SU664528A3 - Fungicide - Google Patents
FungicideInfo
- Publication number
- SU664528A3 SU664528A3 SU772524548A SU2524548A SU664528A3 SU 664528 A3 SU664528 A3 SU 664528A3 SU 772524548 A SU772524548 A SU 772524548A SU 2524548 A SU2524548 A SU 2524548A SU 664528 A3 SU664528 A3 SU 664528A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- plants
- damage
- ethane
- test
- protective
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
, 1 . . Изобретение относитс к химическим .средствам защиты растений, конкретно к фунгицидному средству на основе .производных триазола. Известно использование производных азола, например, 1-L -бутокси- - (4-хлорфенил)-этил -амидазола в качестве фунгицидов 1J. Прототипом иэобретени вл етс фунгицидное. средство, содержай1ее в ка честве активнодёйствующего вещества 1- (2,4-дихлорфенил) -2- (1, 2,4-триазол-1-йл )-(2,4-дихлорбензил)-этан и обыч ные добавки 12, Однако активность известных средст недостаточна. . Целью изобретени вл етс изыскание нового фунгицидного средства на основе производных триазола, обладающего усиленной фунгицидной активностью . Это достигаетс Использованием средства, содержащего в ка:честве активного вещества производные триазола формулы CH-CHjгде R - хлор, хлорфенил, хлорфенокси и - 1,2, или Их солей в количестве 0,1-95 вес.%, остальное добавка, выбранна из группы твердых или жидких носителей, Формы использовани средств обычные: растворы, эмульсии, суспензии, порошки, пасты и гранул ты. Их приготовл ют известными способами - общими при изготовлении препаративных форм . пестицидов. Способ получени соединени формулы 1 основан на взаимодействии производных 1-галоген-1-фенил-2-триазолилэтана с меркаптанами. .Пример. Способу получени нитрата 1-(4-хлорфенилтио)-l-(4-xлop-4-бифeнил ) -2- { 1 , 2 , 4-триазол-1-ил) этана ,., , 31,8 г (0,1. мол ) 1-хлор-1-{4-хлор-4-бифёнилил )-2-(1,2,4-триазол-1-ил)-этана с 29 г (0,2 мол ) 4-хлортиофенола и 29 г (0,21 мол ) карбоната кали в 100 мл ацетона нагревают б час ,с обратным холодильником, Реакционнук| Ьмёсь затем фильтр уют и фильтрат концентрируют . Остаток от фильтрации извлекают путем многократного смегиивакий с Водньам раствором NaQHи экстрагируют путем встр хивани с простым эфиром. Эфирйую фазу сушат над сульфатом каФрй и концентрируют. Получают 34,4 г (81% теории) и 1-(4-хлорфенилмеркапто )-1-(4-хлор-4-бифенйл)-2-(1, 2,4-триазЬл-1-ил)-этана, т. пл. Его раствсда ют в хлороформе,добавл ют б МП 98%-ной азотйой кислоты довод т « до кристаллизации.Выделившийс при Этом Кристаллический продукт перекрис галлизовивают из иэопропанола.Получают 38,2 г (90% теории) нитрата 1-(4-хлор фенилтио)-1-)4 -хлор-4-бифенйлил)-2- (1,2,4-триазол-1-ил)-этана, t. пл, 144° С (разл.) .. П р и м ё р 2. Тест с Erj sipbe (защитное действие) ,- , , . , . Раствором действующего водества об| 1згивают мЬлодые растени огурцов, имею1а;ие приблизительно 3 Листа, до ; образовани капель. Затем растени ; ; . огурцов & течение 54 час бстайл ют в тедлйцё, Затем их йнокулируют кониди ми грибков Etysipbe cichowaceapum и выдерживают при температуре 23-24°С и относительной влажности йоздуха приблизительно 75%, 12 суток. По истечении 12 суток определ ют .степень поражени растений огурцов, При этом 0% означает отсутствие поражени , 100%-растени полностью пораЖены , ::- . . : . .. V;;. .. . J . В табл. 1 пр иведена степень поражейи озгурцов конди ми грибков при концейТрацйй действующего начала 0,0005%. Таблица Продолжение табл. 1 .I у При мер 3, Тест PoEospfxieroi (за .щитное действие). , Раствором действующего вещества обрызгивают молодые се нцы блони,йахрд щиес в стадии раэвити от 4 до 6 листьев, до образовани капель. Растени в течение 24 час при температуре и относительной влажности воздуха 70%.