DE1076435B - Preparations for the control of nematodes - Google Patents
Preparations for the control of nematodesInfo
- Publication number
- DE1076435B DE1076435B DESCH25241A DESC025241A DE1076435B DE 1076435 B DE1076435 B DE 1076435B DE SCH25241 A DESCH25241 A DE SCH25241A DE SC025241 A DESC025241 A DE SC025241A DE 1076435 B DE1076435 B DE 1076435B
- Authority
- DE
- Germany
- Prior art keywords
- days
- nematodes
- day
- preparations
- control
- 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
- 241000244206 Nematoda Species 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- -1 aralkyl radical Chemical class 0.000 description 6
- 230000001069 nematicidal effect Effects 0.000 description 5
- PAAZPARNPHGIKF-UHFFFAOYSA-N 1,2-dibromoethane Chemical compound BrCCBr PAAZPARNPHGIKF-UHFFFAOYSA-N 0.000 description 4
- 241000294569 Aphelenchoides Species 0.000 description 4
- 241001143352 Meloidogyne Species 0.000 description 4
- 239000002689 soil Substances 0.000 description 4
- UOORRWUZONOOLO-OWOJBTEDSA-N (E)-1,3-dichloropropene Chemical compound ClC\C=C\Cl UOORRWUZONOOLO-OWOJBTEDSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 239000004480 active ingredient Substances 0.000 description 3
- 208000031513 cyst Diseases 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- NBBZMDUHKWRYSZ-UHFFFAOYSA-N methyl n,n-dimethylcarbamodithioate Chemical compound CSC(=S)N(C)C NBBZMDUHKWRYSZ-UHFFFAOYSA-N 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- UOORRWUZONOOLO-UHFFFAOYSA-N telone II Natural products ClCC=CCl UOORRWUZONOOLO-UHFFFAOYSA-N 0.000 description 3
- KNKRKFALVUDBJE-UHFFFAOYSA-N 1,2-dichloropropane Chemical compound CC(Cl)CCl KNKRKFALVUDBJE-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 241000399934 Ditylenchus Species 0.000 description 2
- 241000379510 Heterodera schachtii Species 0.000 description 2
- 239000012736 aqueous medium Substances 0.000 description 2
- 239000007900 aqueous suspension Substances 0.000 description 2
- 230000006378 damage Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000005645 nematicide Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical compound [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 description 1
- 235000021537 Beetroot Nutrition 0.000 description 1
- 241000399949 Ditylenchus dipsaci Species 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical compound ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
- 240000003768 Solanum lycopersicum Species 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000012990 dithiocarbamate Substances 0.000 description 1
- 150000004659 dithiocarbamates Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000003701 inert diluent Substances 0.000 description 1
- 238000009533 lab test Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- SNMVRZFUUCLYTO-UHFFFAOYSA-N n-propyl chloride Chemical compound CCCCl SNMVRZFUUCLYTO-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000001665 trituration Methods 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
- 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
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
-
- 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
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/12—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
- A01N47/14—Di-thio analogues thereof
Landscapes
- 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)
Description
Mittel zur Bekämpfung von Nematoden Eine Bekämpfung der im Boden lebenden Nematoden, die besonders in letzter Zeit größere Schäden in der Landwirtschaft verursachen, ist bekanntlich schwierig, da sie gegen die meisten der bekannten Schädlingsbekämpfungsmittel resistent sind. Es wurden schon Nematocide vorgeschlagen, wie ein Gemisch von 1,3-Dichlorpropen und 1,2-Dichlorpropan, 1,2-Dibromäthan oder Dimethyldithiocarbaminsäuremethylester, jedoch ist insbesondere das letztgenannte in seiner Wirksamkeit nicht voll befriedigend.Means of controlling nematodes A control of those living in the ground Nematodes, which have caused major damage to agriculture, especially recently, is known to be difficult as it works against most of the known pesticides are resistant. Nematocides, such as a mixture of 1,3-dichloropropene, have been proposed and 1,2-dichloropropane, 1,2-dibromoethane or dimethyldithiocarbamic acid methyl ester, however, the latter in particular is not entirely satisfactory in terms of its effectiveness.
