HRP20201340T1 - Spojevi ariloazol-2-il-cijanoetilamino, postupak njihove proizvodnje i postupak njihove uporabe - Google Patents
Spojevi ariloazol-2-il-cijanoetilamino, postupak njihove proizvodnje i postupak njihove uporabe Download PDFInfo
- Publication number
- HRP20201340T1 HRP20201340T1 HRP20201340TT HRP20201340T HRP20201340T1 HR P20201340 T1 HRP20201340 T1 HR P20201340T1 HR P20201340T T HRP20201340T T HR P20201340TT HR P20201340 T HRP20201340 T HR P20201340T HR P20201340 T1 HRP20201340 T1 HR P20201340T1
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- Prior art keywords
- alkyl
- hydrogen
- halo
- alkoxy
- following
- Prior art date
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- -1 cyanoethylamino compounds Chemical class 0.000 title claims 5
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 11
- 239000001257 hydrogen Substances 0.000 claims 11
- 150000001875 compounds Chemical class 0.000 claims 9
- 150000002431 hydrogen Chemical class 0.000 claims 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 5
- 241001465754 Metazoa Species 0.000 claims 4
- 125000000217 alkyl group Chemical group 0.000 claims 4
- 125000001188 haloalkyl group Chemical group 0.000 claims 4
- 229910052736 halogen Inorganic materials 0.000 claims 4
- 150000002367 halogens Chemical class 0.000 claims 4
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- 125000003368 amide group Chemical group 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- 108010034145 Helminth Proteins Proteins 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 125000004438 haloalkoxy group Chemical group 0.000 claims 2
- 244000000013 helminth Species 0.000 claims 2
- 208000015181 infectious disease Diseases 0.000 claims 2
- 238000002347 injection Methods 0.000 claims 2
- 239000007924 injection Substances 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims 1
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims 1
- 241001147657 Ancylostoma Species 0.000 claims 1
- 241001626718 Anoplocephala Species 0.000 claims 1
- 241000244186 Ascaris Species 0.000 claims 1
- 241000244036 Brugia Species 0.000 claims 1
- 241000931178 Bunostomum Species 0.000 claims 1
- 241000253350 Capillaria Species 0.000 claims 1
- 241000893172 Chabertia Species 0.000 claims 1
- 241001126268 Cooperia Species 0.000 claims 1
- 241000876447 Cooperia curticei Species 0.000 claims 1
- 241001278326 Craterostomum Species 0.000 claims 1
- 241000522489 Cyathostomum Species 0.000 claims 1
- 241000520249 Cylicocyclus Species 0.000 claims 1
- 241001278327 Cylicodontophorus Species 0.000 claims 1
- 241001235115 Cylicostephanus Species 0.000 claims 1
- 241001147667 Dictyocaulus Species 0.000 claims 1
- 241000189163 Dipetalonema Species 0.000 claims 1
- 241000935794 Dipylidium Species 0.000 claims 1
- 241000243990 Dirofilaria Species 0.000 claims 1
- 235000003550 Dracunculus Nutrition 0.000 claims 1
- 241000316827 Dracunculus <angiosperm> Species 0.000 claims 1
- 241000244160 Echinococcus Species 0.000 claims 1
- 241000498256 Enterobius Species 0.000 claims 1
- 241000986243 Filaroides Species 0.000 claims 1
- 241000315566 Habronema Species 0.000 claims 1
- 241000243976 Haemonchus Species 0.000 claims 1
- 241000243974 Haemonchus contortus Species 0.000 claims 1
- 241000124008 Mammalia Species 0.000 claims 1
- 241000556230 Metastrongylus Species 0.000 claims 1
- 241001137878 Moniezia Species 0.000 claims 1
- 241000498271 Necator Species 0.000 claims 1
- 241001137882 Nematodirus Species 0.000 claims 1
- 241001137880 Nematodirus battus Species 0.000 claims 1
- 241001126260 Nippostrongylus Species 0.000 claims 1
- 241000243981 Onchocerca Species 0.000 claims 1
- 241000243795 Ostertagia Species 0.000 claims 1
