SU797544A3 - Способ борьбы с вредными насекомыми - Google Patents

Способ борьбы с вредными насекомыми Download PDF

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SU797544A3
SU797544A3 SU742081001A SU2081001A SU797544A3 SU 797544 A3 SU797544 A3 SU 797544A3 SU 742081001 A SU742081001 A SU 742081001A SU 2081001 A SU2081001 A SU 2081001A SU 797544 A3 SU797544 A3 SU 797544A3
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methyl
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substituted
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methoxy
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Штуденеер Адольф
Зальбек Герхард
Эммель Людвиг
Кнауф Вернер
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Хехст Аг (Фирма)
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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pyridine Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)
  • Quinoline Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Description

(54) СПОСОБ БОРЬБЫ С ВРЕДНЫМИ НАСЕКОМЫМИ
Изобретение относитс  к химическим средствам защиты растений, конкретно к способу борьбы с вредными насекомыми на основе производных пи ридина . Известен торговый препарат - инсектицид , действующим веществом которого  вл етс  N-метилнафтилкарбонат (карбарил) 1. Известно также применение 2-метил -8-метиламинокарбонилоксихинолина в качестве пёстицидс5в 2. Однако известные соединени  абЛсщают недостаточной инсектицидной активностью. С целью изыскани  новых способов борьбы с вредными насекомыми используют соединени  формулы Ч где R - водород, метил:-O-CHlCHj) RI, - группа ФормулыО-С-il(CjH3l OO-NCCaHyL, . - о „ д э а метил; R - водород или rpynna-coCKj Rf - метил; Rt, и «5 - вз тые вместе означают остаток формулы -СН СН-СН СН-, который замегу н одно или двукратно метилом, фтором , метоксигруппой, или метиленова  группировка - CKg)t,, не замещенна  или замегченна  алкилом , метоксигруппой или двум  метилгруппами или остаток ормулы в количестве от 0,00005 до 75 вес.%. Формы применени  обычные: растворы , эмульсии, пасты, порошки, дуйтн. Их готов т обычными способами - общими при изготовлении препаративных форм пестицидов. Содержание действующего вещества в препаративных формах находитс  в пределах от 3 до 75%. Предложенные соединени  получают о-ацилированием соответствук дих аксипиридинов или оксихинолинов в инерTHOM растворителе. Полученные соединени  охарактеризованы в-табл..
П р и м .е р 1. Выращенные в горшках полевые бобы (Vicis faba) заражаю-г в каждом с 1;учае 200 особ ми тли свекловичной (Doralis fabae) и после
И O-C-NCCHj)
1 СН, О
Н О-С-М(СНэ) tCH.i)-4
2 СН, Н 0-C-N (CHj) 3CHj Н 0-С- (СНз)л, 4Н о Н 0-C-N (Сг.Н5)2 5Н Н 0-С-М(СН.), 6СН II Э « Н 0-C-N (СН) 7СН, Н 0-С-М(СНз)г 8СН, О Н 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 ОСОМ(СНз)л. 14CHg Н OCON (CHj) 15СН. 16 ОСО Н СНз ( CHj), 17 ОСО Н CHj лснз),
стабилизации попул ции опрыскивают до по влени  капель уменьшающимис  концентраци ми водного раствора эмульсионного концентрата. Спуст  3 дн  после опрыскивани  устанавлиg 1вают процент умершвлени  высчитыванием живущих и мертвых особей.
Таблица 1
-СН СН-СН СН- 145(0,01)
