RU2688919C1 - Изоксазолиновые композиции и их применение в провилактике или лечении паразитарных инвазий животных - Google Patents
Изоксазолиновые композиции и их применение в провилактике или лечении паразитарных инвазий животных Download PDFInfo
- Publication number
- RU2688919C1 RU2688919C1 RU2016129474A RU2016129474A RU2688919C1 RU 2688919 C1 RU2688919 C1 RU 2688919C1 RU 2016129474 A RU2016129474 A RU 2016129474A RU 2016129474 A RU2016129474 A RU 2016129474A RU 2688919 C1 RU2688919 C1 RU 2688919C1
- Authority
- RU
- Russia
- Prior art keywords
- drinking water
- polysorbate
- polysorbate surfactant
- surfactant
- fluralaner
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims description 68
- WEQPBCSPRXFQQS-UHFFFAOYSA-N 4,5-dihydro-1,2-oxazole Chemical compound C1CC=NO1 WEQPBCSPRXFQQS-UHFFFAOYSA-N 0.000 title 1
- 235000020188 drinking water Nutrition 0.000 claims abstract description 83
- 239000003651 drinking water Substances 0.000 claims abstract description 83
- 241001465754 Metazoa Species 0.000 claims abstract description 61
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 claims abstract description 57
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 53
- 239000004094 surface-active agent Substances 0.000 claims abstract description 39
- MLBZKOGAMRTSKP-UHFFFAOYSA-N fluralaner Chemical compound C1=C(C(=O)NCC(=O)NCC(F)(F)F)C(C)=CC(C=2CC(ON=2)(C=2C=C(Cl)C=C(Cl)C=2)C(F)(F)F)=C1 MLBZKOGAMRTSKP-UHFFFAOYSA-N 0.000 claims abstract description 34
- 229920000136 polysorbate Polymers 0.000 claims abstract description 33
- 229960004498 fluralaner Drugs 0.000 claims abstract description 32
- 229950008882 polysorbate Drugs 0.000 claims abstract description 32
- 230000009545 invasion Effects 0.000 claims abstract description 24
- 229940075557 diethylene glycol monoethyl ether Drugs 0.000 claims abstract description 21
- 230000003071 parasitic effect Effects 0.000 claims abstract description 21
- 244000144977 poultry Species 0.000 claims abstract description 21
- 239000003814 drug Substances 0.000 claims abstract description 20
- 230000001225 therapeutic effect Effects 0.000 claims abstract description 18
- 229940079593 drug Drugs 0.000 claims abstract description 15
- 238000000034 method Methods 0.000 claims abstract description 14
- 239000003937 drug carrier Substances 0.000 claims abstract description 7
- 150000003839 salts Chemical class 0.000 claims abstract description 6
- 239000012453 solvate Substances 0.000 claims abstract description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 55
- LZCLXQDLBQLTDK-UHFFFAOYSA-N ethyl 2-hydroxypropanoate Chemical compound CCOC(=O)C(C)O LZCLXQDLBQLTDK-UHFFFAOYSA-N 0.000 claims description 36
- 238000011282 treatment Methods 0.000 claims description 25
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 claims description 23
- 229920000053 polysorbate 80 Polymers 0.000 claims description 23
- 229940116333 ethyl lactate Drugs 0.000 claims description 17
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 claims description 16
- 229940068968 polysorbate 80 Drugs 0.000 claims description 15
- 230000002265 prevention Effects 0.000 claims description 10
- 241000282887 Suidae Species 0.000 claims description 7
- 238000002156 mixing Methods 0.000 claims description 7
- 201000001064 tick infestation Diseases 0.000 claims description 7
- 241000894007 species Species 0.000 claims description 6
- 241001481694 Dermanyssus Species 0.000 claims description 4
- 241000273340 Ornithonyssus Species 0.000 claims description 4
- 230000000694 effects Effects 0.000 abstract description 6
- 206010061217 Infestation Diseases 0.000 abstract description 3
- 239000000126 substance Substances 0.000 abstract description 3
- -1 isoxazoline compound Chemical class 0.000 description 55
- 239000000243 solution Substances 0.000 description 41
- 244000045947 parasite Species 0.000 description 25
- 210000002445 nipple Anatomy 0.000 description 24
- 235000013594 poultry meat Nutrition 0.000 description 18
- 241000238876 Acari Species 0.000 description 15
- 241000287828 Gallus gallus Species 0.000 description 14
- 150000002547 isoxazolines Chemical class 0.000 description 12
