DD257761A5 - Durch nitrilderivate antidotierte herbizide praeparate - Google Patents
Durch nitrilderivate antidotierte herbizide praeparate Download PDFInfo
- Publication number
- DD257761A5 DD257761A5 DD87304132A DD30413287A DD257761A5 DD 257761 A5 DD257761 A5 DD 257761A5 DD 87304132 A DD87304132 A DD 87304132A DD 30413287 A DD30413287 A DD 30413287A DD 257761 A5 DD257761 A5 DD 257761A5
- Authority
- DD
- German Democratic Republic
- Prior art keywords
- group
- methyl
- derivatives
- general formula
- hydrogen
- Prior art date
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- 239000004009 herbicide Substances 0.000 title description 53
- 239000000729 antidote Substances 0.000 claims abstract description 102
- 230000002363 herbicidal effect Effects 0.000 claims abstract description 69
- 239000004480 active ingredient Substances 0.000 claims abstract description 35
- 150000003672 ureas Chemical class 0.000 claims abstract description 30
- 150000002825 nitriles Chemical class 0.000 claims abstract description 26
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 13
- 238000002360 preparation method Methods 0.000 claims abstract description 13
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 10
- 150000002367 halogens Chemical class 0.000 claims abstract description 10
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 3
- 150000008359 benzonitriles Chemical class 0.000 claims abstract description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 73
- 239000001257 hydrogen Substances 0.000 claims description 73
- -1 chlorophenylamino, Anilino, anilinomethylene Chemical group 0.000 claims description 45
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 15
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 8
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- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 5
- 239000000460 chlorine Substances 0.000 claims description 5
- FFNVQNRYTPFDDP-UHFFFAOYSA-N 2-cyanopyridine Chemical class N#CC1=CC=CC=N1 FFNVQNRYTPFDDP-UHFFFAOYSA-N 0.000 claims description 4
- 239000013543 active substance Substances 0.000 claims description 4
- 125000000649 benzylidene group Chemical group [H]C(=[*])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 3
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 3
- 229910052801 chlorine Inorganic materials 0.000 claims description 3
- 125000004803 chlorobenzyl group Chemical group 0.000 claims description 3
- 125000000068 chlorophenyl group Chemical group 0.000 claims description 3
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 3
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims description 3
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- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 5
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- AWKVGKUHMGZXBI-UHFFFAOYSA-N 3-(2-ethyl-6-methylanilino)propanenitrile Chemical compound CCC1=CC=CC(C)=C1NCCC#N AWKVGKUHMGZXBI-UHFFFAOYSA-N 0.000 description 1
- SUFDSOYDJABSBR-UHFFFAOYSA-N 3-(4-methoxyanilino)propanenitrile Chemical compound COC1=CC=C(NCCC#N)C=C1 SUFDSOYDJABSBR-UHFFFAOYSA-N 0.000 description 1
- GDQLRKPUJAWNNP-UHFFFAOYSA-N 3-(azepan-1-yl)propanenitrile Chemical compound N#CCCN1CCCCCC1 GDQLRKPUJAWNNP-UHFFFAOYSA-N 0.000 description 1
