AP951A - Method for controlling a population of social insects using 1-arylprazoles. - Google Patents

Method for controlling a population of social insects using 1-arylprazoles. Download PDF

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Publication number
AP951A
AP951A APAP/P/1998/001186A AP9801186A AP951A AP 951 A AP951 A AP 951A AP 9801186 A AP9801186 A AP 9801186A AP 951 A AP951 A AP 951A
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AP
ARIPO
Prior art keywords
population
alkyl
ants
composition
radical
Prior art date
Application number
APAP/P/1998/001186A
Other versions
AP9801186A0 (en
Inventor
Louis Zangaicomi
Original Assignee
Rhone Poulenc Jardin
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Filing date
Publication date
Priority claimed from FR9508074A external-priority patent/FR2735951A1/en
Application filed by Rhone Poulenc Jardin filed Critical Rhone Poulenc Jardin
Publication of AP9801186A0 publication Critical patent/AP9801186A0/en
Application granted granted Critical
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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom

Abstract

A method for controlling a population of social insects such as anti, wasps or cockroaches by administering to a minor fraction of population an effective amount of a composition that includes a bait and a 1-phcnyl pynzole-type compound, particularly -CF3 phenyl) 3-CN 4-(SO-CF3) 5-NHj pyrarolc.

Description

METHOD FOR CONTROLLING A POPULATION
OF SOCIAL INSECTS WITH 1-ARYLPYRAZOLES OR
1-HETEROARYLPYRAZOLES
The subject of the present invention is a 5 method for controlling a population of social insects, especially ants, wasps and cockroaches (or Blatta spp.) It is often very desirable to combat the drawbacks caused by populations of social insects such as ants or wasps or cockroaches (or Blatta spp.), especially in the case of ant populations. Social insects are insects which live in a large society, or in a colony comprising a large number of such insects or congeners .
In the case of ants, for example, these drawbacks generally stem from the inconvenience caused to individuals by the presence or passage of columns of ants in living areas or in the immediate vicinity thereof, such as in the garden or on the patio. The passage of such columns of ants on the lawn next to a private house may especially be particularly unpleasant for the resident wishing to relax by stretching out on the said lawn, on account of the bites inflicted by certain species.
The control of ants is also desirable as regards the cultivation of fruit trees and/or ornamental trees. The reason for this is that certain species of ant provide a role of defending aphids
AP/P/ 9 8/01186
AP 00951 against their predators and thus contribute towards maintaining high populations of aphids, which are harmful to the good health of the trees concerned and/or to fruit yields.
Certain species of ant sometimes cause even greater inconvenience. Thus, the pharaoh ant (Monomorium pharaonis} may create anthills even inside living areas, which, in the case of blocks of flats and especially of hospitals, poses hygiene problems.
Now, the inconvenience and/or damage caused by social insects such as ants or wasps or cockroaches (or Blatta spp.), and preferably ants or cockroaches (or Blatta spp.), are in direct proportion with the sometimes very large number which a population of such insects may reach, for example, in the case of ants, the very large number of individuals in the population of an anthill.
Methods for controlling ants or wasps or cockroaches (or Blatta spp.) using insecticidal compounds are known. However, these methods are not always satisfactory. The reason for this is that they often destroy only a small portion of the population concerned, for example, in the case of ants, a fraction of the workers whose function is to collect food outside the anthill. The destruction of this population category is not, however, sufficient to overcome the drawbacks caused by the ants. Indeed, the large capacity of ants to proliferate and their
AP/P/ 9 8/01 186
AP Ο Ο 9 5 1 specialization based on the needs of the anthill are capable of rapidly compensating for this destruction, bringing about a new increase in the population.
The known methods moreover have the drawback that it is very difficult to treat all the individuals of the population, especially on account of the fact that, as regards ants, the anthills are fairly inaccessible, since they are generally located at a depth of several tens of centimetres below the surface of the ground.
One aim of the present invention is to overcome these drawbacks.
Another aim of the present invention is to ensure the destruction of the larvae present in the anthill, or more generally in the nest or dwelling place of the said social insects.
Another aim of the present invention is to ensure the destruction of the laying females present in the anthill, or more generally in the nest or dwelling place of the said social insects.
Another aim of the present invention is to propose a method which allows the definitive destruction of all or virtually all of a population of social insects such as ants or wasps or cockroaches (or
Blatta spp.), preferably such as ants or cockroaches (or Blatta spp.).
It has now been found that these aims could be totally or partly achieved by means of the control
AP/P/ 9 8/01186
