IL44690A - N-phenyl-n'-2-oxo-1-saturated nitrogen-containing heterocyclic urea derivatives and their use in plant protection - Google Patents

N-phenyl-n'-2-oxo-1-saturated nitrogen-containing heterocyclic urea derivatives and their use in plant protection

Info

Publication number: IL44690A
Authority: IL; Israel
Prior art keywords: oxo; compound; plant; phenylurea; plants against
Prior art date: 1973-04-25

Application number

IL44690A

Other languages

English (en)

Other versions

IL44690A0 (en

Original Assignee

Du Pont

Priority date (The priority date 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 date listed.)

1973-04-25

Filing date

1974-04-23

Publication date

1977-06-30

1974-04-23 Application filed by Du Pont filed Critical Du Pont

1974-06-30 Publication of IL44690A0 publication Critical patent/IL44690A0/xx

1977-06-30 Publication of IL44690A publication Critical patent/IL44690A/en

Links

-1 -2-oxo-1-saturated nitrogen-containing heterocyclic urea derivatives Chemical class 0.000 title description 9
150000001875 compounds Chemical class 0.000 claims description 29
239000000203 mixture Substances 0.000 claims description 21
CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 claims description 19
238000000034 method Methods 0.000 claims description 14
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 5
125000006367 bivalent amino carbonyl group Chemical group [H]N([*:1])C([*:2])=O 0.000 claims 1
241000196324 Embryophyta Species 0.000 description 31
230000006378 damage Effects 0.000 description 17
238000003958 fumigation Methods 0.000 description 12
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 12
239000007787 solid Substances 0.000 description 10
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 9
235000013877 carbamide Nutrition 0.000 description 9
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 8
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
238000006243 chemical reaction Methods 0.000 description 6
239000000706 filtrate Substances 0.000 description 6
DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 description 6
150000003672 ureas Chemical class 0.000 description 5
XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 4
238000001816 cooling Methods 0.000 description 4
238000001914 filtration Methods 0.000 description 4
125000004005 formimidoyl group Chemical group [H]\N=C(/[H])* 0.000 description 4
239000007788 liquid Substances 0.000 description 4
239000012265 solid product Substances 0.000 description 4
239000004094 surface-active agent Substances 0.000 description 4
WRAZHLRMDRTLOZ-UHFFFAOYSA-N 1-isocyanato-2,4-dimethoxybenzene Chemical compound COC1=CC=C(N=C=O)C(OC)=C1 WRAZHLRMDRTLOZ-UHFFFAOYSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 3
125000003118 aryl group Chemical group 0.000 description 3
239000004202 carbamide Substances 0.000 description 3
LAMUXTNQCICZQX-UHFFFAOYSA-N 3-chloropropan-1-ol Chemical compound OCCCCl LAMUXTNQCICZQX-UHFFFAOYSA-N 0.000 description 2
108700018454 CDC15 Proteins 0.000 description 2
OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 description 2
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
244000046052 Phaseolus vulgaris Species 0.000 description 2
235000010627 Phaseolus vulgaris Nutrition 0.000 description 2
241000255969 Pieris brassicae Species 0.000 description 2
WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
101150081467 cdc15 gene Proteins 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
230000002939 deleterious effect Effects 0.000 description 2
230000008570 general process Effects 0.000 description 2
YAMHXTCMCPHKLN-UHFFFAOYSA-N imidazolidin-2-one Chemical compound O=C1NCCN1 YAMHXTCMCPHKLN-UHFFFAOYSA-N 0.000 description 2
239000012948 isocyanate Substances 0.000 description 2
239000000843 powder Substances 0.000 description 2
239000000047 product Substances 0.000 description 2
LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
239000007921 spray Substances 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
239000000080 wetting agent Substances 0.000 description 2
NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 description 1
VZNCSZQPNIEEMN-UHFFFAOYSA-N 1-fluoro-2-isocyanatobenzene Chemical compound FC1=CC=CC=C1N=C=O VZNCSZQPNIEEMN-UHFFFAOYSA-N 0.000 description 1
RIKWVZGZRYDACA-UHFFFAOYSA-N 1-fluoro-3-isocyanatobenzene Chemical compound FC1=CC=CC(N=C=O)=C1 RIKWVZGZRYDACA-UHFFFAOYSA-N 0.000 description 1
DSVGFKBFFICWLZ-UHFFFAOYSA-N 1-fluoro-4-isocyanatobenzene Chemical compound FC1=CC=C(N=C=O)C=C1 DSVGFKBFFICWLZ-UHFFFAOYSA-N 0.000 description 1
SUVCZZADQDCIEQ-UHFFFAOYSA-N 1-isocyanato-2-methoxybenzene Chemical class COC1=CC=CC=C1N=C=O SUVCZZADQDCIEQ-UHFFFAOYSA-N 0.000 description 1
KYCJNIUHWNJNCT-UHFFFAOYSA-N 3-Amino-2-oxazolidone Chemical compound NN1CCOC1=O KYCJNIUHWNJNCT-UHFFFAOYSA-N 0.000 description 1
PISNODKEJUFUNQ-UHFFFAOYSA-N 3-amino-1,3-oxazinan-2-one Chemical compound NN1CCCOC1=O PISNODKEJUFUNQ-UHFFFAOYSA-N 0.000 description 1
WMRXHQRDCIXTCD-UHFFFAOYSA-N 3-hydrazinylpropan-1-ol Chemical compound NNCCCO WMRXHQRDCIXTCD-UHFFFAOYSA-N 0.000 description 1
241001432959 Chernes Species 0.000 description 1
235000005979 Citrus limon Nutrition 0.000 description 1
244000131522 Citrus pyriformis Species 0.000 description 1
241000283014 Dama Species 0.000 description 1
244000068988 Glycine max Species 0.000 description 1
235000010469 Glycine max Nutrition 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
240000008415 Lactuca sativa Species 0.000 description 1
235000003228 Lactuca sativa Nutrition 0.000 description 1
235000007688 Lycopersicon esculentum Nutrition 0.000 description 1
240000004658 Medicago sativa Species 0.000 description 1
