JP2003514854A - 魚類の生存を調節するためのベンゾイルウレア誘導体を含む注射可能な調製物 - Google Patents
魚類の生存を調節するためのベンゾイルウレア誘導体を含む注射可能な調製物Info
- Publication number
- JP2003514854A JP2003514854A JP2001539440A JP2001539440A JP2003514854A JP 2003514854 A JP2003514854 A JP 2003514854A JP 2001539440 A JP2001539440 A JP 2001539440A JP 2001539440 A JP2001539440 A JP 2001539440A JP 2003514854 A JP2003514854 A JP 2003514854A
- Authority
- JP
- Japan
- Prior art keywords
- fish
- hydrogen
- halogen
- formula
- active ingredient
- 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.)
- Pending
Links
- 241000251468 Actinopterygii Species 0.000 title claims description 96
- 238000002360 preparation method Methods 0.000 title claims description 12
- HRYILSDLIGTCOP-UHFFFAOYSA-N N-benzoylurea Chemical class NC(=O)NC(=O)C1=CC=CC=C1 HRYILSDLIGTCOP-UHFFFAOYSA-N 0.000 title abstract description 7
- 230000004083 survival effect Effects 0.000 title 1
- 238000002347 injection Methods 0.000 claims abstract description 34
- 239000007924 injection Substances 0.000 claims abstract description 34
- 241001674048 Phthiraptera Species 0.000 claims abstract description 33
- 238000000034 method Methods 0.000 claims abstract description 30
- 150000001875 compounds Chemical class 0.000 claims abstract description 13
- 239000004480 active ingredient Substances 0.000 claims description 36
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 33
- 244000045947 parasite Species 0.000 claims description 27
- 229910052739 hydrogen Inorganic materials 0.000 claims description 22
- 239000001257 hydrogen Substances 0.000 claims description 20
- 238000011282 treatment Methods 0.000 claims description 19
- 229910052736 halogen Inorganic materials 0.000 claims description 17
- 239000000203 mixture Substances 0.000 claims description 17
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 16
- 150000002367 halogens Chemical class 0.000 claims description 16
- 239000013543 active substance Substances 0.000 claims description 11
- 230000009545 invasion Effects 0.000 claims description 10
- -1 trifluoro-2-tri Fluoromethoxyethoxy Chemical group 0.000 claims description 9
- 230000037396 body weight Effects 0.000 claims description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 6
- YOWNVPAUWYHLQX-UHFFFAOYSA-N fluazuron Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC1=CC=C(Cl)C(OC=2C(=CC(=CN=2)C(F)(F)F)Cl)=C1 YOWNVPAUWYHLQX-UHFFFAOYSA-N 0.000 claims description 5
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 5
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 5
- 244000144992 flock Species 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims description 3
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 230000033001 locomotion Effects 0.000 claims description 2
- 230000001404 mediated effect Effects 0.000 claims description 2
- 231100000252 nontoxic Toxicity 0.000 claims description 2
- 230000003000 nontoxic effect Effects 0.000 claims description 2
- 230000003287 optical effect Effects 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims 1
- 235000013877 carbamide Nutrition 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 239000004094 surface-active agent Substances 0.000 claims 1
- 150000003672 ureas Chemical class 0.000 claims 1
- 238000009360 aquaculture Methods 0.000 abstract description 13
- 244000144974 aquaculture Species 0.000 abstract description 13
- 235000019688 fish Nutrition 0.000 description 85
- 241000972773 Aulopiformes Species 0.000 description 24
- 235000019515 salmon Nutrition 0.000 description 24
- 239000000126 substance Substances 0.000 description 14
