专利摘要:
1424211 Substituted ethers CIBA-GEIGY AG 2 Feb 1973 [4 Feb 1972 16 Feb 1972 3 Jan 1973] 5385/73 Heading C2C] The invention comprises compounds of the Formula I wherein A represents a direct bond or a group of the formula (II) B represents a direct bond or a -CH 2 - group, R 1 represents hydrogen, halogen, C 1 to C 4 alkyl, vinyl or ethynyl, and R 2 represents hydrogen, halogen, methyl or ethyl or R 1 and R 2 together with the carbon atom to which they are bound form a cyclopentyl or cyclohexyl ring, R 3 represents hydrogen, halogen, methyl, ethyl or C 1 to C 4 alkoxy, R 4 represents hydrogen, halogen or methyl, and R 5 represents hydrogen or halogen or R 3 and R 5 together represent a carbon-carbon bond or an oxygen bridge, R 6 represents hydrogen, methyl or ethyl, R 7 represents cyclohexyl or a group of the formula (wherein R 8 represents hydrogen, halogen, C 1 to C 4 alkyl or C 1 to C 4 alkoxy) and Y represents oxygen, or a group of the formula wherein the group is bound to the phenyl ring and Z represents hydrogen or methyl. The compounds of Formula I are used as herbicides.
公开号:SU719479A3
申请号:SU731880508
申请日:1973-01-31
公开日:1980-02-29
发明作者:Каррер Фридрих
申请人:Циаб-Гейги Аг (Фирма);
IPC主号:
专利说明:

The invention relates to chemical IMDs for the protection of plants, and in insecticidal means, based on fennsimerivatives. It is already known that phenoxy derivatives exhibit insecticidal properties 1. It is also known that the drug, the active principle of which is 1- (p-Fengesi) -thiophenylallyl, exhibits insecticidal properties. However, the known compounds are not sufficiently active. The aim of the invention is to find new insecticidal agents having high insecticidal activity. This goal is achieved by using an insecticidal agent, the active substance of which is: 1 Pcs phenoxy derivatives of a compound of the general formula - hydrogen, chlorine, where H is an alknl, vinyl, titini Rj is hydrogen, chlorine, methyl, ethyl; R and Rj. - together ring cyclopentyl or cyclohexyl; RJ is hydrogen, chlorine, methyl, ethyl, methoxy; hydrogen, chlorine, methyl - hydrogen, chlorine, Hj Kg together - carbon-carbon bond or oxygen bridge hydrogen, methyl; R - cyclohexyl or groups ". Rg is hydrogen, chlorine, ethoxy; Y is oxygen or a group g pa —CH — Yu; the group —sn is bound to a phenyl core, 2 is hydrogen, methyl; type — each number is O or 1. The content of active substance is from 0.1 to 95% by weight, the rest is added. Compounds of the formula I are prepared by simple methods: ether (o-alkylation} epoxidation; junction of hydrogen halide to olefinic jttBoflHOft communication} HFWH) halogen to epoxy halogen followed by condensation by hydrogenation, synthesis, ethereal hydrogen; fpoKHOfi bond to a conjugated double bond; joining alcohol or water to a long-term bond; alkylation of alcohol. The usual forms of application are the dusty, emulsion concentrates, granules, dispersions. They are prepared by methods - ovshimy in the manufacture of preparative forms of psticides: PRI, me r. A. Topical effect on larvae of Dysdercus fasciatus. 10 larvae of Dysdercus fasciatus for .8–10 days of adult molting are treated topically with an appropriate solution of the active principle at a concentration of 4 ppm, not one larva of the Zatea larva is kept at 28 s and at 80–90% relative air humidity. NadyeksYBY: (Y: shro tSh11GE pre-snapped cotton seeds. Approximately 10 days later, i.e. as soon as 1 of the control insects molt, determine the number of normal adults insects. B. Contact effect on Dysdercus fasciatus larvae. A certain amount A 0.1% acetone solution of active principle (10 mg of active substance per 1 m) is equally distributed in Mysko at a pipette. After the evaporation of acetbone, 10 larvae are placed in a bowl in a bowl in which it is fed and moistened with cotton. Y
Compounds
Table