AP 00951 method according to the invention which is described in detail below.
The subject of the present invention is thus a method for controlling a population of social insects such as ants or wasps or cockroaches (or Blatta spp.), characterized in that an effective amount of a composition comprising a bait and a compound of formula (I) :
in which:
Rj is a halogen atom or a CN or methyl group;
R2 is S(O)nR3;
R3 is alkyl or haloalkyl;
R4 represents a hydrogen or halogen atom; or a radical NR5R6, S(O)BR7, C(O)R7 or C(O)O-R7, alkyl, haloalkyl or OR8 or a radical -N=C(R9) (R10) ;
Rs and Rs independently represent a hydrogen atom or an alkyl, haloalkyl, C(O)alkyl or S(O)rCF3 radical; or Rs and R6 may together form a divalent alkylene radical which may be interrupted by one or two divalent hetero atoms, such as oxygen or sulphur;
AP/P/ 9 8/01 186
AP 00951
R7 represents an alkyl or haloalkyl radical;
RB represents an alkyl or haloalkyl radical or a hydrogen atom;
R9 represents an alkyl radical or a hydrogen atom;
R10 represents a phenyl or heteroaryl group optionally substituted with one or more halogen atoms or groups such as OH, -O-alkyl, -S-alkyl, cyano or alkyl;
RX1 and R12 represent, independently of each other, a hydrogen or halogen atom;
R13 represents a halogen atom or a haloalkyl, haloalkoxy, S(O)qCF3 or SFs group;
m, n, q and r represent, independently of 15 each other, an integer equal to 0, 1 or 2;
X represents a trivalent nitrogen atom or a radical C-R12, the other three valency positions of the carbon atom forming part of the aromatic ring;
with the proviso that when R3 is methyl, then 2 0 R3 is haloalkyl, R4 is NH2, R13 is Cl, R13 is CF3 and X is
N.
The alkyl radicals of the definition of the formula (I) generally comprise from 1 to 6 carbon atoms. The ring formed by the divalent alkylene radical representing Rs and R6, as well as by the nitrogen atom to which R5 and R6 are attached, is generally a 5-, 6or 7-membered ring.
A preferred class of compounds of formula (I)
AP/I7 9 8/01 186
AP Ο Ο 9 5 1 comprises the compounds where Rx is CN and/or R3 is haloalkyl and/or R4 is NH2 and/or R31 and R12 are, independently of one another, a halogen atom and/or R13 is haloalkyl.
Populations of ants are more especially preferred among the populations of social insects which may be controlled using the method according to the invention.
In the sense of the present invention, control of a population of social insects such as ants, wasps or cockroaches is understood to mean the control of the said insects, and more particularly the total or virtually total destruction of the said population, in other words the destruction of more than 60%, preferably more than 70% and even more preferably of 95 to 100%, of the said population.
An effective amount of the composition used in the method according to the invention is understood to mean an amount which is capable of controlling the whole population of social insects such as a population of ants or wasps or cockroaches (or Blatta spp.).
More particularly, the invention relates to a method for treating social insects such as ants, cockroaches or wasps with an effective amount of active material of formula (I), this effective amount of composition being an amount used equal to the dose required to destroy at least 90% of the minor fraction of the population of social insects to which the said
AP/P/ 9 8/01 186
AP 00951
Ί composition is applied, within a period of between 2 and 30 days, preferably between 2 and 7 days. The minor fraction often corresponds in practice to the population living or circulating outside the common dwelling place or nest.
According to a more preferred variant of the invention, when the population of social insects is a population of ants, the effective amount of composition used for the method according to the invention is generally such that the dose of compound of formula (I) is between 0.05 and 50 mg per anthill treated, preferably from 0.1 to 20 mg. This effective amount may be determined more precisely within this range by systematic tests, depending on the species of ant whose population it is desired to control, and also depending on the size and extent of the anthills which may vary according to the nature of these species.
The invention thus also relates to a method for controlling social insects such as ants, wasps or cockroaches (but preferably cockroaches or Blatta spp.) which have a common dwelling place or nest in which they live with a substantial population of their congeners, the said method comprising a treatment with an effective dose, preferably a dose of between 0.0001 and 20 grams per 100 m2, of one or more areas frequented by, or assumed to be frequented by, the said social insects (preferably cockroaches), the said area being outside the place of the said common dwelling but being
AP/P/ 9 8/01186
AP 00951 a place in which the cockroaches circulate or are assumed to circulate.
The ants which may be controlled using the method according to the invention are especially:
- ants of the genus Lasius, for example the black ant (Lasius niger);
- the pavement ant (Tetramorium caespitum);
- the pharaoh ant (Monomorium pharaonis);
- the Argentine ant (Iridomyrmex humilis);
- fire ants belonging to the genus
Solenopsis;
- fungal ants, such as the ants of the genus Acroiayrmex (for example the cassava ant) and the ants of the genus Atta.
