DE2634278A1 - Unkrautvertilgungsmittel, die dibromsubstituierte propionamide als antidots enthalten - Google Patents
Unkrautvertilgungsmittel, die dibromsubstituierte propionamide als antidots enthaltenInfo
- Publication number
- DE2634278A1 DE2634278A1 DE19762634278 DE2634278A DE2634278A1 DE 2634278 A1 DE2634278 A1 DE 2634278A1 DE 19762634278 DE19762634278 DE 19762634278 DE 2634278 A DE2634278 A DE 2634278A DE 2634278 A1 DE2634278 A1 DE 2634278A1
- Authority
- DE
- Germany
- Prior art keywords
- thiocarbamate
- antidote
- treated
- dibromopropionamide
- alkenyl
- 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.)
- Ceased
Links
- 241000196324 Embryophyta Species 0.000 title claims description 28
- 239000004009 herbicide Substances 0.000 claims description 83
- 238000000034 method Methods 0.000 claims description 61
- 239000000729 antidote Substances 0.000 claims description 59
- 230000002363 herbicidal effect Effects 0.000 claims description 59
- 150000001875 compounds Chemical class 0.000 claims description 47
- 239000002689 soil Substances 0.000 claims description 26
- GNVMUORYQLCPJZ-UHFFFAOYSA-M Thiocarbamate Chemical compound NC([S-])=O GNVMUORYQLCPJZ-UHFFFAOYSA-M 0.000 claims description 24
- -1 dimethoxyethyl Chemical group 0.000 claims description 23
- 125000003342 alkenyl group Chemical group 0.000 claims description 20
- OKUGPJPKMAEJOE-UHFFFAOYSA-N S-propyl dipropylcarbamothioate Chemical compound CCCSC(=O)N(CCC)CCC OKUGPJPKMAEJOE-UHFFFAOYSA-N 0.000 claims description 18
- GUVLYNGULCJVDO-UHFFFAOYSA-N EPTC Chemical compound CCCN(CCC)C(=O)SCC GUVLYNGULCJVDO-UHFFFAOYSA-N 0.000 claims description 16
- 229910052739 hydrogen Inorganic materials 0.000 claims description 16
- 239000001257 hydrogen Substances 0.000 claims description 16
- 235000007340 Hordeum vulgare Nutrition 0.000 claims description 14
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 244000038559 crop plants Species 0.000 claims description 13
- 125000000304 alkynyl group Chemical group 0.000 claims description 12
- DFCAFRGABIXSDS-UHFFFAOYSA-N Cycloate Chemical compound CCSC(=O)N(CC)C1CCCCC1 DFCAFRGABIXSDS-UHFFFAOYSA-N 0.000 claims description 11
- 235000021307 Triticum Nutrition 0.000 claims description 9
- 241000209140 Triticum Species 0.000 claims description 9
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 8
- 235000007238 Secale cereale Nutrition 0.000 claims description 7
- 235000013339 cereals Nutrition 0.000 claims description 7
- 230000008569 process Effects 0.000 claims description 7
- 244000075850 Avena orientalis Species 0.000 claims description 6
- BMTAFVWTTFSTOG-UHFFFAOYSA-N Butylate Chemical compound CCSC(=O)N(CC(C)C)CC(C)C BMTAFVWTTFSTOG-UHFFFAOYSA-N 0.000 claims description 6
- 244000082988 Secale cereale Species 0.000 claims description 6
- 235000019714 Triticale Nutrition 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 231100001184 nonphytotoxic Toxicity 0.000 claims description 6
- 241000228158 x Triticosecale Species 0.000 claims description 6
- XOFNHZHCGBPVGJ-UHFFFAOYSA-N 5-ethyl-2-methylpiperidine Chemical compound CCC1CCC(C)NC1 XOFNHZHCGBPVGJ-UHFFFAOYSA-N 0.000 claims description 5
- 235000007319 Avena orientalis Nutrition 0.000 claims description 5
- 240000007594 Oryza sativa Species 0.000 claims description 5
- 235000007164 Oryza sativa Nutrition 0.000 claims description 5
