AU666399B2 - Pesticidal compositions - Google Patents
Pesticidal compositions Download PDFInfo
- Publication number
- AU666399B2 AU666399B2 AU47404/93A AU4740493A AU666399B2 AU 666399 B2 AU666399 B2 AU 666399B2 AU 47404/93 A AU47404/93 A AU 47404/93A AU 4740493 A AU4740493 A AU 4740493A AU 666399 B2 AU666399 B2 AU 666399B2
- Authority
- AU
- Australia
- Prior art keywords
- composition
- pyrethroid
- synergist
- volume
- animal
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
Links
- 239000000203 mixture Substances 0.000 title claims description 60
- 230000000361 pesticidal effect Effects 0.000 title claims description 5
- 241001465754 Metazoa Species 0.000 claims description 40
- 241001494479 Pecora Species 0.000 claims description 32
- 241001674048 Phthiraptera Species 0.000 claims description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 24
- 238000011282 treatment Methods 0.000 claims description 22
- 229960005235 piperonyl butoxide Drugs 0.000 claims description 20
- FIPWRIJSWJWJAI-UHFFFAOYSA-N Butyl carbitol 6-propylpiperonyl ether Chemical compound C1=C(CCC)C(COCCOCCOCCCC)=CC2=C1OCO2 FIPWRIJSWJWJAI-UHFFFAOYSA-N 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 18
- KAATUXNTWXVJKI-UHFFFAOYSA-N cypermethrin Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 KAATUXNTWXVJKI-UHFFFAOYSA-N 0.000 claims description 17
- 244000078703 ectoparasite Species 0.000 claims description 16
- 239000002728 pyrethroid Substances 0.000 claims description 16
- 239000005946 Cypermethrin Substances 0.000 claims description 14
- 229960005424 cypermethrin Drugs 0.000 claims description 14
- 238000009472 formulation Methods 0.000 claims description 14
- 239000000575 pesticide Substances 0.000 claims description 13
- 239000002904 solvent Substances 0.000 claims description 13
- 239000004540 pour-on Substances 0.000 claims description 9
- 239000007921 spray Substances 0.000 claims description 9
- QYCGBAJADAGLLK-UHFFFAOYSA-N 1-(cyclohepten-1-yl)cycloheptene Chemical compound C1CCCCC=C1C1=CCCCCC1 QYCGBAJADAGLLK-UHFFFAOYSA-N 0.000 claims description 7
- WLLGXSLBOPFWQV-UHFFFAOYSA-N MGK 264 Chemical compound C1=CC2CC1C1C2C(=O)N(CC(CC)CCCC)C1=O WLLGXSLBOPFWQV-UHFFFAOYSA-N 0.000 claims description 7
- 239000004480 active ingredient Substances 0.000 claims description 7
- WLLGXSLBOPFWQV-OTHKPKEBSA-N molport-035-783-878 Chemical compound C([C@H]1C=C2)[C@H]2C2C1C(=O)N(CC(CC)CCCC)C2=O WLLGXSLBOPFWQV-OTHKPKEBSA-N 0.000 claims description 7
- 239000005892 Deltamethrin Substances 0.000 claims description 6
- 206010061217 Infestation Diseases 0.000 claims description 6
- 229960002483 decamethrin Drugs 0.000 claims description 6
- OWZREIFADZCYQD-NSHGMRRFSA-N deltamethrin Chemical compound CC1(C)[C@@H](C=C(Br)Br)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 OWZREIFADZCYQD-NSHGMRRFSA-N 0.000 claims description 5
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 239000000975 dye Substances 0.000 claims description 3
- 230000037396 body weight Effects 0.000 claims description 2
- 229940028356 diethylene glycol monobutyl ether Drugs 0.000 claims description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 2
- -1 glycol ester Chemical class 0.000 claims description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims description 2
- JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical group O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 claims description 2
- VEMKTZHHVJILDY-UXHICEINSA-N bioresmethrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OCC1=COC(CC=2C=CC=CC=2)=C1 VEMKTZHHVJILDY-UXHICEINSA-N 0.000 description 6