- 235000013330 chicken meat Nutrition 0.000 description 10
- 235000013601 eggs Nutrition 0.000 description 10
- 229910052736 halogen Inorganic materials 0.000 description 10
- 238000004519 manufacturing process Methods 0.000 description 10
- 239000002904 solvent Substances 0.000 description 9
- 241001481695 Dermanyssus gallinae Species 0.000 description 8
- 239000004480 active ingredient Substances 0.000 description 8
- 230000037396 body weight Effects 0.000 description 8
- 150000002367 halogens Chemical class 0.000 description 7
- 229910052739 hydrogen Inorganic materials 0.000 description 7
- 239000001257 hydrogen Substances 0.000 description 7
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 7
- 241000238421 Arthropoda Species 0.000 description 6
- 230000035622 drinking Effects 0.000 description 6
- 230000001629 suppression Effects 0.000 description 6
- 241000283690 Bos taurus Species 0.000 description 5
- 241001494479 Pecora Species 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 238000007865 diluting Methods 0.000 description 5
- 208000015181 infectious disease Diseases 0.000 description 5
- 238000002347 injection Methods 0.000 description 5
- 239000007924 injection Substances 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 4
- 241000271566 Aves Species 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 241000286209 Phasianidae Species 0.000 description 4
- 125000004970 halomethyl group Chemical group 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 239000007921 spray Substances 0.000 description 4
- FLEFKKUZMDEUIP-QFIPXVFZSA-N 1-[6-[(5s)-5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4h-1,2-oxazol-3-yl]spiro[1h-2-benzofuran-3,3'-azetidine]-1'-yl]-2-methylsulfonylethanone Chemical compound C1N(C(=O)CS(=O)(=O)C)CC21C1=CC=C(C=3C[C@](ON=3)(C=3C=C(Cl)C(F)=C(Cl)C=3)C(F)(F)F)C=C1CO2 FLEFKKUZMDEUIP-QFIPXVFZSA-N 0.000 description 3
- HDKWFBCPLKNOCK-SFHVURJKSA-N 3-methyl-n-[2-oxo-2-(2,2,2-trifluoroethylamino)ethyl]-5-[(5s)-5-(3,4,5-trichlorophenyl)-5-(trifluoromethyl)-4h-1,2-oxazol-3-yl]thiophene-2-carboxamide Chemical compound S1C(C(=O)NCC(=O)NCC(F)(F)F)=C(C)C=C1C1=NO[C@](C(F)(F)F)(C=2C=C(Cl)C(Cl)=C(Cl)C=2)C1 HDKWFBCPLKNOCK-SFHVURJKSA-N 0.000 description 3
- 241000283707 Capra Species 0.000 description 3
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 3
- 208000030852 Parasitic disease Diseases 0.000 description 3
- 229920001213 Polysorbate 20 Polymers 0.000 description 3
- 229920001214 Polysorbate 60 Polymers 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 230000003078 antioxidant effect Effects 0.000 description 3
- 235000006708 antioxidants Nutrition 0.000 description 3
- 239000008280 blood Substances 0.000 description 3
- 210000004369 blood Anatomy 0.000 description 3
- 238000009395 breeding Methods 0.000 description 3
- 230000001488 breeding effect Effects 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 238000010790 dilution Methods 0.000 description 3
- 239000012895 dilution Substances 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 244000078703 ectoparasite Species 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 3
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000003755 preservative agent Substances 0.000 description 3
- 230000002335 preservative effect Effects 0.000 description 3
- 239000008213 purified water Substances 0.000 description 3
- 239000000600 sorbitol Substances 0.000 description 3
- 238000007910 systemic administration Methods 0.000 description 3
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 3
- OXDDDHGGRFRLEE-UHFFFAOYSA-N 4-[5-[3-chloro-5-(trifluoromethyl)phenyl]-5-(trifluoromethyl)-4h-1,2-oxazol-3-yl]-n-[2-oxo-2-(2,2,2-trifluoroethylamino)ethyl]naphthalene-1-carboxamide Chemical compound C12=CC=CC=C2C(C(=O)NCC(=O)NCC(F)(F)F)=CC=C1C(C1)=NOC1(C(F)(F)F)C1=CC(Cl)=CC(C(F)(F)F)=C1 OXDDDHGGRFRLEE-UHFFFAOYSA-N 0.000 description 2
- 241000272517 Anseriformes Species 0.000 description 2
- 241000282472 Canis lupus familiaris Species 0.000 description 2
- 241000255925 Diptera Species 0.000 description 2
- 241000283086 Equidae Species 0.000 description 2