130-142(0,01) -сн.сн-сн с -сн«сн-сн -сн сн-сн« с замещенный -(СНд), зам щенный СНо -с« сн-снзамещенньШ (СНз.)4 2 з щенный СН ( C«a.)j,,2 з щенный CHj -(СН,)зам щенный изо -СН-СН-СН замещенна  занющенна  -(СН,)-, з щенна  ОСИ -сн сн-сн 75-76 47 (циклогекнОЙН ) 132 (0,01); 54-В5 (н-гекнсан ) 167-170 (0,05) 64-65 (н-гекн- , сан) СН. 134-136 е (0,005) 91-92 (н-гекнсан ) СИ. 93-94 (и-гекмесан ) 147 (0,001) ме99-100 (н-гекесан ) ро79-80 (н-гекН- , сан) F 49-50 (н-гекОСН , сан) ме- 170-173 ( 0,01) 78-79 (н-гексан ) 68-69 (н-гекнсан/толуол ) 151-153 (0,1) соек осои 18 СН, OCON(CH).j 19 СН,
В табл.2 приведена установленна 
смертность в зависимости от концен;трации действующего вещества в водПродолжение табл. 1 И(СНз)
ном растворе и сопоставлена с действием двух соединений подобного строени  и сравниАЮй эффективности.
Таблица 2 СИ, 131-141 (0,05) - (.saMe- 57 (н-гексан) 135 (0,01) ценна  СИ
1
0,00075 100
0,00019 95 извест0 ,000095 90 .. 0,006
(CH,),,N-C-0-0- J. °00
Пример 2. Выращенные в горшках растени  бобов (Vicia faba) , корневища которых окутаны пленкой, после заражени  тлей свекловичной (Dpralis fabae) обрабатывают действующим веществом 2,6-диметил-З-метилацетат-4-диметиламин6-карбонилокси-пиридин таким образом, что водный раствор эмульсионного концентрата равномерно распредел ют в области корней. После 8 дней определ ют процент смертности высчитыванием живущих и умерщвленных особей, приведенный в та,бл.З.
Т а ..б л и ц а 3
Продолжение табл; 2 ное
100 98
0-СО-Ы(СИг-)
80 0,0006 20
Иэолин (известное )
100 96 60 20 - 0,0025
0,0012 0,006
Пример 3. Стебель выращен ного в горшке бобового растени  . (Vicia faba) высотой около 25 см j обрабатывают 2 мл водной суспензии действующего вещества 2-метил-4-диметиламино-карбонилокси-хинолина . Наход щиес  на листь х тли спуст  3 дн  после обработки умерщвл ютс 
при соответственно нанесенных дозах действующего вещества, как видно из
а б л и ц а- 4
Смертность,
100 100 86 . 70 20
Это - доказательство способности действующего вещества к проникании в ткань растений и последовательному транспортированию по пут м провод щей системы.
Пример 4. Предложенные соединени действуют на тлей (Ooralls fabae) также в газовой фазе.
Под стекл нный колпак объемом 23 л пометают шфащенное в гор нке и зараженное тл  ш растение и кусок фильтровальной бумаги, который пропитывают определенишл количеством действуквдего B itecTBa. В течение 2 дней тли уме| цвлшотс . В случае соединени  2, б-дШ14етил-4-метиламино .карбонилокси-пиридин получаютс , на ,пример, проценты смертности,
денные в табл.5.,
Т gi б л и ц а 5 Дейст-вую1Шее вещество на ,фйльтровальной бумаге,мг О,25 0,125 в,&6 9,03 &,015
Смерт100 97 84 ность, % 100 10©
Предлагаемое
2-Метил-4-диметиламинокарбонилоксихинолин
0,0006 0,0003 0,00015 0,000075
Известное
З-Метил-1-изопропилпиразолил-5-h ,N-диметилкарбамат (изолан)
Остальные названные в примере 1 соединени  про вл ют подобную или одинаковую активность.
П р и м е р .5. Действи  на полезj :ных HaceKOAffiiix, например наездника (Coccygomimus turloneMae (L)), в концентраци х, примен емых в борьбе с тл ми, не обнаруживаетс .. .
o Действукндим веществом 2-метил-4-диметиламинокарбонилоксихинолин обрабатывают фильтровальную бумагу, которую помещают в стекл нную трубку. - Туда же подают 10 самок наездника и
5 пропускают посто нный воздушный поток (с цепью имитации воздушного движени  на открытом грунте). При применении, например, соединени  2-метн -4-диметиламинокарбонилоксизинолин после 24 ч наблюдаютс  еледу1т |ие  рсжвиты смертности . (см. табл. б).
Таблица 6
Я
100
40
О
О
О
100
100
40
О
100
80
О

Claims (1)