The cockroaches which may be treated by the method of the invention are mainly Blatella germanica, Blatella orientalis, Periplaneta americana, Periplaneta fuliginosa.
The compound of formula (I) may be prepared according to one of the methods described in Patent Applications WO 87/3781, 93/6089, 94/21606, and EP 295,117 or alternatively by another method from within the general experience of those skilled in the art competent in chemical synthesis. This compound is also referred to in the remainder of the present text hy the term active material.
The bait employed in the composition used in the method according to the invention is a product
AP/P/ 9 8/01 186
AP 00951 which is sufficiently appetizing to incite social insects such as ants or wasps or cockroaches (or Blatta spp.) to eat it. In the case of ants, this bait is chosen, for example, but not exclusively, from animal and/or plant proteins, or alternatively from fats, also of animal and/or plant origin, or even from mono-, oligo- or polyorganosaccharides, especially from sucrose, lactose, fructose, dextrose, glucose or even molasses or honey.
According to a particularly advantageous variant of the invention, the compound of formula (I) used in the invention is 5-amino-3-cyano-1-[2,6 dichloro-4-(trifluoromethyl)phenyl] -4t(trifluoromethyl)sulphinyl]-ΙΗ-pyrazole.
The minor fraction of the population to which the composition employed in the method according to the invention is applied is generally between 1 and 50% of the total population, preferably between 2 and 20%.
According to a preferred variant of the invention, the population of ants which may be controlled using the method according to the invention is a population of ants living in the same anthill. In this case, the minor fraction of the population to which the composition is applied generally consists of workers whose function is to collect food from outside the anthill, these being known as the harvester workers of the anthill.
According to another preferred variant of the
AP/P/ 9 8/01 186
AP/P/ 9 8/01 186
AP 00951 invention, the ant or cockroach population which can be controlled by means of the method according to the invention is a population of cockroaches living in the same common dwelling place for cockroaches.
The dose of compound of formula (I) in the composition used is between 0.0005 and 0.5%, preferably between 0.001 and 0.2%. In the present text, the percentages corresponding to doses are, except where otherwise mentioned, weight/weight percentages.
The dose of bait in the composition used is generally between 1 and 99%, preferably between 30 and 99%. The composition used may also comprise other additives such as a solvent for the active material, a flavouring, a preserving agent, a dye or a bitter agent.
According to a particularly advantageous variant of the method according to the invention, it is preferred to apply the composition by placing it in a closed bait-carrier box containing openings which are reserved, on account of their size, for the exclusive use of ants or Blatta spp., or insects of similar size, in an area where these insects are likely to be found.
The area may especially be in a public or private place, such as a living area, or alternatively on a balcony, a patio, in a garden or in a field. This variant is of improved safety, since it concerns an active material which is liable to present a risk in the case of accidental contact or ingestion by pets or children
AP Ο Ο 9 5 1
The invention as described in the present application also applies to termites, but is preferred for ants, cockroaches and wasps.
In the examples which follow the compound of 5 formula (I) used is 5-amino-3-cyano-1-[2,6-dichloro-4(trifluoromethyl)phenyl]-4[(trifluoromethyl)sulphinyl]-ΙΗ-pyrazole, referred to as compound A.
Example 1:
f 10 A watch glass containing 10 g of a 0.05%
I dispersion of compound A in honey is placed 20 cm from the entrance to an active anthill. The ants are of the species Lasius niger, for which the fraction of workers whose function is to collect food is in the region of
10% of the total population. The total population is estimated by a count carried out on an untreated anthill, referred to as the control, containing 10,000 individuals .
During the first 2 days, it is observed that the ants head in a column from the anthill to the watch glass, stop to take up the dispersion and then return to the anthill.
After 15 days, no further surface activity is observed around the anthill. An update on the latter is then obtained by excavation.
A destruction rate of greater than 99% is observed.
AP/P/ 9 8/01 186
In particular, all the larvae have been destroyed
AP 00951
Example 2:
Tests are carried out on Blatella Germanica cockroaches in boxes 36 x 24 x 14 cm in size. These 5 boxes comprise a source of water, a shelter consisting of piled pieces of cardboard, and additional food consisting of biscuit pieces.
cockroaches are introduced into the box without bait.
After 24 hours, a 2.7 g pellet of bait with
1.35 mg of product of formula (I) is introduced into the box.
After a further 8 hours, the bait and the additional food are removed and 15 new healthy cockroaches are introduced.
hours after the introduction of the bait (ie. 56 hours after removing the bait and introducing new cockroaches), 98.6% of the cockroaches are dead.
The level is 100% after 88 hours.