оставл ют в теплице. Затем их йнокулируют кониди ми возбудител мучнистой блони PoEosplioiera €eucotHcha и оставл ют их при температуре 21 С до 23С и отйОСительной влажности воздуха приблизительно 70% в теплице.. По стечейии 10 дней после инокул ц;ий определ нюг поражение се нцев. При этой 0% - отсутствие поражени , 100% растени полностью поражены, В табл. 2 приведена степень пора- . жени се нцев блони мучнистой росой при концентрации действукадего начала 0,0025%, ::Таблица 2, one . . The invention relates to a chemical plant protection agent, specifically to a fungicidal agent based on triazole derivatives. The use of azole derivatives, for example, 1-L-butoxy- - (4-chlorophenyl) -ethyl-amidazole, is known as fungicides 1J. The prototype of the invention is fungicidal. The agent contains 1- (2,4-dichlorophenyl) -2- (1, 2,4-triazol-1-yl) - (2,4-dichlorobenzyl) -ethane as the active substance in the active substance 12, but the activity of the known means is insufficient. . The aim of the invention is to find a new fungicidal agent based on triazole derivatives with enhanced fungicidal activity. This is achieved by using an agent containing as active substance a triazole derivative of the formula CH — CH, where R is chlorine, chlorophenyl, chlorophenoxy and —1,2, or Their salts in an amount of 0.1-95 wt.%, The rest is an additive selected from groups of solid or liquid carriers; Forms of use of the usual: solutions, emulsions, suspensions, powders, pastes and granules. They are prepared by known methods - common in the preparation of preparative forms. pesticides. The process for preparing the compound of formula 1 is based on the interaction of 1-halogen-1-phenyl-2-triazolyl ethane derivatives with mercaptans. .Example. The method for producing 1- (4-chlorophenylthio) -l- (4-chlorop-4-biphenyl) -2- {1, 2, 4-triazol-1-yl) ethane nitrate,., 31.8 g (0, 1. mol) 1-chloro-1- {4-chloro-4-biphenylyl) -2- (1,2,4-triazol-1-yl) -ethane with 29 g (0.2 mol) of 4-chlorothiophenol and 29 g (0.21 mol) of potassium carbonate in 100 ml of acetone are heated in an hour, with reflux, the reaction | Then the filter is cozy and the filtrate is concentrated. The filter residue is extracted by repeated smegi-vaky with a water solution of NaQH and extracted by shaking with ether. The ether phase is dried over kaFry sulfate and concentrated. 34.4 g (81% of theory) and 1- (4-chlorophenylmercapto) -1- (4-chloro-4-biphenyl) -2- (1, 2,4-triazl-1-yl) -ethane are obtained, t pl. It was dissolved in chloroform, and bp MP of 98% nitric acid was added to crystallize. The Crystalline Product isolated at This was recrystallized from isopropanol. 38.2 g (90% of theory) of 1- (4-chloro-phenylthio nitrate) were obtained. ) -1-) 4-chloro-4-biphenyl) -2- (1,2,4-triazol-1-yl) -ethane, t. pl, 144 ° C (decomp.) .. Example 1. Test with Erj sipbe (protective action), -,,. , A solution of the existing vodvestva | 1 cucumber plants are harvested, having about 3 Leaves, up to; droplet formation. Then the plants; ; . Cucumber & for 54 hours, they are styled in depression, then they are inoculated with conidia of the fungus Etysipbe cichowaceapum and kept at a temperature of 23-24 ° C and a relative humidity of the air of about 75%, 12 days. After 12 days, the extent of damage to cucumber plants is determined. Herewith, 0% means no damage, 100% growth is completely destroyed, :: -. . :. .. V ;;. .. J. In tab. 1, the degree of injury of fellows with caviar was observed at the ends of the trajectory of active principle of 0.0005%. Table Continued table. 1 .I Example 3, Test PoEospfxieroi (for protective action). The young saplings of blonds, from 4 to 6 leaves in the ravevity stage, are sprayed with a solution of the active substance before dropping. Plants within 24 hours at a temperature and relative humidity of 70% are stored in a greenhouse. They are then inoculated with conidia of the powdery powdery PoEosplioiera € eucotHcha pathogen and left at a temperature of 21 ° C to 23 ° C and about 70% of the greenhouse air humidity in the greenhouse .. 10 days after inoculation; At this 0% - no damage, 100% of the plants are completely affected, In table. 2 shows the degree of time. marriages of blonds with powdery mildew at a concentration of the beginning of 0.0025%, :: Table 2
8787
(известно)(known)
-.-..-,-,.-...-,.,-.-..-, -,.-...-,.,
CH-CHz-N;CH-CHz-N;
NN
X ННОзX NNOZ
(Ш-СН2-И-( I(W-CH2-I- (I
нНКОзNNKOH
f-CHz- Jf-CHz- J
HNO}Hno}
30thirty
Пример 4. Тест р Tgb ttadium (защитные действи ).Example 4. Test p Tgb ttadium (protective actions).
