DE1542785A1 - Insekten- und milbenabweisende Mittel - Google Patents
Insekten- und milbenabweisende MittelInfo
- Publication number
- DE1542785A1 DE1542785A1 DE19651542785 DE1542785A DE1542785A1 DE 1542785 A1 DE1542785 A1 DE 1542785A1 DE 19651542785 DE19651542785 DE 19651542785 DE 1542785 A DE1542785 A DE 1542785A DE 1542785 A1 DE1542785 A1 DE 1542785A1
- Authority
- DE
- Germany
- Prior art keywords
- stands
- formula
- bicyclically substituted
- hydrogen
- bicyclically
- 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
- 241000238631 Hexapoda Species 0.000 title claims description 12
- 239000004480 active ingredient Substances 0.000 claims description 17
- 150000001412 amines Chemical class 0.000 claims description 11
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- NVBFHJWHLNUMCV-UHFFFAOYSA-N sulfamide Chemical class NS(N)(=O)=O NVBFHJWHLNUMCV-UHFFFAOYSA-N 0.000 claims description 8
- 238000002360 preparation method Methods 0.000 claims description 5
- QAHVHSLSRLSVGS-UHFFFAOYSA-N sulfamoyl chloride Chemical class NS(Cl)(=O)=O QAHVHSLSRLSVGS-UHFFFAOYSA-N 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 150000002431 hydrogen Chemical class 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 230000001846 repelling effect Effects 0.000 claims 1
- 239000005871 repellent Substances 0.000 description 11
- 230000002940 repellent Effects 0.000 description 11
- 241000255925 Diptera Species 0.000 description 9
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
- 241000238876 Acari Species 0.000 description 7
- 241001465754 Metazoa Species 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- -1 2-amino-isocamphane Chemical compound 0.000 description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- QCOGKXLOEWLIDC-UHFFFAOYSA-N N-methylbutylamine Chemical compound CCCCNC QCOGKXLOEWLIDC-UHFFFAOYSA-N 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- MDFWXZBEVCOVIO-UHFFFAOYSA-N 4,7,7-trimethylbicyclo[2.2.1]heptan-3-amine Chemical compound C1CC2(C)C(N)CC1C2(C)C MDFWXZBEVCOVIO-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 241000700198 Cavia Species 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 239000011230 binding agent Substances 0.000 description 3
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- KDSNLYIMUZNERS-UHFFFAOYSA-N 2-methylpropanamine Chemical compound CC(C)CN KDSNLYIMUZNERS-UHFFFAOYSA-N 0.000 description 2
- 241000256111 Aedes <genus> Species 0.000 description 2
- 241000238657 Blattella germanica Species 0.000 description 2
- 241001674044 Blattodea Species 0.000 description 2
- 241000700199 Cavia porcellus Species 0.000 description 2
- 241000254173 Coleoptera Species 0.000 description 2
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- 241000257324 Glossina <genus> Species 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- 241000257159 Musca domestica Species 0.000 description 2
- 208000002193 Pain Diseases 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- 241000718000 Pulex irritans Species 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 241000258242 Siphonaptera Species 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 241000607479 Yersinia pestis Species 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 2
- 230000007123 defense Effects 0.000 description 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- LIWAQLJGPBVORC-UHFFFAOYSA-N ethylmethylamine Chemical compound CCNC LIWAQLJGPBVORC-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000012074 organic phase Substances 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- NJBCRXCAPCODGX-UHFFFAOYSA-N 2-methyl-n-(2-methylpropyl)propan-1-amine Chemical compound CC(C)CNCC(C)C NJBCRXCAPCODGX-UHFFFAOYSA-N 0.000 description 1
- KNIUHBNRWZGIQQ-UHFFFAOYSA-N 7-diethoxyphosphinothioyloxy-4-methylchromen-2-one Chemical compound CC1=CC(=O)OC2=CC(OP(=S)(OCC)OCC)=CC=C21 KNIUHBNRWZGIQQ-UHFFFAOYSA-N 0.000 description 1