- 235000009566 rice Nutrition 0.000 claims description 5
- 238000009331 sowing Methods 0.000 claims description 5
- LBVMCBLUYWUEFN-UHFFFAOYSA-N 2,3-dibromo-n-(2-methylbutan-2-yl)propanamide Chemical compound CCC(C)(C)NC(=O)C(Br)CBr LBVMCBLUYWUEFN-UHFFFAOYSA-N 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- DEDOPGXGGQYYMW-UHFFFAOYSA-N molinate Chemical compound CCSC(=O)N1CCCCCC1 DEDOPGXGGQYYMW-UHFFFAOYSA-N 0.000 claims description 3
- YZHUMGUJCQRKBT-UHFFFAOYSA-M sodium chlorate Chemical compound [Na+].[O-]Cl(=O)=O YZHUMGUJCQRKBT-UHFFFAOYSA-M 0.000 claims 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 10
- 241000209219 Hordeum Species 0.000 claims 8
- 150000002431 hydrogen Chemical class 0.000 claims 4
- QKVRBQILBRISMN-UHFFFAOYSA-N 2,3-dibromo-n-(1-ethynylcyclohexyl)propanamide Chemical group BrCC(Br)C(=O)NC1(C#C)CCCCC1 QKVRBQILBRISMN-UHFFFAOYSA-N 0.000 claims 2
- ZSAYSYXNUWZAME-UHFFFAOYSA-N 2,3-dibromo-n-(4-methylpentan-2-yl)propanamide Chemical group CC(C)CC(C)NC(=O)C(Br)CBr ZSAYSYXNUWZAME-UHFFFAOYSA-N 0.000 claims 2
- ZQDRNOFBWKJDPZ-UHFFFAOYSA-N 2,3-dibromo-n-tert-butylpropanamide Chemical compound CC(C)(C)NC(=O)C(Br)CBr ZQDRNOFBWKJDPZ-UHFFFAOYSA-N 0.000 claims 2
- 125000004398 2-methyl-2-butyl group Chemical group CC(C)(CC)* 0.000 claims 2
- 125000004919 3-methyl-2-pentyl group Chemical group CC(C(C)*)CC 0.000 claims 2
- 125000004920 4-methyl-2-pentyl group Chemical group CC(CC(C)*)C 0.000 claims 2
- MWBPRDONLNQCFV-UHFFFAOYSA-N Tri-allate Chemical compound CC(C)N(C(C)C)C(=O)SCC(Cl)=C(Cl)Cl MWBPRDONLNQCFV-UHFFFAOYSA-N 0.000 claims 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 2
- DMINKUPLBPDBFR-UHFFFAOYSA-N 2,3-dibromo-n-(2-methylpent-3-yn-2-yl)propanamide Chemical group CC#CC(C)(C)NC(=O)C(Br)CBr DMINKUPLBPDBFR-UHFFFAOYSA-N 0.000 claims 1
- HQOKXUDQTVUHHW-UHFFFAOYSA-N 2,3-dibromo-n-(3-methylpentan-2-yl)propanamide Chemical group CCC(C)C(C)NC(=O)C(Br)CBr HQOKXUDQTVUHHW-UHFFFAOYSA-N 0.000 claims 1
- 239000000203 mixture Substances 0.000 description 20
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 15
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 12
- 239000011550 stock solution Substances 0.000 description 11
- 230000000694 effects Effects 0.000 description 10
- 239000000243 solution Substances 0.000 description 10
- SPANOECCGNXGNR-UITAMQMPSA-N Diallat Chemical compound CC(C)N(C(C)C)C(=O)SC\C(Cl)=C\Cl SPANOECCGNXGNR-UITAMQMPSA-N 0.000 description 7
- 229940075522 antidotes Drugs 0.000 description 7
- 240000005979 Hordeum vulgare Species 0.000 description 6
- 229920001213 Polysorbate 20 Polymers 0.000 description 6
- 239000012153 distilled water Substances 0.000 description 6
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 6
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 5
- 150000003558 thiocarbamic acid derivatives Chemical class 0.000 description 5
- 239000004480 active ingredient Substances 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 description 3
- HWKWYDXHMQQDQJ-UHFFFAOYSA-N 2,3-dibromopropanoyl chloride Chemical compound ClC(=O)C(Br)CBr HWKWYDXHMQQDQJ-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 210000003608 fece Anatomy 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000010871 livestock manure Substances 0.000 description 3
- QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical class CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 2
- 235000007320 Avena fatua Nutrition 0.000 description 2
- 206010026749 Mania Diseases 0.000 description 2
- 101100084040 Neurospora crassa (strain ATCC 24698 / 74-OR23-1A / CBS 708.71 / DSM 1257 / FGSC 987) ppi-1 gene Proteins 0.000 description 2
- 240000003461 Setaria viridis Species 0.000 description 2
- 235000002248 Setaria viridis Nutrition 0.000 description 2
- 230000003042 antagnostic effect Effects 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- RWRIWBAIICGTTQ-UHFFFAOYSA-N difluoromethane Chemical compound FCF RWRIWBAIICGTTQ-UHFFFAOYSA-N 0.000 description 2
- 230000012010 growth Effects 0.000 description 2
- 230000009036 growth inhibition Effects 0.000 description 2
- 238000003306 harvesting Methods 0.000 description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 230000008635 plant growth Effects 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000003223 protective agent Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000012549 training Methods 0.000 description 2
- 150000003918 triazines Chemical class 0.000 description 2
- HDOBYDQOVRGMFC-UHFFFAOYSA-N 2,2-dibromopropanamide Chemical compound CC(Br)(Br)C(N)=O HDOBYDQOVRGMFC-UHFFFAOYSA-N 0.000 description 1
- YOJSEMJKSLKEEJ-UHFFFAOYSA-N 2,3-dibromo-N-but-3-ynyl-N-methylpropanamide Chemical compound CN(C(C(CBr)Br)=O)CCC#C YOJSEMJKSLKEEJ-UHFFFAOYSA-N 0.000 description 1
- DZQCMQRQFZXQKN-UHFFFAOYSA-N 2,3-dibromopropanamide Chemical class NC(=O)C(Br)CBr DZQCMQRQFZXQKN-UHFFFAOYSA-N 0.000 description 1
- ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 2,3-dimethylbutane Chemical group CC(C)C(C)C ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 0.000 description 1
- GELMWIVBBPAMIO-UHFFFAOYSA-N 2-methylbutan-2-amine Chemical compound CCC(C)(C)N GELMWIVBBPAMIO-UHFFFAOYSA-N 0.000 description 1
- OOHIAOSLOGDBCE-UHFFFAOYSA-N 6-chloro-4-n-cyclopropyl-2-n-propan-2-yl-1,3,5-triazine-2,4-diamine Chemical compound CC(C)NC1=NC(Cl)=NC(NC2CC2)=N1 OOHIAOSLOGDBCE-UHFFFAOYSA-N 0.000 description 1
- 241000209764 Avena fatua Species 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 206010013883 Dwarfism Diseases 0.000 description 1
- 244000088461 Panicum crus-galli Species 0.000 description 1
- 235000011999 Panicum crusgalli Nutrition 0.000 description 1
- 241001268782 Paspalum dilatatum Species 0.000 description 1
- 241000209504 Poaceae Species 0.000 description 1
- 241000209056 Secale Species 0.000 description 1
- 235000010086 Setaria viridis var. viridis Nutrition 0.000 description 1
- 235000005373 Uvularia sessilifolia Nutrition 0.000 description 1
- 230000002159 abnormal effect Effects 0.000 description 1
- 150000008061 acetanilides Chemical class 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 125000000480 butynyl group Chemical group [*]C#CC([H])([H])C([H])([H])[H] 0.000 description 1
- 150000004657 carbamic acid derivatives Chemical class 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000035613 defoliation Effects 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- PDQRIMRBJSQRSL-UHFFFAOYSA-N di(propan-2-yl)carbamothioic s-acid Chemical compound CC(C)N(C(C)C)C(S)=O PDQRIMRBJSQRSL-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000004495 emulsifiable concentrate Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 230000008570 general process Effects 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 239000003815 herbicide antidote Substances 0.000 description 1