Es wurde nun gefunden, daß Verbindungen der allgemeinen Formel worin R einen Alkyl-, Aryl- oder Aralkylrest darstellt, sehr gut gegen Nematoden wirksam sind. Es kommen unter anderem Verbindungen in Frage, für die das R der obigen Formel einen Methyl-, Äthyl-, Propyl-, Phenyl- oder Benzylrest darstellt, jedoch dürfte sich diese Verbindungsklasse ganz allgemein durch eine gute nematocide Wirksamkeit auszeichnen, während z. B. die am Stickstoff disubstituierten Verbindungen nicht wirksam zu sein scheinen.It has now been found that compounds of the general formula wherein R represents an alkyl, aryl or aralkyl radical, are very effective against nematodes. There are, inter alia, compounds for which the R of the above formula represents a methyl, ethyl, propyl, phenyl or benzyl radical, but this class of compounds should generally be characterized by a good nematocidal activity, while z. B. the compounds disubstituted on nitrogen do not appear to be effective.
Die Anwendung der Verbindungen im Boden erfolgt als solche oder unter Benutzung eines inerten Verdünnungsmittels, wie Wasser, organische Flüssigkeit oder festem Trägerstoff, z. B. als Dispersion in Wasser oder Lösung in organischen Lösungsmitteln, wie z. B. Alkohol, Aceton, aromatische Kohlenwasserstoffe, wie Benzol, Xylol u. a.The application of the compounds in the ground takes place as such or under Use of an inert diluent such as water, organic liquid or solid carrier, e.g. B. as a dispersion in water or a solution in organic solvents, such as B. alcohol, acetone, aromatic hydrocarbons such as benzene, xylene and the like. a.
Die gute Wirksamkeit geht aus folgenden Versuchen hervor: A. Laborversuche In wäßrige Aufschwemmungen der nachfolgenden Substanzen wurden Larven von Aphelenchoides ritzemabosi (Schwartz), Ditylenchus dipsaci (Kühn) und Meloiddgyne sp. (Chitwood) eingebracht und nach-24 bzw. 48 Stunden die Aktivität der Tiere getestet. Die Durchführung der Versuche erfolgte bei 20' C. 10011/ö =vollständige Abtötung der Larven; 0% =nicht geschädigte Larven.The good effectiveness is evident from the following tests: A. Laboratory tests Aphelenchoides larvae were found in aqueous suspensions of the following substances ritzemabosi (Schwartz), Ditylenchus dipsaci (Kühn) and Meloiddgyne sp. (Chitwood) introduced and tested the activity of the animals after -24 or 48 hours. The implementation the experiments were carried out at 20 ° C. 10011 / ö = complete destruction of the larvae; 0% = not damaged larvae.
Cysten von Heterodera schachtii (Schmidt) wurden 48 Stünden in wäßrige
Aufschwemmung der Substanzen gegeben, anschließend gewaschen und mit Rübenwurzeldiffusat
zum Larvenschlüpfen angesetzt. Während beiden Kontrollschalen schon nach 3 Tagen
ein starkes Larvenschlüpfen einsetzte, konnten aus den behandelten Cysten nach 40
Tagen noch keine Larven gelockt werden. Der Eiinhalt war nach Öffnen der Cysten
stark granuliert und gebräunt. 1. Methylen-bis-(N-methyldithiocarbamat) ; F. = 104
bis 105' C (Zersetzung).
Methylen-bis-(N-methyldithiocarbamat) und Dimethyldithiocarbaminsäuremethylester
wurden als Verreibungen gleichmäßig in die Erde gebracht, 1,3-Dichlorpropen-f-1,2-Dichlorpropan
und 1,2-Dibromäthan
Die Darstellung der Verbindungen erfolgt durch Umsetzung der entsprechenden Dithiocarbamate in alkoholischem oder wäßrigem Medium mit Methylenchlorid. Beim Arbeiten in wäßrigem Medium wird unter Rückfluß bei einer Badtemperatur von etwa 45' C gearbeitet, j edoch erfolgt auch schon bei Zimmertemperatur eine Umsetzung.The connections are represented by implementing the corresponding Dithiocarbamates in alcoholic or aqueous medium with methylene chloride. At the Working in an aqueous medium is under reflux at a bath temperature of about 45 ° C worked, but a conversion takes place even at room temperature.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DESCH25241A DE1076435B (en) | 1958-12-24 | 1958-12-24 | Preparations for the control of nematodes |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DESCH25241A DE1076435B (en) | 1958-12-24 | 1958-12-24 | Preparations for the control of nematodes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1076435B true DE1076435B (en) | 1960-02-25 |
Family
ID=7430100
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DESCH25241A Pending DE1076435B (en) | 1958-12-24 | 1958-12-24 | Preparations for the control of nematodes |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE1076435B (en) |
-
1958
- 1958-12-24 DE DESCH25241A patent/DE1076435B/en active Pending
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