- 241000282326 Felis catus Species 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 241000273374 Ornithonyssus sylviarum Species 0.000 description 2
- 241001481703 Rhipicephalus <genus> Species 0.000 description 2
- 241000509416 Sarcoptes Species 0.000 description 2
- 239000002518 antifoaming agent Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 2
- 125000004093 cyano group Chemical group *C#N 0.000 description 2
- 125000006255 cyclopropyl carbonyl group Chemical group [H]C1([H])C([H])([H])C1([H])C(*)=O 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 230000018109 developmental process Effects 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- AMTWCFIAVKBGOD-UHFFFAOYSA-N dioxosilane;methoxy-dimethyl-trimethylsilyloxysilane Chemical compound O=[Si]=O.CO[Si](C)(C)O[Si](C)(C)C AMTWCFIAVKBGOD-UHFFFAOYSA-N 0.000 description 2
- 125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 description 2
- 125000004672 ethylcarbonyl group Chemical group [H]C([H])([H])C([H])([H])C(*)=O 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 230000012447 hatching Effects 0.000 description 2
- 238000011835 investigation Methods 0.000 description 2
- 230000000366 juvenile effect Effects 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 230000001418 larval effect Effects 0.000 description 2
- 239000008297 liquid dosage form Substances 0.000 description 2
- 230000033001 locomotion Effects 0.000 description 2
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 2
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N methyl undecanoic acid Natural products CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 125000004674 methylcarbonyl group Chemical group CC(=O)* 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N n-hexadecanoic acid Natural products CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- 239000000546 pharmaceutical excipient Substances 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 235000010989 polyoxyethylene sorbitan monostearate Nutrition 0.000 description 2
- 239000001818 polyoxyethylene sorbitan monostearate Substances 0.000 description 2
- 229940068977 polysorbate 20 Drugs 0.000 description 2
- 229940113124 polysorbate 60 Drugs 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 125000005767 propoxymethyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])[#8]C([H])([H])* 0.000 description 2
- 125000004673 propylcarbonyl group Chemical group 0.000 description 2
- 239000013049 sediment Substances 0.000 description 2
- 238000005204 segregation Methods 0.000 description 2
- 229940083037 simethicone Drugs 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 239000008399 tap water Substances 0.000 description 2
- 235000020679 tap water Nutrition 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 210000001519 tissue Anatomy 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical class FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 description 1
- AEKIDIPTUHMSLG-UHFFFAOYSA-N 1-hydroxyoctane-3,6-dione Chemical compound O=C(CCO)CCC(CC)=O AEKIDIPTUHMSLG-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- BPFUIWLQXNPZHI-UHFFFAOYSA-N 4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-N-[(methoxyamino)methylidene]-2-methylbenzamide Chemical compound C1=C(C)C(C(=O)N\C=N/OC)=CC=C1C1=NOC(C(F)(F)F)(C=2C=C(Cl)C=C(Cl)C=2)C1 BPFUIWLQXNPZHI-UHFFFAOYSA-N 0.000 description 1
- FJBGLNSEMHYAPD-UHFFFAOYSA-N 5-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4h-1,2-oxazol-3-yl]-3-methyl-n-[2-oxo-2-(2,2,2-trifluoroethylamino)ethyl]thiophene-2-carboxamide Chemical compound S1C(C(=O)NCC(=O)NCC(F)(F)F)=C(C)C=C1C1=NOC(C(F)(F)F)(C=2C=C(Cl)C=C(Cl)C=2)C1 FJBGLNSEMHYAPD-UHFFFAOYSA-N 0.000 description 1
- XZIIFPSPUDAGJM-UHFFFAOYSA-N 6-chloro-2-n,2-n-diethylpyrimidine-2,4-diamine Chemical class CCN(CC)C1=NC(N)=CC(Cl)=N1 XZIIFPSPUDAGJM-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 241000251468 Actinopterygii Species 0.000 description 1
- 241000256111 Aedes <genus> Species 0.000 description 1
- 241000238679 Amblyomma Species 0.000 description 1
- 241000256186 Anopheles <genus> Species 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 241000933851 Cochliomyia Species 0.000 description 1
