CS198099B1 - Ovicide means - Google Patents

Ovicide means Download PDF

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Publication number
CS198099B1
CS198099B1 CS880378A CS880378A CS198099B1 CS 198099 B1 CS198099 B1 CS 198099B1 CS 880378 A CS880378 A CS 880378A CS 880378 A CS880378 A CS 880378A CS 198099 B1 CS198099 B1 CS 198099B1
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CS
Czechoslovakia
Prior art keywords
oxo
thione
pyridazin
dimethyl
yloxy
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Application number
CS880378A
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Czech (cs)
Slovak (sk)
Inventor
Vaclav Konecny
Stefan Varkonda
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Vaclav Konecny
Stefan Varkonda
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Application filed by Vaclav Konecny, Stefan Varkonda filed Critical Vaclav Konecny
Priority to CS880378A priority Critical patent/CS198099B1/en
Publication of CS198099B1 publication Critical patent/CS198099B1/en

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Description

Predmetom vynálezu eú ovicídne prostriedky, obsahujúce ako účinnú zložku 2-/1-alkyl, cyklohexyl, fenyl-5-alkoxy, alkyltio, chlór-6-oxo-lH-pyridazín-4-oxy/-l,3,2-dioxafosfolan-2-tion, resp. -l,3,2-dioxafosforinan-2-tiony.The present invention provides euicidal compositions containing, as active ingredient, 2- (1-alkyl, cyclohexyl, phenyl-5-alkoxy, alkylthio, chloro-6-oxo-1H-pyridazine-4-oxy) -1,3,2-dioxaphospholane- 2-thion, respectively. -l, 3,2-dioxaphosphorinane-2-thione.

Rí R^lR 1 R 1

Z literatúry stí ako pesticidy známe zlúSeniny vzorca >1 > = XCompounds of the formula> 1> = X are known from the literature as pesticides

Οι v ktorom R1 znamená alkyl, alkoxy, Ν,Ν-dialkyiamido, H2 znamená alkoxy, alkyltio, N-alkylamido, Ν,Ν-dialkýlamido, znamená halogén, alkoxy, alkyltio, R* znamená alkyl, alkenyl, cykloalkyl, fenyl, benzyl, X znamená kyslík alebo síru (Ss. patent 6. 133.589 a 141.951, autorské osvedSenie £. 173.312).Where R 1 is alkyl, alkoxy, Ν, Ν-dialkylamido, H 2 is alkoxy, alkylthio, N-alkylamido, Ν, Ν-dialkylamido, is halogen, alkoxy, alkylthio, R * is alkyl, alkenyl, cycloalkyl, phenyl , benzyl, X is oxygen or sulfur (U.S. Patent 6,133,589 and 141,951, U.S. Patent No. 173,312).

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Teraz sa zistilo, že zlúčeniny vzorca 1It has now been found that the compounds of formula 1

v ktorom R1 znamená -CHg-CHg-, -CH/CH3/-CH/CH3/-, -CH2-CH2-CH/CH3/-, -CH2-C/CH3/2-CH2,wherein R 1 represents -CH 2 -CH 2 -, -CH 2 -CH 3 / -CH / CH 3 -, -CH 2 -CH 2 -CH (CH 3 ) -, -CH 2 -C (CH 3 ) 2 - CH 2 ,

R2 znamená vodík, chlór, alkyltio, alkoxy β 1 až 3 atornami C v alkylskupinách, R^ znamená alkyl e 1 až 3 atómami C, cyldohexyl a fenyl, sú účinná ako ovicídy.R 2 is hydrogen, chloro, alkylthio, alkoxy β 1 to C 3 alkyl groups, R 1 is C 1 -C 3 alkyl, cydohexyl and phenyl are effective as ovicides.

Účinná látky podlá vynálezu je možná upravit na roztoky, emulzie, suepenzie, prážky a granuláty.The active compounds according to the invention can be formulated for solutions, emulsions, suepens, powders and granules.

Účinné látky podlá vynálezu je možná použit vo formě koncentrátu alebo ako roztoku, emulzie, suepenzie, prášku a granulátu.The active compounds according to the invention can be used in the form of a concentrate or as a solution, emulsion, suepension, powder and granulate.

Obsah účinnej látky v aplikačnej formě sa može pohybovat v širokom rozmedzí v závislosti od účelu použitia. Obecne obsahujú používaná přípravky 0,01 až 0,5 % hmotnostních účinnej látky.The content of active ingredient in the dosage form can be varied within wide limits depending on the intended use. In general, the preparations used contain from 0.01 to 0.5% by weight of active ingredient.

Nasledujúce příklady osvetlujú, ale neobmedzujú vlastnosti zlúčanín podlá'vynálezu.The following examples illustrate but do not limit the properties of the compounds of the invention.

