DE1792329B - Insecticidal synergistic mixtures. Retired from: 1300725 - Google Patents
Insecticidal synergistic mixtures. Retired from: 1300725Info
- Publication number
- DE1792329B DE1792329B DE1792329B DE 1792329 B DE1792329 B DE 1792329B DE 1792329 B DE1792329 B DE 1792329B
- Authority
- DE
- Germany
- Prior art keywords
- carbamate
- mixtures
- synergistic
- carbamates
- application
- 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
- 239000000203 mixture Substances 0.000 title claims description 18
- 230000002195 synergetic Effects 0.000 title claims description 9
- 230000000749 insecticidal Effects 0.000 title claims description 7
- -1 propylphenyl Chemical group 0.000 claims description 11
- 150000001875 compounds Chemical class 0.000 claims description 6
- 230000000694 effects Effects 0.000 claims description 6
- KXDHJXZQYSOELW-UHFFFAOYSA-M carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims description 5
- 241000607479 Yersinia pestis Species 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 4
- 239000002917 insecticide Substances 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- 241000253999 Phasmatodea Species 0.000 claims description 2
- 239000004480 active ingredient Substances 0.000 claims description 2
- 229940112021 centrally acting muscle relaxants Carbamic acid esters Drugs 0.000 claims description 2
- 239000000839 emulsion Substances 0.000 claims description 2
- 239000004459 forage Substances 0.000 claims description 2
- DNUTZBZXLPWRJG-UHFFFAOYSA-N piperidine-1-carboxylic acid Chemical compound OC(=O)N1CCCCC1 DNUTZBZXLPWRJG-UHFFFAOYSA-N 0.000 claims description 2
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 2
- 241000238631 Hexapoda Species 0.000 claims 5
- 150000004657 carbamic acid derivatives Chemical class 0.000 claims 5
- 239000007788 liquid Substances 0.000 claims 4
- 238000002360 preparation method Methods 0.000 claims 4
- 239000000969 carrier Substances 0.000 claims 3
- 239000007787 solid Substances 0.000 claims 3
- 239000007921 spray Substances 0.000 claims 3
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 238000007654 immersion Methods 0.000 claims 2
- 241000238657 Blattella germanica Species 0.000 claims 1
- 241001674044 Blattodea Species 0.000 claims 1
- CVXBEEMKQHEXEN-UHFFFAOYSA-N Carbaryl Chemical compound C1=CC=C2C(OC(=O)NC)=CC=CC2=C1 CVXBEEMKQHEXEN-UHFFFAOYSA-N 0.000 claims 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 claims 1
- AFCCDDWKHLHPDF-UHFFFAOYSA-M Metam sodium Chemical compound [Na+].CNC([S-])=S AFCCDDWKHLHPDF-UHFFFAOYSA-M 0.000 claims 1
- 241000257229 Musca <genus> Species 0.000 claims 1
- 241000257226 Muscidae Species 0.000 claims 1
- 241000131102 Oryzaephilus Species 0.000 claims 1
- 241000238661 Periplaneta Species 0.000 claims 1
- 241001510236 Rhyparobia maderae Species 0.000 claims 1
- 241000254179 Sitophilus granarius Species 0.000 claims 1
- 235000015450 Tilia cordata Nutrition 0.000 claims 1
- 235000011941 Tilia x europaea Nutrition 0.000 claims 1
- HWKQNAWCHQMZHK-UHFFFAOYSA-N Trolnitrate Chemical compound [O-][N+](=O)OCCN(CCO[N+]([O-])=O)CCO[N+]([O-])=O HWKQNAWCHQMZHK-UHFFFAOYSA-N 0.000 claims 1
- 230000000895 acaricidal Effects 0.000 claims 1
- 239000000642 acaricide Substances 0.000 claims 1
- 239000000654 additive Substances 0.000 claims 1
- 125000003943 azolyl group Chemical group 0.000 claims 1
- 239000000440 bentonite Substances 0.000 claims 1
- 229910000278 bentonite Inorganic materials 0.000 claims 1
- 239000011230 binding agent Substances 0.000 claims 1