- 230000003054 hormonal effect Effects 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 230000002147 killing effect Effects 0.000 description 1
- 230000036244 malformation Effects 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 230000000051 modifying effect Effects 0.000 description 1
- SEDYEJKMKNWLGX-UHFFFAOYSA-N n-methylbut-3-yn-2-amine Chemical compound CNC(C)C#C SEDYEJKMKNWLGX-UHFFFAOYSA-N 0.000 description 1
- DYUWTXWIYMHBQS-UHFFFAOYSA-N n-prop-2-enylprop-2-en-1-amine Chemical compound C=CCNCC=C DYUWTXWIYMHBQS-UHFFFAOYSA-N 0.000 description 1
- 231100000989 no adverse effect Toxicity 0.000 description 1
- XEQPYBHSZWMIBM-UHFFFAOYSA-N o-ethyl n,n-bis(2-methylpropyl)carbamothioate Chemical compound CCOC(=S)N(CC(C)C)CC(C)C XEQPYBHSZWMIBM-UHFFFAOYSA-N 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 244000045561 useful plants Species 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/02—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US60293275A | 1975-08-08 | 1975-08-08 | |
US69461776A | 1976-06-10 | 1976-06-10 |
Publications (1)
Publication Number | Publication Date |
---|---|
DE2634278A1 true DE2634278A1 (de) | 1977-02-24 |
Family
ID=27084281
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE19762634278 Ceased DE2634278A1 (de) | 1975-08-08 | 1976-07-30 | Unkrautvertilgungsmittel, die dibromsubstituierte propionamide als antidots enthalten |
Country Status (17)
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5762205A (en) * | 1977-07-07 | 1982-04-15 | Stauffer Chemical Co | Herbicidal composition for rice fields |
HU183997B (en) * | 1982-07-14 | 1984-06-28 | Noevenyvedelmi Kutato Intezet | Herbicide and antidote composition resp. containing thiolcarba mate derivative and/or chloroacetanilide derivatives as herbicide and/or substituted acetamide antidote |
JPS61270188A (ja) * | 1985-05-24 | 1986-11-29 | Tomoegawa Paper Co Ltd | 感熱記録媒体 |
JP4836070B2 (ja) * | 2005-11-21 | 2011-12-14 | 独立行政法人日本原子力研究開発機構 | 高耐久型高抵抗器 |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA1174865A (en) * | 1971-04-16 | 1984-09-25 | Ferenc M. Pallos | Thiolcarbamate herbicides containing nitrogen containing antidote |
US4033756A (en) * | 1971-09-17 | 1977-07-05 | Gulf Research & Development Company | Dichloroacetamide treated rice seeds |
-
1976
- 1976-07-08 IN IN1210/CAL/1976A patent/IN144916B/en unknown
- 1976-07-12 CA CA256,787A patent/CA1094845A/en not_active Expired
- 1976-07-14 GR GR51263A patent/GR59853B/el unknown
- 1976-07-30 TR TR18962A patent/TR18962A/xx unknown
- 1976-07-30 DE DE19762634278 patent/DE2634278A1/de not_active Ceased
- 1976-08-02 GB GB32061/76A patent/GB1496117A/en not_active Expired
- 1976-08-02 FR FR7623576A patent/FR2320051A1/fr active Granted
- 1976-08-04 PT PT65437A patent/PT65437B/pt unknown
- 1976-08-05 BR BR7605149A patent/BR7605149A/pt unknown
- 1976-08-06 AU AU16658/76A patent/AU502156B2/en not_active Expired
- 1976-08-06 DK DK356776A patent/DK356776A/da not_active Application Discontinuation
- 1976-08-06 IT IT50792/76A patent/IT1062658B/it active
- 1976-08-06 IL IL50215A patent/IL50215A/xx unknown
- 1976-08-06 NL NL7608757A patent/NL7608757A/xx not_active Application Discontinuation
