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US4661501A Expired / Lapsed US ⏱️ 0.0 years remaining

Certain aryl-alkane-2-pyridyloxy-phenyl derivatives having insecticidal and acaricidal activity

Assignee: Mitsui Toatsu Chemicals Inc
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Filing: 1986-02-26
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Granted: 1987-04-28
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Expires: 2006-02-26
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Abstract

Abstract The present invention relates to novel aromatic alkane derivatives represented by the following general formula (I): <IMAGE> (I) wherein Ar stands for a substituted or unsubstituted phenyl or naphthyl group, R1 stands for a methyl, ethyl or isopropyl group and R2 stands for a hydrogen atom or a methyl group, or R1 and R2 together with the carbon to which they are attached jointly represent a substituted or unsubstituted cycloalkyl group and R3, stands for a fundamental group of an alcohol which is usually used in a form of R3OH as to natural or synthetic pyrethroids, and also to the uses of these compounds. These compounds of the present invention have excellent insecticidal and acaricidal activities while the toxicities of these compounds are very low.

Inventors

  • 👤 Kiyoshi Nakatani
  • 👤 Satoshi Numata
  • 👤 Kenji Kodaka
  • 👤 Kengo Oda
  • 👤 Shiro Shiraishi
  • 👤 Takatoshi Udagawa

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-07 19:14
CPC Classifications
C; C07; C07D; C07D317/00; C07D317/08; C07D317/44; C07D317/46; C07D317/48; C07D317/50; C07D317/54; A; A01; A01N; A01N31/00; A01N31/08; A01N31/14; A01N31/16; A01N35/00; A01N35/04; A01N37/00; A01N37/36; A01N37/38; A01N43/00; A01N43/02; A01N43/04; A01N43/06; A01N43/08; A01N43/24; A01N43/26; A01N43/28; A01N43/30; A01N43/34; A01N43/40; C07C; C07C323/00; C07C43/00; C07C43/02; C07C43/20; C07C43/205; C07C43/215; C07C43/257; C07C45/00; C07C45/004; C07C45/61; C07C45/62; C07C45/67; C07C45/68; C07C45/72; C07C45/74; C07C49/00; C07C49/20; C07C49/213; C07C49/217; C07C49/223; C07C49/255; C07C49/76; C07C49/84

