• 专利附录
  • 专利说明
  • 权利要求
  • 类似技术
  • 同族专利
  • 引用文献
  • 法律状态
  • 优先权
    • 专利摘要:
    The insecticide contains, besides at least one carrier material, at least one compound of the formula (I) <IMAGE> in which the substituents are as defined in Patent Claim 1, as active substance. The insecticide is prepared by mixing the active substance with the carrier material.
    公开号:SU797544A3
    申请号:SU742081001
    申请日:1974-12-09
    公开日:1981-01-15
    发明作者:Штуденеер Адольф；Зальбек Герхард；Эммель Людвиг；Кнауф Вернер
    申请人:Хехст Аг (Фирма)；
    IPC主号:
    专利说明:

    (54) METHOD OF FIGHTING HARMFUL INSECTS
    The invention relates to chemical plant protection products, specifically to a method for controlling harmful insects based on pyridine derivatives. A known commercial drug is an insecticide, the active ingredient of which is N-methylnaphthylcarbonate (carbaryl) 1. It is also known to use 2-methyl -8-methylaminocarbonyloxyquinoline as pesticides 5 in 2. However, the known compounds have an insufficient insecticidal activity. For the purpose of finding new ways of combating harmful insects, compounds of the formula H are used, where R is hydrogen, methyl: -O-CHlCHj) RI, is a group of Formula O-C-il (CjH3l OO-NCCaHyL,. - o da a methyl; R - hydrogen or rpynna-coCKj Rf is methyl; Rt, and "5 - taken together means a residue of the formula -CH CH-CH CH-, which will be buried in one or two methyl, fluorine, methoxy, or methylene group - CKg) t, , unsubstituted or fixed with alkyl, methoxy or two methyl groups, or the residue of the formula in an amount of from 0.00005 to 75 wt.%. Forms of application are usual: solutions, emulsions, pastes, powders, duitn. They are prepared in the usual ways - common in the manufacture of pesticide formulations. The content of the active substance in the formulation is in the range of from 3 to 75%. The proposed compounds are prepared by o-acylation of the corresponding dix of axipiridines or oxyquinolines in an inertial solvent. The compounds obtained are characterized in table.
    Example 1. Potted field beans (Vicis faba) are infested with 1 in each; 200 beetholes (Doralis fabae) and after
    And O-C-NCCHj)
    1 CH, O
    N OCM (SNE) tCH.i) -4
    2 CH, H 0-CN (CHj) 3CHj H 0-C- (CH 3) l, 4H o H 0-CN (Cr.H5) 2 5H H 0 -C-M (CH.), 6CH II E «H 0-CN (СН) 7СН, Н 0-С-М (СНз) г 8СН, ОН 0-С-М (СНз) г. 9CHj Н 0-С-Ы (СНз) г 10CHj 11СН Н 0 СМ (СНз) Н OCON (СНз) г 12CHj Н OCON (СНз) г- (СНд) 13CHj Н ООМ (СНз) л. 14CHg H OCON (CHj) 15CH. 16 CCA H CH3 (CHj), 17 CCA H CHj lsnz),
    Stabilization populations are sprayed until droplets appear to be decreasing concentrations of an aqueous solution of the emulsion concentrate. 3 days after spraying, the percentage of death was calculated by calculating the living and dead individuals.
    Table 1
    -CH CH-CH CH- 145 (0.01)
    130-142 (0,01) -sn.sn-sn with -sn "sns -n-ssdn, substitute - (SND), substitute SNO-with" sn-sn Substituted (SNz.) 4 2 s Shchenny CH (C «a.) j ,, 2 Zshchenny CHj - (СН,) Repaired from -CH-CH-CH Substituted Buster - (CH,) -, Schen OSD -SnD-Sun 75-76 47 (cyclohexAIN) 132 (0.01); 54-B5 (n-heksan) 167-170 (0.05) 64-65 (n-hex-, dan) CH. 134-136 e (0.005) 91-92 (n-geksan) SI. 93-94 (i-hekmesan) 147 (0.001) me99-100 (n-hekesan) ro79-80 (n-hekN-, san) F 49-50 (n-hekOSN, san) me- 170-173 (0, 01) 78-79 (n-hexane) 68-69 (n-hexnsane / toluene) 151-153 (0.1) jays of isopi 18 CH, OCON (CH) .j 19 CH,
    Table 2 shows the installed
    mortality depending on the concentration of the active substance in the water Continuation of the table. 1 And (SNZ)
    This solution is compared with the action of two compounds of similar structure and comparable effectiveness.