- 241000256118 Aedes aegypti Species 0.000 description 1
- 241001480736 Amblyomma hebraeum Species 0.000 description 1
- 241000411449 Anobium punctatum Species 0.000 description 1
- 241000256186 Anopheles <genus> Species 0.000 description 1
- 241000238421 Arthropoda Species 0.000 description 1
- 241000238662 Blatta orientalis Species 0.000 description 1
- 241000238678 Boophilus Species 0.000 description 1
- 241001113967 Bovicola ovis Species 0.000 description 1
- 241000255930 Chironomidae Species 0.000 description 1
- 241001124179 Chrysops Species 0.000 description 1
- 241001414836 Cimex Species 0.000 description 1
- 241000202814 Cochliomyia hominivorax Species 0.000 description 1
- 241000490513 Ctenocephalides canis Species 0.000 description 1
- 241000256059 Culex pipiens Species 0.000 description 1
- 241001481695 Dermanyssus gallinae Species 0.000 description 1
- 241000202828 Dermatobia hominis Species 0.000 description 1
- 241001641895 Dermestes Species 0.000 description 1
- 241001641896 Dermestes lardarius Species 0.000 description 1
- 238000005698 Diels-Alder reaction Methods 0.000 description 1
- YIIMEMSDCNDGTB-UHFFFAOYSA-N Dimethylcarbamoyl chloride Chemical compound CN(C)C(Cl)=O YIIMEMSDCNDGTB-UHFFFAOYSA-N 0.000 description 1
- 241000953886 Fannia canicularis Species 0.000 description 1
- 241001660201 Gasterophilus intestinalis Species 0.000 description 1
- 241000670091 Haematopinus suis Species 0.000 description 1
- 241000562576 Haematopota Species 0.000 description 1
- 241000258937 Hemiptera Species 0.000 description 1
- 241001608644 Hippoboscidae Species 0.000 description 1
- 241000257303 Hymenoptera Species 0.000 description 1
- 241000257176 Hypoderma <fly> Species 0.000 description 1
- 241000543830 Hypoderma bovis Species 0.000 description 1
- 241000256602 Isoptera Species 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- 241000257166 Lucilia cuprina Species 0.000 description 1
- 241000771994 Melophagus ovinus Species 0.000 description 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 241000543819 Oestrus ovis Species 0.000 description 1
- 241000238890 Ornithodoros moubata Species 0.000 description 1
- 241000131102 Oryzaephilus Species 0.000 description 1
- 241000517307 Pediculus humanus Species 0.000 description 1
- 241001674048 Phthiraptera Species 0.000 description 1
- 241000590363 Reticulitermes lucifugus Species 0.000 description 1
- 241000722249 Rhodnius prolixus Species 0.000 description 1
- 241000304160 Sarcophaga carnaria Species 0.000 description 1
- 241000509427 Sarcoptes scabiei Species 0.000 description 1
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 description 1
- 241000256108 Simulium <genus> Species 0.000 description 1
- 241000254179 Sitophilus granarius Species 0.000 description 1
- 241001494115 Stomoxys calcitrans Species 0.000 description 1
- 241000255626 Tabanus <genus> Species 0.000 description 1
- 241000254109 Tenebrio molitor Species 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 241001414831 Triatoma infestans Species 0.000 description 1
- 241001584775 Tunga penetrans Species 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- AVKUERGKIZMTKX-NJBDSQKTSA-N ampicillin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=CC=C1 AVKUERGKIZMTKX-NJBDSQKTSA-N 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 244000309466 calf Species 0.000 description 1
- 150000008422 chlorobenzenes Chemical class 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- FBSAITBEAPNWJG-UHFFFAOYSA-N dimethyl phthalate Natural products CC(=O)OC1=CC=CC=C1OC(C)=O FBSAITBEAPNWJG-UHFFFAOYSA-N 0.000 description 1
- 229960001826 dimethylphthalate Drugs 0.000 description 1
- WEHWNAOGRSTTBQ-UHFFFAOYSA-N dipropylamine Chemical compound CCCNCCC WEHWNAOGRSTTBQ-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000010410 dusting Methods 0.000 description 1