- 108091006146 Channels Proteins 0.000 description 9
- 230000000694 effects Effects 0.000 description 8
- 239000013535 sea water Substances 0.000 description 8
- 241001465754 Metazoa Species 0.000 description 7
- 241000277263 Salmo Species 0.000 description 7
- 230000006378 damage Effects 0.000 description 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 7
- 238000009472 formulation Methods 0.000 description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 6
- 239000000460 chlorine Substances 0.000 description 6
- 244000144980 herd Species 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 241000894007 species Species 0.000 description 6
- 241000277331 Salmonidae Species 0.000 description 5
- 230000004888 barrier function Effects 0.000 description 5
- 239000005660 Abamectin Substances 0.000 description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 4
- 241000238631 Hexapoda Species 0.000 description 4
- 206010061217 Infestation Diseases 0.000 description 4
- 241001247233 Lepeophtheirus Species 0.000 description 4
- 150000008047 benzoylureas Chemical class 0.000 description 4
- 229910052801 chlorine Inorganic materials 0.000 description 4
- 239000007972 injectable composition Substances 0.000 description 4
- 230000013011 mating Effects 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- 238000012546 transfer Methods 0.000 description 4
- 241000238876 Acari Species 0.000 description 3
- 241001611011 Caligus Species 0.000 description 3
- 208000003322 Coinfection Diseases 0.000 description 3
- 239000005912 Lufenuron Substances 0.000 description 3
- 241000277334 Oncorhynchus Species 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 201000010099 disease Diseases 0.000 description 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 3
- 244000078703 ectoparasite Species 0.000 description 3
- 229950006719 fluazuron Drugs 0.000 description 3
- 229910052731 fluorine Inorganic materials 0.000 description 3
- 235000013305 food Nutrition 0.000 description 3
- 239000013505 freshwater Substances 0.000 description 3
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 230000007774 longterm Effects 0.000 description 3
- PWPJGUXAGUPAHP-UHFFFAOYSA-N lufenuron Chemical compound C1=C(Cl)C(OC(F)(F)C(C(F)(F)F)F)=CC(Cl)=C1NC(=O)NC(=O)C1=C(F)C=CC=C1F PWPJGUXAGUPAHP-UHFFFAOYSA-N 0.000 description 3
- 229960000521 lufenuron Drugs 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 235000019198 oils Nutrition 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000008055 phosphate buffer solution Substances 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 210000001519 tissue Anatomy 0.000 description 3
- 230000000451 tissue damage Effects 0.000 description 3
- 231100000827 tissue damage Toxicity 0.000 description 3
- 239000008215 water for injection Substances 0.000 description 3
- IBSREHMXUMOFBB-JFUDTMANSA-N 5u8924t11h Chemical compound O1[C@@H](C)[C@H](O)[C@@H](OC)C[C@@H]1O[C@@H]1[C@@H](OC)C[C@H](O[C@@H]2C(=C/C[C@@H]3C[C@@H](C[C@@]4(O3)C=C[C@H](C)[C@@H](C(C)C)O4)OC(=O)[C@@H]3C=C(C)[C@@H](O)[C@H]4OC\C([C@@]34O)=C/C=C/[C@@H]2C)/C)O[C@H]1C.C1=C[C@H](C)[C@@H]([C@@H](C)CC)O[C@]11O[C@H](C\C=C(C)\[C@@H](O[C@@H]2O[C@@H](C)[C@H](O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](OC)C3)[C@@H](OC)C2)[C@@H](C)\C=C\C=C/2[C@]3([C@H](C(=O)O4)C=C(C)[C@@H](O)[C@H]3OC\2)O)C[C@H]4C1 IBSREHMXUMOFBB-JFUDTMANSA-N 0.000 description 2
- 241001405819 Caligus elongatus Species 0.000 description 2
- 241000238424 Crustacea Species 0.000 description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
- 241000282412 Homo Species 0.000 description 2