- 241000904715 Oxyuris Species 0.000 claims 1
- 241000242678 Schistosoma Species 0.000 claims 1
- 241000244174 Strongyloides Species 0.000 claims 1
- 241000122932 Strongylus Species 0.000 claims 1
- 241000244155 Taenia Species 0.000 claims 1
- 241000191771 Teladorsagia circumcincta Species 0.000 claims 1
- 241000607216 Toxascaris Species 0.000 claims 1
- 241000244031 Toxocara Species 0.000 claims 1
- 241000242541 Trematoda Species 0.000 claims 1
- 241000243774 Trichinella Species 0.000 claims 1
- 241000243797 Trichostrongylus Species 0.000 claims 1
- 241000122945 Trichostrongylus axei Species 0.000 claims 1
- 241000243796 Trichostrongylus colubriformis Species 0.000 claims 1
- 241001489151 Trichuris Species 0.000 claims 1
- 241000571986 Uncinaria Species 0.000 claims 1
- 241000244002 Wuchereria Species 0.000 claims 1
- 125000005083 alkoxyalkoxy group Chemical group 0.000 claims 1
- 125000003806 alkyl carbonyl amino group Chemical group 0.000 claims 1
- 125000004414 alkyl thio group Chemical group 0.000 claims 1
- 230000009286 beneficial effect Effects 0.000 claims 1
- 125000004440 haloalkylsulfinyl group Chemical group 0.000 claims 1
- 125000004441 haloalkylsulfonyl group Chemical group 0.000 claims 1
- 125000004995 haloalkylthio group Chemical group 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- 244000144972 livestock Species 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 244000045947 parasite Species 0.000 claims 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/54—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings condensed with carbocyclic rings or ring systems
- C07D231/56—Benzopyrazoles; Hydrogenated benzopyrazoles
-
- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/34—Nitriles
-
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
-
- 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
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/10—Anthelmintics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/10—Anthelmintics
- A61P33/12—Schistosomicides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/14—Ectoparasiticides, e.g. scabicides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/32—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
- C07C255/42—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by singly-bound nitrogen atoms, not being further bound to other hetero atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/16—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems
- C07D249/18—Benzotriazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
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- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Plant Pathology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Tropical Medicine & Parasitology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyrane Compounds (AREA)
- Pyrrole Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Claims (12)
1. Spoj, naznačen time, da je predstavljen sljedećom formulom (I), ili njegova sol:
[image]
u kojoj:
P je N;
Q je C-R2;
V je C-R8;
W je C-R9;
X je C-R10;
Y je C-R11;
R2 je vodik, halogen, alkil, haloalkil, alkoksi, haloalkoksi, alkoksialkoksi, alkilaminoalkoksi ili dialkilaminoalkoksi;
R3, R4i R6 su vodik;
R5 je vodik, alkil ili haloalkil;
R7 je nesupstituirani fenil ili fenil supstituiran s jednim ili više supstituenata odabranih iz skupine koja se sastoji od sljedećih: alkil, haloalkil, alkoksi, haloalkoksi, alkiltio, haloalkiltio, haloalkilsulfinil i haloalkilsulfonil;
svi zajedno R8, R9, R10 i R11 ili međusobno neovisno su sljedeći: vodik, halogen, alkil, haloalkil, nitro, amino, amido, alkil-O2C- ili alkilkarbonilamino;
Z je C(O); i
a je 1.
