SU1148553A3 - Fungicide - Google Patents
Fungicide Download PDFInfo
- Publication number
- SU1148553A3 SU1148553A3 SU782677206A SU2677206A SU1148553A3 SU 1148553 A3 SU1148553 A3 SU 1148553A3 SU 782677206 A SU782677206 A SU 782677206A SU 2677206 A SU2677206 A SU 2677206A SU 1148553 A3 SU1148553 A3 SU 1148553A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- carrier
- surfactant
- active ingredient
- salicylate
- methyl
- Prior art date
Links
- 230000000855 fungicidal effect Effects 0.000 title claims description 6
- 239000000417 fungicide Substances 0.000 title description 2
- 239000004094 surface-active agent Substances 0.000 claims abstract description 9
- 239000004480 active ingredient Substances 0.000 claims abstract description 7
- 239000000945 filler Substances 0.000 claims abstract description 6
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 4
- 150000001875 compounds Chemical class 0.000 claims abstract description 4
- 239000000203 mixture Substances 0.000 claims abstract description 4
- 239000005995 Aluminium silicate Substances 0.000 claims abstract description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims abstract description 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical group [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims abstract description 3
- 235000012211 aluminium silicate Nutrition 0.000 claims abstract description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims abstract description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 3
- 239000001257 hydrogen Substances 0.000 claims abstract description 3
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 claims abstract description 3
- 239000007788 liquid Substances 0.000 claims abstract description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 3
- 229960001860 salicylate Drugs 0.000 claims abstract description 3
- 239000007787 solid Substances 0.000 claims abstract description 3
- 239000008096 xylene Substances 0.000 claims abstract description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims abstract 6
- 229940058303 antinematodal benzimidazole derivative Drugs 0.000 claims abstract 2
- 125000003785 benzimidazolyl group Chemical class N1=C(NC2=C1C=CC=C2)* 0.000 claims abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 235000019484 Rapeseed oil Nutrition 0.000 claims description 2
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical group C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 abstract description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 239000003921 oil Substances 0.000 abstract 1
- 150000003873 salicylate salts Chemical group 0.000 abstract 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 4
- -1 1-butylcarbamoyl-2-aminobenzimidazole salicylate Chemical compound 0.000 description 3
- 229940088623 biologically active substance Drugs 0.000 description 3
- ATHHXGZTWNVVOU-UHFFFAOYSA-N N-methylformamide Chemical compound CNC=O ATHHXGZTWNVVOU-UHFFFAOYSA-N 0.000 description 2
- 241000579741 Sphaerotheca <fungi> Species 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- GTCAXTIRRLKXRU-UHFFFAOYSA-N methyl carbamate Chemical compound COC(N)=O GTCAXTIRRLKXRU-UHFFFAOYSA-N 0.000 description 2
- DQOSJWYZDQIMGM-UHFFFAOYSA-N 1H-benzimidazole-2-carbaldehyde Chemical class C1=CC=C2NC(C=O)=NC2=C1 DQOSJWYZDQIMGM-UHFFFAOYSA-N 0.000 description 1
- HNTDQAMPEZCYJU-UHFFFAOYSA-N 2-[2-amino-3-(butylcarbamoyl)-1H-benzimidazol-2-yl]-6-hydroxybenzoic acid Chemical compound CCCCNC(=O)N1C2=CC=CC=C2NC1(C3=C(C(=CC=C3)O)C(=O)O)N HNTDQAMPEZCYJU-UHFFFAOYSA-N 0.000 description 1
- JWYUFVNJZUSCSM-UHFFFAOYSA-N 2-aminobenzimidazole Chemical compound C1=CC=C2NC(N)=NC2=C1 JWYUFVNJZUSCSM-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 230000037406 food intake Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 230000003902 lesion Effects 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000004476 plant protection product Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/24—Benzimidazoles; Hydrogenated benzimidazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
- C07D235/30—Nitrogen atoms not forming part of a nitro radical
-
- 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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
- A01N43/52—1,3-Diazoles; Hydrogenated 1,3-diazoles condensed with carbocyclic rings, e.g. benzimidazoles
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/38—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
ФУНГШЩДНОЕ СРЕДСТВО, содержащее активный ингредиент на основе производных бензимидазола. Поверхностно-активное вещество и носитель, отличающеес тем, что, с целью усилени Лунгицидной активности, оно содержит в ка iecTBe активного :Ингредиента1 соединение формулы где R - водород или 0 C-NH-R, R - метил, бутил;. У - салицйлат или сульфат анион, в качестве поверхностно-активного вещества - нафталинсульфокислоту, а в качестве носител - твердый наполнитель типа каолина или жидкий наполнитель - смесь раисового масла, диметилформамида и ксилола в соотноше (Л нии 1:10:13,3 при количественном сос держании компонентов в указанном средстве, мас.%: в Активный ингредиент20-60 Поверхностно-активное вещество4-7 эо ел ел НосительОстальное доFUNGSHOOT, containing the active ingredient based on benzimidazole derivatives. A surfactant and carrier, characterized in that, in order to enhance Lungicidal activity, it contains in i.e.TBe active: Ingredient1 a compound of the formula where R is hydrogen or 0 C-NH-R, R is methyl, butyl ;. Y is salicylate or sulfate anion, naphthalene sulfonic acid is used as a surfactant, and solid carrier is a type of kaolin or liquid filler is a mixture of raisinous oil, dimethylformamide and xylene as a carrier (Line 1: 10: 13.3 in quantitative containing the components in the specified agent, wt.%: in the Active ingredient 20-60 Surfactant 4-7 eo ate the Carrier the Rest until