- 241001247234 Lepeophtheirus salmonis Species 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 229950008167 abamectin Drugs 0.000 description 2
- 230000000895 acaricidal effect Effects 0.000 description 2
- 239000000642 acaricide Substances 0.000 description 2
- 125000003342 alkenyl group Chemical group 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 235000019445 benzyl alcohol Nutrition 0.000 description 2
- 239000004202 carbamide Substances 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 238000003912 environmental pollution Methods 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- RGNPBRKPHBKNKX-UHFFFAOYSA-N hexaflumuron Chemical compound C1=C(Cl)C(OC(F)(F)C(F)F)=C(Cl)C=C1NC(=O)NC(=O)C1=C(F)C=CC=C1F RGNPBRKPHBKNKX-UHFFFAOYSA-N 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 238000002649 immunization Methods 0.000 description 2
- 230000003053 immunization Effects 0.000 description 2
- 238000001727 in vivo Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 238000011081 inoculation Methods 0.000 description 2
- 239000002917 insecticide Substances 0.000 description 2
- 235000013372 meat Nutrition 0.000 description 2
- FXWHFKOXMBTCMP-WMEDONTMSA-N milbemycin Natural products COC1C2OCC3=C/C=C/C(C)CC(=CCC4CC(CC5(O4)OC(C)C(C)C(OC(=O)C(C)CC(C)C)C5O)OC(=O)C(C=C1C)C23O)C FXWHFKOXMBTCMP-WMEDONTMSA-N 0.000 description 2
- 210000003205 muscle Anatomy 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 239000008159 sesame oil Substances 0.000 description 2
- 235000011803 sesame oil Nutrition 0.000 description 2
- 230000035939 shock Effects 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 238000002255 vaccination Methods 0.000 description 2
- 230000004584 weight gain Effects 0.000 description 2
- 235000019786 weight gain Nutrition 0.000 description 2
- 125000004973 1-butenyl group Chemical group C(=CCC)* 0.000 description 1
- BSWWXRFVMJHFBN-UHFFFAOYSA-N 2,4,6-tribromophenol Chemical compound OC1=C(Br)C=C(Br)C=C1Br BSWWXRFVMJHFBN-UHFFFAOYSA-N 0.000 description 1
- 125000006040 2-hexenyl group Chemical group 0.000 description 1
- AZSNMRSAGSSBNP-UHFFFAOYSA-N 22,23-dihydroavermectin B1a Natural products C1CC(C)C(C(C)CC)OC21OC(CC=C(C)C(OC1OC(C)C(OC3OC(C)C(O)C(OC)C3)C(OC)C1)C(C)C=CC=C1C3(C(C(=O)O4)C=C(C)C(O)C3OC1)O)CC4C2 AZSNMRSAGSSBNP-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- SPBDXSGPUHCETR-JFUDTMANSA-N 8883yp2r6d Chemical compound O1[C@@H](C)[C@H](O)[C@@H](OC)C[C@@H]1O[C@@H]1[C@@H](OC)C[C@H](O[C@@H]2C(=C/C[C@@H]3C[C@@H](C[C@@]4(O[C@@H]([C@@H](C)CC4)C(C)C)O3)OC(=O)[C@@H]3C=C(C)[C@@H](O)[C@H]4OC\C([C@@]34O)=C/C=C/[C@@H]2C)/C)O[C@H]1C.C1C[C@H](C)[C@@H]([C@@H](C)CC)O[C@@]21O[C@H](C\C=C(C)\[C@@H](O[C@@H]1O[C@@H](C)[C@H](O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](OC)C3)[C@@H](OC)C1)[C@@H](C)\C=C\C=C/1[C@]3([C@H](C(=O)O4)C=C(C)[C@@H](O)[C@H]3OC\1)O)C[C@H]4C2 SPBDXSGPUHCETR-JFUDTMANSA-N 0.000 description 1
- 241001519451 Abramis brama Species 0.000 description 1
- 241000252087 Anguilla japonica Species 0.000 description 1
- 241000252073 Anguilliformes Species 0.000 description 1
- 241000473391 Archosargus rhomboidalis Species 0.000 description 1
- 241000790794 Argulus Species 0.000 description 1
- 241000283690 Bos taurus Species 0.000 description 1
- 241001195214 Brachiella Species 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 241001235719 Caligus curtus Species 0.000 description 1
- 241000282472 Canis lupus familiaris Species 0.000 description 1
- 241000283707 Capra Species 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 241001288287 Cecropidae Species 0.000 description 1