Claims Analysis

Total Claims: 5
Claim 1
Independent Claim 221 words
An aromatic alkane derivative represented by the following formula (I) ##STR171## wherein Ar stands for an aryl group selected from the group consisting of a napthyl group and phenyl groups which may be unsubstituted or substituted with the same or different substituents selected from the group consisting of a halogen atom; an alkyl(C 1 -C 3 ), haloalkyl(C 1 -C 3 ), alkoxy(C 1 -C 3 ), haloalkoxy(C 1 -C 3 ), alkenyl(C 2 -C 3 ), haloalkenyl(C 2 -C 3 ), alkoxyalkyl(C 2 -C 3 ), haloalkenyloxy(C 2 -C 3 ), alkynyloxy(C 2 -C 3 ), alkoxycarbonyl(C 2 -C 3 ), haloalkoxycarbonyl(C 2 -C 3 ), phenoxy, nitrile or methylenedioxy group, R 1 stands for a methyl, ethyl or isopropyl group and R 2 stands for a hydrogen atom or a methyl group, or R 1 and R 2 together with the carbon atom to which they re attached jointly represent a cycloalkyl group having 3 to 6 carbon atoms, which may be unsubstituted or substituted with halogen atoms or methyl groups, and R 3 stands for a group represented by the following general formula (III): ##STR172## wherein R 4 stands for a hydrogen atom, or an ethynyl or cyano group, R 7 stands for a hydrogen or halogen atom, or an alkoxy group having 1 to 3 carbon atoms.
Claim 2
Dependent Claim 221 words
An aromatic alkane derivative represented by the following formula (I) ##STR171## wherein Ar stands for an aryl group selected from the group consisting of a napthyl group and phenyl groups which may be unsubstituted or substituted with the same or different substituents selected from the group consisting of a halogen atom; an alkyl(C 1 -C 3 ), haloalkyl(C 1 -C 3 ), alkoxy(C 1 -C 3 ), haloalkoxy(C 1 -C 3 ), alkenyl(C 2 -C 3 ), haloalkenyl(C 2 -C 3 ), alkoxyalkyl(C 2 -C 3 ), haloalkenyloxy(C 2 -C 3 ), alkynyloxy(C 2 -C 3 ), alkoxycarbonyl(C 2 -C 3 ), haloalkoxycarbonyl(C 2 -C 3 ), phenoxy, nitrile or methylenedioxy group, R 1 stands for a methyl, ethyl or isopropyl group and R 2 stands for a hydrogen atom or a methyl group, or R 1 and R 2 together with the carbon atom to which they re attached jointly represent a cycloalkyl group having 3 to 6 carbon atoms, which may be unsubstituted or substituted with halogen atoms or methyl groups, and R 3 stands for a group represented by the following general formula (III): ##STR172## wherein R 4 stands for a hydrogen atom, or an ethynyl or cyano group, R 7 stands for a hydrogen or halogen atom, or an alkoxy group having 1 to 3 carbon atoms.
Claim 3
Dependent Claim 249 words
An insecticidal and acaricidal composition, comprising a carrier or vehicle and, as an active ingredient, an insecticidally or acaricidally effective amount of one or two members selected from the group consisting of aromatic alkane derivatives represented by the following formula (I): ##STR173## wherein Ar stands for an aryl ring selected from the group consisting of naphthyl or phenyl which is unsubstituted or substituted with the same or different substituents selected from the group consisting of a halogen atom, an alkyl(C 1 -C 3 ), haloalkyl(C 1 -C 3 ), alkoxy(C 1 -C 3 ), haloalkoxy(C 1 -C 3 , alkenyl(C 2 -C 3 ), haloalkenyl(C 2 -C 3 ), alkoxyalkyl(C 2 -C 3 ), haloalkenyloxy(C 2 -C 3 ), alkynyloxy(C 2 -C 3 ), alkoxycarbonyl(C 2 -C 3 ), haloalkoxycarbonyl(C 2 -C 3 ), phenoxy, nitrile or methylenedioxy group, R 1 stands for a methyl, ethyl or isopropyl group and R 2 stands for a hydrogen atom or a methyl group, or R 1 and R 2 together with the carbon atom to which they are attached jointly represent a cycloalkyl group having 3 to 6 carbon atoms, which may be unsubstituted or substituted with a halogen atom or methyl group, and R 3 stands for a group represented by the following general formula (III): ##STR174## wherein R 4 stands for a hydrogen atom, or an ethynyl or cyano group, R 7 stands for a hydrogen or halogen atom, or an alkoxy group having 1 to 3 carbon atoms.
Claim 4
Dependent Claim 249 words
An insecticidal and acaricidal composition, comprising a carrier or vehicle and, as an active ingredient, an insecticidally or acaricidally effective amount of one or two members selected from the group consisting of aromatic alkane derivatives represented by the following formula (I): ##STR173## wherein Ar stands for an aryl ring selected from the group consisting of naphthyl or phenyl which is unsubstituted or substituted with the same or different substituents selected from the group consisting of a halogen atom, an alkyl(C 1 -C 3 ), haloalkyl(C 1 -C 3 ), alkoxy(C 1 -C 3 ), haloalkoxy(C 1 -C 3 , alkenyl(C 2 -C 3 ), haloalkenyl(C 2 -C 3 ), alkoxyalkyl(C 2 -C 3 ), haloalkenyloxy(C 2 -C 3 ), alkynyloxy(C 2 -C 3 ), alkoxycarbonyl(C 2 -C 3 ), haloalkoxycarbonyl(C 2 -C 3 ), phenoxy, nitrile or methylenedioxy group, R 1 stands for a methyl, ethyl or isopropyl group and R 2 stands for a hydrogen atom or a methyl group, or R 1 and R 2 together with the carbon atom to which they are attached jointly represent a cycloalkyl group having 3 to 6 carbon atoms, which may be unsubstituted or substituted with a halogen atom or methyl group, and R 3 stands for a group represented by the following general formula (III): ##STR174## wherein R 4 stands for a hydrogen atom, or an ethynyl or cyano group, R 7 stands for a hydrogen or halogen atom, or an alkoxy group having 1 to 3 carbon atoms.
Claim 5
Dependent Claim 28 words
A method of combatting insect pests and/or acarids comprising contacting the insect pests or acarids with a pesticidally effective amount of a compound in accordance with claim 1.

References Cited (Backward Citations)

US2079279A Cited
GB2085006A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1990-04-27 1990-10-27 1991-04-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1994-04-27 1994-10-27 1995-04-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1998-04-27 1998-10-27 1999-04-28 $7700.00 Window Closed / Lapsed

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