Description
Изобретение относитс к химическ средствам защиты растений, в частно ти к фунгицидиому средству на основ производных бензимидазолал. Известен фунгицидньй препарат бе мил, который нар ду с поверхностноактивным веществом и наполнителем содержит действующее вещество N-(1бутилкарбаноилбензимидазолил-2 )-0метилкарбамат Однако этот препарат обладает не достаточной биологической активност Целью изобретени вл етс усиле ние фунгицидной активности. Указанна цель достигаетс испол зованием средства,, содержащего акти ный ингредиент форм;улы: Л 4-3 C-liH Y К где водород или 0 C-NH-R ; R2 метил, бутил; У - салицилат или сульфат анион; в качестве поверхностно-активного вещества - нафталинсульфокислоту, а в качестве носител - твердый наполнитель типа каолина или жидкий наполнитель - смесь рапсового масла дйметилформамида, ксилола в соотношении 1:10:13,3 при количественном содержании компонентов в указанном средстве, мас.%: Активный ингредиент 20-6.0 Поверхностно-активное вещество НосительОстальное Соединение указанной формулы получают при взаимодействии в среде пол рного растворител 2-амино-бензимидазола с органической или неорганической кислотой с последующим введением в полученное соединение группы 0 C-NH-I,где R2 имеют указанное значение. It р и м е р 1. Активность фунгицидного средства против грибка Sphaerotheca fuligineaB случае огу цов определ ли в оранжерее. 2 Растени обрабатывали соответстщим средством и после его подсушв одном случае в день обработки, других случа х через трае суток ажали грибком Sphaerotheca fuliea В каждом случае степень поражени едел ли через 14 сут после зараи . Исследовани осуществл ли при менении следующих составов, % А.Биологически активное вещество 1-бутилкарбамоил-2-аминобензимидазолсалицилат 50 Каолин43 Нафталинсульфокислота -г 7 В.Биологически активное вещество 1-бутилкарбамоил-2-аминобензимидазолсалицилат 20 Каолин76 Нафталинсульфокислота 4 С.Биологически активное вещество 1-бутилкарбамоил-2-аминобензимйдазолсалицилат 60 Каолин33 Нафталинсульфокислота 7 Д.Биологически активное вещество 1-бутилкарбамоил-2-аминобензимидазолсалицилат 20 Раисовое масло3 Диметилформамид30 Нафталинсульфокислота 7 Ксилол40 Е.Билогически-активное вещество Метил-(бутилкарбамоил)-2-бензимидазолкарбамат (известно)50 Каолин43 Нафталинсульфокислота 7 Полученные результаты представлев таблице, причем приведенные данпредставл ют собой средние знаи шести опытов. Таким образом, предложенное средо обладает высокой фунгицидной акностью . ..This invention relates to chemical plant protection products, in particular, to a fungicidal agent based on benzimidazolal derivatives. The fungicidal preparation is known to be mille, which, along with the surfactant and filler, contains the active substance N- (1butylcarbanoylbenzimidazolyl-2) -0 methylcarbamate. However, this preparation does not have sufficient biological activity. The aim of the invention is to enhance the fungicidal activity. This goal is achieved by using an agent containing the active ingredient of the forms; uly: L 4-3 C-liH Y К where hydrogen or 0 C-NH-R; R2 methyl, butyl; U - salicylate or sulfate anion; naphthalenesulphonic acid as a surfactant, and as carrier - a solid filler of the kaolin type or liquid filler - a mixture of rapeseed oil of methylformamide, xylene in a ratio of 1: 10: 13.3 in the quantitative content of the components in the specified medium, wt.%: Active Ingredient 20-6.0 Surfactant CarrierOther Compound of this formula is obtained by reacting 2-amino-benzimidazole in an organic solvent with an organic or inorganic acid followed by the introduction by adding the 0 C — NH — I group to the resulting compound, where R2 is as defined. It is a measure 1. The fungicidal activity against the fungus Sphaerotheca fuligineaB case of the fungi was determined in the greenhouse. 2 The plants were treated with an appropriate agent and after it was dried in one case on the day of treatment, in other cases, after a day's sleep, the fungus Sphaerotheca fuliea was aggravated. In each case, the extent of the lesion was eaten 14 days after ingestion. The studies were carried out using the following formulations,% A. Biologically active substance 1-butylcarbamoyl-2-aminobenzimidazolesalicylate 50 Kaolin43 Naphthalene sulfonic acid-7 B. Biologically active substance 1-butylcarbamoyl-2-aminobenzimidazole salicylate 20 quintara, 17 quolen, for example, for example, for example, for example, also a 37-quolen, 57 butylcarbamoyl-2-aminobenzimidazole salicylate 60 Kaolin33 Naphthalenesulfonic acid 7 D. Biologically active substance 1-butylcarbamoyl-2-aminobenzimidazolsicylate 20 Rais oil3 Dimethylformamide30 Naphthalene sulfonic ota 7 Ksilol40 E.Bilogicheski active agent Methyl- (butylcarbamoyl) -2-benzimidazolkarbamat (known) Kaolin43 naphthalenesulfonic 50 7 The results are shown table, the listed danpredstavl znai are the average of six experiments. Thus, the proposed medium has a high fungicidal activity. ..
