Seeds of test plants were seeded in rows of 30.5 cm.38.5 cm.4 cm PVC filled with untreated sand-clay soil. Leveling and wetting of the surface was followed by the application of graded aqueous concentrations of test substances. The volume of the solution was 800 l / ha.

After defining the herbicidal symptoms on the test plants, the degree of herbicidal effect according to the scale in which 0 = healthy plants without damage 1 = plants slightly attacked 2 = plants clearly attacked 3 = plants attacked 4 = plants badly damaged 5 = plants dead Results are determined shown in Table 1. Example 2

Test substances: II. 3- (4-chlorophenoxyacetyl) -2-benzothiazolinone III. 3- (2,4,5-trichlorophenoxyacetyl) -2-benzothiazolinone IV. 3- (2-naphthyloxyacetyl) -2-benzothiazolinone V. 3- (alpha-methyl-4-chlorophenoxyacetyl) -2-benzothiazolinone VI. 2-methyl-4-chlorophenoxyethanoic acid (MCPA) - assigned Standard

Test plants: as in Example 1

Workflow:

Seeds of test plants were seeded into rows of PVC 30.5 cm.38.5 cm 4 cm filled with untreated sand-clay soil and watered as needed. After the development of the first two true leaves in dicotyledonous and in the two-leaf phase of monocotyledonous plant species, the graded water concentration of the test substances was applied. The volume of application solution was 800 L / ha. When the experiments were performed, the treated plants were irrigated so as not to wash off the test substances from their surface. After defining the herbicidal symptoms on the test objects, the degree of herbicidal effect according to the scale given in Example 1 was determined by the rating. The results are shown in Table 2.

263377 4

Tab. 1 Herbicidal effect after post-pre-emergence application expressed in bonitation degrees.

Test substances Dose of Ingredients 1. Buckwheat Lantern Mustard Vetch Oats Deaf Oats Sowing Wheat-Grain- kg / L / ha Beetroot IX II. 5.0 4 0 5. 5 4 0 0 0 0 0 2.5 2.5 0 3 4.5 1 0 0 0 0 0 1.25 1 0 1 4.5 0 0 0 0 0 0 0.625 0 0 0 3.5 0 0 0 0 0 0 III. 5.0 5 3.5 5 5 5 2 2 0 0 0 2.5 4 3 4 4.5 4 0 0 0 0 0 1.25 4 1 4 4.5 2.5 0 0 0 0 0 0.625 3 1 3.5 3.5 1.5 0 0 0 0 0 IV. 5.0 5 1.5 5 5 4 0 - 3 3 1 z, b 1.25 5 0 4 5 2 0 - 1 0 0 0.625 - - - - - - - - - - v. 5.0 5 4, 5 4 5 5 1 1.5 0 0 0 2.5 4 3.5 1 4.5 5 0 0 0 0 0 1.25 3.5 2 0 4 2.5 0 0 0 0 0 0.625 2 0 0 4 1 0 0 0 0 0 VI. 5.0 5 5 5 5 5 1 1 1 1.5 0 2.5 5 4.5 3.5 5 5 0 0 0 0 0 1.25 4.5 4 2.5 4.5 4 0 0 0 0 0 0.625 4.5 2.5 2 4.5 2.5 0 0 0 0 0 IX - herbicidal effects were recorded at doses higher than 5 kg of body weight / ha.

Tab. 2 Herbicidal effect after postemergence application expressed in bonitation degrees

Test substances Dose of the first lance mustard vetch oats deaf oats sowing-husk-kilograms kg / l / ha beetroot buckwheat kaica II. 3.0 5 1 5 5 5 0 0 3 0 0 1.5 5 0 5 5 4 0 0 1 0 0 0.75 4.5 0 5 5 3 0 0 0 0 0 0.375 4 0 3 5 1.5 0 0 0 0 0 III. 3.0 5 2.5 5 5 4.5 3 2 4.5 3.5 0 1.5 5 2 5 5 4 2 0 4.5 3.5 0 0.75 5 0 5 5 2 0 0 2 5 0 0 0.375 5 0 1 4.5 1 0 0 0 0 0 IV. 3.0 3 1 0 3 1.5 1 0 0 0.5 0 1.5 1.5 0.5 0 2 0.5 0.5 0 0 0 0 0.75 0.5 0 0 0.5 0 0 0 0 0 0 0.375 0 0 0 0 0 0 0 0 0 0 5 263377 continued Table 2

Test substances Intake dose 1. kg / l / ha beetroot buckwheat lamb mustard vetch oats oat sown hedgehog corn maize V. 3,0 5 3 4 5 5 1 1 3 0,5 1 1,5 5 3 3 5 4.5 0 0 1 0 0 0.75 5 2 3 5 3 0 0 0 0 0 0.375 4.5 2 1.5 4.5 1 0 0 0 0 0 VI. 3.0 5 3 5 5 5 1 1 1 1.5 0 1.5 5 2.5 5 5 5 0 0 0 0 0 0.75 5 1.5 5 5 3.5 0 0 0 0 0 0.375 5 0 , 5 4.5 5 3 0 0 0 0 0 Example 3

Test substances: IX. 3- (4-chlorophenoxyacetyl) -2-benzothiazolinone III. 3- (2,3,5-trichlorophenoxyacetyl) -2-benzothiazolinone V. 3- (alpha-methyl-4-chlorophenoxyacetyl) -2-benzothiazolinone

Procedure: From barley plants (Hordeura vulgare L., cv. Favorit) grown in the greenhouse conditions to the three-leaf stage, 20 mm long leaves of the distal blade 15 mm were isolated from the first leaf. These were inserted in six pieces into petri dishes of 9 cm in diameter with filter paper rings moistened with 5 ml of graded concentrations of the test substance. The control was identical with distilled water. After 96 hours of incubation and diffusion, three equally colored segments were homogenized with CaCO 3 and extracted with 5 ml of 80% acetone. After centrifugation, 2 ml of pure acetone extract was used for spectrophotometric determination of chlorophyll content according to the Vernova method (1960). Based on the chlorophyll content of the treated and untreated segments, the percentage of cytokinin activity of the substance was calculated. The results are shown in Table 3 (averages of four replicates). Example 4

Test substances: as in Example 3

Test plants:

Phaseolus vulgaris L ·., Cv. Cherouge - bean, Cherouge variety

Workflow:

Gradient concentrations of the test substance were applied to plants of the fucus grown in greenhouse conditions to the primary right-leaf stage in a volume of 3 ml to 300 cm.

On day 10 post-treatment, the length of barrel stem increment was metric from site of drug application to terminal point. Stimulation auxinoid resp. retardation antiauxin activity was determined by comparing the length increments of treated and untreated (control) plants and expressed as a percentage. The results are shown in Table 4 (averages of four replicates).

Claims (1)

PREDMET VYNÁLEZUOBJECT OF THE INVENTION Herbicídny a rastovo regulačný prostriedok vyznačujúci sa tým, že ako účinnú látku obsahuje 3-aryloxyacetyl-2-benzotiazolinón všeobecného vzorca I v ktorom R znamená H, CH^, 1 až 3 atomy chlóru alebo prikondenzováné benzénové jádro.A herbicidal and growth-regulating composition, characterized in that it contains 3-aryloxyacetyl-2-benzothiazolinone of the formula I as active ingredient in which R represents H, CH3, 1 to 3 chlorine atoms or a condensed benzene ring.
CS872979A 1987-04-27 1987-04-27 Herbtcid and Growth Regulator CS263377B1 (en)

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