235000017587 Medicago sativa ssp. sativa Nutrition 0.000 description 1
244000061176 Nicotiana tabacum Species 0.000 description 1
235000002637 Nicotiana tabacum Nutrition 0.000 description 1
229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
240000003768 Solanum lycopersicum Species 0.000 description 1
244000061456 Solanum tuberosum Species 0.000 description 1
235000002595 Solanum tuberosum Nutrition 0.000 description 1
241000219094 Vitaceae Species 0.000 description 1
208000027418 Wounds and injury Diseases 0.000 description 1
241000607479 Yersinia pestis Species 0.000 description 1
240000008042 Zea mays Species 0.000 description 1
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
235000002017 Zea mays subsp mays Nutrition 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
239000013543 active substance Substances 0.000 description 1
239000002671 adjuvant Substances 0.000 description 1
239000000809 air pollutant Substances 0.000 description 1
231100001243 air pollutant Toxicity 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
239000012736 aqueous medium Substances 0.000 description 1
239000012298 atmosphere Substances 0.000 description 1
RQPZNWPYLFFXCP-UHFFFAOYSA-L barium dihydroxide Chemical compound [OH-].[OH-].[Ba+2] RQPZNWPYLFFXCP-UHFFFAOYSA-L 0.000 description 1
229910001863 barium hydroxide Inorganic materials 0.000 description 1
230000004071 biological effect Effects 0.000 description 1
239000008280 blood Substances 0.000 description 1
210000004369 blood Anatomy 0.000 description 1
238000000423 cell based assay Methods 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
125000001309 chloro group Chemical group Cl* 0.000 description 1
239000012141 concentrate Substances 0.000 description 1
230000003750 conditioning effect Effects 0.000 description 1
235000005822 corn Nutrition 0.000 description 1
244000038559 crop plants Species 0.000 description 1
239000012043 crude product Substances 0.000 description 1
239000013078 crystal Substances 0.000 description 1
239000004062 cytokinin Substances 0.000 description 1
UQHKFADEQIVWID-UHFFFAOYSA-N cytokinin Natural products C1=NC=2C(NCC=C(CO)C)=NC=NC=2N1C1CC(O)C(CO)O1 UQHKFADEQIVWID-UHFFFAOYSA-N 0.000 description 1
239000002837 defoliant Substances 0.000 description 1
239000003599 detergent Substances 0.000 description 1
JNSGIVNNHKGGRU-JYRVWZFOSA-N diethoxyphosphinothioyl (2z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetate Chemical compound CCOP(=S)(OCC)OC(=O)C(=N/OC)\C1=CSC(N)=N1 JNSGIVNNHKGGRU-JYRVWZFOSA-N 0.000 description 1
125000004212 difluorophenyl group Chemical group 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
238000004821 distillation Methods 0.000 description 1
238000001035 drying Methods 0.000 description 1
230000000694 effects Effects 0.000 description 1
239000003995 emulsifying agent Substances 0.000 description 1
235000021021 grapes Nutrition 0.000 description 1
239000004009 herbicide Substances 0.000 description 1
125000000623 heterocyclic group Chemical group 0.000 description 1
IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 description 1
238000005286 illumination Methods 0.000 description 1
239000003701 inert diluent Substances 0.000 description 1
208000014674 injury Diseases 0.000 description 1
150000002513 isocyanates Chemical class 0.000 description 1
230000003902 lesion Effects 0.000 description 1
229910052943 magnesium sulfate Inorganic materials 0.000 description 1
235000019341 magnesium sulphate Nutrition 0.000 description 1
239000003607 modifier Substances 0.000 description 1
238000013021 overheating Methods 0.000 description 1
230000000144 pharmacologic effect Effects 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
235000012015 potatoes Nutrition 0.000 description 1
239000013014 purified material Substances 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
235000010288 sodium nitrite Nutrition 0.000 description 1
229910052938 sodium sulfate Inorganic materials 0.000 description 1
235000011152 sodium sulphate Nutrition 0.000 description 1
239000002689 soil Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
238000005507 spraying Methods 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
239000011701 zinc Substances 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/06—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D239/08—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms directly attached in position 2
- C07D239/10—Oxygen or sulfur atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
- C07D233/30—Oxygen or sulfur atoms
- C07D233/32—One oxygen atom
- C07D233/36—One oxygen atom with hydrocarbon radicals, substituted by nitrogen atoms, attached to ring nitrogen atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
- C07D233/30—Oxygen or sulfur atoms
- C07D233/32—One oxygen atom
- C07D233/38—One oxygen atom with acyl radicals or hetero atoms directly attached to ring nitrogen atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D263/16—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
- C07D263/18—Oxygen atoms
- C07D263/20—Oxygen atoms attached in position 2
- C07D263/26—Oxygen atoms attached in position 2 with hetero atoms or acyl radicals directly attached to the ring nitrogen atom
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
- C07D265/04—1,3-Oxazines; Hydrogenated 1,3-oxazines
- C07D265/06—1,3-Oxazines; Hydrogenated 1,3-oxazines not condensed with other rings
- C07D265/08—1,3-Oxazines; Hydrogenated 1,3-oxazines not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D265/10—1,3-Oxazines; Hydrogenated 1,3-oxazines not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with oxygen atoms directly attached to ring carbon atoms