- 241000369098 Chondracanthidae Species 0.000 description 1
- 241000276616 Cichlidae Species 0.000 description 1
- 241000254173 Coleoptera Species 0.000 description 1
- 241000252233 Cyprinus carpio Species 0.000 description 1
- 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 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- 241000238557 Decapoda Species 0.000 description 1
- 208000036829 Device dislocation Diseases 0.000 description 1
- 229920002307 Dextran Polymers 0.000 description 1
- 241000723298 Dicentrarchus labrax Species 0.000 description 1
- LVGKNOAMLMIIKO-UHFFFAOYSA-N Elaidinsaeure-aethylester Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC LVGKNOAMLMIIKO-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 241000283086 Equidae Species 0.000 description 1
- 241000618288 Ergasilidae Species 0.000 description 1
- 241000696946 Ergasilus Species 0.000 description 1
- 241000282326 Felis catus Species 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 241000651059 Hippoglossoides dubius Species 0.000 description 1
- 241000252498 Ictalurus punctatus Species 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 241000696955 Lernaeidae Species 0.000 description 1
- 229930195725 Mannitol Natural products 0.000 description 1
- 241001502129 Mullus Species 0.000 description 1
- 208000031888 Mycoses Diseases 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- 102000019315 Nicotinic acetylcholine receptors Human genes 0.000 description 1
- 108050006807 Nicotinic acetylcholine receptors Proteins 0.000 description 1
- 241000277326 Oncorhynchus gorbuscha Species 0.000 description 1
- 241000277329 Oncorhynchus keta Species 0.000 description 1
- 241000277338 Oncorhynchus kisutch Species 0.000 description 1
- 241000277275 Oncorhynchus mykiss Species 0.000 description 1
- 241001282110 Pagrus major Species 0.000 description 1
- 241000238127 Pagurus Species 0.000 description 1
- CZYWHNTUXNGDGR-UHFFFAOYSA-L Pamidronate disodium Chemical compound O.O.O.O.O.[Na+].[Na+].NCCC(O)(P(O)([O-])=O)P(O)([O-])=O CZYWHNTUXNGDGR-UHFFFAOYSA-L 0.000 description 1
- 235000019483 Peanut oil Nutrition 0.000 description 1
- 241001494479 Pecora Species 0.000 description 1
- 241000101788 Pennella <fungus> Species 0.000 description 1
- 241001364006 Plagioscion Species 0.000 description 1
- 206010035148 Plague Diseases 0.000 description 1
- 241001600434 Plectroglyphidodon lacrymatus Species 0.000 description 1
- 241000269980 Pleuronectidae Species 0.000 description 1
- 229920005372 Plexiglas® Polymers 0.000 description 1
- 241000231739 Rutilus rutilus Species 0.000 description 1
- 241000766166 Salmincola Species 0.000 description 1
- 241000277288 Salmo trutta Species 0.000 description 1
- 241000316146 Salmo trutta trutta Species 0.000 description 1
- 241000277295 Salvelinus Species 0.000 description 1
- 241000276699 Seriola Species 0.000 description 1
- 241000258242 Siphonaptera Species 0.000 description 1
- 241000269809 Sparus aurata Species 0.000 description 1
- 241000766285 Sphyriidae Species 0.000 description 1
- 241000269319 Squalius cephalus Species 0.000 description 1
- 241000282887 Suidae Species 0.000 description 1
- 241000886165 Symphodus Species 0.000 description 1
- 239000005938 Teflubenzuron Substances 0.000 description 1
- 206010057362 Underdose Diseases 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 210000000577 adipose tissue Anatomy 0.000 description 1
- 239000000556 agonist Substances 0.000 description 1
- 239000003708 ampul Substances 0.000 description 1
- 239000005557 antagonist Substances 0.000 description 1
- 239000000427 antigen Substances 0.000 description 1
