CA1051777A - Fungicidal agent - Google Patents
Fungicidal agentInfo
- Publication number
- CA1051777A CA1051777A CA239,176A CA239176A CA1051777A CA 1051777 A CA1051777 A CA 1051777A CA 239176 A CA239176 A CA 239176A CA 1051777 A CA1051777 A CA 1051777A
- Authority
- CA
- Canada
- Prior art keywords
- benzimidazole
- seed
- dimethyl
- pyrazolyl
- fungi
- 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.)
- Expired
Links
- 239000000417 fungicide Substances 0.000 title abstract description 3
- 241000233866 Fungi Species 0.000 claims abstract description 8
- 241000371644 Curvularia ravenelii Species 0.000 claims abstract 2
- 238000000034 method Methods 0.000 claims description 8
- 239000003085 diluting agent Substances 0.000 claims description 6
- JYZIHLWOWKMNNX-UHFFFAOYSA-N benzimidazole Chemical compound C1=C[CH]C2=NC=NC2=C1 JYZIHLWOWKMNNX-UHFFFAOYSA-N 0.000 claims description 2
- 241000228454 Pyrenophora graminea Species 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 abstract description 11
- 239000000203 mixture Substances 0.000 description 7
- 241000196324 Embryophyta Species 0.000 description 6
- 241000209219 Hordeum Species 0.000 description 6
- 235000007340 Hordeum vulgare Nutrition 0.000 description 6
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- -1 methyl ethyl Chemical group 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000011282 treatment Methods 0.000 description 2
- 102000009027 Albumins Human genes 0.000 description 1
- 108010088751 Albumins Proteins 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 101150039033 Eci2 gene Proteins 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 206010017533 Fungal infection Diseases 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 102400000830 Saposin-B Human genes 0.000 description 1
- 101800001697 Saposin-B Proteins 0.000 description 1
- 244000269722 Thea sinensis Species 0.000 description 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 229960000892 attapulgite Drugs 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 150000008422 chlorobenzenes Chemical class 0.000 description 1
- 230000000875 corresponding effect Effects 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 1
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N ferric oxide Chemical compound O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 208000024386 fungal infectious disease Diseases 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- ZRCVYEYHRGVLOC-HYARGMPZSA-N gemifloxacin Chemical compound C1C(CN)C(=N/OC)/CN1C(C(=C1)F)=NC2=C1C(=O)C(C(O)=O)=CN2C1CC1 ZRCVYEYHRGVLOC-HYARGMPZSA-N 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 125000001475 halogen functional group Chemical group 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- 125000000717 hydrazino group Chemical group [H]N([*])N([H])[H] 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 230000008676 import Effects 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 230000003032 phytopathogenic effect Effects 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- 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
- A01N43/713—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with four or more nitrogen atoms as the only ring hetero 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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Agronomy & Crop Science (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2453210A DE2453210C3 (de) | 1974-11-09 | 1974-11-09 | Bekämpfung von Pilzen der Gattung Hehmnthosporium mit Dimethyipyrazolylbenzimidazol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1051777A true CA1051777A (en) | 1979-04-03 |
Family
ID=5930425
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA239,176A Expired CA1051777A (en) | 1974-11-09 | 1975-11-07 | Fungicidal agent |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US4027032A (en, 2012) |