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)

IL44690A 1973-04-25 1974-04-23 N-phenyl-n'-2-oxo-1-saturated nitrogen-containing heterocyclic urea derivatives and their use in plant protection IL44690A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US354871A US3859301A (en)	1973-04-25	1973-04-25	Urea derivatives of 2-imidazolidone

Publications (2)

Publication Number	Publication Date
IL44690A0 IL44690A0 (en)	1974-06-30
IL44690A true IL44690A (en)	1977-06-30

Family

ID=23395262

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL44690A IL44690A (en)	1973-04-25	1974-04-23	N-phenyl-n'-2-oxo-1-saturated nitrogen-containing heterocyclic urea derivatives and their use in plant protection

Country Status (8)

Country	Link
US (1)	US3859301A (fr)
JP (1)	JPS5011839A (fr)
BE (1)	BE814090A (fr)
DE (1)	DE2420137A1 (fr)
FR (1)	FR2227274B1 (fr)
GB (1)	GB1417102A (fr)
IL (1)	IL44690A (fr)
NL (1)	NL7405598A (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4099009A (en) *	1977-04-11	1978-07-04	Morton-Norwick Products, Inc.	1-(4-chlorophenyl)-3-(1-ureido)-2-imidazolidinone
GB2344888A (en) *	1998-12-18	2000-06-21	Notetry Ltd	Obstacle detection system
CN108207976B (zh) *	2016-12-21	2021-07-06	贵州中烟工业有限责任公司	乙烯脲在防治气候斑中的应用