Claims (1)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HU77CI1780A HU177582B (en) | 1977-10-25 | 1977-10-25 | Fungicide preparations containing new benzimidazole derivatives and process for preparing the active materials thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
SU1148553A3 true SU1148553A3 (en) | 1985-03-30 |
Family
ID=10994675
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SU782677206A SU1148553A3 (en) | 1977-10-25 | 1978-10-24 | Fungicide |
Country Status (11)
Country | Link |
---|---|
JP (1) | JPS5470273A (en) |
AT (1) | AT367753B (en) |
BE (1) | BE871525A (en) |
CH (1) | CH639375A5 (en) |
CS (1) | CS207687B2 (en) |
DD (2) | DD139428A5 (en) |
FR (1) | FR2407206A1 (en) |
GB (1) | GB2007210B (en) |
HU (1) | HU177582B (en) |
IT (1) | IT1160879B (en) |
SU (1) | SU1148553A3 (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU9279601A (en) * | 2000-09-26 | 2002-04-08 | Procter & Gamble | Compounds and methods for use thereof in the treatment of cancer or viral infections |
US6462062B1 (en) | 2000-09-26 | 2002-10-08 | The Procter & Gamble Company | Compounds and methods for use thereof in the treatment of cancer or viral infections |
US6407105B1 (en) * | 2000-09-26 | 2002-06-18 | The Procter & Gamble Company | Compounds and methods for use thereof in the treatment of cancer or viral infections |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR1458811A (en) * | 1964-11-17 | 1966-03-04 | Hoffmann La Roche | Process for the preparation of imidazole derivatives |
FR1570893A (en) * | 1968-06-18 | 1969-06-13 | ||
DE2214600A1 (en) * | 1972-03-25 | 1973-10-04 | Sueddeutsche Kalkstickstoff | 2-amino-benzimidazole - inter for pharmaceuticals, dyes and plant-protection agents |
JPS5116669A (en) * | 1974-07-29 | 1976-02-10 | Yoshitomi Pharmaceutical | 22 aminobenzuimidazoorujudotaino seizoho |
-
1977
- 1977-10-25 HU HU77CI1780A patent/HU177582B/en unknown
-
1978
- 1978-10-13 AT AT0738378A patent/AT367753B/en not_active IP Right Cessation
- 1978-10-20 DD DD78208585A patent/DD139428A5/en unknown
- 1978-10-20 DD DD78215301A patent/DD145692A5/en unknown
- 1978-10-23 IT IT69426/78A patent/IT1160879B/en active
- 1978-10-23 FR FR7830069A patent/FR2407206A1/en active Granted
- 1978-10-24 CH CH1098578A patent/CH639375A5/en not_active IP Right Cessation
- 1978-10-24 SU SU782677206A patent/SU1148553A3/en active
- 1978-10-24 CS CS786907A patent/CS207687B2/en unknown
- 1978-10-24 JP JP13094478A patent/JPS5470273A/en active Pending
- 1978-10-25 GB GB7841901A patent/GB2007210B/en not_active Expired
- 1978-10-25 BE BE191332A patent/BE871525A/en not_active IP Right Cessation
Non-Patent Citations (1)
Title |
---|
1.Мельников Н.Н.Хими и технологи пести1щдов. М., Хими , .1974, с, 637. * |
Also Published As
Publication number | Publication date |
---|---|
ATA738378A (en) | 1981-12-15 |
CH639375A5 (en) | 1983-11-15 |
DD145692A5 (en) | 1981-01-07 |
BE871525A (en) | 1979-02-15 |
FR2407206B1 (en) | 1983-05-13 |
GB2007210A (en) | 1979-05-16 |
IT1160879B (en) | 1987-03-11 |
FR2407206A1 (en) | 1979-05-25 |
IT7869426A0 (en) | 1978-10-23 |
GB2007210B (en) | 1982-05-26 |
JPS5470273A (en) | 1979-06-05 |
AT367753B (en) | 1982-07-26 |
HU177582B (en) | 1981-11-28 |
CS207687B2 (en) | 1981-08-31 |
DD139428A5 (en) | 1980-01-02 |
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