IL46727A - Quinonoxime-acylhydrazone derivatives their preparation and fungicidal compositions containing them - Google Patents
Quinonoxime-acylhydrazone derivatives their preparation and fungicidal compositions containing themInfo
- Publication number
- IL46727A IL46727A IL46727A IL4672775A IL46727A IL 46727 A IL46727 A IL 46727A IL 46727 A IL46727 A IL 46727A IL 4672775 A IL4672775 A IL 4672775A IL 46727 A IL46727 A IL 46727A
- Authority
- IL
- Israel
- Prior art keywords
- compound
- diluent
- active
- formula
- composition
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims description 23
- 230000000855 fungicidal effect Effects 0.000 title claims description 9
- 238000002360 preparation method Methods 0.000 title claims description 5
- 239000002253 acid Substances 0.000 claims description 57
- 150000001875 compounds Chemical class 0.000 claims description 46
- 238000000034 method Methods 0.000 claims description 20
- 241000233866 Fungi Species 0.000 claims description 18
- 239000003085 diluting agent Substances 0.000 claims description 18
- JSTCPNFNKICNNO-UHFFFAOYSA-N 4-nitrosophenol Chemical compound OC1=CC=C(N=O)C=C1 JSTCPNFNKICNNO-UHFFFAOYSA-N 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 6
- 239000004480 active ingredient Substances 0.000 claims description 5
- 239000007787 solid Substances 0.000 claims description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 230000006378 damage Effects 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 2
- 239000011707 mineral Substances 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 239000005864 Sulphur Substances 0.000 claims 1
- SYKNUAWMBRIEKB-UHFFFAOYSA-N [Cl].[Br] Chemical group [Cl].[Br] SYKNUAWMBRIEKB-UHFFFAOYSA-N 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical group 0.000 claims 1
- 125000001624 naphthyl group Chemical group 0.000 claims 1
- 239000004094 surface-active agent Substances 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- 241000196324 Embryophyta Species 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 238000009472 formulation Methods 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 208000015181 infectious disease Diseases 0.000 description 3
- 239000002689 soil Substances 0.000 description 3
- SXERGJJQSKIUIC-UHFFFAOYSA-N 2-Phenoxypropionic acid Chemical compound OC(=O)C(C)OC1=CC=CC=C1 SXERGJJQSKIUIC-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-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
- BUWFOXNJVLKFBR-UHFFFAOYSA-N acetic acid;2-sulfanylacetic acid Chemical compound CC(O)=O.OC(=O)CS BUWFOXNJVLKFBR-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- -1 dimethyl dimethyl sulphoxide Chemical compound 0.000 description 2
- 201000010099 disease Diseases 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 238000010410 dusting Methods 0.000 description 2
- 231100000162 fungitoxic Toxicity 0.000 description 2
- 230000002464 fungitoxic effect Effects 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- LCPDWSOZIOUXRV-UHFFFAOYSA-N phenoxyacetic acid Chemical compound OC(=O)COC1=CC=CC=C1 LCPDWSOZIOUXRV-UHFFFAOYSA-N 0.000 description 2
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 2
- QBYIENPQHBMVBV-HFEGYEGKSA-N (2R)-2-hydroxy-2-phenylacetic acid Chemical compound O[C@@H](C(O)=O)c1ccccc1.O[C@@H](C(O)=O)c1ccccc1 QBYIENPQHBMVBV-HFEGYEGKSA-N 0.000 description 1
- AAOQNVOINRSIMG-UHFFFAOYSA-N 2-phenoxyacetic acid;2-phenylacetic acid Chemical compound OC(=O)CC1=CC=CC=C1.OC(=O)COC1=CC=CC=C1 AAOQNVOINRSIMG-UHFFFAOYSA-N 0.000 description 1
- MOTOSAGBNXXRRE-UHFFFAOYSA-N 2-phenylsulfanylacetic acid Chemical compound OC(=O)CSC1=CC=CC=C1 MOTOSAGBNXXRRE-UHFFFAOYSA-N 0.000 description 1
- NXTOCVYXABBSGX-UHFFFAOYSA-N 3-methyloctan-4-one Chemical compound CCCCC(=O)C(C)CC NXTOCVYXABBSGX-UHFFFAOYSA-N 0.000 description 1
- UHPMCKVQTMMPCG-UHFFFAOYSA-N 5,8-dihydroxy-2-methoxy-6-methyl-7-(2-oxopropyl)naphthalene-1,4-dione Chemical group CC1=C(CC(C)=O)C(O)=C2C(=O)C(OC)=CC(=O)C2=C1O UHPMCKVQTMMPCG-UHFFFAOYSA-N 0.000 description 1
- 102000009027 Albumins Human genes 0.000 description 1
- 108010088751 Albumins Proteins 0.000 description 1
- 241000221198 Basidiomycota Species 0.000 description 1
- QHWMHFRQDGIIAH-UHFFFAOYSA-N C1(=CC=CC=C1)SCC(=O)O.C(C)(=O)O Chemical compound C1(=CC=CC=C1)SCC(=O)O.C(C)(=O)O QHWMHFRQDGIIAH-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 241000223218 Fusarium Species 0.000 description 1
