FR2484256A1 - METHOD FOR CONTROLLING PARASITES OF HOT-BLOOD ANIMALS - Google Patents

Abstract

METHOD FOR CONTROLLING PARASITES IN HOT BLOOD ANIMALS CHARACTERIZED IN THAT IT IS APPLIED TO ONLY PART OF THE SURFACE OF THE BODY OF THE ANIMAL AND, PREFERABLY, ON PART OF THE DORSAL SPINE, A COMPOSITION CONTAINING, IN AN APPROPRIATE VEHICLE ALLOWING THE PASSAGE OF THE SKIN BARRIER AT LEAST ONE PRODUCT RESPONDING TO FORMULA I IN ALL POSSIBLE ISOMERIC FORMS, (CF DRAWING IN BOPI) IN WHICH X REPRESENTS A HYDROGEN, FLUORINE OR CHLORINE ATOM BROMINE, X, IDENTICAL OR DIFFERENT FROM X, REPRESENTS AN ATOM OF FLUORINE, CHLORINE OR BROMINE, X REPRESENTS AN ATOM OF CHLORINE, BROMINE OR IODINE AND R REPRESENTS A REMAINING ALCOHOL.

Description

The present invention, to the realization of which have

  participated Dr. Werner BONIN and Mr. Jacques MARTEL has for object a new process of fight against the parasites

warm-blooded animals.

  The invention relates to a method for controlling parasites of warm-blooded animals, characterized in that it applies to only a part of the surface of the body of the animal and, preferably, to a part of the backbone ,

  a composition containing, in a suitable vehicle,

  both the passage of the cutaneous barrier, at least one product corresponding to formula I in all possible isomeric forms.

X 3

H H

  in which X 1 represents a hydrogen, fluorine,

  chlorine or bromine, X2, identical to or different from X1,

  a fluorine, chlorine or bromine atom, X3 represents

  a chlorine, bromine or iodine atom and R represents: - either a benzyl radical optionally substituted by one or more radicals chosen from the group consisting of alkyl radicals containing from 1 to 4 carbon atoms, the alkenyl radicals; comprising from 2 to 6 carbon atoms, alkenyloxy radicals having from 2 to 6 carbon atoms,

  alkadienyl radicals having from 4 to 8 carbon atoms

  B, the methylene dioxyl radical, the benzyl radical, the halogen atoms, - or a -CH27 group z19 <7 pCH2 R2 R1 in which the substituent R1 represents a hydrogen atom

  or a methyl radical and the substituent R2 a monocyclic aryl

  that or a group -CH2-C- = CH and in particular a group

2484Z56 -

  benzyl 3-furyl methyl, - or a group: in which R represents an aliphatic organic radical containing from 2 to 6 carbon atoms and one or more carbon-carbon unsaturations and in particular the vinyl radical, propen-1-yl, butadiene; 1,3-dienyl or buten-1-yl, - or a group: (R5n in which R4 represents a hydrogen atom, a grouping: -C-N

or a grouping: -

- C CH

  and R5 represents a chlorine atom or a methyl radical and

  n represents a number equal to 0, 1 or 2 and in particular the group

  3-phenoxy benzyl, α-cyano 3-phenoxy benzyl or α-ethynyl 3-phenoxy benzyl, - or a group: wherein the substituents R 6, R 7, R 8, R 9 represent hydro-ne, a chlorine atom, or a methyl radical and in which the symbol S / I indicates an aromatic ring or a cycle

3 2484256

analogous dihydro or tetrahydro. -

  The products of formula I are known products which

  can be prepared according to the methods described in

vetsbelge 858.894 and 873.201.

  The products of formula I exhibit outstanding pesticidal properties and especially excellent properties

  insecticides, acaricides, nematicides and fungicides.

  Heretofore, the known modes of administration for the products of formula I in their use for combating the parasites of warm-blooded animals were the modes of administration by digestive, parenteral or topical route. We have just discovered that it is possible to obtain excellent results in the control of animal parasites by administering the products of formula I according to

  the so-called method "For on".

  It is known that this method is to brush a small surface and preferably the backbone of the body of the animal with a solution containing an active product, to pass this active product in the general circulation of the body of the animal and obtain so an action on the body

entire animal.

  This method is naturally not at all general,

  it can only apply to chemical compounds that are

  to pass the skin barrier and to enter the

  culation by keeping their activity, that is to say without being degraded or by being degraded into the metabolites themselves active. Nothing in the prior art suggests the use of

  products of formula I by such a method.

  The control method according to the invention is therefore unexpected.

  The control method of the invention is not only unexpected, it is also of great interest on the industrial level; because it allows to obtain excellent results

  very quickly and sustainably with very small quantities

  products of formula I, as clearly

  the results of tests given later in the experimental part.

  mental. The process of the invention allows a simple, clean and economical application of the products of formula I. The advantages

2484Z56

  of the process of the invention compared to the methods of

  Classics will become clear to the skilled person.