- MWTGBAURSCEGSL-UHFFFAOYSA-N 3-(benzylamino)propanenitrile Chemical compound N#CCCNCC1=CC=CC=C1 MWTGBAURSCEGSL-UHFFFAOYSA-N 0.000 description 1
- OUDQJLQYIOSKQH-UHFFFAOYSA-N 3-(cyclohexylamino)-2-methylpropanenitrile Chemical compound N#CC(C)CNC1CCCCC1 OUDQJLQYIOSKQH-UHFFFAOYSA-N 0.000 description 1
- OLUJYRYCQHJDKJ-UHFFFAOYSA-N 3-(cyclohexylamino)propanenitrile Chemical compound N#CCCNC1CCCCC1 OLUJYRYCQHJDKJ-UHFFFAOYSA-N 0.000 description 1
- LFFKXGFSDGRFQA-UHFFFAOYSA-N 3-(diethylamino)propanenitrile Chemical compound CCN(CC)CCC#N LFFKXGFSDGRFQA-UHFFFAOYSA-N 0.000 description 1
- UNIJBMUBHBAUET-UHFFFAOYSA-N 3-(methylamino)propanenitrile Chemical compound CNCCC#N UNIJBMUBHBAUET-UHFFFAOYSA-N 0.000 description 1
- MZQXEAUWIMFFCG-UHFFFAOYSA-N 3-(propylamino)propanenitrile Chemical compound CCCNCCC#N MZQXEAUWIMFFCG-UHFFFAOYSA-N 0.000 description 1
- UEHPSSVKTDSBIQ-UHFFFAOYSA-N 3-anilino-2-methylpropanenitrile Chemical compound N#CC(C)CNC1=CC=CC=C1 UEHPSSVKTDSBIQ-UHFFFAOYSA-N 0.000 description 1
- FENJKTQEFUPECW-UHFFFAOYSA-N 3-anilinopropanenitrile Chemical compound N#CCCNC1=CC=CC=C1 FENJKTQEFUPECW-UHFFFAOYSA-N 0.000 description 1
- WBUOVKBZJOIOAE-UHFFFAOYSA-N 3-chlorobenzonitrile Chemical compound ClC1=CC=CC(C#N)=C1 WBUOVKBZJOIOAE-UHFFFAOYSA-N 0.000 description 1
- ZRYCRPNCXLQHPN-UHFFFAOYSA-N 3-hydroxy-2-methylbenzaldehyde Chemical compound CC1=C(O)C=CC=C1C=O ZRYCRPNCXLQHPN-UHFFFAOYSA-N 0.000 description 1
- YZICFVIUVMCCOC-UHFFFAOYSA-N 3-piperidin-1-ylpropanenitrile Chemical compound N#CCCN1CCCCC1 YZICFVIUVMCCOC-UHFFFAOYSA-N 0.000 description 1
- GJNGXPDXRVXSEH-UHFFFAOYSA-N 4-chlorobenzonitrile Chemical compound ClC1=CC=C(C#N)C=C1 GJNGXPDXRVXSEH-UHFFFAOYSA-N 0.000 description 1
- 241001666377 Apera Species 0.000 description 1
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 1
- BMTAFVWTTFSTOG-UHFFFAOYSA-N Butylate Chemical compound CCSC(=O)N(CC(C)C)CC(C)C BMTAFVWTTFSTOG-UHFFFAOYSA-N 0.000 description 1
- HALFPKLVCTWJOK-UHFFFAOYSA-N C1=C([N+]([O-])=O)C=C2C(=O)N(CC(C)C#N)C(=O)C2=C1 Chemical compound C1=C([N+]([O-])=O)C=C2C(=O)N(CC(C)C#N)C(=O)C2=C1 HALFPKLVCTWJOK-UHFFFAOYSA-N 0.000 description 1
- 241000058192 Chenopodiastrum hybridum Species 0.000 description 1
- 240000006122 Chenopodium album Species 0.000 description 1
- 235000009344 Chenopodium album Nutrition 0.000 description 1
- 241000195950 Equisetum arvense Species 0.000 description 1
- 239000005768 Equisetum arvense L. Substances 0.000 description 1
- 239000005533 Fluometuron Substances 0.000 description 1
- 241000288105 Grus Species 0.000 description 1
- 244000020551 Helianthus annuus Species 0.000 description 1
- 235000003222 Helianthus annuus Nutrition 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- LKJPSUCKSLORMF-UHFFFAOYSA-N Monolinuron Chemical compound CON(C)C(=O)NC1=CC=C(Cl)C=C1 LKJPSUCKSLORMF-UHFFFAOYSA-N 0.000 description 1
- 244000115721 Pennisetum typhoides Species 0.000 description 1
- 235000007195 Pennisetum typhoides Nutrition 0.000 description 1
- 241000205407 Polygonum Species 0.000 description 1
- OKUGPJPKMAEJOE-UHFFFAOYSA-N S-propyl dipropylcarbamothioate Chemical compound CCCSC(=O)N(CCC)CCC OKUGPJPKMAEJOE-UHFFFAOYSA-N 0.000 description 1
- 235000008515 Setaria glauca Nutrition 0.000 description 1
- 235000021536 Sugar beet Nutrition 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- DFNYGALUNNFWKJ-UHFFFAOYSA-N aminoacetonitrile Chemical compound NCC#N DFNYGALUNNFWKJ-UHFFFAOYSA-N 0.000 description 1