Раствором действук дего вецества обрызгивают молодые се нцы блони, наход щиес в стадий развити от 4 до б лисТьёв, до образовани капель. Растени оставл ют в течение 24 час при температуре 20°С и относительной влажности воздуха 70% в теплице.The young sunflowers of the blony, which are in the stages of development from 4 to lateral, are sprayed with a solution of the action of the seeds, before the formation of drops. The plants are left for 24 hours at a temperature of 20 ° C and a relative humidity of 70% in the greenhouse.
Затем их инокулируют водной суспензией конидиев возбудител пйрши бл6 ки TIjsictocMijm denolfiticorn и в течение 18 час инкубируют при 18-20с и относительной залажности воздуха 100% в влажной камере Затем растени повторно оставл ют 14 дней в теплице.They are then inoculated with an aqueous suspension of conidia of the driver Pirshi bloc TIjsictocMijm denolfiticorn and incubated for 18 hours at 18–20 s and 100% relative air in a humid chamber. Then the plants are re-kept for 14 days in a greenhouse.
После инокул ции определ ют степень поражени се нцев. При этом 0% рзначает отсутствие поражени , 100% растени полностью поражены.After inoculation, the extent of damage to the seedlings is determined. In this case, 0% means no damage, 100% of the plants are completely affected.
В табл. 3 приведена степень поражени се нцев блони паршой в зависимости от концентрации.In tab. Figure 3 shows the degree of damage to blonds by scab, depending on the concentration.
,Т а б л и ц а 3 пример 5. Тест с мучнистой росой хлебов (защитное лечебное действие ) . С цепью испытани защитного деист ВИЯ однолетние молодые растени чме н сорта AmseC обрызгивают до влажности росы препаратом действующего начала. После подсушивани растени чмен опудривают спорами бгцырЬе « ргигиЧ votp hof oleV ., T and l and c and 3 example 5. The test with mealy dew of breads (protective medical action). With a test circuit of the protective deist of VIA, one-year-old young plants of the nome variety AmseC are sprayed to the dew moisture with an active ingredient. After drying, the barley plants are powdered with spores of bruccinia votp hof oleV.
66
Дл испытани лечебного действий молодые растени чмен , имеющие один Лист по истечении 48 час после инокул ции обрабатывают препаратом дейст .вующегчэ начала, когда инфекци уже про влена.To test the therapeutic effect, young barley plants that have one Leaf after 48 hours after the inoculation are treated with the drug actually beginning when the infection is already developed.
Через 6 дней пребывани растений при температуре 2l-220c и влажности воздуха 80-90% определ ют пора- жение растений пустулами мучнистой росы . Степень поражени выражают в % поражени необработанных контрольных растений. При этом 0% - отсутствие поражени и 100% - оданакова степень поражени как при необработанном контроле .After 6 days of stay of the plants at a temperature of 2l-220c and an air humidity of 80-90%, the plants are damaged by powdery mildew pustules. The degree of damage is expressed in% damage to untreated control plants. At the same time, 0% is the absence of a lesion and 100% is the extent of the lesion as in the untreated control.
Действующее начало тем эффективней чем меньше поражение мучнистой росой.The active principle is the more effective the less powdery mildew.