- 238000010790 dilution Methods 0.000 description 6
- 239000012895 dilution Substances 0.000 description 6
- 239000005877 Alpha-Cypermethrin Substances 0.000 description 4
- 244000045947 parasite Species 0.000 description 4
- KAATUXNTWXVJKI-NSHGMRRFSA-N (1R)-cis-(alphaS)-cypermethrin Chemical compound CC1(C)[C@@H](C=C(Cl)Cl)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 KAATUXNTWXVJKI-NSHGMRRFSA-N 0.000 description 3
- 239000005944 Chlorpyrifos Substances 0.000 description 3
- SBPBAQFWLVIOKP-UHFFFAOYSA-N chlorpyrifos Chemical compound CCOP(=S)(OCC)OC1=NC(Cl)=C(Cl)C=C1Cl SBPBAQFWLVIOKP-UHFFFAOYSA-N 0.000 description 3
- YXWCBRDRVXHABN-JCMHNJIXSA-N [cyano-(4-fluoro-3-phenoxyphenyl)methyl] 3-[(z)-2-chloro-2-(4-chlorophenyl)ethenyl]-2,2-dimethylcyclopropane-1-carboxylate Chemical compound C=1C=C(F)C(OC=2C=CC=CC=2)=CC=1C(C#N)OC(=O)C1C(C)(C)C1\C=C(/Cl)C1=CC=C(Cl)C=C1 YXWCBRDRVXHABN-JCMHNJIXSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000007598 dipping method Methods 0.000 description 2
- 230000011685 response to pyrethroid Effects 0.000 description 2
- ITYXXSSJBOAGAR-UHFFFAOYSA-N 1-(methylamino)-4-(4-methylanilino)anthracene-9,10-dione Chemical compound C1=2C(=O)C3=CC=CC=C3C(=O)C=2C(NC)=CC=C1NC1=CC=C(C)C=C1 ITYXXSSJBOAGAR-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- 241001113967 Bovicola ovis Species 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 241000703255 Jasione montana Species 0.000 description 1
- 206010067482 No adverse event Diseases 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 239000001045 blue dye Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- 208000028454 lice infestation Diseases 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000010008 shearing Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000003442 weekly effect Effects 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
I
Our Ref: 483458 666399
AUSTRALIA
P/00/011 Regulation 3:2 Patents Act 1990
ORIGINAL
COMPLETE SPECIFICATION STANDARD PATENT o o o 4 2 0 9 Applicant(s): Address for Service: Invention Title: Virbac (Australia) Pty Limited Pritchard Place PEAKHURST NSW 2210
AUSTRALIA
DAVIES COLLISON CAVE Patent Trade Mark Attorneys Level 10, 10 Barrack Street SYDNEY NSW 2000 Pesticidal compositions The following statement is a full description of this invention, including the best method of performing it known to me:- 5020 L j,- -1- PESTICIDAL COMPOSITION
FIELD
This invention relates to a composition for and an improved method of controlling infestations of ectoparasites such as lice on animals. In particular this invention relates to a composition and an improved method for the control lice on sheep.
BACKGROUND
Ectoparasites, such as lice on sheep, have in the past, been treated with various compositions which can be applied by a variety of methods. Among the traditional methods of treating sheep for lice are the application of pesticidal compositions at a volume of 5 -15mL per sheep by the pour-on method, high volume jetting, shower dipping or plunge dipping. For various reasons these methods are not always successful.
In some cases the parasite, eg. lice, may be resistant to the substances used, or it may be that there has been inadequate pesticide coverage of the animal, or the pesticide may 15 not have come into contact with the parasite.
OBJECT
It is an object of this invention to provide an improved composition and method for .controlling the infestation of animals by ectoparasites such as lice, or at least to provide 20 the public with a useful choice.