Příklad 1Example 1

Stanovenie ovicídneho účinkuDetermination of ovicidal effect

Na kruhovú podložku z PVC sa naložia krúžky filtračnáho papiera o priemere 9 cm a nasýtia sa vodou. Na papier sa položí list fazule (hornou stranou), na ktorý sa nevysýchavým lepidlom vyznačí štvorec o strana 2,5 cm. Do štvorca sa prenesú samice T. urticae v počte 12 až 15 jedincov a uložia sa do rekreačnej miestnosti (24 - 1 relativná vlhkost 60 až 90 %). Po 24 hodinách sa samice zo štvorca vyberú. Látka o koncentrácii 0,5 o celkovom objeme 2 ml/2 listy sa aplikuje vo vertikálnem toximetri pomocou atomizéra pod tlakom 101,3 kPa. Po dvojminútovej sedimentačněj době ea misky z toximetra vyberú a opat uložia do rekreačnej miestnosti. Počas 7 až 9 dní sa krúžky zásobujúce fazulový list vodou udržujú neustále vlhká. Hodnotenie sa uskutečňuje v čase, kei je v kontrole 99 % vyliahnutých vajíček. Pomocou stereoskopického mikroskopu sa zistí počet nevyliahnutýeh vajíčok a vypočítá sa priememá percento úmrtnosti vajíčok.Filter rings of 9 cm diameter are placed on a round PVC backing and saturated with water. Place a bean leaf (top side) on the paper and place a square of 2.5 cm on the non-drying glue. 12 to 15 individuals of T. urticae are transferred to a square and placed in a recreation room (24-1 relative humidity 60-90%). After 24 hours, the females are removed from the square. A substance of 0.5 concentration with a total volume of 2 ml / 2 sheets is applied in a vertical toximeter using an atomizer at a pressure of 101.3 kPa. After a 2 minute sedimentation time e, the dishes are removed from the toximeter and placed in the recreation room. The water supply rings of the bean leaf are kept constantly moist for 7 to 9 days. Evaluation is carried out when 99% of the hatched eggs are in control. Using a stereoscopic microscope, the number of non-hatched eggs is determined and the average percentage of egg mortality is calculated.