- 102000036639 antigens Human genes 0.000 description 1
- 108091007433 antigens Proteins 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- RRZXIRBKKLTSOM-XPNPUAGNSA-N avermectin B1a Chemical compound C1=C[C@H](C)[C@@H]([C@@H](C)CC)O[C@]11O[C@H](C\C=C(C)\[C@@H](O[C@@H]2O[C@@H](C)[C@H](O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](OC)C3)[C@@H](OC)C2)[C@@H](C)\C=C\C=C/2[C@]3([C@H](C(=O)O4)C=C(C)[C@@H](O)[C@H]3OC\2)O)C[C@H]4C1 RRZXIRBKKLTSOM-XPNPUAGNSA-N 0.000 description 1
- 229910052728 basic metal Inorganic materials 0.000 description 1
- 150000003818 basic metals Chemical class 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 230000001413 cellular effect Effects 0.000 description 1
- UISUNVFOGSJSKD-UHFFFAOYSA-N chlorfluazuron Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC(C=C1Cl)=CC(Cl)=C1OC1=NC=C(C(F)(F)F)C=C1Cl UISUNVFOGSJSKD-UHFFFAOYSA-N 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000009089 cytolysis Effects 0.000 description 1
- 230000034994 death Effects 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 239000003405 delayed action preparation Substances 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- OEBRKCOSUFCWJD-UHFFFAOYSA-N dichlorvos Chemical compound COP(=O)(OC)OC=C(Cl)Cl OEBRKCOSUFCWJD-UHFFFAOYSA-N 0.000 description 1
- 229950001327 dichlorvos Drugs 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000003651 drinking water Substances 0.000 description 1
- 235000020188 drinking water Nutrition 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 244000079386 endoparasite Species 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- LVGKNOAMLMIIKO-QXMHVHEDSA-N ethyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC LVGKNOAMLMIIKO-QXMHVHEDSA-N 0.000 description 1
- 229940093471 ethyl oleate Drugs 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000005562 fading Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 230000035558 fertility Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229940072106 hydroxystearate Drugs 0.000 description 1
- 210000000987 immune system Anatomy 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 229940102223 injectable solution Drugs 0.000 description 1
- 229940102213 injectable suspension Drugs 0.000 description 1
- 230000000749 insecticidal effect Effects 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000000555 isopropenyl group Chemical group [H]\C([H])=C(\*)C([H])([H])[H] 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229960002418 ivermectin Drugs 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 230000001418 larval effect Effects 0.000 description 1
- 244000144972 livestock Species 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- CKVMAPHTVCTEMM-ALPQRHTBSA-N milbemycin oxime Chemical compound O1[C@H](C)[C@@H](C)CC[C@@]11O[C@H](C\C=C(C)\C[C@@H](C)\C=C\C=C/2[C@]3([C@H](C(=O)O4)C=C(C)C(=N/O)/[C@H]3OC\2)O)C[C@H]4C1.C1C[C@H](C)[C@@H](CC)O[C@@]21O[C@H](C\C=C(C)\C[C@@H](C)\C=C\C=C/1[C@]3([C@H](C(=O)O4)C=C(C)C(=N/O)/[C@H]3OC\1)O)C[C@H]4C2 CKVMAPHTVCTEMM-ALPQRHTBSA-N 0.000 description 1
- 229940099245 milbemycin oxime Drugs 0.000 description 1
- 238000009343 monoculture Methods 0.000 description 1
- YZBLFMPOMVTDJY-CBYMMZEQSA-N moxidectin Chemical compound O1[C@H](C(\C)=C\C(C)C)[C@@H](C)C(=N/OC)\C[C@@]11O[C@H](C\C=C(C)\C[C@@H](C)\C=C\C=C/2[C@]3([C@H](C(=O)O4)C=C(C)[C@@H](O)[C@H]3OC\2)O)C[C@H]4C1 YZBLFMPOMVTDJY-CBYMMZEQSA-N 0.000 description 1
- 229960004816 moxidectin Drugs 0.000 description 1