- 239000012267 brine Substances 0.000 claims 1
- 239000000073 carbamate insecticide Substances 0.000 claims 1
- 239000000428 dust Substances 0.000 claims 1
- 239000003995 emulsifying agent Substances 0.000 claims 1
- 239000003205 fragrance Substances 0.000 claims 1
- 239000002316 fumigant Substances 0.000 claims 1
- 230000000855 fungicidal Effects 0.000 claims 1
- 239000000417 fungicide Substances 0.000 claims 1
- 239000007789 gas Substances 0.000 claims 1
- 239000008187 granular material Substances 0.000 claims 1
- 239000010440 gypsum Substances 0.000 claims 1
- 229910052602 gypsum Inorganic materials 0.000 claims 1
- 230000000977 initiatory Effects 0.000 claims 1
- 238000009533 lab test Methods 0.000 claims 1
- 239000004571 lime Substances 0.000 claims 1
- YFZJZJIUKMANKN-UHFFFAOYSA-N methyl N-methyl-N-phenylcarbamate Chemical compound COC(=O)N(C)C1=CC=CC=C1 YFZJZJIUKMANKN-UHFFFAOYSA-N 0.000 claims 1
- 239000002480 mineral oil Substances 0.000 claims 1
- 239000003595 mist Substances 0.000 claims 1
- 239000004476 plant protection product Substances 0.000 claims 1
- 230000003389 potentiating Effects 0.000 claims 1
- 239000003380 propellant Substances 0.000 claims 1
- GSEVBVSOXVINIQ-UHFFFAOYSA-N propyl N-methyl-N-phenylcarbamate Chemical compound CCCOC(=O)N(C)C1=CC=CC=C1 GSEVBVSOXVINIQ-UHFFFAOYSA-N 0.000 claims 1
- 239000011814 protection agent Substances 0.000 claims 1
- 229910052903 pyrophyllite Inorganic materials 0.000 claims 1
- 239000005871 repellent Substances 0.000 claims 1
- 230000002940 repellent Effects 0.000 claims 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 239000003381 stabilizer Substances 0.000 claims 1
- 239000000454 talc Substances 0.000 claims 1
- 229910052623 talc Inorganic materials 0.000 claims 1
- 230000001988 toxicity Effects 0.000 claims 1
- 231100000419 toxicity Toxicity 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- 239000000080 wetting agent Substances 0.000 claims 1
- 241000254000 Carausius morosus Species 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- 241000721703 Lymantria dispar Species 0.000 description 2
- ZJERGJOZMJHUSE-UHFFFAOYSA-M C(=CC)C1=C(C=CC(=C1)C)N(C([O-])=O)C Chemical compound C(=CC)C1=C(C=CC(=C1)C)N(C([O-])=O)C ZJERGJOZMJHUSE-UHFFFAOYSA-M 0.000 description 1
- 210000003414 Extremities Anatomy 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 241001325166 Phacelia congesta Species 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- NYCVCXMSZNOGDH-UHFFFAOYSA-N pyrrolidine-1-carboxylic acid Chemical compound OC(=O)N1CCCC1 NYCVCXMSZNOGDH-UHFFFAOYSA-N 0.000 description 1
Description
Schwammspinnerraupen (Lymantria dispar L.) nach dosierter Tierbehandlung und 4tägiger Exposition der Larven auf behandelten Futterpflanzen. Gypsy moth caterpillars (Lymantria dispar L.) after dosed animal treatment and 4 days Exposure of the larvae on treated forage plants.
Der Vergleich mit den heute bekannten, unter gleichen Versuchsbedingungen in vielfach geringeren Konzentrationen voll wirksamen Insektiziden macht die Unwirksamkeit der hier geprüften Verbindungen, die ihre ökonomisch vertretbare Verwendung in der praktischen Schädlingsbekämpfung kaum rechtfertigt, besonders deutlich.The comparison with the one known today, under the same test conditions, is much smaller Concentrations of fully effective insecticides make the compounds tested here ineffective, which hardly justifies their economically justifiable use in practical pest control, especially clear.
