DE1542816A1 - Herbizide - Google Patents
HerbizideInfo
- Publication number
- DE1542816A1 DE1542816A1 DE19661542816 DE1542816A DE1542816A1 DE 1542816 A1 DE1542816 A1 DE 1542816A1 DE 19661542816 DE19661542816 DE 19661542816 DE 1542816 A DE1542816 A DE 1542816A DE 1542816 A1 DE1542816 A1 DE 1542816A1
- Authority
- DE
- Germany
- Prior art keywords
- methyl
- phenyl
- cyclohexyl
- plants
- chloropyridazon
- 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.)
- Pending
Links
- 239000004009 herbicide Substances 0.000 title claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 5
- 229910052794 bromium Inorganic materials 0.000 claims description 5
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 239000000460 chlorine Chemical group 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical group [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 claims description 2
- 125000001246 bromo group Chemical group Br* 0.000 claims 1
- 240000006122 Chenopodium album Species 0.000 description 11
- 244000274883 Urtica dioica Species 0.000 description 10
- 235000009108 Urtica dioica Nutrition 0.000 description 10
- 241000335053 Beta vulgaris Species 0.000 description 9
- 241000196324 Embryophyta Species 0.000 description 9
- 244000024671 Brassica kaber Species 0.000 description 8
- 239000004480 active ingredient Substances 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 235000011498 Chenopodium album var missouriense Nutrition 0.000 description 6
- 235000013328 Chenopodium album var. album Nutrition 0.000 description 6
- 235000014052 Chenopodium album var. microphyllum Nutrition 0.000 description 6
- 235000014050 Chenopodium album var. stevensii Nutrition 0.000 description 6
- 235000013012 Chenopodium album var. striatum Nutrition 0.000 description 6
- 230000002363 herbicidal effect Effects 0.000 description 6
- 235000016068 Berberis vulgaris Nutrition 0.000 description 5
- 235000008427 Brassica arvensis Nutrition 0.000 description 5
- 235000004977 Brassica sinapistrum Nutrition 0.000 description 5
- 235000009344 Chenopodium album Nutrition 0.000 description 5
- 240000005979 Hordeum vulgare Species 0.000 description 5
- 235000007340 Hordeum vulgare Nutrition 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- ODCWYMIRDDJXKW-UHFFFAOYSA-N simazine Chemical compound CCNC1=NC(Cl)=NC(NCC)=N1 ODCWYMIRDDJXKW-UHFFFAOYSA-N 0.000 description 5
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 4
- 240000004713 Pisum sativum Species 0.000 description 4
- 235000010582 Pisum sativum Nutrition 0.000 description 4
- 244000292693 Poa annua Species 0.000 description 4
- 240000006694 Stellaria media Species 0.000 description 4
- 241000209140 Triticum Species 0.000 description 4
- 235000021307 Triticum Nutrition 0.000 description 4
- 240000008042 Zea mays Species 0.000 description 4
- 239000004202 carbamide Substances 0.000 description 4
- -1 cycloalkyl radical Chemical class 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 235000021533 Beta vulgaris Nutrition 0.000 description 3
- 241000219198 Brassica Species 0.000 description 3
- 235000005637 Brassica campestris Nutrition 0.000 description 3
- 235000003351 Brassica cretica Nutrition 0.000 description 3
- 235000014750 Brassica kaber Nutrition 0.000 description 3
- 235000010149 Brassica rapa subsp chinensis Nutrition 0.000 description 3
- 235000010570 Brassica rapa var. rapa Nutrition 0.000 description 3
- 235000003343 Brassica rupestris Nutrition 0.000 description 3
- 239000013543 active substance Substances 0.000 description 3
- QKSKPIVNLNLAAV-UHFFFAOYSA-N bis(2-chloroethyl) sulfide Chemical compound ClCCSCCCl QKSKPIVNLNLAAV-UHFFFAOYSA-N 0.000 description 3
- 125000001309 chloro group Chemical group Cl* 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 235000010460 mustard Nutrition 0.000 description 3
- 244000152045 Themeda triandra Species 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 235000007244 Zea mays Nutrition 0.000 description 2
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 2