STATEMENT OF INVENTION S| According to one embodiment of the present invention there is provided a composition for controlling infestations of ectoparasites such as lice on animals, said composition containing at least one pyrethroid, and at least onesynergist selected from the group comprising piperonyl butoxide and N-Ocyl bicycloheptene dicarboximide; together with a solvent.
95130p\wpdos\dab\spe483458spe1 LU 951130,pApdocs\dab\spe,483458.spe,l I 1
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Iff' -la It may also include other components such as dye stuffs or other additives as required.
As stated above the synergists are selected from the group comprising piperonyl butoxide and N-Ocyl bicycloheptene dicarboximide which is also known as MGK 264.
t t tt c *tt t r Iir t C *r 951 130,p:\pdocs\dab\spe,483458.spe,2 r
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P r '4"P 44 44 IIt It I 4 41 Ie 4£ t 4 4 -2- Preferably the solvent is a water compatible solvent such as a glycol ester.
This composition is preferably diluted with water before use. Preferably the the composition contains more than 50% water when applied to the animal.
The ratio of pyrethroid to synergist may be between 1:2 and 1:10 by volume although the preferred ratio is about 1:4. The dilution may be from 1 part composition to 2 parts water to 1 part composition to 8 parts water although the preferred dilution is 1 part 10 composition to 4 parts water. The addition of the water to the formulation results in better coverage of the animal's body thus ensuring that the pesticide actually comes into contact with the parasite.
By pyrethroids is meant any of the compounds known as pyrethroids, although it has 15 been found that the preferred pyrethroids are cypermethrin, deltamethrin, alphamethrin and flumethrin.
In a preferred composition the pyrethroid is cypermethrin, the synergist is piperonyl butoxide, the ratio of pyrethroid to synergist is 1:4 by volume, the solvent is diethylene 20 glycol mono-butyl ether and the dilution ratio is 1 part to 4 parts water.
In another preferred composition the pyrethroid is deltamethrin, the synergist is piperonyl butoxide, the ratio of pyrethroid to synergist is 1:5 by volume, the solvent is butyl dl isinol and the dilution ratio is 1 part to 4 parts water.
The compositions of this invention are particularly suited for application to the animals as either high volume pour-ons or as low volume sprays although it is envisaged that these compositions could also be used as a high volume spray or dip.
In another aspect this invention provides a method of treatment for the control of ectoparasites on animals which comprises applying to the animal a liquid or spray composition which contains as active ingredients a pyrethroid and at least one synergist.
Preferably the synergists are selected from the group comprising piperonyl butoxide and N-Ocyl bicycloheptene dicarboximide (also known as MGK 264).
5917JCS1.993/jp ri
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1111~1111116- t
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I ct 1 t44 -3- The composition is preferably supplied as a concentrate and is diluted with water before being applied to the animal.
In a preferred aspect of this method of treatment the composition is applied at about per 10kg of the animal.
The ratio of pyrethroid to synergist may be between 1:2 and 1:10 by volume although the preferred ratio is about 1:4. The dilution may be from 1 part composition to 2 parts water to 1 part composition to 8 parts water, although the preferred dilution is 1 part composition to 4 parts water.
By pyrethroids is meant any of the compounds known as pyrethroids, although it has been found that the preferred pyrethroids are cypermethrin, deltamethrin, alphamethrin and flumethrin.
In the preferred methods of treatment for the control of ectoparasites the composition is applied to the animal as either a low volume spray or a high volume pour-on. The volume of pesticide applied to the animal is preferably in the range of 0.5 to 4.0mL per 20 kg of animal body weight although in a most preferred option the volume applied is lmL per kg or 50mL for a 50kg animal.
In traditional pour-on methods of treating ectoparasites on animals, particularly sheep, the volume of pesticide applied has been between 5 and 15mL per 50kg animal, ie 0.1 mL to 0.3 mL per kg of aninmal. It has been found that the volume of pesticide applied in the preferred range of this invention, either as a pour-on or a spray, gives a superior control of the ectoparasites present.
In a preferred aspect of the invention the pesticide is applied as a dual stripe, one each side of the backline of the animal, at the rate of about 10mL per 10kg animal. In the case of a 50kg sheep this would mean the pesticide is applied as two stripes of each.