- 241000272201 Columbiformes Species 0.000 description 1
- 241000258922 Ctenocephalides Species 0.000 description 1
- 241000258924 Ctenocephalides felis Species 0.000 description 1
- 241000256054 Culex <genus> Species 0.000 description 1
- 241001128004 Demodex Species 0.000 description 1
- 241000193880 Demodex folliculorum Species 0.000 description 1
- 241001480824 Dermacentor Species 0.000 description 1
- 241000202813 Dermatobia Species 0.000 description 1
- 241000322646 Felicola Species 0.000 description 1
- 241001480796 Haemaphysalis Species 0.000 description 1
- 241000257232 Haematobia irritans Species 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- 241000167880 Hirundinidae Species 0.000 description 1
- 241000238681 Ixodes Species 0.000 description 1
- 241001569691 Ixodes brunneus Species 0.000 description 1
- 241001113970 Linognathus Species 0.000 description 1
- 241000257229 Musca <genus> Species 0.000 description 1
- 150000001204 N-oxides Chemical class 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- 241000790250 Otodectes Species 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 241001674048 Phthiraptera Species 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 229920001219 Polysorbate 40 Polymers 0.000 description 1
- 208000003251 Pruritus Diseases 0.000 description 1
- 241000283984 Rodentia Species 0.000 description 1
- 241000282849 Ruminantia Species 0.000 description 1
- 241000258242 Siphonaptera Species 0.000 description 1
- BCKXLBQYZLBQEK-KVVVOXFISA-M Sodium oleate Chemical compound [Na+].CCCCCCCC\C=C/CCCCCCCC([O-])=O BCKXLBQYZLBQEK-KVVVOXFISA-M 0.000 description 1
- HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical class CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 241001494139 Stomoxys Species 0.000 description 1
- 241001494115 Stomoxys calcitrans Species 0.000 description 1
- 241001259047 Trichodectes Species 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 210000000577 adipose tissue Anatomy 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 229940087168 alpha tocopherol Drugs 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 239000003096 antiparasitic agent Substances 0.000 description 1
- 229940125687 antiparasitic agent Drugs 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000013060 biological fluid Substances 0.000 description 1
- 210000001124 body fluid Anatomy 0.000 description 1
- 239000010839 body fluid Substances 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 235000008504 concentrate Nutrition 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 244000079386 endoparasite Species 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-M hexadecanoate Chemical compound CCCCCCCCCCCCCCCC([O-])=O IPCSVZSSVZVIGE-UHFFFAOYSA-M 0.000 description 1
- 238000000265 homogenisation Methods 0.000 description 1
- 239000005414 inactive ingredient Substances 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 238000010255 intramuscular injection Methods 0.000 description 1
- 239000007927 intramuscular injection Substances 0.000 description 1
- 238000010253 intravenous injection Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 230000000974 larvacidal effect Effects 0.000 description 1
- 229940070765 laurate Drugs 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 244000144972 livestock Species 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 229950002303 lotilaner Drugs 0.000 description 1
- 230000001926 lymphatic effect Effects 0.000 description 1
- 239000000693 micelle Substances 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- 239000013642 negative control Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- QUUPCYYWQSZJHE-UHFFFAOYSA-N octane-1,3,6-triol Chemical compound CCC(O)CCC(O)CCO QUUPCYYWQSZJHE-UHFFFAOYSA-N 0.000 description 1
- 229940049964 oleate Drugs 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 235000021313 oleic acid Nutrition 0.000 description 1
- 231100000194 ovacidal Toxicity 0.000 description 1
- 230000003151 ovacidal effect Effects 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 235000010483 polyoxyethylene sorbitan monopalmitate Nutrition 0.000 description 1