2. Spoj u skladu s patentnim zahtjevom 1, ili njegova sol, naznačen time, da:
P je N;
Q je C-R2;
V je C-R8;
W je C-R9;
X je C-R10;
Y je C-R11;
R2 je vodik, halogen, C1-C6-alkil, halo-C1-C6-alkil, C1-C6-alkoksi, halo-C1-C6-alkoksi, C1-C6-alkoksi-C1-C6-alkoksi ili C1-C6-alkilamino-C1-C6-alkoksi;
R3, R4i R6 su vodik;
R5 je vodik, C1-C6-alkil ili halo-C1-C6-alkil;
R7 je nesupstituirani fenil ili fenil supstituiran s jednim ili više supstituenata odabranih iz skupine koja se sastoji od sljedećih: C1-C6-alkil, halo-C1-C6-alkil, C1-C6-alkoksi, halo-C1-C6-alkoksi, C1-C6-alkiltio, halo-C1-C6-alkiltio, halo-C1-C6-alkilsulfinil i halo-C1-C6-alkilsulfonil;
svi zajedno R8, R9, R10 i R11 ili međusobno neovisno su sljedeći: vodik, halogen, C1-C6-alkil, halo-C1-C6-alkil, nitro, amino, amido, C1-C6-alkil-O2C- ili C1-C6-alkilkarbonilamino;
Z je C(O); i
a je 1.
3. Spoj u skladu s patentnim zahtjevom 1 ili 2, ili njegova sol, naznačen time, da:
P je N;
Q je C-R2;
V je C-R8;
W je C-R9;
X je C-R10;
Y je C-R11;
R2 je vodik, Cl, metil, metoksi, etoksi, propoksi, butoksi, O(CH2)2OCH3 ili O(CH2)2N(CH3)2;
R3, R4i R6 su vodik;
R5 je metil;
R7 je fenil supstituiran s OCF3, fenoksi ili SCF3;
svi zajedno R8, R9, R10 i R11 ili međusobno neovisno su sljedeći: vodik, Cl, Br, C1-C6-alkil, CF3, nitro, amino, amido, CO2CH3 ili NHCOCH3;
Z je C(O); i
a je 1.
4. Spoj, naznačen time, da je predstavljen sljedećom formulom (Id):
[image]
u kojoj su R2, R8, R9, R10, R11i Rdefinirani prema sljedećem:
[image]
(nastavak)
[image]
(nastavak)
[image]
5. Pripravak, naznačen time, da služi za liječenje ili prevenciju parazita kod životinja dok obuhvaća učinkovitu količinu spoja u skladu s bilo kojim od patentnih zahtjeva 1 do 4, zajedno s farmaceutski ili veterinarski prihvatljivim nosačem.
6. Pripravak prema patentnom zahtjevu 5, naznačen time, da je pripravak prikladan za davanje životinji oralno, topikalno ili pomoću injekcije.
7. Pripravak prema patentnom zahtjevu 6, naznačen time, da je pripravak tekuća doza za oralno uštrcavanje.
8. Pripravak prema patentnom zahtjevu 6, naznačen time, da pripravak je pripravak za nalijevanje.
9. Spoj prema bilo kojem od patentnih zahtjeva 1 do 4, naznačen time, da se upotrebljava u liječenju endoparazitnih infekcija kod sisavaca.
10. Spoj za uporabu prema patentnom zahtjevu 9, naznačen time, da je endoparazitna infekcija uzrokovana helmintom odabranim iz skupine koju čine sljedeći: Anoplocephala, Ancylostoma, Anecator, Ascaris, Brugia, Bunostomum, Capillaria, Chabertia, Cooperia, Cyathostomum, Cylicocyclus, Cylicodontophorus, Cylicostephanus, Craterostomum, Dictyocaulus, Dipetalonema, Dipylidium, Dirofilaria, Dracunculus, Echinococcus, Enterobius, Fasciola, Filaroides, Habronema, Haemonchus, Metastrongylus, Moniezia, Necator, Nematodirus, Nippostrongylus, Oesophagostumum, Onchocerca, Ostertagia, Oxyuris, Paracaris, Schistosoma, Strongylus, Taenia, Toxocara, Strongyloides, Toxascaris, Trichinella, Trichuris, Trichostrongylus, Tridontophorus, Uncinaria, Wuchereria, i njihove kombinacije.