In another preferred aspect the pesticide is applied as a low volume spray such that the volume of pesticide :plied is about 10mL per 10kg of animal.
5917JCS1.993/Jp r p r -4- In the preferred case the ectoparasite is lice and the animal is a sheep.
In yet another £spect this invention provides a method of treatment of non-human animals for ectoparasites. The animals are treated by applying externally a composition which contains as active ingredients a pyrethroid and at least one synergist; preferably the synergists are selected from the group comprising piperonyl butoxide and N-Ocyl bicycloheptene dicarboximide (also known as MGK 264). The composition further comprises a solvent and may also include other components such as dye stuffs or other as required.
St t This composition is preferably diluted with water before use.
Preferably the ectoparasite is lice and the animal is a sheep.
S"
EXAMPLES
The compositions of this invention, which should be considered in all its novel aspects, are illustrated by way of the examples described below. These compositions are given by way of example only and it is not intended that the invention be limited to the examples shown.
Example 1.
The pesticide composition comprises: Cypermethrin Piperonyl Butoxide 100g/L Diethylene glycol mono-butyl ether to 1 Litre Sudan blue 0.25g/L The composition is diluted 1 part to 4 parts water prior to use.
5917JCS1.993/jp
LI
I
I
I j Example 2.
Deltamethrin Piperonyl butoxide Butyl dl isinol !O)g/L to IL Dilute 1 part to 4 parts water.
10 Example-3.
*qe.
C, eq eel; ~g; cc c~( a; cc;; Alphamethrin Piperonyl butoxide Butyl dl isinol 200g/L to 1L Dilute 1 part to 4 parts water.
Example 4.
I; a t
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Ltt4~cL C 4 Cypermethrin Piperonyl butoxide N-Ocyl bicycloheptene dicarboximide (MGK 264) Butyl dI isinol to 1L Dilute 1 part to 4 parts water.
Example 4 above could also be utilised using deltamethrin or alphamethrin at 10 and g/L respectively. The piperonyl butoxide would be present at twice the volume of the active ingredient and the MGK 264 at 3.33 times the volume of the active ingredient.
In Example 4 above it is also envisaged that the piperonyl butoxide could be varied from 2 to 5 times the concentration of the active ingredient and the MGK 264 could similarly be varied from 2 to 5 times concentration of the active ingredient.
5917JCS1.993/jp 1 f -6- FIELD TRIALS Three field trials demonstrating the efficacy of the compositions of this invention are summarised below.
Trial 1.
Thirty undipped lousy sheep were divided into three groups of ten. One group was left untreated and each of the other two groups was treated with formulations of the invention. The treated sheep were kept in separate individual mobs for eight weeks following treatment and the third, control group was kept separate throughout the trial.
Lice were counted at weekly intervals. In all untreated sheep, lice were present 15 throughout the trial period. In one group of treated sheep, the lice kill was total with no lice present in any sheep at the end of the trial. In the second treated group, two lice only were found on one animal.
Trial 2.
Forty merino sheep were selected from a mob for which lice infestation had persisted despite off-shears pour-on treatment. A field pyrethroid resistance test carried on lice from the property indicated a degree of pyrethroid resistance. The sheep were randomly selected into two groups each of twenty animals, Group A and Group B. The average lice count in Group A was 23 per sheep and in Group B 27 per sheep.
2 Group A was treated with formulation A a pour-on preparation comprising Cypermethrin 25g/L, Piperonyl butoxide 100g/L, Sudan Blue dye and a hydrocarbon solvent at the rate of 10mL/50kg.
Group B was treated with Formulation B low volume jetting using Formulation A Sdiluted by 4 parts water to 1 part A at the rate of 50 After treatment the sheep were returned to the rest of the mob which remained untreated.
5917JCS1.993/Jp i !I
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-7- At day 41 post treatment the two groups were examined for lice. In each group only one sheep was found to have only one louse.
Trial3.