| JP (1) | JPS5170819A (en, 2012) |
| AT (1) | AT343411B (en, 2012) |
| BE (1) | BE835346A (en, 2012) |
| BR (1) | BR7507353A (en, 2012) |
| CA (1) | CA1051777A (en, 2012) |
| CH (1) | CH612577A5 (en, 2012) |
| CS (1) | CS189728B2 (en, 2012) |
| DE (1) | DE2453210C3 (en, 2012) |
| DK (1) | DK135821C (en, 2012) |
| FI (1) | FI56474C (en, 2012) |
| FR (1) | FR2290150A1 (en, 2012) |
| GB (1) | GB1462598A (en, 2012) |
| IE (1) | IE42032B1 (en, 2012) |
| IL (1) | IL48440A (en, 2012) |
| IT (1) | IT1048782B (en, 2012) |
| LU (1) | LU73758A1 (en, 2012) |
| NL (1) | NL7513093A (en, 2012) |
| NO (1) | NO135730C (en, 2012) |
| SE (1) | SE7512446L (en, 2012) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5278181A (en) * | 1992-05-12 | 1994-01-11 | Board Of Regents Acting On Behalf Of The University Of Michigan | Soluble alkyl[5-[amino (phenyl)methyl]-1H-benzimidazol-2-yl] carbamate anthelmintics |
| FR2831536A1 (fr) * | 2001-10-26 | 2003-05-02 | Aventis Pharma Sa | Nouveaux derives de benzimidazoles, leur procede de preparation, leur application a titre de medicament, compositions pharmaceutiques et nouvelle utilisation notamment comme inhibiteurs de kdr |
| US6897208B2 (en) * | 2001-10-26 | 2005-05-24 | Aventis Pharmaceuticals Inc. | Benzimidazoles |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2130030A1 (de) | 1971-06-18 | 1972-12-21 | Bayer Ag | Fungizide und bakterizide Mittel |
-
1974
- 1974-11-09 DE DE2453210A patent/DE2453210C3/de not_active Expired
-
1975
- 1975-10-17 GB GB4261975A patent/GB1462598A/en not_active Expired
- 1975-10-24 NO NO753582A patent/NO135730C/no unknown
- 1975-10-30 US US05/627,412 patent/US4027032A/en not_active Expired - Lifetime
- 1975-11-05 CH CH1430375A patent/CH612577A5/xx not_active IP Right Cessation
- 1975-11-06 SE SE7512446A patent/SE7512446L/xx unknown
- 1975-11-06 FI FI753115A patent/FI56474C/fi not_active IP Right Cessation
- 1975-11-07 NL NL7513093A patent/NL7513093A/xx not_active Application Discontinuation
- 1975-11-07 FR FR7534151A patent/FR2290150A1/fr active Granted
- 1975-11-07 CA CA239,176A patent/CA1051777A/en not_active Expired
- 1975-11-07 BE BE161670A patent/BE835346A/xx unknown
- 1975-11-07 AT AT850375A patent/AT343411B/de not_active IP Right Cessation
- 1975-11-07 DK DK501575A patent/DK135821C/da active
- 1975-11-07 IT IT29114/75A patent/IT1048782B/it active
- 1975-11-07 LU LU73758A patent/LU73758A1/xx unknown
- 1975-11-07 CS CS757511A patent/CS189728B2/cs unknown
- 1975-11-07 IL IL48440A patent/IL48440A/xx unknown
- 1975-11-07 BR BR7507353*A patent/BR7507353A/pt unknown
- 1975-11-07 IE IE2436/75A patent/IE42032B1/en unknown
- 1975-11-08 JP JP50133649A patent/JPS5170819A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| CS189728B2 (en) | 1979-04-30 |
| NO135730B (en, 2012) | 1977-02-14 |
| NO753582L (en, 2012) | 1976-05-11 |
| AT343411B (de) | 1978-05-26 |
| CH612577A5 (en, 2012) | 1979-08-15 |
| NL7513093A (nl) | 1976-05-11 |
| ATA850375A (de) | 1977-09-15 |
| IE42032L (en) | 1976-05-09 |
| IT1048782B (it) | 1980-12-20 |
| FI56474C (fi) | 1980-02-11 |
| DE2453210C3 (de) | 1979-11-22 |
| IL48440A (en) | 1979-01-31 |
| NO135730C (en, 2012) | 1977-05-25 |
| DE2453210B2 (de) | 1979-03-29 |
| GB1462598A (en) | 1977-01-26 |
| FR2290150A1 (fr) | 1976-06-04 |
| DK135821B (da) | 1977-07-04 |
| FR2290150B3 (en, 2012) | 1979-06-29 |
| DK501575A (da) | 1976-05-10 |
| SE7512446L (sv) | 1976-05-10 |
| IE42032B1 (en) | 1980-05-21 |
| FI753115A7 (en, 2012) | 1976-05-10 |
| FI56474B (fi) | 1979-10-31 |
| BR7507353A (pt) | 1976-08-10 |
| DE2453210A1 (de) | 1976-05-13 |
| JPS5170819A (en, 2012) | 1976-06-18 |
| BE835346A (fr) | 1976-05-07 |
| DK135821C (da) | 1977-12-05 |
| US4027032A (en) | 1977-05-31 |
| IL48440A0 (en) | 1976-01-30 |
| LU73758A1 (en, 2012) | 1976-09-06 |
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