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2517750A (en) *	1943-04-01	1950-08-08	Union Carbide & Carbon Corp	Preparation of imidazolidones

1973
- 1973-04-25 US US354871A patent/US3859301A/en not_active Expired - Lifetime
1974
- 1974-04-23 IL IL44690A patent/IL44690A/en unknown
- 1974-04-23 JP JP49045205A patent/JPS5011839A/ja active Pending
- 1974-04-24 FR FR7414161A patent/FR2227274B1/fr not_active Expired
- 1974-04-24 BE BE143524A patent/BE814090A/fr unknown
- 1974-04-24 GB GB1795974A patent/GB1417102A/en not_active Expired
- 1974-04-25 NL NL7405598A patent/NL7405598A/xx not_active Application Discontinuation
- 1974-04-25 DE DE2420137A patent/DE2420137A1/de not_active Withdrawn

Also Published As

Publication number	Publication date
JPS5011839A (fr)	1975-02-06
IL44690A0 (en)	1974-06-30
NL7405598A (fr)	1974-10-29
FR2227274B1 (fr)	1978-10-27
DE2420137A1 (de)	1974-11-14
US3859301A (en)	1975-01-07
BE814090A (fr)	1974-08-16
GB1417102A (en)	1975-12-10
FR2227274A1 (fr)	1974-11-22

Publication	Publication Date	Title
US3932167A (en)	1976-01-13	Substituted s-triazines as herbicidal agents
IE45599B1 (en)	1982-10-06	Methods of treating plants and crops with propynlamine derivatives and pesticidal preparations suitable therefor
IL44710A (en)	1977-12-30	1-phenyl-2-azolyl-formamidines their preparation and their use as herbicides
EP0249938B1 (fr)	1994-12-14	Dérivés d'imidazolesulfonamides, herbicides et méthode pour inhiber la croissance de plantes indésirables
US3318680A (en)	1967-05-09	Method for the control of weeds
JPS62294665A (ja)	1987-12-22	ピリミジン誘導体
WO1980002024A1 (fr)	1980-10-02	Composes d'isothiourees lepidoptericides
IL44690A (en)	1977-06-30	N-phenyl-n'-2-oxo-1-saturated nitrogen-containing heterocyclic urea derivatives and their use in plant protection
US4345936A (en)	1982-08-24	Imidazoles, compositions and herbicidal method
US4032638A (en)	1977-06-28	Heterocyclic ureas
US3973946A (en)	1976-08-10	Substituted-3-phenyl ureas
EP0279096B1 (fr)	1993-07-07	Composés d'éther-benzyliques et leur procédé de préparation
NZ197953A (en)	1985-08-16	1,6-dihydro-6-oxo-3,4-diphenylpyridazin-1-yl compounds
US3216816A (en)	1965-11-09	Herbicidal composition and method
US4066437A (en)	1978-01-03	Triazolidine compounds useful as herbicides
US3954837A (en)	1976-05-04	Substituted allophanates
US3973945A (en)	1976-08-10	Pyran-2,4-dione derivatives
EP0093610A2 (fr)	1983-11-09	Urées substituées comme herbicides
US4345935A (en)	1982-08-24	2,4-Imidazolidinediones, compositions and herbicidal method
US3956303A (en)	1976-05-11	Certain dithiazolylidene ureas
US3839564A (en)	1974-10-01	Insecticidal compositions and methods of killing insects using alpha,beta-dioxohydrocinnamonitriles
US3933469A (en)	1976-01-20	Methods for increasing crop yields
US3388158A (en)	1968-06-11	1-(dichlorobenzyl)-3-methyl (or 3, 3-dimethyl) ureas
US5354731A (en)	1994-10-11	Pyridinesulfonamide derivatives as herbicides
US3903078A (en)	1975-09-02	Herbicidal dinitro-1,3-phenylenediamine compounds