IL29079A - Fungicidal compositions containing 2,6-dichloro-3,5-dicyano-4-phenyl-pyridine and n-polychloroalkyl(thio)-phthalimide derivatives - Google Patents
Fungicidal compositions containing 2,6-dichloro-3,5-dicyano-4-phenyl-pyridine and n-polychloroalkyl(thio)-phthalimide derivativesInfo
- Publication number
- IL29079A IL29079A IL29079A IL2907967A IL29079A IL 29079 A IL29079 A IL 29079A IL 29079 A IL29079 A IL 29079A IL 2907967 A IL2907967 A IL 2907967A IL 29079 A IL29079 A IL 29079A
- Authority
- IL
- Israel
- Prior art keywords
- weight
- fungicidal composition
- mixture
- pyridine
- composition according
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims description 43
- 230000000855 fungicidal effect Effects 0.000 title claims description 23
- OVZITGHGWBXFEA-UHFFFAOYSA-N Pyridinitril Chemical compound ClC1=NC(Cl)=C(C#N)C(C=2C=CC=CC=2)=C1C#N OVZITGHGWBXFEA-UHFFFAOYSA-N 0.000 title 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 title 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 12
- XKJCHHZQLQNZHY-UHFFFAOYSA-N phthalimide Chemical compound C1=CC=C2C(=O)NC(=O)C2=C1 XKJCHHZQLQNZHY-UHFFFAOYSA-N 0.000 claims description 8
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 150000003222 pyridines Chemical class 0.000 claims 4
- 239000000843 powder Substances 0.000 description 11
- 238000005507 spraying Methods 0.000 description 9
- 239000000126 substance Substances 0.000 description 8
- 239000000417 fungicide Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 3
- CIFFBTOJCKSRJY-UHFFFAOYSA-N 3α,4,7,7α-tetrahydro-1h-isoindole-1,3(2h)-dione Chemical compound C1C=CCC2C(=O)NC(=O)C21 CIFFBTOJCKSRJY-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
- 239000002253 acid Substances 0.000 description 2
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 230000035784 germination Effects 0.000 description 2
- 231100000636 lethal dose Toxicity 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 230000004763 spore germination Effects 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 241001465180 Botrytis Species 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- UHXWLHYMUGRLKG-UHFFFAOYSA-N [Mg].O[Si](O)(O)O Chemical compound [Mg].O[Si](O)(O)O UHXWLHYMUGRLKG-UHFFFAOYSA-N 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000012050 conventional carrier Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 238000010410 dusting Methods 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- IKURQZGIWRHWRE-UHFFFAOYSA-N pyridine;sulfurous acid Chemical compound OS(O)=O.C1=CC=NC=C1 IKURQZGIWRHWRE-UHFFFAOYSA-N 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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 to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/84—Nitriles
- C07D213/85—Nitriles in position 3
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
Fungicidal Compositions Containing Derivativea The present invention is concerned with fungicidal We have found that extremely active fungicides can be obtained by mixing or phthalimide with pyridine or a derivative thereof in whioh the phenyl group is substituted with a nitro The resulting mixture has a more marked fungicidal action than would be expected from a simple addition of the activities of the wo constituents or from an equal quantity of either constituent German Patent fungicides the phenyl group of which if be substituted by a nitrp are described and it is stated that these fungicides oan be used in oombinatioft with but there is no disclosure or suggestion in this patent of a fungicidal effect between the group of if be substituted by a nitrp and the said ed phthalimide or tetrahydrophthalimideso ooording to present invention we provide a fungicidal composition in which the active component is a mixture from 5 to 9 by weight of phthalimide and and from 95 to of the phenyl substituent is The unusual activity of the fungioide according to the invention can be shown by a spore germination test wit an causing apple the test shows the quantity of active principle needed to inhibit of the germination of oonidia from th s The dose was found in of active or mixture of active principles per 100 square centimetres of area tested The oo pounds under test are dissolved acetone and spread over inert After solvent has suspensions of for germination on the dried coatingSo the following average for the lethal doses for Mixture of A 12 Mixture of A XI Corresponding results are when or as component in the spore germination test with the fungus Botrytis the following tot the 95 ft lethal dose were phthalimidc i 2 pyridine Mixture 20 ft A 80 ft B Mixture 80 ft A 20 ft B pyridine Mixture 20 ft C 80 ft B Mixture 80 ft C 20 ft B tetrahydrophthalimide 2 pyridine Mixture 20 ft D 80 ft B Mixture 80 D 20 ft B In addition to its synergistic the mixture according to the invention has a considerably increased s a great advantage in Particularly good results are obtained if the uted pyridine is mixed with the phthalimide or tetrahydrophthalimide in the weight proportions of from to The fungicidal compositions according to the invention normally contain from 1 to by weight of the aotive the synergistic and it is preferred that the compositions should contain from 30 to 0 advantageously of the active In the particularly good results have been obtained with formulations containing of active this being made up of or and or respectivel For the fungicidal composition is preferably diluted to an ultimate concentration of to advantageously by weight of active The phthalimide and phthali ides are known see for German Patent and Belgian Patent German Patent contains information about the production of substituted and the compounds whose preparation is described include and in addition to The fungicides according to the invention can be presented in forms suitable for all normal Conventional carriers fillers can be used to give compositions suitable for spraying or dusting which further suoh as dispersants or wetting Carriers can also be used