Claims (2)

  1. CLAIMS rl.iving now particularly described and :i-.ceri;iined inv/oiir said inwiuinn ;m.l >n v- hat manner the same is to be ped’eriikd 1. v.<· declare tbai what 1/we claim is —
    1. Method for controlling a population of social insects such as ants or wasps or cockroaches (or Blatta spp.), characterized in that an effective amount of a composition comprising a bait and a compound of formula (I):
    in which:
    R3 is a halogen atom or a CN or methyl group;
    R2 is S(O)nR3;
    R3 is alkyl or haloalkyl;
    R4 represents a hydrogen or halogen atom; or a radical NR5R6, S(O)ffiR7, C(O)R7 or C(O)O-R7, alkyl, haloalkyl or OR8 or a radical -N=C(Rg) (R10) ;
    R5 and R5 independently represent a hydrogen atom or an alkyl, haloalkyl, C(0)alkyl or S(O)rCF3 radical; or R5 and R6 may together form a divalent alkylene radical which may be interrupted by one or two divalent hetero atoms, such as oxygen or sulphur;
    R7 represents an alkyl or haloalkyl radical;
    R8 represents an alkyl or haloalkyl radical or
    AP/P/ 9 8/01 186
    AP 00951 a hydrogen atom;
    R9 represents an alkyl radical or a hydrogen atom;
    R10 represents a phenyl or heteroaryl group 5 optionally substituted with one or more halogen atoms or groups such as OH, -O-alkyl, -S-alkyl, cyano or alkyl;
    R1X and R12 represent, independently of each other, a hydrogen or halogen atom;
    ' 10 R13 represents a halogen atom or a haloalkyl, / haloalkoxy, S(O)qCF3 or SF5 group;
    m, n, q and r represent, independently of each other, an integer equal to 0, 1 or 2;
    X represents a trivalent nitrogen atom or a 15 radical C-R12, the other three valency positions of the carbon atom forming part of the aromatic ring;
    with the proviso that when Rx is methyl, then
    R3 is haloalkyl, R4 is NH2, R1X is Cl, R13 is CF3 and X is l N·
    20 2. Method according to claim 1, characterized in that the controlled population of social insects is a population of ants.
    3. Method according to claim 1, characterized in that the controlled population of
    25 social insects is a population of cockroaches.
    4. Method for controlling social insects such as ants, wasps or cockroaches (but preferably cockroaches or Blatta spp.) which have a common
    AP/P/ 9 8/01186
    AP 00951 dwelling place or nest in which they live with a substantial population of their congeners, the said method comprising a treatment with an effective dose, preferably a dose of between 0.0001 and 20 grams per
    5 100 m2, of one or more areas frequented by, or assumed to be frequented by, the said social insects, the said area being outside the place of the said common dwelling but being a place in which the cockroaches circulate or are assumed to circulate.
    10 5. Method according to one of the preceding claims, characterized in that the effective amount of composition used is an amount which is capable of controlling the whole population of social insects.
    6. Method according to one of the preceding
    15 claims, characterized in that the effective amount of composition used is equal to the dose required to destroy at least 90% of the minor fraction of the population of social insects to which said composition is applied, in a time between 2 and 30 days, preferably
    20 between 2 and 7 days.
    7. Method according to one of the preceding claims, characterized in that the effective amount of composition used for the method according to the invention is such that the dose of compound of formula
    25 (I) is between 0.05 and 50 mg per anthill treated, preferably from 0.1 to 20 mg.
    8. Method according to one of the preceding claims, characterized in that the effective amount of
    ΑΡ/Γ/ 9 8/01 186
    AP 00951 composition used for the method according to the invention is such that the dose of compound of formula (I) is between 0.0 0 01 and 2 0 g per 100 m2 .
    9. Method according to one of the preceding 5 claims, characterized in that the bait employed is chosen from animal and/or plant proteins, or alternatively from fats, also of animal and/or plant origin, or even from mono-, oligo- or polyorganosaccharides, especially from sucrose,
    10 lactose, fructose, dextrose, glucose or even molasses or honey.
    10. Method according to one of the preceding claims, characterized in that the compound of formula (I) used is 5-amino-3-cyano-1-[2,6-dichloro-415 (trifluoro-methyl)phenyl]-4[(trifluoromethyl)sulphinyl]-ΙΗ-pyrazole.
    11. Method according to one of the preceding claims, characterized in that the composition is applied to a fraction of the population which is
    20 between 1 and 40% of the total population, preferably between 2 and 20%.
    12. Method according to one of the preceding claims, characterized in that the controlled population of ants is a population of ants living in the same
  2. 2 5 anthill.
    13. Method according to claim 10, characterized in that the minor fraction of the population to which the composition is applied consists
    AP/F/ 9 8/01 186
    AP 00951 of harvester workers from the anthill.
    14. Method according to one of the preceding claims, characterized in that the dose of compound of formula (I) in the composition is between 0.0005 and 0.5%, preferably between 0.001 and 0.2%.
    15. Method according to one of the preceding claims, characterized in that the dose of bait in the composition is between 1 and 99%, preferably between 30 and 99%.
    10 16. Method according to one of the preceding claims, characterized in that the composition is applied by placing it in a closed bait-carrier box containing openings which are reserved, on account of their size, for the exclusive use of ants or Blatta
    15 spp., in an area where these are likely to be found.
    17. Method according to claim 16, characterized in that the area is in a public or private place, such as a living area, or alternatively on a balcony, a patio, in a garden or in a field.
APAP/P/1998/001186A 1995-06-29 1996-06-26 Method for controlling a population of social insects using 1-arylprazoles. AP951A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR9508074A FR2735951A1 (en) 1995-06-29 1995-06-29 Control of social insects such as ants and cockroaches
FR9601238A FR2735952B1 (en) 1995-06-29 1996-01-29 METHOD FOR CONTROLLING A POPULATION OF SOCIAL INSECTS
PCT/FR1996/000994 WO1997001279A1 (en) 1995-06-29 1996-06-26 Method for controlling a population of social insects using 1-arylpyrazoles or 1-heteroarylpyrazoles