- 241000223221 Fusarium oxysporum Species 0.000 description 1
- 241000243251 Hydra Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- IWYDHOAUDWTVEP-UHFFFAOYSA-N R-2-phenyl-2-hydroxyacetic acid Natural products OC(=O)C(O)C1=CC=CC=C1 IWYDHOAUDWTVEP-UHFFFAOYSA-N 0.000 description 1
- 240000003768 Solanum lycopersicum Species 0.000 description 1
- 241000082085 Verticillium <Phyllachorales> Species 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical class ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001346 alkyl aryl ethers Chemical class 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 244000038559 crop plants Species 0.000 description 1
- 239000013078 crystal Substances 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
- 229960001760 dimethyl sulfoxide Drugs 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 230000002538 fungal effect Effects 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- QRXWMOHMRWLFEY-UHFFFAOYSA-N isoniazide Chemical compound NNC(=O)C1=CC=NC=C1 QRXWMOHMRWLFEY-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 229960002510 mandelic acid Drugs 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 244000052769 pathogen Species 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C251/72—Hydrazones
- C07C251/84—Hydrazones having doubly-bound carbon atoms of hydrazone groups being part of rings other than six-membered aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2410184A DE2410184A1 (de) | 1974-03-04 | 1974-03-04 | Chinonoxim-acylhydrazon-derivate, verfahren zu ihrer herstellung, sowie ihre verwendung als fungizide |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL46727A0 IL46727A0 (en) | 1975-04-25 |
| IL46727A true IL46727A (en) | 1977-11-30 |
Family
ID=5908998
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL46727A IL46727A (en) | 1974-03-04 | 1975-02-28 | Quinonoxime-acylhydrazone derivatives their preparation and fungicidal compositions containing them |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US3972905A (cs) |
| JP (2) | JPS50121429A (cs) |
| BE (1) | BE826128A (cs) |
| BR (1) | BR7501253A (cs) |
| DE (1) | DE2410184A1 (cs) |
| DK (1) | DK133280C (cs) |
| FR (1) | FR2263234B1 (cs) |
| GB (1) | GB1454725A (cs) |
| IE (1) | IE41217B1 (cs) |
| IL (1) | IL46727A (cs) |
| LU (1) | LU71945A1 (cs) |
| NL (1) | NL7502543A (cs) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1101444B (it) * | 1978-11-29 | 1985-09-28 | Montedison Spa | Arilidrazo-aldossime e derivati ad attivita' fungicida |
| US7799567B1 (en) * | 1999-03-10 | 2010-09-21 | Mesosystems Technology, Inc. | Air sampler based on virtual impaction and actual impaction |
| PH12012500535A1 (en) | 2009-10-22 | 2018-02-07 | Sca Hygiene Prod Ab | Collapsible cardboard box |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1093364A (cs) * | 1953-02-25 | 1955-05-03 |
-
1974
- 1974-03-04 DE DE2410184A patent/DE2410184A1/de active Pending
-
1975
- 1975-02-27 US US05/553,874 patent/US3972905A/en not_active Expired - Lifetime
- 1975-02-28 IL IL46727A patent/IL46727A/en unknown
- 1975-02-28 BE BE153865A patent/BE826128A/xx unknown
- 1975-03-03 BR BR1253/75A patent/BR7501253A/pt unknown
- 1975-03-03 IE IE441/75A patent/IE41217B1/xx unknown
- 1975-03-03 GB GB868175A patent/GB1454725A/en not_active Expired
- 1975-03-03 DK DK84175*#A patent/DK133280C/da active
- 1975-03-03 LU LU71945A patent/LU71945A1/xx unknown
- 1975-03-04 NL NL7502543A patent/NL7502543A/xx unknown
- 1975-03-04 FR FR7506667A patent/FR2263234B1/fr not_active Expired
- 1975-03-04 JP JP50025700A patent/JPS50121429A/ja active Pending
- 1975-03-04 JP JP50025699A patent/JPS50123643A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| DE2410184A1 (de) | 1975-10-02 |
| IE41217L (en) | 1975-09-04 |
| DK133280C (da) | 1976-09-20 |
| JPS50121429A (cs) | 1975-09-23 |
| JPS50123643A (cs) | 1975-09-29 |
| DK133280B (da) | 1976-04-20 |
| IL46727A0 (en) | 1975-04-25 |
| DK84175A (cs) | 1975-09-05 |
| BE826128A (fr) | 1975-08-28 |
| NL7502543A (nl) | 1975-09-08 |
| BR7501253A (pt) | 1975-12-02 |
| LU71945A1 (cs) | 1976-02-04 |
| FR2263234B1 (cs) | 1978-09-29 |
| US3972905A (en) | 1976-08-03 |
| GB1454725A (en) | 1976-11-03 |
| FR2263234A1 (cs) | 1975-10-03 |
| IE41217B1 (en) | 1979-11-07 |
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