- 239000000249 polyoxyethylene sorbitan monopalmitate Substances 0.000 description 1
- 229940101027 polysorbate 40 Drugs 0.000 description 1
- 238000011321 prophylaxis Methods 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical group O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229960005393 sarolaner Drugs 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 238000004088 simulation Methods 0.000 description 1
- 229960005480 sodium caprylate Drugs 0.000 description 1
- 235000010268 sodium methyl p-hydroxybenzoate Nutrition 0.000 description 1
- BYKRNSHANADUFY-UHFFFAOYSA-M sodium octanoate Chemical compound [Na+].CCCCCCCC([O-])=O BYKRNSHANADUFY-UHFFFAOYSA-M 0.000 description 1
- OGBHACNFHJJTQT-UHFFFAOYSA-M sodium;4-butoxycarbonylphenolate Chemical compound [Na+].CCCCOC(=O)C1=CC=C([O-])C=C1 OGBHACNFHJJTQT-UHFFFAOYSA-M 0.000 description 1
- PESXGULMKCKJCC-UHFFFAOYSA-M sodium;4-methoxycarbonylphenolate Chemical class [Na+].COC(=O)C1=CC=C([O-])C=C1 PESXGULMKCKJCC-UHFFFAOYSA-M 0.000 description 1
- IXMINYBUNCWGER-UHFFFAOYSA-M sodium;4-propoxycarbonylphenolate Chemical class [Na+].CCCOC(=O)C1=CC=C([O-])C=C1 IXMINYBUNCWGER-UHFFFAOYSA-M 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000010254 subcutaneous injection Methods 0.000 description 1
- 239000007929 subcutaneous injection Substances 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 229960000984 tocofersolan Drugs 0.000 description 1
- 235000010384 tocopherol Nutrition 0.000 description 1
- 229930003799 tocopherol Natural products 0.000 description 1
- 239000011732 tocopherol Substances 0.000 description 1
- 229960001295 tocopherol Drugs 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 239000002076 α-tocopherol Substances 0.000 description 1
- 235000004835 α-tocopherol Nutrition 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0087—Galenical forms not covered by A61K9/02 - A61K9/7023
- A61K9/0095—Drinks; Beverages; Syrups; Compositions for reconstitution thereof, e.g. powders or tablets to be dispersed in a glass of water; Veterinary drenches
-
- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
-
- 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
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/105—Aliphatic or alicyclic compounds
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/116—Heterocyclic compounds
- A23K20/132—Heterocyclic compounds containing only one nitrogen as hetero atom
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/116—Heterocyclic compounds
- A23K20/137—Heterocyclic compounds containing two hetero atoms, of which at least one is nitrogen
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K50/00—Feeding-stuffs specially adapted for particular animals
- A23K50/30—Feeding-stuffs specially adapted for particular animals for swines
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K50/00—Feeding-stuffs specially adapted for particular animals
- A23K50/70—Feeding-stuffs specially adapted for particular animals for birds
- A23K50/75—Feeding-stuffs specially adapted for particular animals for birds for poultry
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/42—Oxazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/10—Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/14—Esters of carboxylic acids, e.g. fatty acid monoglycerides, medium-chain triglycerides, parabens or PEG fatty acid esters
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/22—Heterocyclic compounds, e.g. ascorbic acid, tocopherol or pyrrolidones
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/26—Carbohydrates, e.g. sugar alcohols, amino sugars, nucleic acids, mono-, di- or oligo-saccharides; Derivatives thereof, e.g. polysorbates, sorbitan fatty acid esters or glycyrrhizin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/08—Solutions
-
- 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
- A61P33/14—Ectoparasiticides, e.g. scabicides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/10—Dispersions; Emulsions
- A61K9/107—Emulsions ; Emulsion preconcentrates; Micelles