- 210000004400 mucous membrane Anatomy 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- NJPPVKZQTLUDBO-UHFFFAOYSA-N novaluron Chemical compound C1=C(Cl)C(OC(F)(F)C(OC(F)(F)F)F)=CC=C1NC(=O)NC(=O)C1=C(F)C=CC=C1F NJPPVKZQTLUDBO-UHFFFAOYSA-N 0.000 description 1
- 239000012053 oil suspension Substances 0.000 description 1
- 230000003204 osmotic effect Effects 0.000 description 1
- 150000005063 oxadiazines Chemical class 0.000 description 1
- 230000003071 parasitic effect Effects 0.000 description 1
- 230000024241 parasitism Effects 0.000 description 1
- 238000009304 pastoral farming Methods 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 238000009372 pisciculture Methods 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 244000144977 poultry Species 0.000 description 1
- 229940069328 povidone Drugs 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000000750 progressive effect Effects 0.000 description 1
- 230000000069 prophylactic effect Effects 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000000384 rearing effect Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000003938 response to stress Effects 0.000 description 1
- 230000009528 severe injury Effects 0.000 description 1
- 230000037380 skin damage Effects 0.000 description 1
- 238000003307 slaughter Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 208000011117 substance-related disease Diseases 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 238000013268 sustained release Methods 0.000 description 1
- 239000012730 sustained-release form Substances 0.000 description 1
- 238000007910 systemic administration Methods 0.000 description 1
- CJDWRQLODFKPEL-UHFFFAOYSA-N teflubenzuron Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC1=CC(Cl)=C(F)C(Cl)=C1F CJDWRQLODFKPEL-UHFFFAOYSA-N 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- NFACJZMKEDPNKN-UHFFFAOYSA-N trichlorfon Chemical compound COP(=O)(OC)C(O)C(Cl)(Cl)Cl NFACJZMKEDPNKN-UHFFFAOYSA-N 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Classifications
-
- 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
- A61K31/16—Amides, e.g. hydroxamic acids
- A61K31/17—Amides, e.g. hydroxamic acids having the group >N—C(O)—N< or >N—C(S)—N<, e.g. urea, thiourea, carmustine
-
- 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
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Tropical Medicine & Parasitology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Farming Of Fish And Shellfish (AREA)
- Fodder In General (AREA)
- Pyridine Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP99811084.5 | 1999-11-25 | ||
| EP99811084 | 1999-11-25 | ||
| PCT/EP2000/011686 WO2001037825A1 (en) | 1999-11-25 | 2000-11-23 | Injectable preparation for controlling fish live comprising benzoyl urea derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2003514854A true JP2003514854A (ja) | 2003-04-22 |
| JP2003514854A5 JP2003514854A5 (enExample) | 2007-12-27 |
Family
ID=8243159
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2001539440A Pending JP2003514854A (ja) | 1999-11-25 | 2000-11-23 | 魚類の生存を調節するためのベンゾイルウレア誘導体を含む注射可能な調製物 |
Country Status (9)
| Country | Link |
|---|---|
| US (2) | US6538031B1 (enExample) |
| EP (1) | EP1231912A1 (enExample) |
| JP (1) | JP2003514854A (enExample) |
| CN (1) | CN1198606C (enExample) |
| AU (1) | AU764007B2 (enExample) |
| BR (1) | BR0015842A (enExample) |
| CA (1) | CA2389547A1 (enExample) |
| MX (1) | MXPA02005246A (enExample) |
| WO (1) | WO2001037825A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2015525203A (ja) * | 2012-05-08 | 2015-09-03 | ノバルティス アーゲー | ルフェヌロンによる魚類個体群の処理 |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6538031B1 (en) * | 1999-11-25 | 2003-03-25 | Novartis Animal Health Us, Inc. | Method of controlling sea lice infestation in fish |