    Table 2 SI, 131-141 (0.05) - (.saMe- 57 (n-hexane) 135 (0.01) is valuable for SI
    one
    0,00075,100
    0.00019 95 known0, 000095 90 .. 0.006
    (CH,) ,, N-C-0-0- J. ° 00
    Example 2. Potted bean plants (Vicia faba), the roots of which are shrouded in film, after being infected with beet aphids (Dpralis fabae), are treated with 2,6-dimethyl-3-methyl acetate-4-dimethylamine 6-carbonyloxy-pyridine with the active substance in such a way that the aqueous solution of the emulsion concentrate is evenly distributed in the root area. After 8 days, the percentage of mortality is calculated by calculating the living and killed individuals, given in Ta.
    T a .. b l and c a 3
    Continued tabl; 2 noe
    100 98
    0-CO-S (SIG-)
    80 0,0006 20
    Ieolin (known)
    100 96 60 20 - 0.0025
    0,0012 0,006
    Example 3. The stem of a potted bean plant. (Vicia faba) with a height of about 25 cm j is treated with 2 ml of an aqueous suspension of the active substance 2-methyl-4-dimethylamino-carbonyloxy-quinoline. Found on the leaves of the aphids 3 days after treatment, they are sacrificed
    with appropriately applied doses of the active substance, as can be seen from
     a b l and c a- 4
    Mortality,
    100 100 86. 70 20
    This is proof of the ability of the active substance to penetrate into the tissue of plants and to be successively transported along the paths of the conducting system.
    Example 4. The proposed compounds act on aphids (Ooralls fabae) also in the gas phase.
    Under a 23-liter glass cap, the plant and the infected tl-plant and a piece of filter paper are soaked in the furnace, which are saturated with a quantity of just B itecTBa. Within 2 days aphids mind | tsvlshots. In the case of compound 2, b-dS14ethyl-4-methylamino. Carbonyloxypyridine, the mortality percentages are obtained, for example,
    Data in the table.5.,
    T gi l l and c a 5 Effective substance on a lidding paper, mg O, 25 0.125 V, &amp; 6 9.03 &, 015
    Death 100 97 84%,% 100 10
    Proposed
    2-Methyl-4-dimethylaminocarbonyloxyquinoline
    0,0006 0,0003 0,00015 0,000075
    Known
    Z-Methyl-1-isopropylpyrazolyl-5-h, N-dimethylcarbamate (isolane)
    The remaining compounds listed in example 1 show similar or identical activity.
    PRI me R. 5. No effect on the usefulness of HaceKOAffiiix, such as a rider (Coccygomimus turloneMae (L)), is found in the concentrations used in the fight against aphids ....
    o Acting substance 2-methyl-4-dimethylaminocarbonyloxyquinoline is treated with filter paper, which is placed in a glass tube. - 10 female riders are served there as well.
    5 pass a constant airflow (with a circuit simulating air movement on open ground). When using, for example, the 2-meth-4-dimethylaminocarbonyloxy-quinoline compound, after 24 hours, a mortality is observed. (see tab. b).
    Table 6
    I
    100
    40
    ABOUT
    ABOUT
    ABOUT
    100
    100
    40
    ABOUT
    100
    80
    ABOUT
    权利要求:
    Claims (1)
    [1]
    Claim
    A method for controlling harmful insects with 4 mixtures by treating them or their biotope with pyridine derivatives, which is based on the fact that, in order to increase the efficiency of the method, compounds of the general formula are used as pyridine derivatives where Ri is hydrogen, methyl r 2 "s 4 $
    Rff Rt (And
    I v '
    Example 7. The evidence of harmlessness obtained according to the proposed method of compounds for the environment is also low toxicity to fish.