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Epidemiology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Zoology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Food Science & Technology (AREA)
- Animal Husbandry (AREA)
- Birds (AREA)
- Tropical Medicine & Parasitology (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Environmental Sciences (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Toxicology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP13199006 | 2013-12-20 | ||
| EP13199006.1 | 2013-12-20 | ||
| PCT/EP2014/078634 WO2015091898A1 (en) | 2013-12-20 | 2014-12-19 | Isoxazoline compositions and use thereof in the prevention or treatment of parasite infestations in animals |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2019114223A Division RU2791637C2 (ru) | 2013-12-20 | 2014-12-19 | Изоксазолиновые композиции и их применение в профилактике или лечении паразитарных инвазий животных |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2016129474A RU2016129474A (ru) | 2018-01-25 |
| RU2688919C1 true RU2688919C1 (ru) | 2019-05-23 |
Family
ID=49880542
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2016129474A RU2688919C1 (ru) | 2013-12-20 | 2014-12-19 | Изоксазолиновые композиции и их применение в провилактике или лечении паразитарных инвазий животных |
Country Status (11)
| Country | Link |
|---|---|
| US (4) | US10456358B2 (enExample) |
| EP (2) | EP4306168B1 (enExample) |
| JP (1) | JP6581586B2 (enExample) |
| CN (2) | CN110327468B (enExample) |
| ES (2) | ES3036365T3 (enExample) |
| HU (2) | HUE066811T2 (enExample) |
| MX (1) | MX373872B (enExample) |
| PL (2) | PL4306168T3 (enExample) |
| PT (1) | PT4306168T (enExample) |
| RU (1) | RU2688919C1 (enExample) |
| WO (1) | WO2015091898A1 (enExample) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6581586B2 (ja) * | 2013-12-20 | 2019-09-25 | インターベット インターナショナル ベー． フェー． | イソオキサゾリン組成物および動物における寄生虫侵襲の予防または処置におけるその使用 |
| US20170232024A1 (en) | 2014-08-04 | 2017-08-17 | Jerry Tan Eye Surgery Pte Ltd | Pharmaceutical compositions for demodex related blepharitis and eyelid crusting |
| CN114681453A (zh) * | 2014-12-22 | 2022-07-01 | 英特维特国际股份有限公司 | 异噁唑啉化合物用于治疗蠕形螨病的用途 |
| CN107750159B (zh) | 2015-06-23 | 2021-10-29 | 英特维特国际股份有限公司 | 用于消毒的饮用水的含有维生素的异噁唑啉溶液 |
| WO2018039508A1 (en) * | 2016-08-25 | 2018-03-01 | Merial, Inc. | Method for reducing unwanted effects in parasiticidal treatments |
| CA3042306A1 (en) * | 2016-10-31 | 2018-05-03 | The Scripps Research Institute | Methods and compositions for preventing vector-borne disease transmission |
| MX2020004694A (es) * | 2017-11-07 | 2020-07-27 | Intervet Int Bv | Composiciones farmaceuticas inyectables de isoxazolina y su uso contra la infestacion de parasitos. |
| KR102819993B1 (ko) * | 2017-11-07 | 2025-06-11 | 인터벳 인터내셔널 비.브이. | 큰 크기의 이속사졸린 입자를 제조하는 방법 |
| CN119174758A (zh) | 2017-12-15 | 2024-12-24 | 塔苏斯制药有限公司 | 用于治疗睑炎的异恶唑啉驱虫剂制剂和方法 |
| US11533893B2 (en) | 2017-12-20 | 2022-12-27 | Intervet Inc. | Method and system for external fish parasite monitoring in aquaculture |
| US11825814B2 (en) | 2017-12-20 | 2023-11-28 | Intervet Inc. | System for external fish parasite monitoring in aquaculture |
| EP3726969A1 (en) * | 2017-12-20 | 2020-10-28 | Intervet International B.V. | System for external fish parasite monitoring in aquaculture |
| EP3726971A1 (en) * | 2017-12-20 | 2020-10-28 | Intervet International B.V. | System for external fish parasite monitoring in aquaculture |
| EP3726972A1 (en) | 2017-12-20 | 2020-10-28 | Intervet International B.V. | Method and system for external fish parasite monitoring in aquaculture |
| KR102142916B1 (ko) * | 2018-08-17 | 2020-08-10 | 부산대학교 산학협력단 | 상향식 방법을 통한 난용성 약물을 포함하는 나노현탁액의 제조방법 및 이로 제조된 나노현탁액 |
| US12502377B2 (en) | 2019-04-04 | 2025-12-23 | Tarsus Pharmaceuticals, Inc. | Method of eradicating ticks that attach to humans using lotilaner formulations |
| US20220249445A1 (en) * | 2019-06-19 | 2022-08-11 | Tarsus Pharmaceuticals, Inc. | Isoxazoline parasiticide formulations and methods for treating blepharitis |
| AU2020295570A1 (en) * | 2019-06-19 | 2022-02-10 | Tarsus Pharmaceuticals, Inc. | Isoxazoline parasiticide formulations and methods for treating blepharitis |