| WO2008001368A2 (en) * | 2006-06-27 | 2008-01-03 | Hadasit Medical Research Services And Development Ltd. | Use of stilbene derivatives for treatment and prevention of aquatic mold infections |
| DE102007002872A1 (de) | 2007-01-15 | 2008-07-17 | Alpha-Biocare Gmbh | Verwendung von Avermectin-Derivaten zur Behandlung gegen Parasiten von Fischen |
| CA2705544A1 (en) * | 2007-11-19 | 2009-05-28 | Calanus As | Bioactive copepod-compositions, processes for the production thereof, and use thereof to prevent or treat hosts infested by phylogenetically similar ectoparasites |
| WO2010106138A1 (en) * | 2009-03-20 | 2010-09-23 | Novartis Ag | Pesticide composition |
| WO2012021703A1 (en) * | 2010-08-11 | 2012-02-16 | E. I. Du Pont De Nemours And Company | A sustainable aquaculture feeding strategy |
| AR094882A1 (es) | 2013-02-26 | 2015-09-02 | Zoetis Llc | Selamectina para el tratamiento de las infestaciones por piojos de mar, composición |
| AU2015303009B2 (en) | 2014-08-12 | 2020-10-29 | Institut de Recherche en Semiochimie et Ethologie Appliquee | Palmitoleic acid for use in inhibiting the attachment of sea lice to fish |
| US10829649B2 (en) | 2018-04-20 | 2020-11-10 | Redjak, L.L.C. | Methods and coatings for protecting surfaces from bio-fouling species |
| US10519327B2 (en) | 2018-04-20 | 2019-12-31 | Redjak, L.L.C. | Methods and coatings for protecting surfaces from bio-fouling species |
| US10689527B2 (en) | 2018-04-20 | 2020-06-23 | Redjak, L.L.C | Methods and coatings for protecting surfaces from bio-fouling species |
| EP3810127A1 (en) | 2018-06-19 | 2021-04-28 | Pharmaq AS | Use of milbemycin oxime against sea lice on fish |
| AU2021422850A1 (en) * | 2021-01-29 | 2023-08-17 | Running Tide Technologies, Inc. | System and method for grading and counting aquatic animals |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62281807A (ja) * | 1986-01-25 | 1987-12-07 | ヘキスト アクチェンゲゼルシャフト | 害虫防除剤 |
| JPH10511984A (ja) * | 1995-06-13 | 1998-11-17 | ニュートレコ・アクアカルチャー・リサーチ・センター・エー／エス | 養殖魚における寄生虫駆除剤 |
| JPH11500439A (ja) * | 1995-02-24 | 1999-01-12 | ノバルティス アクチェンゲゼルシャフト | 寄生生物を防除するための組成物 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5823871B2 (ja) * | 1978-02-06 | 1983-05-18 | 石原産業株式会社 | Ｎ↓−ピリジルオキシフエニルウレア系化合物及びそれらを含有する殺虫剤 |
| DE3275720D1 (de) | 1981-11-10 | 1987-04-23 | Ciba Geigy Ag | Phenylbenzoyl ureas as pesticides |
| EP0179021A3 (de) | 1984-10-18 | 1987-05-13 | Ciba-Geigy Ag | Benzoylphenylharnstoffe |
| US5153224A (en) | 1984-10-18 | 1992-10-06 | Ciba-Geigy Corporation | Benzoylphenylureas |
| US5135953A (en) | 1984-12-28 | 1992-08-04 | Ciba-Geigy | Use of acyl urea compounds for controlling endoparasites and ectoparasites of warm-blooded animals |
| DE3784520D1 (de) | 1986-01-25 | 1993-04-08 | Hoechst Ag | Schaedlingsbekaempfungsmittel. |
| IT1213420B (it) | 1986-12-19 | 1989-12-20 | Donegani Guido Ist | "n(-2,6-difluorobenzoil)-n'-3-cloro -41,1,2-trifluoro-2-(trifluorometossi ) etossi fenil urea ad attivita'insetticida. |
| GB9024928D0 (en) | 1990-11-16 | 1991-01-02 | Beecham Group Plc | Novel treatment |
| DE4232561A1 (de) | 1992-09-29 | 1994-03-31 | Bayer Ag | Bekämpfung von Fischparasiten |
| CA2238183A1 (en) | 1995-12-11 | 1997-06-19 | Novartis Ag | Method of controlling fish parasites |
| IT1290845B1 (it) | 1996-12-12 | 1998-12-14 | Isagro Spa | Composizioni per il controllo sistemico di parassiti di animali a sangue caldo |
| KR100499438B1 (ko) | 1997-12-03 | 2005-07-07 | 머크 앤드 캄파니 인코포레이티드 | 수소화 피마자유를 함유하는 지속성 주사제 |