    0-CN (CHa) .; and s * 0 is hydrogen or a group COCCH; groups of the formula OCN (CHj) g 1
    OCN (C 2 H 3 ), methyl;
    n methyl; ''
    R 5 - taken together means the remainder of the formula —CH═CH — CH═CH—, which is substituted once or twice with methyl, fluorine, methoxy, or a methylene group - (CHg) *, not substituted or substituted by alkyl C ( —C l , methoxy or two methyl groups or the remainder of the formula
    Fish (Lepisces reticulatus) 3 weeks old is exposed to an aqueous solution for 48 hours. emulsifying concentrate in glass vessels with a volume of 2 l in increasing concentrations. The toxicity in percent mortality is visible from the table. 8.
    in an amount of from 0.00005 to 75 wt.%
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    同族专利:
    公开号 | 公开日
    FR2253743B1|1979-02-23|
    BG25977A3|1979-01-12|
    IL46200D0|1975-03-13|
    GB1489906A|1977-10-26|
    FI58774B|1980-12-31|
    DK142113B|1980-09-01|
    CH611488A5|1979-06-15|
    IL46200A|1980-02-29|
    DE2361438C3|1979-12-13|
    AT342072B|1978-03-10|
    LU71438A1|1976-11-11|
    EG11557A|1978-06-30|
    NL7415870A|1975-06-12|
    MY7800375A|1978-12-31|
    ATA980074A|1977-07-15|
    OA04867A|1980-10-31|
    CS177887B2|1977-08-31|
    DD115421A5|1975-10-05|
    FI58774C|1981-04-10|
    HU172372B|1978-08-28|
    IT1049333B|1981-01-20|
    ES432594A1|1977-04-01|
    ZA747735B|1975-12-31|
    AU7617474A|1976-06-10|
    IE40296L|1975-06-10|
    IE40296B1|1979-04-25|
    CA1042892A|1978-11-21|
    RO65069A|1978-10-15|
    FR2253743A1|1975-07-04|
    DK142113C|1981-01-26|
    BE823171A|1975-06-10|
    PL98709B1|1978-05-31|
    SE7415355L|1975-06-11|
    DE2361438A1|1975-06-26|
    ZM17174A1|1975-08-21|
    DK636174A|1975-08-11|
    DE2361438B2|1979-04-26|
    RO63735A|1979-01-15|
    HK58178A|1978-10-06|
    FI352474A|1975-06-11|
    KE2878A|1978-09-15|
    JPS5088073A|1975-07-15|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    US4655816A|1984-11-06|1987-04-07|Monsanto Company|Herbicidal 2-trifluoromethyl 3-pyridine carboxylic acid derivatives|
    FR2582514B1|1985-05-30|1988-02-19|Rhone Poulenc Sante|AMIDE DRUGS, NEW AMIDES AND THEIR PREPARATION|
    US4670045A|1987-04-07|1987-06-02|The Dow Chemical Company|Fungicidal control employing ester derivatives of 4,6-disubstituted 2-pyridinols|
    WO1996037473A1|1995-05-23|1996-11-28|Hoechst Schering Agrevo Gmbh|Substituted 2,3-cycloalkenopyridines, process for preparing the same, agents containing the same and their use as pesticides and fungicides|
    TW521072B|1997-06-02|2003-02-21|Meiji Seika Kaisha|4-quinolinol derivatives and fungicides containing the same as an active ingredient used for agriculture and horticulture|
    CA2574095C|2004-08-04|2013-05-21|Meiji Seika Kaisha, Ltd.|Quinoline derivatives and insecticide comprising thereof as active ingredient|
    JP6112724B2|2013-10-31|2017-04-12|日本化薬株式会社|1,5-naphthyridine derivative and insecticide comprising the same as an active ingredient|
    CN110452167B|2018-04-16|2020-08-21|东莞市东阳光农药研发有限公司|Quinoline derivatives, preparation method and application thereof|
    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    DE2361438A|DE2361438C3|1973-12-10|1973-12-10|4-Hydroxyquinoline and 4-Hydroxytetrahydroquinoline-N ^ N-dimethylcarbamates, processes for their preparation and insecticidal compositions containing them|
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