í ií i

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Zlúčenina pódia vynálezu J Compound of the Invention J Konc. Ú8. látky v % Conc. U8. substances in% % úmrtnosti vajíčok % mortality eggs 2-/5-metoxy-l-metyl-6-oxo-lH-pyridazín-4-oxy/-l,3,2-dioxafoafolan-2-tion 2- / 5-methoxy-l-methyl-6-oxo-pyridazin-4-yloxy / -l, 3,2-dioxafoafolan-2-thione 0,5 0.5 100,0 100.0 2-/l-fenyl-5-metoxy-6-oxo-lH-pyridazín-4-oxy/-l,3,2-dioxafosfolan-2-tion 2- / l-phenyl-5-methoxy-6-oxo-pyridazin-4-yloxy / -l, 3,2-dioxaphospholane-2-thione 0,5 0.5 80,0 80.0 2-/5-metoxy-l-metyl-6-oxo-lH-pyridazín-4-oxy/-4,5-dimetyl-1,3,2-dioxafosfolan-2-tion 2- / 5-methoxy-l-methyl-6-oxo-pyridazin-4-yloxy / -4,5-dimethyl-1,3,2-dioxaphospholane-2-thione 0,5 0.5 100,0 100.0 2-/l-fenyl-5-metoxy-6-oxo-lH-pyridazín-4-oxy/-4,5-dimetyl-1,3,2-dioxafoafolan-2-tion 2- / l-phenyl-5-methoxy-6-oxo-pyridazin-4-yloxy / -4,5-dimethyl-1,3,2-dioxafoafolan-2-thione 0,5 0.5 82,6 82.6 2-/l-fenyl-5-chlór-6-oxo-lH-pyridaz ín-4-oxy/-4,5-dimetyl-1,3,2-dioxafoafolan-2-tion 2- (1-phenyl-5-chloro-6-oxo-1H-pyridazin-4-oxy) -4,5-dimethyl-1,3,2-dioxafoafolan-2-thion 0,5 0.5 100,0 100.0 2-/5-chlór-l-metyl-6-oxo-lH-pyridazín-4-oxy/-6-metyl-1,3,2-dioxáfoaforinan-2-tion 2- / 5-chloro-l-methyl-6-oxo-pyridazin-4-yloxy / 6-methyl-1,3,2-dioxáfoaforinan-2-thione 0,5 0.5 100,0 100.0 2-/l-metyl-6-oxo-lH-pyridazín-4-oxy/-5,5-dimetyl-l,3,2-dioxafoeforinan-2-tion 2- / l-methyl-6-oxo-pyridazin-4-yloxy / -5,5-dimethyl-3,2-dioxafoeforinan-2-thione 0,5 0.5 81,0 81.0 2-/5-metoxy-l-metyl-6-oxo-lH-pyridazín-4-oxy/-5,5-dimetyl-1,3,2-dioxafoeforinan-2-tion 2- / 5-methoxy-l-methyl-6-oxo-pyridazin-4-yloxy / -5,5-dimethyl-1,3,2-dioxafoeforinan-2-thione 0,5 0.5 100,0 100.0 2-/5-chlór-l-metyl-6-oxo-lH-pyriaazín-4-oxy/-5,5-dimetyl-1,3,2-dioxafoaforinan-2-tion 2- / 5-chloro-l-methyl-6-oxo-4-pyriaazín oxy / -5,5-dimethyl-1,3,2-dioxafoaforinan-2-thione 0,5 0.5 100,0 100.0 2-/5-etoxy-l-metyl-6-oxo-lH-pyridazín-4-oxy/-5,5-dimetyl-1,3,2-dioxafoaforinan-2-tion 2- / 5-ethoxy-l-methyl-6-oxo-pyridazin-4-yloxy / -5,5-dimethyl-1,3,2-dioxafoaforinan-2-thione 0,5 0.5 100,0 100.0 2-/5-etyltio-l-metyl-6-oxo-lH-pyridazín-4-oxy/-5,5-dimety1-1,3,2-dioxafoaforinan-2-tion 2- / 5-ethylthio-l-methyl-6-oxo-pyridazin-4-yloxy / -5,5-dimety1-1,3,2-dioxafoaforinan-2-thione 0,5 0.5 84,0 84.0 2-/l-etyl-5-chlór-6-oxo-lH-pyridazfn-4-oxy/-5,5-dimetyl-1,3,2-dioxafoaforinan-2-tion 2- / l-ethyl-5-chloro-6-oxo-4-pyridazfn oxy / -5,5-dimethyl-1,3,2-dioxafoaforinan-2-thione 0,5 0.5 81,0 81.0 2-/l-cyklohexyl-5-metoxy-6-oxo-lH-pyridazín-4-oxy/-5,5-dimetyl-l ,3,2-dioxafoaforinan-2-tion 2- (1-Cyclohexyl-5-methoxy-6-oxo-1H-pyridazine-4-oxy) -5,5-dimethyl-1,3,2-dioxaphthaforinan-2-thion 0,5 0.5 100,0 100.0 2-/l-fenyl-5-metoxy-6-oxo-lH-pyridazfn-4-oxy/-5,5-dimetyl-1,3,2-dioxafoaforinan-2-tion 2- / l-phenyl-5-methoxy-6-oxo-4-pyridazfn oxy / -5,5-dimethyl-1,3,2-dioxafoaforinan-2-thione 0,5 0.5 84,2 84.2 0,0-dietyl-S-/4-chlórfenyltiometyl/ditiofoafát (Standard) 0,0-Diethyl-S- (4-chlorophenylthiomethyl) dithiophoafate (Standard) 0,05 0.05 100,0 100.0

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Claims (1)

Ovicídne prostriedky, vyznaSujúce sa tým, že všeobecného vzorce I obaahujú ako účinnú zložku zlúčeninu v ktorom R1 znamená skupiny -CH2-CH2-, -CH2-CH2-CH/CH3/-, -CH/CH3/-CH/CH3/-, -CH2-C/CH3/2 oOvicidal compositions comprising a compound of formula I as an active ingredient wherein R 1 is -CH 2 -CH 2 -, -CH 2 -CH 2 -CH (CH 3 ) -, -CH (CH 3 ) -CH (CH 3 ) -, -CH 2 -C (CH 3 ) 2 o -CH2-, R znamená vodík, chlór, alkoxy, alkyltio vždy β 1 až 3 atómami C v alkylskupinách znamená alkyl s 1 až 3 atómami C, cyklohexyl, fenyl.-CH 2 -, R represents hydrogen, chloro, alkoxy, alkylthio in each case with β 1 to 3 C atoms in alkyl groups means alkyl with 1 to 3 C atoms, cyclohexyl, phenyl.
CS880378A 1978-12-22 1978-12-22 Ovicide means CS198099B1 (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8466096B2 (en) 2007-04-26 2013-06-18 Afton Chemical Corporation 1,3,2-dioxaphosphorinane, 2-sulfide derivatives for use as anti-wear additives in lubricant compositions

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8466096B2 (en) 2007-04-26 2013-06-18 Afton Chemical Corporation 1,3,2-dioxaphosphorinane, 2-sulfide derivatives for use as anti-wear additives in lubricant compositions

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