- 230000001999 effect on insects Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 239000000077 insect repellent Substances 0.000 description 1
- 238000003780 insertion Methods 0.000 description 1
- 230000037431 insertion Effects 0.000 description 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 235000012054 meals Nutrition 0.000 description 1
- QOMPVDMDFNUBOI-UHFFFAOYSA-N n,4,7,7-tetramethylbicyclo[2.2.1]heptan-3-amine Chemical compound C1CC2(C)C(NC)CC1C2(C)C QOMPVDMDFNUBOI-UHFFFAOYSA-N 0.000 description 1
- DYUSVPKMWAMYDH-UHFFFAOYSA-N n-ethoxyethanamine Chemical compound CCNOCC DYUSVPKMWAMYDH-UHFFFAOYSA-N 0.000 description 1
- 239000005445 natural material Substances 0.000 description 1
- 239000010466 nut oil Substances 0.000 description 1
- 235000019488 nut oil Nutrition 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000011435 rock Substances 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 239000011669 selenium Substances 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 235000019871 vegetable fat Nutrition 0.000 description 1
- 239000008096 xylene Substances 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
- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
- A01N41/04—Sulfonic acids; Derivatives thereof
- A01N41/06—Sulfonic acid amides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C307/00—Amides of sulfuric acids, i.e. compounds having singly-bound oxygen atoms of sulfate groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C307/04—Diamides of sulfuric acids
- C07C307/06—Diamides of sulfuric acids having nitrogen atoms of the sulfamide groups bound to acyclic carbon atoms
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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF0046710 | 1965-07-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1542785A1 true DE1542785A1 (de) | 1970-05-06 |
Family
ID=7101189
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19651542785 Pending DE1542785A1 (de) | 1965-07-24 | 1965-07-24 | Insekten- und milbenabweisende Mittel |
Country Status (9)
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MY147767A (en) | 2004-06-16 | 2013-01-31 | Janssen Pharmaceutica Nv | Novel sulfamate and sulfamide derivatives useful for the treatment of epilepsy and related disorders |
| US8283478B2 (en) * | 2005-05-20 | 2012-10-09 | Janssen Pharmaceutica Nv | Process for preparation of sulfamide derivatives |
| US8492431B2 (en) | 2005-12-19 | 2013-07-23 | Janssen Pharmaceutica, N.V. | Use of benzo-fused heterocycle sulfamide derivatives for the treatment of obesity |
| US8497298B2 (en) | 2005-12-19 | 2013-07-30 | Janssen Pharmaceutica Nv | Use of benzo-fused heterocycle sulfamide derivatives for lowering lipids and lowering blood glucose levels |
| US8716231B2 (en) | 2005-12-19 | 2014-05-06 | Janssen Pharmaceutica Nv | Use of benzo-fused heterocycle sulfamide derivatives for the treatment of pain |
| US8691867B2 (en) | 2005-12-19 | 2014-04-08 | Janssen Pharmaceutica Nv | Use of benzo-fused heterocycle sulfamide derivatives for the treatment of substance abuse and addiction |
| US8937096B2 (en) | 2005-12-19 | 2015-01-20 | Janssen Pharmaceutica Nv | Use of benzo-fused heterocyle sulfamide derivatives for the treatment of mania and bipolar disorder |
| AU2007253814A1 (en) | 2006-05-19 | 2007-11-29 | Janssen Pharmaceutica N.V. | Co-therapy for the treatment of epilepsy |
| EA018567B1 (ru) | 2008-06-23 | 2013-08-30 | Янссен Фармацевтика Нв | Кристаллическая форма (2s)-(-)-n-(6-хлор-2,3-дигидробензо[1,4]диоксин-2-илметил)сульфамида |
| US8815939B2 (en) | 2008-07-22 | 2014-08-26 | Janssen Pharmaceutica Nv | Substituted sulfamide derivatives |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL89282C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1954-05-14 | |||