The number of normal adults, expressed as a percentage, compared with the control in the dough. Then the bowl is covered with a sieve. Approximately 10 days later, when the adorable molt of the control insects ends, the number of normal adult insects is determined. B. Topical effect on Dermestes ardarius pupae. 10 fresh Dermestes 6ardariUs pupae expose the topical action of acetone of the active ingredient in a concentration of 5 ppm per pupa. Then the pupae are kept at 80-90% relative humidity of the air. After about 10 days, i.e. as soon as the pupae leave their shell in the adult stage; determine the number of normal adults. G. Contact action on Tenebrio raoBitor pupae. A certain amount of a 1% acetone solution of the active principle (Yu mg of active substance per 1 m) is evenly distributed in a bowl using a pipette. After evaporation of the acetone, 10 baby jelly pupae are sprinkled onto the processing surface and the bowl is covered with a sieve. When control nasex leave the SVS on the shell as adulatnyh, count the number of normal adulat. D. Contact action on the larvae of Aedes aegypti. Approximately 20 two-day old larvae causing yellow fever (Aedes aegypti) are mixed into a vessel containing a solution of the active substance (at a concentration of 5 ppm). The vessel is then closed with a lid with a sieve. As soon as the control sheds the control, the number of normal sheds is counted and compared with the controls. The following results, presented in Table 1, are obtained.
7194794
Continuation of table 1
ABOUT
about - about - -00
Ltd
oh oh
-00

- about -. about
7194798
Compounds
Continuation of table 1
Number of normal adultic, expressed in percentages, by comparison with the controls in the test
. I f p I B I G I D
-00
Oh oh
Oh oh
Compounds
) 1 „X
 not subjected to the test
Comparative testing. For comparative studies, the following compounds () are used as active principle .;
ABOUT
HI
IV
OCHj-CHi-CHa O-CH.-CHi-CH
.0. Jl sn,
VI
x-CHj 0-SNg-SN.d
Continuation of table 1
| Number of normal
adults, expressed as a percentage, compared with the controls in the test
-00
00
-00
L "
ABOUT
ABOUT
Method.
A. Contact action on the larvae of Dysdercus fastiatus.
A certain amount of a 0.1% aqueous solution of the active principle in acetone (iO mg of the active substance per 1 m) is evenly distributed using a pipette in an aluminum bowl. After the acetone is evaporated, 10 larvae of Dysdercus fasclatus in stage 5 are placed in an experimental bowl, in which the cotton is nourished and moistened. Then the bowl is covered with a sieve lid. After 10 days, i.e. when the control larvae after molting go to the adduct stage, the number of normal adults is determined.
B. Contact action on Tenebrio mo2itor pupae.
A certain amount of an acetone solution of its active principle (10 mg of active substance per 1 m) is evenly distributed in an aluminum bowl using a pipette. After evaporation of the acetone, 10 fresh, after molting, pupae are placed on the surface to be treated. The vessel is covered with a sieve lid.
权利要求:
Claims (1)
[1]
SUMMARY OF THE INVENTION An insecticidal agent containing a phenoxy derivative as an active substance and an additive selected from the group ель excipient, for purity, it contains a solid carrier as a phenoxy derivative, a solution-surface active agent, especially that, enhancing the insecticidal asset- /
Cd — C4 ~ alkyl, vinyl, ethynyl
TSNIIIPI Order 10062/6
-...... -------------- -. ----- * - '-
Branch of PPP 1 'Patent. Uzhhorod, st. Design, 4 R 1
R *
R ". r 5
R 6 r 7
Re γ m and.
R-i and R ,,
- hydrogen, chlorine, methyl, 1 ethyl;
- together a cyclopentyl ring or. Cyclohexyl;
- hydrogen, chlorine, methyl, ethyl, methoxy;
- hydrogen, chlorine, methyl;
- hydrogen, chlorine, Rj and R s together - carbon-carbon bond or oxygen bridge;
- hydrogen, methyl;
—Loxhexyl or group
'pa ’
’. hydrogen, chlorine, ethoxy; - oxygen or group2
I pa-sn-o, and the group - N- is connected with the phenyl core; Z is hydrogen, methyl; η - every number 0 or. 1, and the content of active substance in the medium is from 0.1-95 wt.%, The rest is additive.