11. Spoj za uporabu prema patentnom zahtjevu 9, naznačen time, da je helmint odabran iz skupine koju čine sljedeći: Haemonchus contortus, Ostertagia circumcincta, Trichostrongylus axei, Trichostrongylus colubriformis, Cooperia curticei, Nematodirus battus, i njihove kombinacije.
12. Spoj za uporabu prema patentnom zahtjevu 9, naznačen time, da životinja je korisna stočarska životinja.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US93048507P | 2007-05-15 | 2007-05-15 | |
EP18176862.3A EP3428148B1 (en) | 2007-05-15 | 2008-05-12 | Aryloazol-2-yl cyanoethylamino compounds, method of making and method of using thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
HRP20201340T1 true HRP20201340T1 (hr) | 2021-02-05 |
Family
ID=38608776
Family Applications (4)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HRP20151058TT HRP20151058T2 (hr) | 2007-05-15 | 2015-10-05 | Ariloazol-2-il-cijanoetilamino-spojevi, postupak njihove proizvodnje i postupak njihove uporabe |
HRP20161240TT HRP20161240T1 (hr) | 2007-05-15 | 2016-09-28 | Spojevi ariloazol-2-il-cijanoetilamino, postupak njihove priprave i postupak njihove uporabe |
HRP20190408TT HRP20190408T1 (hr) | 2007-05-15 | 2019-03-01 | Ariloazol-2-il-cijanoetilamino-spojevi, postupak njihove proizvodnje i postupak njihove uporabe |
HRP20201340TT HRP20201340T1 (hr) | 2007-05-15 | 2020-08-26 | Spojevi ariloazol-2-il-cijanoetilamino, postupak njihove proizvodnje i postupak njihove uporabe |
Family Applications Before (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HRP20151058TT HRP20151058T2 (hr) | 2007-05-15 | 2015-10-05 | Ariloazol-2-il-cijanoetilamino-spojevi, postupak njihove proizvodnje i postupak njihove uporabe |
HRP20161240TT HRP20161240T1 (hr) | 2007-05-15 | 2016-09-28 | Spojevi ariloazol-2-il-cijanoetilamino, postupak njihove priprave i postupak njihove uporabe |
HRP20190408TT HRP20190408T1 (hr) | 2007-05-15 | 2019-03-01 | Ariloazol-2-il-cijanoetilamino-spojevi, postupak njihove proizvodnje i postupak njihove uporabe |
Country Status (31)
Country | Link |
---|---|
US (2) | US8088801B2 (hr) |
EP (4) | EP3088384B1 (hr) |
JP (1) | JP5562840B2 (hr) |
KR (3) | KR101292600B1 (hr) |
CN (2) | CN101743230B (hr) |
AR (1) | AR066571A1 (hr) |
AU (1) | AU2008254279B2 (hr) |
BR (2) | BRPI0811635B1 (hr) |
CA (1) | CA2684764C (hr) |
CL (1) | CL2008001430A1 (hr) |
CY (3) | CY1116858T1 (hr) |
DK (4) | DK3428148T3 (hr) |
EA (1) | EA016912B1 (hr) |
ES (4) | ES2549377T3 (hr) |
HK (3) | HK1258915A1 (hr) |
HR (4) | HRP20151058T2 (hr) |
HU (4) | HUE050538T2 (hr) |
LT (3) | LT3428148T (hr) |
ME (1) | ME03373B (hr) |
MX (1) | MX2009012082A (hr) |
MY (1) | MY154464A (hr) |
NZ (1) | NZ580968A (hr) |
PL (4) | PL3088384T3 (hr) |
PT (4) | PT3428148T (hr) |
RS (4) | RS60858B1 (hr) |
SG (3) | SG148142A1 (hr) |
SI (4) | SI3088384T1 (hr) |
TR (1) | TR201903663T4 (hr) |
TW (1) | TWI441633B (hr) |
UY (1) | UY31093A1 (hr) |
WO (1) | WO2008144275A1 (hr) |
Families Citing this family (46)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NZ585499A (en) * | 2007-11-26 | 2011-12-22 | Merial Ltd | Solvent systems for pour-on formulations for combating parasites |
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