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- BHXFKXOIODIUJO-UHFFFAOYSA-N benzene-1,4-dicarbonitrile Chemical compound N#CC1=CC=C(C#N)C=C1 BHXFKXOIODIUJO-UHFFFAOYSA-N 0.000 description 1
- 125000000319 biphenyl-4-yl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- KXZJHVJKXJLBKO-UHFFFAOYSA-N chembl1408157 Chemical compound N=1C2=CC=CC=C2C(C(=O)O)=CC=1C1=CC=C(O)C=C1 KXZJHVJKXJLBKO-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000000254 damaging effect Effects 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- JYIMWRSJCRRYNK-UHFFFAOYSA-N dialuminum;disodium;oxygen(2-);silicon(4+);hydrate Chemical compound O.[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[Na+].[Na+].[Al+3].[Al+3].[Si+4] JYIMWRSJCRRYNK-UHFFFAOYSA-N 0.000 description 1
- WCGGWVOVFQNRRS-UHFFFAOYSA-N dichloroacetamide Chemical class NC(=O)C(Cl)Cl WCGGWVOVFQNRRS-UHFFFAOYSA-N 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- YWEUIGNSBFLMFL-UHFFFAOYSA-N diphosphonate Chemical compound O=P(=O)OP(=O)=O YWEUIGNSBFLMFL-UHFFFAOYSA-N 0.000 description 1
- 239000002019 doping agent Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000003864 humus Substances 0.000 description 1
- 230000000266 injurious effect Effects 0.000 description 1
- 125000005647 linker group Chemical group 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- XRXVJGKVTKMQAJ-UHFFFAOYSA-N n-methyl-n-prop-1-en-2-ylaniline Chemical group CC(=C)N(C)C1=CC=CC=C1 XRXVJGKVTKMQAJ-UHFFFAOYSA-N 0.000 description 1
- HRRDCWDFRIJIQZ-UHFFFAOYSA-N naphthalene-1,8-dicarboxylic acid Chemical compound C1=CC(C(O)=O)=C2C(C(=O)O)=CC=CC2=C1 HRRDCWDFRIJIQZ-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000005416 organic matter Substances 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- DLYUQMMRRRQYAE-UHFFFAOYSA-N phosphorus pentoxide Inorganic materials O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 229920001522 polyglycol ester Polymers 0.000 description 1
- 239000013558 reference substance Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- YZHUMGUJCQRKBT-UHFFFAOYSA-M sodium chlorate Chemical compound [Na+].[O-]Cl(=O)=O YZHUMGUJCQRKBT-UHFFFAOYSA-M 0.000 description 1
- 229920005552 sodium lignosulfonate Polymers 0.000 description 1
- IZWPGJFSBABFGL-GMFCBQQYSA-M sodium;2-[methyl-[(z)-octadec-9-enoyl]amino]ethanesulfonate Chemical compound [Na+].CCCCCCCC\C=C/CCCCCCCC(=O)N(C)CCS([O-])(=O)=O IZWPGJFSBABFGL-GMFCBQQYSA-M 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/32—Ingredients for reducing the noxious effect of the active substances to organisms other than pests, e.g. toxicity reducing compositions, self-destructing compositions
Landscapes
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Agronomy & Crop Science (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU862664A HU195398B (en) | 1986-06-26 | 1986-06-26 | Preparation comprising nitrile derivative antidote alone or with herbicidal active ingredient(s) |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DD257761A5 true DD257761A5 (de) | 1988-06-29 |
Family
ID=10960527
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD87304132A DD257761A5 (de) | 1986-06-26 | 1987-06-24 | Durch nitrilderivate antidotierte herbizide praeparate |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US4787933A (fr) |
| BE (1) | BE1001745A4 (fr) |