| WO2021127188A1 (en) | 2019-12-18 | 2021-06-24 | Elanco Tiergesundheit Ag | Isoxazoline derivatives as pesticides |
| EP4185585A1 (en) | 2020-07-24 | 2023-05-31 | Elanco Us Inc. | Process for making an isoxazoline compound and intermediate thereof |
| MX2023010378A (es) * | 2021-03-11 | 2024-01-24 | In The Bowl Animal Health Inc | Alimento canino oral y metodos para controlar infestaciones de garrapatas en un canino. |
| CN114306231B (zh) * | 2021-12-29 | 2023-03-24 | 天津市中升挑战生物科技有限公司 | 一种氟雷拉纳杀虫剂及其制备方法和应用 |
| CN117064851A (zh) * | 2023-09-20 | 2023-11-17 | 中国农业大学 | 一种异噁唑啉类驱虫药制剂的制备方法 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007053902A1 (en) * | 2005-11-10 | 2007-05-18 | Bomac Animal Health Pty Limited | Method of treating parasites |
| WO2009024541A2 (en) * | 2007-08-17 | 2009-02-26 | Intervet International B.V. | Isoxazoline compositions and their use as antiparasitics |
| WO2012089622A2 (en) * | 2010-12-27 | 2012-07-05 | Intervet International B.V. | Topical localized isoxazoline formulation |
| US20130065846A1 (en) * | 2011-09-12 | 2013-03-14 | Mark D. Soll | Parasiticidal compositions comprising an isoxazoline active agent, methods and uses thereof |
Family Cites Families (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3727648A1 (de) | 1987-08-19 | 1989-03-02 | Bayer Ag | Neue avermectin derivate, verfahren zu ihrer herstellung und ihre verwendung |
| US6998131B2 (en) * | 1996-09-19 | 2006-02-14 | Merial Limited | Spot-on formulations for combating parasites |
| WO2005085216A1 (ja) | 2004-03-05 | 2005-09-15 | Nissan Chemical Industries, Ltd. | イソキサゾリン置換ベンズアミド化合物及び有害生物防除剤 |
| TW200803740A (en) | 2005-12-16 | 2008-01-16 | Du Pont | 5-aryl isoxazolines for controlling invertebrate pests |
| TWI412322B (zh) | 2005-12-30 | 2013-10-21 | Du Pont | 控制無脊椎害蟲之異唑啉 |
| TWI430995B (zh) | 2007-06-26 | 2014-03-21 | Du Pont | 萘異唑啉無脊椎有害動物控制劑 |
| EP2957284B1 (en) | 2007-06-27 | 2018-01-17 | E. I. du Pont de Nemours and Company | Animal pest control method |
| TWI411395B (zh) | 2007-12-24 | 2013-10-11 | Syngenta Participations Ag | 殺蟲化合物 |
| US8389738B2 (en) | 2008-07-09 | 2013-03-05 | Nissan Chemical Industries, Ltd. | Production method of isoxazoline-substituted benzoic acid amide compound |
| ES2635120T5 (es) * | 2008-07-09 | 2024-06-03 | Basf Se | Mezclas activas de pesticidas que comprenden compuestos I de isoxazolina |
| EP2550962B1 (en) * | 2008-11-19 | 2019-10-30 | Boehringer Ingelheim Animal Health USA Inc. | Compositions comprising an aryl pyrazole and/or a formamidine, methods and uses thereof |
| ES2442342T3 (es) | 2008-12-18 | 2014-02-11 | Novartis Ag | Derivados de las isoxazolinas y su uso como pesticida |
| US8383659B2 (en) | 2008-12-19 | 2013-02-26 | Novartis Ag | Isoxazoline derivatives as pesticides |
| CA2769385C (en) | 2009-07-30 | 2017-10-17 | Merial Limited | Insecticidal 4-amino-thieno[2,3-d]-pyrimidine compounds and methods of their use |
| AR081843A1 (es) | 2010-06-09 | 2012-10-24 | Syngenta Participations Ag | Mezclas pesticidas incluyendo derivados isoxazolina |
| DK178277B1 (da) | 2010-06-18 | 2015-10-26 | Novartis Tiergesundheit Ag | Diaryloxazolinforbindelser til bekæmpelse af fiskelus |
| PL2658541T3 (pl) * | 2010-12-27 | 2022-04-04 | Intervet International B.V. | Preparat izoksazoliny do stosowania miejscowego zawierający glikofurol |
| AU2012215440B2 (en) | 2011-02-10 | 2015-08-27 | Novartis Tiergesundheit Ag | Isoxazoline derivatives for controlling invertebrate pests |
| JP5806743B2 (ja) | 2011-03-10 | 2015-11-10 | ゾエティス・エルエルシー | 抗寄生虫薬としてのスピロ環式イソオキサゾリン誘導体 |
| WO2013026695A1 (en) | 2011-08-25 | 2013-02-28 | Syngenta Participations Ag | Isoxazoline derivatives as insecticidal compounds |
| CN106045962A (zh) | 2011-08-25 | 2016-10-26 | 先正达参股股份有限公司 | 作为杀虫化合物的异噁唑啉衍生物 |
| JP2014534182A (ja) | 2011-10-03 | 2014-12-18 | シンジェンタ パーティシペーションズ アクチェンゲゼルシャフト | 殺虫化合物としてのイソオキサゾリン誘導体 |
| BR112014024833B1 (pt) | 2012-04-04 | 2022-10-04 | Intervet International B.V. | Produto farmacêutico veterinário mastigável macio, processo para sua fabricação e seu uso, bem como uso de pamoato de sódio |
| LT3052080T (lt) | 2013-09-30 | 2025-08-25 | Zoetis Services Llc | Ilgo veikimo spiro-izoksazolino vaistinės formos |