В табл. 4 приведена степень поражени чмен мучнистой росой при концентрации действующего начала iО,0025 вес.%,In tab. 4 shows the extent of the lesion of barley with powdery mildew at a concentration of active principle IO, 0025 wt.%,
ГТаблица 4GABlice 4
Степень поражени ,%Degree%
Действующее Acting
защитно-|лечебноначало го дей- ГО действи стви protective and therapeutic action
100100100,100
необработ.unprocessed
/ ЧС )VcH-CH -i / Emergency) VcH-CH -i
он-снг-м: Ihe sng m: I
so,Hf so, Hf
.70,0 82,5.70.0 82.5
СчН, X llzOti) (Нгбестм)JQ „ScN, X llzOti) (Ngbestm) JQ „
С1C1
a-(Q)-CH-CH -N Ja- (Q) -CH-CH -N J
к . : Sto : S
3,8OfO3.8OfO
fcH-CKr/J про в«ц 6f 113 48,8 0,0 У«. 3 8,8 Формула 13обретени Фунгицидное средство, содержащее изводное триазола, как активное ество, а также добавку, выбранную группы твердых или жидких носите66 лей, о т л и ч а ю щ е е с тем, что, с целью усилени фунгацидной активности , оно содержит в качестве производных триаэола соединени общей формулы сн-оНг-н I 8 где R - хлор, хпорфенил, хлорфенокси; п- If2, или их солей в количестве 0,1-95 sec.%. Источники информации, прин тые во внимание при экспертизе 1. Вь9ложенна за вка ФРГ № 2063857. кл. 12 р 9, 1971. За вка, по которой выдано положительное рвение о выдаче патента СССР 2414026, кл. А 01 N9/22, 1976.fcH-CKr / J pro in "c 6f 113 48.8 0.0 U". 3 8.8 Formula 13 of the invention A fungicidal agent containing triazole derivative as an active ingredient, as well as an additive selected from the group of solid or liquid carriers, which is so that, in order to enhance the fungicidal activity, it contains, as triaol derivatives, compounds of the general formula Cn-HH-n I 8 where R is chlorine, hporpenyl, chlorophenoxy; p-If2, or their salts in the amount of 0.1-95 sec.%. Sources of information taken into account in the examination 1. Complicated application of Germany No. 2063857. Cl. 12 p. 9, 1971. The application for which a positive zeal was issued for the grant of a patent of the USSR 2414026, cl. A 01 N9 / 22, 1976.
.. --f.. --f
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19762645496 DE2645496A1 (en) | 1976-10-08 | 1976-10-08 | (1-PHENYL-2-TRIAZOLYL-AETHYL) -THIOAETHER DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS FUNGICIDES AND GROWTH REGULATORS |
Publications (1)
Publication Number | Publication Date |
---|---|
SU664528A3 true SU664528A3 (en) | 1979-05-25 |
Family
ID=5990037
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SU772524548A SU664528A3 (en) | 1976-10-08 | 1977-09-27 | Fungicide |
Country Status (23)
Country | Link |
---|---|
JP (1) | JPS5346979A (en) |
AR (1) | AR222297A1 (en) |
AT (1) | AT357370B (en) |
AU (1) | AU513958B2 (en) |
BE (1) | BE859480A (en) |
BR (1) | BR7706702A (en) |
CH (1) | CH630370A5 (en) |
CS (1) | CS195340B2 (en) |
DD (1) | DD133035A5 (en) |
DE (1) | DE2645496A1 (en) |
DK (1) | DK447277A (en) |
EG (1) | EG12855A (en) |
FR (1) | FR2367068A1 (en) |
GB (1) | GB1550772A (en) |
IL (1) | IL53042A (en) |
IT (1) | IT1088066B (en) |
NL (1) | NL7710992A (en) |
PL (1) | PL104427B1 (en) |
PT (1) | PT67124B (en) |
SE (1) | SE7711228L (en) |
SU (1) | SU664528A3 (en) |
TR (1) | TR19277A (en) |
ZA (1) | ZA776013B (en) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2724684A1 (en) * | 1977-06-01 | 1978-12-14 | Basf Ag | TRIAZOLE-SUBSTITUTED SULFUR COMPOUNDS |
DE2821829A1 (en) * | 1978-05-19 | 1979-11-22 | Basf Ag | MEANS OF REGULATING PLANT GROWTH |
DE2833193A1 (en) * | 1978-07-28 | 1980-02-14 | Basf Ag | INSECTICIDES |
DE2928768A1 (en) * | 1979-07-17 | 1981-02-12 | Bayer Ag | 1- (2,4-DICHLORPHENYL) -1- (2,6- DIHALOGENBENZYLMERCAPTO) -2- (1,2,4- TRIAZOL-1-YL) -ETHANE, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS FUNGICIDES |