  Digestive administration that gives good results should be discarded if it is possible because it can cause gastric disorders; and must be especially

  reserved for the fight against parasites in the stomach.

  Administration by "baths" also gives fairly good results. Unfortunately it requires a large amount of products, especially since it is necessary to renew the bath often, pyrethrinids generally

degrading easily.

  Parenteral administration should be discarded whenever possible because it is not easy

  to give an injection to all the animals in a herd.

  The control method of the invention is very general, it can be applied to all warm-blooded animals and in particular to farm animals, such as cattle, sheep, pigs

for example.

  The experimental part described below clearly shows

  the results obtained on cattle.

  The control method of the invention makes it possible to combat parasites whether they are internal or external parasites:

  it helps fight against mites,

  minths, varon and various kinds of biting flies.

  his. The invention more particularly relates to a deletion

  against mites and especially against ticks and mange.

  The subject of the invention is particularly a process

  pest control characterized in that the composition

  used is presented in the form of a veterinary composition

veterinarian.

  All the processes corresponding to the above formula I can

  However, the invention is more particularly directed to a method, characterized in that the composition used contains at least one compound corresponding to formula A ## STR1 ##

  in all possible isomeric forms ..

  The subject of the invention is especially a process characterized in that the product of formula tA is (IR, cis) 2,2-dimethyl-3- (2,2-dichloro-1,2-dibromoethyl) cyclopropane-

  (S)? -Cyano-3-phenoxybenzyl 1-carboxylate.

  The product which will be called hereinafter product A can be prepared according to the process described in the Belgian patent 858,894

in example 2.

  The amount of product of formula I to be used varies according to the state of the animals to be treated, of their species,

  their environment and the desired result.

  The invention more particularly relates to a

  characterized in that from 0.5 to 10 mg of product of formula I as defined above is used.

per kg of animal weight treated.

  The number of treatments to be performed also varies according to the same parameters as those exposed

  above to determine the amount of product to be

trate.

  The experimental part described below shows

  once you get great results with only one coat. The subject of the invention is also the compositions intended for combating the parasites of warm-blooded animals, characterized in that they contain at least one product of formula I as defined previously within

  of fun Vehicle allowing the passage of the cutaneous barrier.

  By vehicle allowing the passage of the cutaneous barrier

  in particular means solutions and preferably oily solutions containing a dispersant, such as

  dimethylformamide, dimethylsulfoxide or dimethyl

  acetamide, or all agents known in the industry.

  to facilitate the passage of the cutaneous barrier

  as long as the solubility of the products of formula I

  in these agents allow it. The oily solutions used

  preferably containing vegetable oils such as olive oil or peanut oil.

  The subject of the invention is more particularly the

  Characterized by the fact that the vehicle is a solution

oily dimethylformamide.

  Another object of the invention is also the use of

  as agents for the control of animal pests

  warm-blooded animals acting generally by means of

  mule I previously defined when applied to only a portion of the body surface of the animal and

  preferably on a part of the backbone.

  The following examples illustrate the invention without any

time limit it.

  Example 1: Test on "Boophilus microplus"

  A young bull weighing 340 kg is voluntarily infested

  ticks of the species Boophilus microplus.

  Ticks are found at all stages of development.

  is lying. The animal's backbone is smeared on the day with a solution containing 5 mg of product A per kg of weight

  of animal treated in solution in a mixture of dimethylfor-

  mamma and olive oil (1-1). 1.7 g of

  product A in 80 ml of oily solution.

  Ticks are counted and the development stages are observed.

  opment. After treatment Days before and after treatment Number of ticks 16 21 71 13 13 0 0 inhibition of O 0 0 38 23 egg laying Development stage All found ticks all stages stadiums living soni

develop thy, but e dead.

part anhi-

Lées.

J-2 D-1 D D + 1 D + 2 D + 3 D + 4

-._

  Conclusion: Product A has a remarkable activity.

  Example 2: Test on Boophilus microplus strain MJexico.

  Young bulls are used voluntarily

  ticks "Boophilus microplus". A sample batch does not receive

this treatment.

  Unr. batch is basted on the day with 100 cm3 of

  identical to that used in Example 1 containing 5 mg

  of product A per kg of animal weight treated.

  Ticks are counted before and after treatment. The number of ticks in the treated and control animals is compared. The results obtained are as follows

NUMBER OF TICK

  Product A.5 mg / kg. Sample batch Days 1 2 3 I 2 3

J-2 3 3 1 2 1 3

J - 1 99 80 172 106 76 64

O Treatment

1 53 60 50 152 94 52

2 4 0 2 38 28 30-

3 O I 4 47 27 101

4 10 O 1 128 81 82

4 O O - 97 76 165

6 0 O O 21 71 125

7 1 0 I 116 96 173

8 I O 0 57 60 145

9 0 O 0 31 19 75

O O O 77 127 49

11 O O O 174 200 111

12 I O O 60 87 144

13 I 0 O 339 242 114

14 0 O 0 450 378 75

O O 0O 166 96 67

16 O 0 0 36 18 27

17 O O O 41 5 103

  18 0 O 636 92 960 19 i O O 601 291 1076

O O 0 133 242 316

21 O0 0 0 12 137 29

  - 21 1q5 10644 _ Product A 5 mg / kg Sample batch

Treatment-

Efficiency 98.2 = 0

  Conclusion: Product A represents a remarkable activity.