to give solutions or emulsions which can be for example by the aerosol The most suitable solvents are such as or mixtures of two or more of The fungicidal compositions according to the invention are suitable for use in agriculture particularly vine and fruit They are particularly valuable because of their strong activity over a large area and their permanent The following in which all percentages are by are given by way of illustration onl Example 1 Powder for spraying 1 sulphite powder dialkyl naphthalene sulphonate bole These substances are ground together to form an intimate The powder thus produced can be sprayed as a dilute aqueous Example 2 Powde spraying 2 acid These substances are ground to the required degree of They are diluted with water to give a suitable for Example Adhesive dust silicic acid magnesium ohloride carboxymethyl oellulose talo These substances are carefully mixed or ground together and used as a Dispersion concentrate nonyl phenol polyglycol ether carboxymethyl cellulose silicic acid de ineralised These substances are mixed Before concentrate is diluted with A mixture is obtained which oan be used as a Powder for spraying pyridine Sulphite powder lna hthalene sul honate These substances are intimately mixed A powder is obtained which can be sprayed the form a dilute aqueous Example 6 Powder for spraying sulphite powder dialkylnaphthalene sulphonate bole These substances are mixed For the powder is diluted to form an spraying Example spraying acid tauride bole These substances are mixed together to form fine By h water before an emulsion is obtained is suitable for spraying or Example Powder for spraying sulphite lye powder dialkylnaphthalene sulphonate bole These substances are mixed By tion with insufficientOCRQuality
Claims (1)
1. What we olaim Λ fungicidal composition in which the active component is a mixture of from 5 to 95 by weight of or and from 95 to 5 by weight optionally substituted in the phenyl nucleus by a nitro A fungicidal composition in which the active component is a mixture of from 5 to 95 by weight of and from 95 to 5 by weight of pyridine A fungicidal composition acoording to claim in which the active principle is a mixture of from 20 to 65 by weight of said substituted pyridine derivative and from 80 to 35 by weight of said phthalimide A fungicidal composition according to claim i which comprises substantially 40 by weight of the active principle made up of approximately of said phthalimide derivative and of said substituted pyridine A fungicidal composition according to claim i which comprises substantially 40 by weight of the active principle made up of approximately 30 of said phthalimide derivative A fungicidal composition to claim i which comprises a mixture of from 20 to 65 fa by weight of and from 80 to 35 weight of A fungicidal composition according to claim i which comprises a mixture of from 20 to 65 toy weight of and from 80 35 by weight of A fungicidal composition according to claim i which comprises a mixture of from 20 to 65 by weight and from 80 to 35 weight of hydrophthalimide A fungicidal composition according to claim i which comprises substantially 40 by weight of the active principle made up of approximately of and 25 of 3 A fungicidal composition according to claim i which comprises substantially 40 by weight of the active principle made up of approximately 30 of and of A fungicidal composition according to claim i wherein said substituted pyridine is 3 Λ fungicidal composition aocordin to whoroin said substituted pyridine derivative is 3 Λ fungicidal composition substantially herein described in any of Examples i to A fungicidal composition substantially as herein described in any of Examples 6 to of insufficientOCRQuality
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEM0072138 | 1966-12-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| IL29079A true IL29079A (en) | 1971-04-28 |
Family
ID=7314333
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL29079A IL29079A (en) | 1966-12-22 | 1967-12-09 | Fungicidal compositions containing 2,6-dichloro-3,5-dicyano-4-phenyl-pyridine and n-polychloroalkyl(thio)-phthalimide derivatives |
Country Status (14)
| Country | Link |
|---|---|
| AT (1) | AT278439B (en) |
| BE (1) | BE708366A (en) |
| CH (1) | CH489996A (en) |
| DE (1) | DE1542978A1 (en) |
| DK (1) | DK114164B (en) |
| ES (1) | ES348513A1 (en) |
| FI (1) | FI43248B (en) |
| FR (1) | FR1559693A (en) |
| GB (1) | GB1148810A (en) |
| GR (1) | GR38361B (en) |
| IL (1) | IL29079A (en) |
| LU (1) | LU55124A1 (en) |
| NL (1) | NL6717579A (en) |
| OA (1) | OA02555A (en) |
-
1966
- 1966-12-22 DE DE19661542978 patent/DE1542978A1/en active Pending
-
1967
- 1967-11-30 FI FI3224/67A patent/FI43248B/fi active
- 1967-12-05 AT AT1102067A patent/AT278439B/en not_active IP Right Cessation
- 1967-12-07 CH CH1718967A patent/CH489996A/en not_active IP Right Cessation
- 1967-12-09 IL IL29079A patent/IL29079A/en unknown
- 1967-12-12 GB GB56386/67A patent/GB1148810A/en not_active Expired
- 1967-12-12 DK DK621267AA patent/DK114164B/en unknown
- 1967-12-13 FR FR1559693D patent/FR1559693A/fr not_active Expired
- 1967-12-19 LU LU55124D patent/LU55124A1/xx unknown
- 1967-12-20 GR GR670138361A patent/GR38361B/en unknown
- 1967-12-21 BE BE708366D patent/BE708366A/xx unknown
- 1967-12-21 ES ES348513A patent/ES348513A1/en not_active Expired
- 1967-12-22 NL NL6717579A patent/NL6717579A/xx unknown
- 1967-12-22 OA OA53127A patent/OA02555A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| OA02555A (en) | 1970-05-05 |
| BE708366A (en) | 1968-06-21 |
| DE1542978A1 (en) | 1970-04-16 |
| LU55124A1 (en) | 1968-03-08 |
| GB1148810A (en) | 1969-04-16 |
| AT278439B (en) | 1970-01-26 |
| NL6717579A (en) | 1968-06-24 |
| FR1559693A (en) | 1969-03-14 |
| DK114164B (en) | 1969-06-02 |
| CH489996A (en) | 1970-05-15 |
| FI43248B (en) | 1970-11-02 |
| GR38361B (en) | 1969-10-30 |
| ES348513A1 (en) | 1969-06-16 |
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