GB2078719B (en) * | 1980-06-02 | 1984-04-26 | Ici Ltd | Heterocyclic compounds |
DE3108770A1 (en) * | 1981-03-07 | 1982-09-16 | Bayer Ag, 5090 Leverkusen | TRIAZOLYLALKYL THIOETHER, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS PLANT GROWTH REGULATORS AND FUNGICIDES |
EP0122452A1 (en) * | 1983-03-18 | 1984-10-24 | Schering Corporation | Triazolyl- and imidazolyl-substituted fluoroalkane derivatives, process for their preparation and pharmaceutical compositions containing them |
DE3342310A1 (en) * | 1983-11-23 | 1985-05-30 | Bayer Ag, 5090 Leverkusen | USE OF 1- (2,4-DICHLORPHENYL) -1- (4-CHLORBENZYLMERCAPTO) -2- (1,2,4-TRIAZOL-1-YL) -ETHANE TO REGULATE PLANT GROWTH |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2335020C3 (en) * | 1973-07-10 | 1981-10-08 | Bayer Ag, 5090 Leverkusen | 1- (1,2,4-Triazol-1-yl) -2-phenoxy-4,4-dimethyl-pentan-3-one derivatives, processes for their preparation and their use as fungicides |
DE2347057A1 (en) * | 1973-09-19 | 1975-04-03 | Bayer Ag | ANTIMICROBIAL AGENTS |
DE2407143A1 (en) * | 1974-02-15 | 1975-08-28 | Bayer Ag | Plant-growth regulating compositions - contg N-(substd phenoxymethyl)-azole derivs |
-
1976
- 1976-10-08 DE DE19762645496 patent/DE2645496A1/en not_active Withdrawn
-
1977
- 1977-09-27 SU SU772524548A patent/SU664528A3/en active
- 1977-10-03 IL IL7753042A patent/IL53042A/en unknown
- 1977-10-04 GB GB41197/77A patent/GB1550772A/en not_active Expired
- 1977-10-04 CH CH1211377A patent/CH630370A5/en not_active IP Right Cessation
- 1977-10-05 AU AU29362/77A patent/AU513958B2/en not_active Expired
- 1977-10-05 AR AR269453A patent/AR222297A1/en active
- 1977-10-05 CS CS776448A patent/CS195340B2/en unknown
- 1977-10-06 NL NL7710992A patent/NL7710992A/en not_active Application Discontinuation
- 1977-10-06 DD DD7700201398A patent/DD133035A5/en unknown
- 1977-10-06 PL PL1977201328A patent/PL104427B1/en unknown
- 1977-10-06 SE SE7711228A patent/SE7711228L/en unknown
- 1977-10-06 PT PT67124A patent/PT67124B/en unknown
- 1977-10-06 IT IT28339/77A patent/IT1088066B/en active
- 1977-10-07 JP JP12014877A patent/JPS5346979A/en active Granted
- 1977-10-07 ZA ZA00776013A patent/ZA776013B/en unknown
- 1977-10-07 AT AT715977A patent/AT357370B/en active
- 1977-10-07 BR BR7706702A patent/BR7706702A/en unknown
- 1977-10-07 BE BE181537A patent/BE859480A/en not_active IP Right Cessation
- 1977-10-07 FR FR7730252A patent/FR2367068A1/en active Granted
- 1977-10-07 DK DK447277A patent/DK447277A/en not_active Application Discontinuation
- 1977-10-07 TR TR19277A patent/TR19277A/en unknown
- 1977-10-08 EG EG581/77A patent/EG12855A/en active
Also Published As
Publication number | Publication date |
---|---|
PL104427B1 (en) | 1979-08-31 |
PT67124B (en) | 1979-03-16 |
IL53042A (en) | 1982-03-31 |
ZA776013B (en) | 1978-05-30 |
GB1550772A (en) | 1979-08-22 |
PT67124A (en) | 1977-11-01 |
DD133035A5 (en) | 1978-11-29 |
AU2936277A (en) | 1979-04-12 |
IT1088066B (en) | 1985-06-04 |
IL53042A0 (en) | 1977-12-30 |
EG12855A (en) | 1980-03-31 |
BR7706702A (en) | 1978-07-18 |
DK447277A (en) | 1978-04-09 |
AR222297A1 (en) | 1981-05-15 |
AU513958B2 (en) | 1981-01-15 |
BE859480A (en) | 1978-04-07 |
CH630370A5 (en) | 1982-06-15 |
CS195340B2 (en) | 1980-01-31 |
ATA715977A (en) | 1979-11-15 |
FR2367068A1 (en) | 1978-05-05 |
SE7711228L (en) | 1978-04-09 |
AT357370B (en) | 1980-07-10 |
DE2645496A1 (en) | 1978-04-13 |
JPS5346979A (en) | 1978-04-27 |
FR2367068B1 (en) | 1981-02-27 |
JPS6224426B2 (en) | 1987-05-28 |
PL201328A1 (en) | 1978-07-03 |
TR19277A (en) | 1978-10-06 |
NL7710992A (en) | 1978-04-11 |
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