  Example 3: Test on farm animals covered with ticks in Africa. Adult cows and 8 month old calves are used

  about. These animals are covered with ticks.

  They are treated with a solution containing either 4 mg or 5 mg or 10 mg of product A per kg of weight of treated animal. Ticks are counted on the day of treatment and the following days. The results are as follows:

  N = Nymphs only in the folds of the ears.

Conclusion:

  Product A has remarkable activity.

! ' not,...... ".....,,......,,.-..-................:.,. ...... s, .x "_... ,, ... DTD: At Animal Dose Weight Administration Volume Number of ticks treated animal mg / kg applied, D D + 1 D + 2 D + 3 Cow 300 kg 4 brushing 20 ml 68 / N: + 0 1 3 Calf 120 kg 5 of the 6pine 10 ml 71 / N: ++++ 0 4 1 Calf 156 kg 10 dorsal 26 ml 153 / N: ++ ++ 0 3 1 Co N Ln cYs..DTD: -2484256

Example 4: Example of compositions

  Compositions corresponding to the following formula were prepared: -Product A 1700 mg dimethylformamide 40 cc

Olive oil 40 cc.

Claims (6)

  1) - Method for combating the parasites of warm-blooded animals, characterized in that one applies to a part   only the surface of the body of the animal and, preferably,   this, on a part of the backbone, a composition containing   in a suitable vehicle allowing the passage of the cutaneous barrier, at least one product corresponding to formula I in all possible isomeric forms XH <-OR H H   in which X represents a hydrogen, fluorine,   chlorine or brine, X2 identical or different from X ^^   is a fluorine, chlorine or bromine atom, X3 represents a chlorine, bromine or iodine atom and R represents: - Let a benzyl radical optionally substituted with one or more radicals chosen from the group consisting of alkyl radicals having 1 to 4 carbon atoms, alkenyl radicals having 2 to 6 carbon atoms, alkenyloxy radicals having 2 to 6 carbon atoms,   alkadienyl radicals having from 4 to 8 carbon atoms   B, the methylene dioxyl radical, the benzyl radical, the halogen atoms, - or a -CH CH2R2 R1 group in which the substituent R1 represents a hydrogen atom   or a methyl radical and the substituent R2 a monocyclic aryl   or a -CH2-C-CH group and especially a -benzyl 3 furyl methyl group, - or a group: 2484-256   cH3 CF; in which R 3 represents an aliphatic organic radical comprising from 2 to 6 carbon atoms and one or more carbon-carbon unsaturations and in particular the vinyl radical, propen-1-yl, buta-1,3-dienyl or buten-1-yl, a grouping: H 0 4 (R) O not   wherein R4 represents a hydrogen atom, a group is lying: - C N or a grouping: - C - CH   and R represents a chlorine atom or a methyl radical and e   n represents a number equal to 0.1 or 2 and in particular the group   3-phenoxy benzyl, α-cyano 3-phenoxy benzyl or α-ethynyl 3-phenoxy benzyl, - Either a group: R Q R7 S / I -CH2-   R8 R9 wherein the substituents R6, R7, R8, R9 are hydrogen, a chlorine atom, or a methyl radical and wherein the symbol S / I indicates an aromatic ring or a ring analogous dihydro or tetrahydro.   2) - Process according to claim 1 characterized in that the parasites are mites.   3) - Process according to claim 1 or 2 characterized in that the composition used is presented in the form of veterinary composition. 4) - Process according to claim 1, 2 or 3, characterized   in that the composition used contains at least one   prepared according to formula I, Cl H H (AH L 0 a2 Q   in all possible isomeric forms.   ) - Process according to claim 4 characterized in that   the compound of formula IA is (IR, cis) 2,2-dimethyl-3- (2,2-   1,2-dibromoethyl) cyclopropane-1-carboxylate dichloro (S) α-cyano 3-phenoxybenzyl.   6) - Process according to any one of claims I to 5   characterized in that from 0.5 to 10 mg of product of formula I as defined above is used per kg of weight treated animal.   7) - Compositions for the fight against parasites   sites of warm-blooded animals characterized in that they contain at least one product of formula I as defined in claim 1, in a vehicle allowing the passage of the cutaneous barrier.   8) - The compositions defined in claim 7 characterized   in that the vehicle is an oily solution of dimethylformamide. 9) - Use as pest control agents   warm-blooded animals acting generally   compounds of formula I defined in claim 1 when   are as specified in said claim 1.