| US2768971A (en) * | 1954-05-26 | 1956-10-30 | Ici Ltd | Preparation of alkyl-aryl-ureas |
| US3304167A (en) * | 1960-12-15 | 1967-02-14 | Hercules Inc | Norbornyl and substituted norbornyl ureas and thioureas, weed control compositions and methods |
| CH398543A (de) * | 1961-05-06 | 1966-03-15 | Ciba Geigy | Verfahren zur Herstellung von Harnstoffderivaten |
-
1965
- 1965-07-24 DE DE19651542785 patent/DE1542785A1/de active Pending
-
1966
- 1966-07-01 CH CH955266A patent/CH480010A/de not_active IP Right Cessation
- 1966-07-03 IL IL26080A patent/IL26080A/en unknown
- 1966-07-18 US US565673A patent/US3513182A/en not_active Expired - Lifetime
- 1966-07-21 GB GB32767/66A patent/GB1111706A/en not_active Expired
- 1966-07-22 BE BE684461D patent/BE684461A/xx unknown
- 1966-07-22 SE SE10074/66A patent/SE335252B/xx unknown
- 1966-07-22 NL NL6610372A patent/NL6610372A/xx unknown
- 1966-07-23 ES ES0329428A patent/ES329428A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CH480010A (de) | 1969-10-31 |
| ES329428A1 (es) | 1967-05-16 |
| GB1111706A (en) | 1968-05-01 |
| IL26080A (en) | 1970-01-29 |
| US3513182A (en) | 1970-05-19 |
| NL6610372A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1967-01-25 |
| BE684461A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1967-01-23 |
| SE335252B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1971-05-17 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0289842B1 (de) | Mittel zur Insekten- und Milbenabwehr | |
| EP0467045B1 (de) | Morpholinoharnstoff-Derivate | |
| EP0346709B1 (de) | Verwendung von acylierten Aminosäureester-Derivaten zur Insekten- und Milbenabwehr | |
| EP0281908B1 (de) | Mittel zur Insekten- und Milbenabwehr | |
| DE1542785A1 (de) | Insekten- und milbenabweisende Mittel | |
| DE1812762C3 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | ||
| DE1518805B2 (de) | Acylierte nortricyclyl-3-amin, verfahren zur herstellung und verwendung als insekten- und milbenabweisende mittel | |
| DE1542784A1 (de) | Insekten- und milbenabweisende Mittel | |
| DE2321522C2 (de) | Insekticides Mittel zur Bekämpfung des Raupenfraßes von Blättern | |
| DE1280000B (de) | Insektizide und Acaricide Mittel | |
| CH495980A (de) | Verfahren zur Herstellung von Benzodioxan-N-methylcarbamaten | |
| EP2394511B1 (de) | Synergistisch wirkende Mischungen aus alpha,omega-Aminoalkohol-Enantiomeren, deren Herstellung und ihre Verwendung in insekten- und milbenabwehrenden Zubereitungen | |
| DE1668792A1 (de) | Neue Alkyl-2-methylpropenyl-ketoxim-carbamate | |
| DE1952230A1 (de) | Schaedlingsbekaempfungsmittel | |
| DE1643996A1 (de) | Verfahren zur Herstellung eines 3-Isopropyl-4-methylphenyl-N-methylcarbamats | |
| DE1768041C3 (de) | ß-Alkoxyacrylsaureamide und deren Verwendung zur Bekämpfung von Insekten und Akariden | |
| DE1922927A1 (de) | 2-Alkyl-4,6-dinitrophenol-Derivate,Verfahren zu ihrer Herstellung sowie ihre Verwendung als insektizide und akarizide Wirkstoffe | |
| DE1768555C3 (de) | Indanyl-N-methylcarbaminsäureester | |
| DE1668071C3 (de) | N-Kohlensäurederivate von 1,2-Dicarbonyl-phenylhydrazonen, Verfahren zu deren Herstellung und sie enthaltende insektizide und akarizide Mittel | |
| DE2012973C3 (de) | Benzohydroximsäureesterverbindungen, Verfahren zu ihrer Herstellung und diese Verbindungen enthaltende acarizide Mittel | |
| DE1568490A1 (de) | Verfahren zur Herstellung von Fluoracylaminotrichlormethylmethan-Derivaten | |
| DD281340A5 (de) | Mittel zur insekten- und milbenabwehr | |
| DE3312498A1 (de) | Carbamidsaeureester | |
| DE2141061A1 (de) | Butensulfonanilid-n-sulfenyl-verbindungen, verfahren zu ihrer herstellung und ihre verwendung als fungizide | |
| DE1668071B2 (de) | N-Kohlensäurederivate von 1,2-Dicarbonyl-phenylhydrazonen, Verfahren zu deren Herstellung und sie enthaltende insektizide und akarizide Mittel |