A total of eighty Merino ewes were allocated to four treatment groups each of twenty animals and the treatments as tabulated below were given. The formulations were administered to each animal by individual backline application in two lines, one on each side of the backline from high on the neck to the rump.
Treatment Dose Rate Dose Vol. Animals per (mL) Group 1. Cypermethrin (5g/L) 1 mL/kg 50 mL Piperonyl butoxide 2. Cypermethrin (5g/L) 1 mL/kg 50 mL Chlorpyrifos (2g/L) 3. CYPERCARE cypermethrin 25g/L 1 mL/5 kg 10 mL 4. Untreated Note: Sheep dosed at 50 kg liveweight.
Following treatment sheep were maintained in individual paddocks by treatment group, separated by electric fencing, preventing any direct contact between sheep.
Assessments were undertaken using standard lice counting procedures on ten sheep per treatment group at 27, 63, and 81 days post-treatment.
ccetir c 5917JCS1.993/jp -1 i i
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In ~h i twit 0 00.
00(1 rI It 11 *4.1t Arithmetic Means of The Sheep Bit ng Lice Per Animal at Each Assessment and Percent Efficacy Damalinia ovis Treatment Pre- 27 DAT 63 DAT 81-88 DAT Treatment 1. Cypermethrin Piperonyl Butoxide 292.2* 0 0 0 10 Efficacy 100 100 100 2. Cypermethrin Chlorpyrifos 324.4* 0 0 3 Efficacy 100 100 94.6 3. CYPERCARE 323.5* 3.4 2.4 6.1 Efficacy 93.8 96.2 89.0 15 4. No-treatment 322.7* 54.8 62.6 55.1 DAT Days after Treatment, *Assessed pre-shearing.
Cypermethrin piperonyl butoxide gave excellent control with no sheep biting lice 20 observed at the post-treatment assessments.
Cypermethrin chlorpyrifos gave good sheep biting lice control up to 63 DAT but at 81-88 DAT lice were observed.
25 CYPERCARE gave poor sheep biting lice control with 93.8% and 96.2% efficacy at 27 and 63 DAT respectively. Sheep biting lice numbers increased and percent efficacy at 81-88 DAT fell to 89%.
No adverse effects were observed on the sheep as a result of the treatments applied.
The sheep biting lice population on the untreated control sheep remained at a constant level throughout the period.
*r I Ct C I 5917JCS1.993/jp r s: -9- Advantages of the preferred formulations: The formulations of this invention and the preferred methods of application provide a more effective and longer lasting control of sheep biting lice than prior art pour-on formulations. It is believed that the addition of water to the formulations in accordance with the Examples results in better coverage of the animal's body ensuring that the pesticide actually comes into contact with the parasite.
Finally, various other alterations or modifications may be made to the foregoing Stwithout departing from the scope of this invention.
t 59 7JCS. 993/jp
Claims (11)
1. A conr ,sition for controlling infestations of ectoparasites such as lice on animals, said composition containing at least one pyrethroid, and at least one synergist selected from the group comprising piperonyl butoxide and N-Ocyl bicycloheptene dicarboximide; together with a solvent
2. A composition as claimed in claim 1, wherein the solvent is a water compatible solvent such as a glycol ester.
3. A composition as claimed in claim 1, wherein the composition is diluted with water before use.
4. A composition as claimed in claim 1, wherein the ratio of pyrethroid to synergist 15 is in the range between 1:2 and 1:10 by volume.
5. A composition as claimed in claim 1, wherein the pyrethroid is cypermethrin, the synergist is piperonyl butoxide, and the ratio of pyrethroid to synergist is 1:4 by volume; the solvent is diethylene glycol mono-butyl ether. S" Se
6. A composition as claimed in claim 1, wherein the pyrethroid is deltamethrin, the synergist is piperonyl butoxide, the ratio of pyrethroid to synergist is 1:5 by volume; the solvent is butyl dl isinol. 25
7. A composition as claimed in any one of the preceding claims, wherein the composition contains more than 50% water.
8. A method of treatment for the control of ectoparasites on animals which comprises applying to the animal a liquid or spray composition as claimed in any one of the preceding claims.