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 235000009973 maize Nutrition 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 230000008635 plant growth Effects 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- MQCFAOJKSDAZCP-UHFFFAOYSA-N (1,4-dichlorocyclohexa-2,4-dien-1-yl)urea Chemical compound ClC1(CC=C(C=C1)Cl)NC(=O)N MQCFAOJKSDAZCP-UHFFFAOYSA-N 0.000 description 1
- RECCURWJDVZHIH-UHFFFAOYSA-N (4-chlorophenyl)urea Chemical compound NC(=O)NC1=CC=C(Cl)C=C1 RECCURWJDVZHIH-UHFFFAOYSA-N 0.000 description 1
- DRSHXJFUUPIBHX-UHFFFAOYSA-N COc1ccc(cc1)N1N=CC2C=NC(Nc3cc(OC)c(OC)c(OCCCN4CCN(C)CC4)c3)=NC12 Chemical compound COc1ccc(cc1)N1N=CC2C=NC(Nc3cc(OC)c(OC)c(OCCCN4CCN(C)CC4)c3)=NC12 DRSHXJFUUPIBHX-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- WZKSXHQDXQKIQJ-UHFFFAOYSA-N F[C](F)F Chemical compound F[C](F)F WZKSXHQDXQKIQJ-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
- 244000098338 Triticum aestivum Species 0.000 description 1
- 241001148683 Zostera marina Species 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000000480 butynyl group Chemical group [*]C#CC([H])([H])C([H])([H])[H] 0.000 description 1
- 239000011280 coal tar Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 244000038559 crop plants Species 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 239000002283 diesel fuel Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000000034 method Methods 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
- 239000000203 mixture Substances 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
- 210000002700 urine Anatomy 0.000 description 1
- 244000045561 useful plants Species 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members 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
- C07D237/22—Nitrogen and oxygen 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB0085307 | 1966-01-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1542816A1 true DE1542816A1 (de) | 1970-03-26 |
Family
ID=6982853
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19661542816 Pending DE1542816A1 (de) | 1966-01-07 | 1966-01-07 | Herbizide |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US3520886A (en, 2012) |
| AT (1) | AT265740B (en, 2012) |
| BE (1) | BE692014A (en, 2012) |
| BR (1) | BR6786006D0 (en, 2012) |
| DE (1) | DE1542816A1 (en, 2012) |
| DK (1) | DK114667B (en, 2012) |
| ES (1) | ES335265A1 (en, 2012) |
| FR (1) | FR1507607A (en, 2012) |
| GB (1) | GB1164650A (en, 2012) |
| NL (1) | NL6700252A (en, 2012) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1670315B1 (de) * | 1968-02-10 | 1972-05-31 | Basf Ag | 1-(m-Trifluormethylphenyl)-4-methoxy-5-halogen-pyridazon-(6)-derivate |
| US3947437A (en) * | 1974-01-22 | 1976-03-30 | The Dow Chemical Company | Substituted pyridazinyloxy(thio)phenyl ureas and derivatives thereof |
| US4728355A (en) * | 1985-10-10 | 1988-03-01 | Fmc Corporation | Pyridazinylurea plant regulators |
| US4735650A (en) * | 1985-10-10 | 1988-04-05 | Fmc Corporation | Pyridazinylurea N-oxide plant regulators |
| US9062004B2 (en) * | 2010-02-08 | 2015-06-23 | Allergan, Inc. | Cannabinoid-2 agonists |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3210353A (en) * | 1958-11-21 | 1965-10-05 | Basf Ag | Substituted pyridazones |
-
1966
- 1966-01-07 DE DE19661542816 patent/DE1542816A1/de active Pending
- 1966-12-09 US US600406A patent/US3520886A/en not_active Expired - Lifetime
- 1966-12-30 BE BE692014D patent/BE692014A/xx unknown
- 1966-12-30 GB GB58276/66A patent/GB1164650A/en not_active Expired
-
1967
- 1967-01-04 ES ES335265A patent/ES335265A1/es not_active Expired
- 1967-01-05 AT AT13767A patent/AT265740B/de active
- 1967-01-06 FR FR90268A patent/FR1507607A/fr not_active Expired
- 1967-01-06 DK DK8867AA patent/DK114667B/da unknown
- 1967-01-06 NL NL6700252A patent/NL6700252A/xx unknown
- 1967-01-06 BR BR186006/67A patent/BR6786006D0/pt unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AT265740B (de) | 1968-10-25 |
| US3520886A (en) | 1970-07-21 |
| BE692014A (en, 2012) | 1967-06-30 |
| DK114667B (da) | 1969-07-21 |
| BR6786006D0 (pt) | 1973-12-26 |
| ES335265A1 (es) | 1968-04-01 |
| GB1164650A (en) | 1969-09-17 |
| NL6700252A (en, 2012) | 1967-07-10 |
| FR1507607A (fr) | 1967-12-29 |
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