Tabelle I
Unwirksame CarbamidsäureesterTable I.
Ineffective carbamic acid esters
Pyrrolidin - N - carbonsäure - (3 - methyl- ao Pyrrolidine - N - carboxylic acid - (3 - methyl ao
5-isopropylphenyl)-ester
Piperidin - N - carbonsäure - (3,5 - dime-5-isopropylphenyl) ester
Piperidine - N - carboxylic acid - (3.5 - dim-
thylphenyl)-ester
Benzyl-N.N-diallylcarbamatethylphenyl) ester
Benzyl NN -diallyl carbamate
a5 Dodecyl-N.N-diallylcarbamat a 5 dodecyl-NN-diallyl carbamate
/9-(Butoxy-äthoxy)-äthyl-N,N-diallyl-/ 9- (butoxy-ethoxy) -ethyl-N, N-diallyl-
carbamat
Äthylenimin - N -carbonsäure- octylestercarbamate
Ethylenimine - N -carboxylic acid octyl ester
2-Propenyl-4-methylphenyl-N-methylcarbamat 2-propenyl-4-methylphenyl-N-methylcarbamate
3535
Die vorstehenden Verbindungen wurden im Gemisch mit dem als wirksam bekannten CarbamatThe above compounds were used in admixture with the carbamate known to be effective
A. 5-(l-Isopropyl-3- methylpyrazolyl)-N,N-dimethylcarbamat A. 5- (1-Isopropyl-3-methylpyrazolyl) -N, N-dimethylcarbamate
in verschiedenen Relationen der Einzelkomponenten gepiüft. Aus dem folgenden Beispiel ist die synergistische Wirkung der erfindungsgemäßen Gemische ersichtlich. Die in der Tabelle II angegebenen Wirkungsgiade beziehen sich auf Mittelwerte aus wenigstenschecked in different relations of the individual components. The example below is the synergistic one Effect of the mixtures according to the invention can be seen. The efficiency given in Table II relate to mean values from at least
zwei unter konstanten Bedingungen durchgeführten Versuchsreihen.two series of tests carried out under constant conditions.
S Zur Prüfung der Kontaktwirkung auf Stabheuschrecken (Carausius morosus Brunner) wurden je fünfzehn frisch gehäutete Larven IV für 3 Sekunden in wäßrige Emulsionen der erfindungsgemäßen Gemische getaucht, auf Filterpapier vom noch anhaftenden Flüssigkeitsüberschuß befreit und in einem Drahtgazekäfig auf Tradescantientriebe als Futterpflanzen gesetzt Bei täglichen Wirkungskontrollen wurde zwischen toten, schwer geschädigten, wenn nur auf Berührungsreiz mit ungeordneten Extremitätenbewe-S For testing the contact effect on stick insects (Carausius morosus Brunner) were each fifteen freshly moulted larvae IV for 3 seconds dipped in aqueous emulsions of the mixtures according to the invention, on filter paper from the still adhering Excess fluid freed and placed in a wire gauze cage on Tradescan shoots as fodder plants Set with daily effectiveness controls between dead, seriously injured, if only on Touch stimulus with disordered extremity movements
is gungen reagierenden sowie leicht geschädigten und normal überlebenden Versuchstieren unterschieden. Die nach Abbott errechneten Versuchsergebnisse sind aus Tabelle II ersichtlich.is responsive as well as easily damaged and normal surviving animals. The test results calculated according to Abbott can be seen from Table II.
Kontaktwirkung synergistischer GemischeContact effect of synergistic mixtures
auf Carausius morosus Brunner (Larven FV)on Carausius morosus Brunner (larvae FV)
nach Tauchkontaktafter diving contact
Claims (1)
Family
ID=
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