9. A method as claimed in claim 8, wherein the composition is applied to the animal as either a low volume spray or a high volume pour-on and the volume of 951130,p:\wpdocs\dab\spe,483458.spe, ff i8 r 1 -11- pesticide applied to the animal is within the range of 0.5 to 4.0mL per kg of animal body weight.
A composition for controlling infestations of ectoparasites on animals, substantially as herein described with reference to any one .of Examples 1 to 4.
11. A method of controlling infestations of ectoparasites on animals, substantially as herein described with reference to the Field Trial examples, (excluding the control examples). r .r Irr iri r I, r- r rrr I I rtrr t rir rr r t r r Ir r \-rr r r rr rt r rrr~~ o irrrt~ r rr~r i r r Ilto r ri r r r DATED this 30th day of November 1995 VIRBAC (AUSTRALIA)PTY LTD By Its Patent Attorneys DAVIES COLLISON CAVE h 951130,p:\wpdocs\dab\spe,483458.spe, 11 F 7 s. i 1 3 ABSTRACT The invention relates to a pesticidal formulation suitable for the control of ectoparasites on animals, in particular lice on sheep. The formulation comprises as active ingredients a pyrethroid and a synergist in a solvent. Preferred synergists are piperonyl butoxide and N-Ocyl bicycloheptene dicarboximide (MGK 264). The formulation is diluted with water prior to use. Other components such as dyes may also be present. The application of the formulation is preferably as a low volume spray or high volume pour- on and the preferred rate of application is 10m/l0kg of animal. *Q 0 a. a ot Cs a et a I 's-It Si SJ 5917JCS1.993/jp
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AU47404/93A AU666399B2 (en) | 1992-09-21 | 1993-09-16 | Pesticidal compositions |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AUPL4843 | 1992-09-21 | ||
| AUPL484392 | 1992-09-21 | ||
| AU47404/93A AU666399B2 (en) | 1992-09-21 | 1993-09-16 | Pesticidal compositions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU4740493A AU4740493A (en) | 1994-03-31 |
| AU666399B2 true AU666399B2 (en) | 1996-02-08 |
Family
ID=25627867
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU47404/93A Ceased AU666399B2 (en) | 1992-09-21 | 1993-09-16 | Pesticidal compositions |
Country Status (1)
| Country | Link |
|---|---|
| AU (1) | AU666399B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004098290A1 (en) * | 2003-05-08 | 2004-11-18 | Bayer Healthcare Ag | Agents for controlling parasites on animals |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW201028088A (en) | 2008-08-06 | 2010-08-01 | Vestergaard Frandsen Sa | Insecticidal polymer matrix comprising PBO and DM |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ200183A (en) * | 1981-04-27 | 1985-08-30 | Ici Plc | A synergistic insecticidal composition containing pyrethroids |
| NZ227887A (en) * | 1988-02-05 | 1991-12-23 | Chinoin Gyogyszer Es Vegyeszet | Synergistic pyrethroid compositions containing piperonyl butoxide |
-
1993
- 1993-09-16 AU AU47404/93A patent/AU666399B2/en not_active Ceased
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ200183A (en) * | 1981-04-27 | 1985-08-30 | Ici Plc | A synergistic insecticidal composition containing pyrethroids |
| NZ227887A (en) * | 1988-02-05 | 1991-12-23 | Chinoin Gyogyszer Es Vegyeszet | Synergistic pyrethroid compositions containing piperonyl butoxide |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004098290A1 (en) * | 2003-05-08 | 2004-11-18 | Bayer Healthcare Ag | Agents for controlling parasites on animals |
| US8097603B2 (en) | 2003-05-08 | 2012-01-17 | Bayer Animal Health Gmbh | Compositions for controlling parasites on animals |
Also Published As
| Publication number | Publication date |
|---|---|
| AU4740493A (en) | 1994-03-31 |
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