| JP6581586B2 (ja) * | 2013-12-20 | 2019-09-25 | インターベット インターナショナル ベー． フェー． | イソオキサゾリン組成物および動物における寄生虫侵襲の予防または処置におけるその使用 |
| WO2015091900A1 (en) | 2013-12-20 | 2015-06-25 | Intervet International B.V. | Use of isoxazoline derivatives for the treatment or prevention of arthropod infestations in poultry |
-
2014
- 2014-12-19 JP JP2016540677A patent/JP6581586B2/ja active Active
- 2014-12-19 HU HUE14815365A patent/HUE066811T2/hu unknown
- 2014-12-19 PL PL23206906.2T patent/PL4306168T3/pl unknown
- 2014-12-19 ES ES23206906T patent/ES3036365T3/es active Active
- 2014-12-19 WO PCT/EP2014/078634 patent/WO2015091898A1/en not_active Ceased
- 2014-12-19 RU RU2016129474A patent/RU2688919C1/ru active
- 2014-12-19 EP EP23206906.2A patent/EP4306168B1/en active Active
- 2014-12-19 CN CN201910734505.3A patent/CN110327468B/zh active Active
- 2014-12-19 EP EP14815365.3A patent/EP3082867B1/en active Active
- 2014-12-19 ES ES14815365T patent/ES2971061T3/es active Active
- 2014-12-19 US US15/102,414 patent/US10456358B2/en active Active
- 2014-12-19 CN CN201480068585.9A patent/CN105813651B/zh active Active
- 2014-12-19 PT PT232069062T patent/PT4306168T/pt unknown
- 2014-12-19 MX MX2016008118A patent/MX373872B/es active IP Right Grant
- 2014-12-19 HU HUE23206906A patent/HUE072822T2/hu unknown
- 2014-12-19 PL PL14815365.3T patent/PL3082867T3/pl unknown
-
2019
- 2019-09-13 US US16/570,633 patent/US20200000720A1/en not_active Abandoned
-
2021
- 2021-07-30 US US17/390,296 patent/US11883530B2/en active Active
-
2023
- 2023-12-06 US US18/530,282 patent/US20240122849A1/en not_active Abandoned
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007053902A1 (en) * | 2005-11-10 | 2007-05-18 | Bomac Animal Health Pty Limited | Method of treating parasites |
| WO2009024541A2 (en) * | 2007-08-17 | 2009-02-26 | Intervet International B.V. | Isoxazoline compositions and their use as antiparasitics |
| WO2012089622A2 (en) * | 2010-12-27 | 2012-07-05 | Intervet International B.V. | Topical localized isoxazoline formulation |
| US20130065846A1 (en) * | 2011-09-12 | 2013-03-14 | Mark D. Soll | Parasiticidal compositions comprising an isoxazoline active agent, methods and uses thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| RU2019114223A (ru) | 2019-06-28 |
| PL4306168T3 (pl) | 2025-11-17 |
| EP4306168B1 (en) | 2025-06-25 |
| JP6581586B2 (ja) | 2019-09-25 |
| CN105813651B (zh) | 2021-11-23 |
| CN110327468B (zh) | 2023-04-28 |
| US11883530B2 (en) | 2024-01-30 |
| EP4306168A3 (en) | 2024-03-13 |
| US20200000720A1 (en) | 2020-01-02 |
| PL3082867T3 (pl) | 2024-05-13 |
| US20240122849A1 (en) | 2024-04-18 |
| EP4306168A2 (en) | 2024-01-17 |
| EP3082867A1 (en) | 2016-10-26 |
| EP3082867B1 (en) | 2024-01-17 |
| US20210353537A1 (en) | 2021-11-18 |
| RU2016129474A (ru) | 2018-01-25 |
| HUE066811T2 (hu) | 2024-09-28 |
| HUE072822T2 (hu) | 2025-12-28 |
| PT4306168T (pt) | 2025-07-24 |
| WO2015091898A1 (en) | 2015-06-25 |
| JP2016540809A (ja) | 2016-12-28 |
| CN105813651A (zh) | 2016-07-27 |
| US20160317439A1 (en) | 2016-11-03 |
| ES2971061T3 (es) | 2024-06-03 |
| CN110327468A (zh) | 2019-10-15 |
| MX373872B (es) | 2020-03-26 |
| US10456358B2 (en) | 2019-10-29 |
| ES3036365T3 (en) | 2025-09-18 |
| MX2016008118A (es) | 2016-09-16 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| RU2688919C1 (ru) | Изоксазолиновые композиции и их применение в провилактике или лечении паразитарных инвазий животных | |
| US11878006B2 (en) | Isoxazoline solution containing vitamin E for use with sanitized drinking water | |
| US12128032B2 (en) | Use of isoxazoline derivatives for the treatment or prevention of arthropod infestations in poultry | |
| WO2021122521A1 (en) | Composition for lice control in poultry | |
| RU2791637C2 (ru) | Изоксазолиновые композиции и их применение в профилактике или лечении паразитарных инвазий животных | |
| US11903962B1 (en) | Isoxazoline complexes and compositions thereof | |
| US20240366572A1 (en) | Isoxazoline complexes and compositions thereof | |
| RU2796536C9 (ru) | Применение изоксазолиновых соединений на домашней птице | |
| RU2796536C2 (ru) | Применение изоксазолиновых соединений на домашней птице |