Priority by feature. '02/04/72.
At R-f
C-f - C 4 etimethyl, chloro, methyl;
chlorine, R 3 and
- hydrogen, chlorine, -alkyl, vicyl, nyl;
- hydrogen, chlorine, ethyl;
- together a cyclopentyl ring or cyclohex force;
- hydrogen, ethyl;
- hydrogen
- hydrogen, R $ - together a carbon-, carbon-carbon bond or an oxygen bridge;
- hydrogen, methyl;
- cyclohexyl or group * * * 8. ’
G chlorine, methyl, ·. pa
- hydrogen, chlorine, ethoxy;
- oxygen, CH a -O;
- hydrogen, methyl ;, - each number is 0 or 1.
. When R 3 - methoxy G 'R0
At
Z m th 02/16/72. When R 3 is methoxy and ethoxy. 2
01/03/73. Y is SP-b, the ’-CH group is bonded to the phenyl core, and Z is methyl.
类似技术:
公开号 | 公开日 | 专利标题
SU719479A3|1980-02-29|Insecticide
US4524068A|1985-06-18|Cyclodextrin inclusion complex of piperonyl butoxide
SU671701A3|1979-06-30|Insecticide
GB1078511A|1967-08-09|Synthetic pyrethrin analogues and insecticidal compositions containing them
SU660566A3|1979-04-30|Insecticide composition
HU196352B|1988-11-28|Insecticide compositions containing substituted benzyl-ether derivatives as active ingredients and process for preparing the active substances
KR102282322B1|2021-07-26|Cockroach attraction-aggregation substance, cockroach aggregation attractant and cockroach controlling agent
Elliott et al.1986|Insecticidal amides with selective potency against a resistant | strain of houseflies |
IL26400A|1970-10-30|Synergistic insecticidal compositions containing an insecticidal carbamate and an aryl propargyl ether
US4334104A|1982-06-08|Hydroquinone diether having juvenile hormone and acaricide activity
US4162326A|1979-07-24|Insect control agents
Schwarz et al.1974|Compounds related to juvenile hormone. Exceptional activity of arylterpenoid compounds in four species of flies
US3873724A|1975-03-25|Method for disrupting normal insect maturation
GB2097393A|1982-11-03|New antiparasitic and pesticidal derivatives of cyclopropane carboxylic acids
JPH0751525B2|1995-06-05|Difluorohalomethoxyphenyl derivatives and insecticides and acaricides containing the same
EP0266822A1|1988-05-11|Use of farnesene in agriculture or horticulture or in the protection of stocks, or for the preparation of products, and also method for controlling insects and acarids by using farnesene
EP0044718A2|1982-01-27|Pesticidal pentafluorobenzyl esters of cycloalkyl carboxylic acids
US3776925A|1973-12-04|Cyclic organic compounds
Allen et al.1940|The Effect of Alkaline Dust Diluents on Toxicity of Rotenone Bearing Roots as Determined by Tests with Houseflies
US3524915A|1970-08-18|Synergistic insecticidal carbamates with 3,4 - methylenedioxyphenyl-3- halo-2-propynyl ethers
US3934033A|1976-01-20|Method for distrupting normal insect maturation
US2349572A|1944-05-23|Insecticide
US2795526A|1957-06-11|Methods for repelling insects with polycyclic aldehydes and alcohols
EP0512379B1|1995-07-19|Insecticides containing ternary mixtures of methylenedioxybenzene derivatives and procedure for their preparation
SU609454A3|1978-05-30|Combination for fighting insects
同族专利:
公开号 | 公开日
FI59389B|1981-04-30|
AT322279B|1975-05-12|
SE7801241L|1978-02-02|
IL41419D0|1973-03-30|
NL7301400A|1973-08-07|