Publications (2)

Publication Number Publication Date
AP9801186A0 AP9801186A0 (en) 1998-01-31
AP951A true AP951A (en) 2001-03-28

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APAP/P/1998/001186A AP951A (en) 1995-06-29 1996-06-26 Method for controlling a population of social insects using 1-arylprazoles.

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US (2) US20020042439A1 (en)
EP (1) EP0836387B1 (en)
JP (1) JPH11508551A (en)
KR (1) KR100428232B1 (en)
CN (2) CN1102832C (en)
AP (1) AP951A (en)
AR (1) AR002646A1 (en)
AT (1) ATE322824T1 (en)
AU (1) AU710851B2 (en)
BR (1) BR9609465A (en)
CA (1) CA2223822C (en)
CO (1) CO4750583A1 (en)
DE (1) DE69636034T2 (en)
DK (1) DK0836387T3 (en)
EA (1) EA002017B1 (en)
ES (1) ES2257750T3 (en)
FR (1) FR2735952B1 (en)
HK (1) HK1056098A1 (en)
MX (1) MX9800139A (en)
MY (1) MY114788A (en)
NZ (1) NZ312722A (en)
PT (1) PT836387E (en)
TW (1) TW349842B (en)
WO (1) WO1997001279A1 (en)

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DE69636034T2 (en) 2006-09-14
AU6461896A (en) 1997-01-30
FR2735952B1 (en) 1997-08-01
CN1418548A (en) 2003-05-21
WO1997001279A1 (en) 1997-01-16
CO4750583A1 (en) 1999-03-31
HK1056098A1 (en) 2004-02-06
TW349842B (en) 1999-01-11
PT836387E (en) 2006-07-31
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AU710851B2 (en) 1999-09-30
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KR19990028521A (en) 1999-04-15
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CN1204810C (en) 2005-06-08
US20020042439A1 (en) 2002-04-11
FR2735952A1 (en) 1997-01-03
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AU710851C (en) 1997-01-30

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