  1. Формула изобретения
    Способ борьбы с вредными насекомы4ми путем обработки их или их биотопа производными пиридина, о т л и ч аю щ ий с я тем, что, с целью повышения эффективности способа, в качестве производных пиридина используют соединения общей формулы где Ri — водород, метил r2 «з 4$
    Rff Rt( И
    I v '
    Пример 7. Доказательством безвредности полученных согласно предложенному способу соединений для окружающей среды служит также малотоксичность по отношению к рыбе.
    0-C-N (СНа).; и s * 0 водород или группаСОСНз; группы формулы O-C-N (CHj)g 1
    O-C-N (С2Н3), , метил;
    н метил; '
    R 5 — взятые вместе означают остаток формулы -СН=СН-СН=СН-, который замещай одно или двукратно метилом, фтором, метоксигруппой, или метиленовая группировка -(CHg)*, не замещенная или замещеннаяалкилом С(-Сл, метоксигруппой или двумя метилгруппами или остаток формулы
    Рыбу (Lepisces reticulatus) возраста 3 недель в течение 48 ч подвергают Действию водного раствора . эмульгирующего концентрата в стеклянных сосудах объемом 2 л в увеличивающихся концентрациях. Токсичность в процентах смертности видна из табл. 8.
    в количестве от 0,00005 до 75 вес.%
SU742081001A 1973-12-10 1974-12-09 Способ борьбы с вредными насекомыми SU797544A3 (ru)

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DE2361438A DE2361438C3 (de) 1973-12-10 1973-12-10 4-Hydroxychinoün- und 4-Hydroxytetrahydrochinolin-N^N-dimethylcarbamate, Verfahren zu ihrer Herstellung und diese enthaltende insektizide Mittel

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US4655816A (en) * 1984-11-06 1987-04-07 Monsanto Company Herbicidal 2-trifluoromethyl 3-pyridine carboxylic acid derivatives
FR2582514B1 (fr) * 1985-05-30 1988-02-19 Rhone Poulenc Sante Medicaments a base d'amides, nouveaux amides et leur preparation
US4670045A (en) * 1987-04-07 1987-06-02 The Dow Chemical Company Fungicidal control employing ester derivatives of 4,6-disubstituted 2-pyridinols
AU2616595A (en) * 1995-05-23 1996-12-11 Hoechst Schering Agrevo Gmbh Substituted 2,3-cycloalkenopyridines, process for preparing the same, agents containing the same and their use as pestic ides and fungicides
TW521072B (en) 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
EP1780202B1 (en) 2004-08-04 2013-02-27 Meiji Seika Pharma Co., Ltd. Quinoline derivative and insecticide containing same as active constituent
JP6112724B2 (ja) * 2013-10-31 2017-04-12 日本化薬株式会社 １，５−ナフチリジン誘導体およびそれを有効成分として含んでなる殺虫剤
CN110452167B (zh) * 2018-04-16 2020-08-21 东莞市东阳光农药研发有限公司 喹啉类衍生物及其制备方法和用途
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MY7800375A (en) 1978-12-31
DK142113C (da) 1981-01-26
EG11557A (en) 1978-06-30
DK636174A (ru) 1975-08-11
DE2361438A1 (de) 1975-06-26
BG25977A3 (ru) 1979-01-12
FI58774B (fi) 1980-12-31
GB1489906A (en) 1977-10-26
FI58774C (fi) 1981-04-10
IE40296L (en) 1975-06-10
FI352474A (ru) 1975-06-11
ZA747735B (en) 1975-12-31
OA04867A (fr) 1980-10-31
FR2253743A1 (fr) 1975-07-04
SE7415355L (ru) 1975-06-11
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NL7415870A (nl) 1975-06-12
CA1042892A (en) 1978-11-21
FR2253743B1 (ru) 1979-02-23
IL46200A0 (en) 1975-03-13
IL46200A (en) 1980-02-29
RO63735A (fr) 1979-01-15
AU7617474A (en) 1976-06-10
BE823171A (fr) 1975-06-10
DE2361438B2 (de) 1979-04-26
LU71438A1 (ru) 1976-11-11
CS177887B2 (ru) 1977-08-31
HK58178A (en) 1978-10-06
ZM17174A1 (en) 1975-08-21
IT1049333B (it) 1981-01-20
JPS5088073A (en) 1975-07-15
ES432594A1 (es) 1977-04-01
KE2878A (en) 1978-09-15
DK142113B (da) 1980-09-01
DE2361438C3 (de) 1979-12-13
PL98709B1 (pl) 1978-05-31
AT342072B (de) 1978-03-10

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