- 1976-08-06 DD DD194233A patent/DD126210A5/xx unknown
- 1976-08-07 RO RO87242A patent/RO72223B/ro unknown
- 1976-08-09 JP JP51094080A patent/JPS5915881B2/ja not_active Expired
Also Published As
Publication number | Publication date |
---|---|
CA1094845A (en) | 1981-02-03 |
IL50215A0 (en) | 1976-10-31 |
JPS5234925A (en) | 1977-03-17 |
GR59853B (en) | 1978-03-07 |
NL7608757A (nl) | 1977-02-10 |
RO72223A (ro) | 1984-03-15 |
FR2320051A1 (fr) | 1977-03-04 |
JPS5915881B2 (ja) | 1984-04-12 |
IT1062658B (it) | 1984-10-20 |
FR2320051B1 (enrdf_load_stackoverflow) | 1979-07-13 |
RO72223B (ro) | 1984-03-31 |
IL50215A (en) | 1979-11-30 |
GB1496117A (en) | 1977-12-30 |
AU502156B2 (en) | 1979-07-12 |
DD126210A5 (enrdf_load_stackoverflow) | 1977-06-29 |
PT65437B (en) | 1978-02-09 |
DK356776A (da) | 1977-02-09 |
BR7605149A (pt) | 1977-08-02 |
PT65437A (en) | 1976-09-01 |
TR18962A (tr) | 1978-01-19 |
IN144916B (enrdf_load_stackoverflow) | 1978-07-29 |
AU1665876A (en) | 1978-02-09 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
DE1901672A1 (de) | Neue Thiadiazolharnstoffe,herbicide Massen und Verfahren zur Regelung des Pflanzenwachstums | |
DE69812637T2 (de) | Herbizide zusammensetzungen aus tetrazolinone-herbizide und antidote dafür | |
DE2620101A1 (de) | Heterocyclische verbindungen, verfahren zu ihrer herstellung und ihre verwendung als antidote gegen herbicide | |
DD233293A5 (de) | Mittel zur verzoegerung der wirkung herbizider praeparate | |
DE3533440A1 (de) | N-substituierte 3,4,5,6-tetrahydrophthalimide, verfahren zu ihrer herstellung sowie ihre verwendung im pflanzenschutz | |
DE2634278A1 (de) | Unkrautvertilgungsmittel, die dibromsubstituierte propionamide als antidots enthalten | |
DE2421195C2 (de) | Thiazolidinverbindungen sowie dieselben enthaltendes Herbizid-Antidot | |
DE2605586C2 (enrdf_load_stackoverflow) | ||
DE2263028A1 (de) | Herbizide mittel | |
DE2112643C3 (de) | Formamidin-Derivate und sie enthaltende Mittel | |
DE2644446C2 (de) | N-(Benzolsulfonyl)-thiocarbamate und eine sie als Gegenmittel enthaltende herbizide Zubereitung | |
DE2952483C2 (de) | O-Sulfamoylglykolsäureamid-Derivate und deren Verwendung in einem herbiziden Mittel | |
DE1567010C3 (de) | Herbicides Mittel mit einem Gehalt an N-Aryl-Harnstoff-Derivaten | |
DE2428070A1 (de) | Butyramide und butyrate und ihre herstellung und anwendung | |
CH629081A5 (en) | Herbicidal composition | |
DE4011781A1 (de) | Herbizides mittel | |
DE2061051B2 (de) | Thiocarbamidsäureester, Verfahren zu ihrer Herstellung und Mittel, die diese Thiocarbamidsäureester als Wirkstoff erhalten | |
DD151591A5 (de) | Unkrautvertilgungsmittel-zusammensetzung | |
DE2441741C2 (de) | Saatschützende herbizide Zubereitung und ihre Verwendung | |
DE2826531C2 (enrdf_load_stackoverflow) | ||
DE1542901A1 (de) | Insektizide Mittel | |
DD202490A5 (de) | Herbizide zusammensetzung | |
DE2013510B2 (de) | Verwendung von 6-trifluormethyl-2,4- dinitro-1,3-phenylendiaminen als herbizide | |
DE2451418B2 (de) | N-alpha, alpha-dimethylbenzyl-n'- phenyl-n'-alkoxy-bzw. n'-alkenyloxy- harnstoffe und diese enthaltende herbicide mittel | |
DD210188A5 (de) | Herbizide zusammensetzung |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
8126 | Change of the secondary classification | ||
8110 | Request for examination paragraph 44 | ||
8131 | Rejection |