| DD (1) | DD257761A5 (fr) |
| DE (1) | DE3721048A1 (fr) |
| FR (1) | FR2600493A1 (fr) |
| GB (1) | GB2193635B (fr) |
| HU (1) | HU195398B (fr) |
| IT (1) | IT1206791B (fr) |
| LU (1) | LU86923A1 (fr) |
| NL (1) | NL8701490A (fr) |
| PT (1) | PT85175B (fr) |
| SU (1) | SU1711655A3 (fr) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10237264A1 (de) * | 2002-08-14 | 2004-03-04 | Schülke & Mayr GmbH | Wässrige Dispersion mit fungizider und algizider Wirkung |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2960534A (en) * | 1957-06-11 | 1960-11-15 | Hoechst Ag | Nu-(chlorosubstituted aryl)-nu' methoxy-nu' methyl ureas |
| FR1326693A (fr) * | 1961-05-08 | 1963-05-10 | Spencer Chem Co | Nouvelles compositions contenant des herbicides et un agent antagoniste de ces derniers et méthode pour le traitement des graines à l'aide desdites compositions |
| PH11676A (en) * | 1973-09-04 | 1978-05-19 | Stauffer Chemical Co | Sulfide herbicide antidote composition and method of use |
| JPS5119123A (ja) * | 1974-08-03 | 1976-02-16 | Showa Denko Kk | Josozai |
| CH624552A5 (fr) * | 1975-09-04 | 1981-08-14 | Ciba Geigy Ag | |
| GB1543964A (en) * | 1976-04-08 | 1979-04-11 | Ici Ltd | Method of antagonising herbicides on soyabean and cotton |
| US4321084A (en) * | 1977-09-23 | 1982-03-23 | Stauffer Chemical Company | Certain halogenated phenols as antidotes for thiocarbamate herbicides |
| US4309210A (en) * | 1978-12-01 | 1982-01-05 | Ciba-Geigy Corporation | Preemergence method of selectively controlling weeds in crops of cereals and composition therefor |
| DE3000076A1 (de) * | 1980-01-03 | 1981-09-03 | Hoechst Ag, 6000 Frankfurt | Wachstumsfoerdernde und pflanzenschuetzende mittel |
| US4400204A (en) * | 1981-03-16 | 1983-08-23 | Stauffer Chemical Company | Substituted benzyloxy chloroethoxy ethane herbicide antidotes |
-
1986
- 1986-06-26 HU HU862664A patent/HU195398B/hu not_active IP Right Cessation
-
1987
- 1987-06-18 LU LU86923A patent/LU86923A1/de unknown
- 1987-06-22 US US07/065,265 patent/US4787933A/en not_active Expired - Fee Related
- 1987-06-24 DD DD87304132A patent/DD257761A5/de not_active IP Right Cessation
- 1987-06-25 BE BE8700707A patent/BE1001745A4/fr not_active IP Right Cessation
- 1987-06-25 PT PT85175A patent/PT85175B/pt not_active IP Right Cessation
- 1987-06-25 DE DE19873721048 patent/DE3721048A1/de not_active Withdrawn
- 1987-06-25 NL NL8701490A patent/NL8701490A/nl not_active Application Discontinuation
- 1987-06-25 FR FR8708960A patent/FR2600493A1/fr not_active Withdrawn
- 1987-06-26 IT IT8721084A patent/IT1206791B/it active
- 1987-06-26 SU SU874202851A patent/SU1711655A3/ru active
- 1987-06-26 GB GB8715049A patent/GB2193635B/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| GB2193635A (en) | 1988-02-17 |
| US4787933A (en) | 1988-11-29 |
| GB8715049D0 (en) | 1987-08-05 |
| IT8721084A0 (it) | 1987-06-26 |
| BE1001745A4 (fr) | 1990-02-27 |
| NL8701490A (nl) | 1988-01-18 |
| IT1206791B (it) | 1989-05-03 |
| DE3721048A1 (de) | 1988-01-07 |
| SU1711655A3 (ru) | 1992-02-07 |
| PT85175A (en) | 1987-07-01 |
| LU86923A1 (de) | 1987-11-11 |
| PT85175B (pt) | 1990-03-30 |
| GB2193635B (en) | 1990-09-05 |
| HU195398B (en) | 1988-05-30 |
| FR2600493A1 (fr) | 1987-12-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ENJ | Ceased due to non-payment of renewal fee |