IL41419A|1978-08-31|
IT986958B|1975-01-30|
HU165797B|1974-11-28|
JPS4886835A|1973-11-15|
GB1424211A|1976-02-11|
FR2168115B1|1978-04-21|
DE2304962C2|1984-12-13|
CA1045144A|1978-12-26|
DE2304962A1|1973-08-09|
JPS5844649B2|1983-10-04|
EG10996A|1976-09-30|
FI59389C|1981-08-10|
DD107383A5|1974-08-05|
FR2168115A1|1973-08-24|
BE794894A|1973-08-02|
SE410184B|1979-10-01|
引用文献:
公开号 | 申请日 | 公开日 | 申请人 | 专利标题

US3155733A|1962-06-27|1964-11-03|Dow Chemical Co|Aryloxyarylthioalkenyl ethers|
CH526258A|1970-03-25|1972-08-15|Hoffmann La Roche|Pesticides|
ZA712230B|1970-04-17|1971-12-29|Hoffmann La Roche|Chlorophenyl derivative|US3998972A|1974-10-14|1976-12-21|Ciba-Geigy Corporation|Diphenyl derivatives|
GB1570982A|1976-03-05|1980-07-09|Shell Int Research|Substituted benzyl ethers and thioethers|
CH624087A5|1976-08-25|1981-07-15|Hoechst Ag|Process for the preparation of phenoxyphenoxypropionic acid derivatives|
FR2434133B1|1978-06-21|1988-04-29|Montedison Spa|NOVEL HYDROQUINONIC DIETHERS WITH JUVENILE HORMONAL AND ACARICIDAL ACTIVITY|
CH643223A5|1978-06-21|1984-05-30|Montedison Spa|HYDROKINONIC DIETERS WITH YOUTH AND ACARICIDE HORMONIC ACTIVITY.|
US4408076A|1981-06-05|1983-10-04|Zoecon Corporation|Phenoxy unsaturated carboxylic acid esters and derivatives|
US4429167A|1981-09-04|1984-01-31|Zoecon Corporation|3-Alkoxy-4-substituted-phenoxy-2,3-unsaturated acids, esters and derivatives|
US4525205A|1982-01-22|1985-06-25|Zoecon Corporation|Herbicidal compositions comprising compounds containing a phenylaminophenoxy moiety|
US4529438A|1982-03-23|1985-07-16|Zoecon Corp.|Pyridyloxy-phenoxy-alkanoic acid esters and derivatives|
DK181683A|1983-04-25|1984-10-26|Cheminova As|ARYLCYCLOALKYLETHER DERIVATIVES, THEIR USE AND PREPARATION|
JPH0348700Y2|1984-11-09|1991-10-17|
ES2054081T3|1988-09-15|1994-08-01|Ciba Geigy Ag|NEW ETERES.|
IL111252D0|1993-10-19|1994-12-29|Sumitomo Chemical Co|Dihalopropene compound, insecticide/acaricide containing said dihalopropene compound as active ingredient,and intermediate compound for use in production of said dihalopropene compound|
ES2124570T3|1994-08-04|1999-02-01|Sumitomo Chemical Co|DIHALOPROPEN COMPOUNDS, INSECTICIDE / ACARICIDE AGENTS CONTAINING THEM AND INTERMEDIARIES FOR THEIR MANUFACTURE.|
TW307746B|1994-10-14|1997-06-11|Sumitomo Chemical Co|
AU5287896A|1995-04-18|1996-11-07|Sumitomo Chemical Company, Limited|Dihalopropene compounds, insecticides containing them as act ive ingredients, and intermediates for their production|
ES2138434T3|1996-01-31|2000-01-01|Sumitomo Chemical Co|FLUOROPROPEN COMPOUND, AN INSECTICIDE THAT CONTAINS IT, AND AN INTERMEDIATE COMPOUND FOR ITS PREPARATION.|
JP4982950B2|2004-02-05|2012-07-25|住友化学株式会社|Pyrazole compounds and their intermediates, and their use for controlling harmful arthropods|
法律状态:
优先权:
申请号 | 申请日 | 专利标题
CH169572A|CH568714A5|1972-02-04|1972-02-04|Pesticidal subst hydrocarbyl ethers - with effects on insects and acarina|
CH224072A|CH582473A5|1972-02-16|1972-02-16|Pesticidal subst hydrocarbyl ethers - with effects on insects and acarina|
CH4873A|CH584511A5|1973-01-03|1973-01-03|Pesticidal subst hydrocarbyl ethers - with effects on insects and acarina|
[返回顶部]