| IL124128A (en) | 1998-03-02 | 2003-09-17 | Yair Ben Ziony | Composition comprising a benzoylphenylurea for treatment of topical fungal infection |
| NO312056B1 (no) | 1998-06-09 | 2002-03-11 | Alpharma As Aquatic Animal Hea | Anvendelse av preparater til forebygging og behandling av parasitter hos fisk |
| US6538031B1 (en) * | 1999-11-25 | 2003-03-25 | Novartis Animal Health Us, Inc. | Method of controlling sea lice infestation in fish |
-
2000
- 2000-11-20 US US09/718,120 patent/US6538031B1/en not_active Expired - Lifetime
- 2000-11-23 EP EP00985087A patent/EP1231912A1/en not_active Withdrawn
- 2000-11-23 MX MXPA02005246A patent/MXPA02005246A/es active IP Right Grant
- 2000-11-23 CA CA002389547A patent/CA2389547A1/en not_active Abandoned
- 2000-11-23 BR BR0015842-9A patent/BR0015842A/pt not_active IP Right Cessation
- 2000-11-23 WO PCT/EP2000/011686 patent/WO2001037825A1/en not_active Ceased
- 2000-11-23 CN CNB008162468A patent/CN1198606C/zh not_active Expired - Fee Related
- 2000-11-23 AU AU21620/01A patent/AU764007B2/en not_active Ceased
- 2000-11-23 JP JP2001539440A patent/JP2003514854A/ja active Pending
-
2003
- 2003-01-22 US US10/348,717 patent/US6982285B2/en not_active Expired - Lifetime
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62281807A (ja) * | 1986-01-25 | 1987-12-07 | ヘキスト アクチェンゲゼルシャフト | 害虫防除剤 |
| JPH11500439A (ja) * | 1995-02-24 | 1999-01-12 | ノバルティス アクチェンゲゼルシャフト | 寄生生物を防除するための組成物 |
| JPH10511984A (ja) * | 1995-06-13 | 1998-11-17 | ニュートレコ・アクアカルチャー・リサーチ・センター・エー／エス | 養殖魚における寄生虫駆除剤 |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2015525203A (ja) * | 2012-05-08 | 2015-09-03 | ノバルティス アーゲー | ルフェヌロンによる魚類個体群の処理 |
Also Published As
| Publication number | Publication date |
|---|---|
| AU2162001A (en) | 2001-06-04 |
| US6538031B1 (en) | 2003-03-25 |
| EP1231912A1 (en) | 2002-08-21 |
| US6982285B2 (en) | 2006-01-03 |
| CN1198606C (zh) | 2005-04-27 |
| BR0015842A (pt) | 2002-08-06 |
| MXPA02005246A (es) | 2002-11-07 |
| US20030158260A1 (en) | 2003-08-21 |
| WO2001037825A1 (en) | 2001-05-31 |
| AU764007B2 (en) | 2003-08-07 |
| CN1399546A (zh) | 2003-02-26 |
| CA2389547A1 (en) | 2001-05-31 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP1119256B1 (en) | Oral combination of lufenuron and nitenpyram against fleas | |
| JPS6372631A (ja) | ノミによるイヌ及びネコの再感染を防ぐための方法 | |
| JP2003514854A (ja) | 魚類の生存を調節するためのベンゾイルウレア誘導体を含む注射可能な調製物 | |
| KR100418238B1 (ko) | 기생충 구제용 조성물 | |
| JP2854097B2 (ja) | 海ジラミの抑制方法 | |
| US20190380981A1 (en) | Treatment of fish populations with lufenuron | |
| JP2018520203A (ja) | メデトミジンの新規使用 | |
| EP1083907B1 (en) | Control of parasitic infestations in farmed and wild fish | |
| KR100236586B1 (ko) | 가축에서 벼룩을 방제하기 위한 1-(n-(할로-3-피리딜메틸))-n-메틸아미노-1-알킬아미노-2-니트로에틸렌 유도체 | |
| JP3170077B2 (ja) | 寄生生物の全身的駆除 | |
| US5416102A (en) | Method of preventing the reinfestation of dogs and cats by fleas | |
| KR100444710B1 (ko) | 기생충 방제를 위한 ｎ-페닐-ｎ'-벤조일 우레아 유도체 및넥틴 화합물의 조합 | |
| Soll | Use of ivermectin in laboratory and exotic mammals and in birds, fish, and reptiles | |
| JP4695766B2 (ja) | 魚類寄生虫の駆除剤及び駆除方法 | |
| JP2001503034A (ja) | 外部寄生虫による温血動物への再寄生の予防方法 | |
| US20020040027A1 (en) | Method for the prevention of the reinfestation of warm-blooded animals by ectoparasites | |
| KR20010036701A (ko) | 캐테콜 히드라존 유도체를 함유한 구충제 조성물 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20071031 |
|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20071031 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20110111 |
|
| A02 | Decision of refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A02 Effective date: 20110802 |