HRP970510A2 - A method and a composition against parasites of small mammals - Google Patents
A method and a composition against parasites of small mammalsInfo
- Publication number
- HRP970510A2 HRP970510A2 HR9611446A HRP970510A HRP970510A2 HR P970510 A2 HRP970510 A2 HR P970510A2 HR 9611446 A HR9611446 A HR 9611446A HR P970510 A HRP970510 A HR P970510A HR P970510 A2 HRP970510 A2 HR P970510A2
- Authority
- HR
- Croatia
- Prior art keywords
- alkyl
- haloalkyl
- compound
- radical
- mixture according
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims description 72
- 244000045947 parasite Species 0.000 title claims description 49
- 238000000034 method Methods 0.000 title claims description 22
- 241000124008 Mammalia Species 0.000 title claims description 11
- 150000001875 compounds Chemical class 0.000 claims description 71
- 241001465754 Metazoa Species 0.000 claims description 35
- 125000000217 alkyl group Chemical group 0.000 claims description 28
- 125000001188 haloalkyl group Chemical group 0.000 claims description 28
- 125000005843 halogen group Chemical group 0.000 claims description 26
- 239000003795 chemical substances by application Substances 0.000 claims description 21
- 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 claims description 20
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 20
- 229960002418 ivermectin Drugs 0.000 claims description 20
- 239000000243 solution Substances 0.000 claims description 20
- 241000282472 Canis lupus familiaris Species 0.000 claims description 18
- 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 claims description 17
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims description 16
- 239000005660 Abamectin Substances 0.000 claims description 15
- 238000002425 crystallisation Methods 0.000 claims description 15
- 238000009472 formulation Methods 0.000 claims description 15
- 239000004530 micro-emulsion Substances 0.000 claims description 15
- -1 4,5-dicyanoimidazol-2-yl Chemical group 0.000 claims description 12
- 241000282326 Felis catus Species 0.000 claims description 11
- 230000008025 crystallization Effects 0.000 claims description 10
- 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 claims description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
- ZLBGSRMUSVULIE-GSMJGMFJSA-N milbemycin A3 Chemical class 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@@H](O)[C@H]3OC\2)O)C[C@H]4C1 ZLBGSRMUSVULIE-GSMJGMFJSA-N 0.000 claims description 7
- 229910052757 nitrogen Inorganic materials 0.000 claims description 7
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- 230000000590 parasiticidal effect Effects 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
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- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 6
- 239000000725 suspension Substances 0.000 claims description 6
- 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 claims description 5
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- 125000003118 aryl group Chemical group 0.000 claims description 4
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- 238000013270 controlled release Methods 0.000 claims description 4
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- QLFZZSKTJWDQOS-YDBLARSUSA-N doramectin 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](C3CCCCC3)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 QLFZZSKTJWDQOS-YDBLARSUSA-N 0.000 claims description 4
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- 238000009835 boiling Methods 0.000 description 1
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- 229940043253 butylated hydroxyanisole Drugs 0.000 description 1
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- 239000002775 capsule Substances 0.000 description 1
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- 235000019438 castor oil Nutrition 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
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- 239000006071 cream Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 210000001035 gastrointestinal tract Anatomy 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
- 229940100242 glycol stearate Drugs 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- RNYJXPUAFDFIQJ-UHFFFAOYSA-N hydron;octadecan-1-amine;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[NH3+] RNYJXPUAFDFIQJ-UHFFFAOYSA-N 0.000 description 1
- 239000007943 implant Substances 0.000 description 1
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- 244000000053 intestinal parasite Species 0.000 description 1
- SYJRVVFAAIUVDH-UHFFFAOYSA-N ipa isopropanol Chemical compound CC(C)O.CC(C)O SYJRVVFAAIUVDH-UHFFFAOYSA-N 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
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- 230000007935 neutral effect Effects 0.000 description 1
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- ZHALDANPYXAMJF-UHFFFAOYSA-N octadecanoate;tris(2-hydroxyethyl)azanium Chemical compound OCC[NH+](CCO)CCO.CCCCCCCCCCCCCCCCCC([O-])=O ZHALDANPYXAMJF-UHFFFAOYSA-N 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000001717 pathogenic effect Effects 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 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
- 229920000223 polyglycerol Polymers 0.000 description 1
- 229940104257 polyglyceryl-6-dioleate Drugs 0.000 description 1
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- 229920000136 polysorbate Polymers 0.000 description 1
- 229950008882 polysorbate Drugs 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 229940114930 potassium stearate Drugs 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 239000000473 propyl gallate Substances 0.000 description 1
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- 229940075579 propyl gallate Drugs 0.000 description 1
- 229910002059 quaternary alloy Inorganic materials 0.000 description 1
- 208000005687 scabies Diseases 0.000 description 1
- 230000028327 secretion Effects 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
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- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 229940080236 sodium cetyl sulfate Drugs 0.000 description 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
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- 229940001584 sodium metabisulfite Drugs 0.000 description 1
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- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
- 229940001474 sodium thiosulfate Drugs 0.000 description 1
- 235000019345 sodium thiosulphate Nutrition 0.000 description 1
- ITCAUAYQCALGGV-XTICBAGASA-M sodium;(1r,4ar,4br,10ar)-1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylate Chemical compound [Na+].C([C@@H]12)CC(C(C)C)=CC1=CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C([O-])=O ITCAUAYQCALGGV-XTICBAGASA-M 0.000 description 1
- GGHPAKFFUZUEKL-UHFFFAOYSA-M sodium;hexadecyl sulfate Chemical compound [Na+].CCCCCCCCCCCCCCCCOS([O-])(=O)=O GGHPAKFFUZUEKL-UHFFFAOYSA-M 0.000 description 1
- JNYAEWCLZODPBN-CTQIIAAMSA-N sorbitan Polymers OCC(O)C1OCC(O)[C@@H]1O JNYAEWCLZODPBN-CTQIIAAMSA-N 0.000 description 1
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- 238000012385 systemic delivery Methods 0.000 description 1
- 208000009920 trichuriasis Diseases 0.000 description 1
- 229940029614 triethanolamine stearate Drugs 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
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Classifications
-
- 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
- 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
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; 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
-
- 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
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Dentistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Tropical Medicine & Parasitology (AREA)
- Molecular Biology (AREA)
- Epidemiology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Medicinal Preparation (AREA)
- Plural Heterocyclic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR9611446A FR2753377B1 (fr) | 1996-09-19 | 1996-09-19 | Nouvelle association parasiticide a base de 1-n-phenylpyra- zoles et de lactones macrocycliques endectocides |
Publications (1)
Publication Number | Publication Date |
---|---|
HRP970510A2 true HRP970510A2 (en) | 1998-08-31 |
Family
ID=9495897
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HR9611446A HRP970510A2 (en) | 1996-09-19 | 1997-09-19 | A method and a composition against parasites of small mammals |
Country Status (18)
Country | Link |
---|---|
US (1) | US6482425B1 (it) |
JP (2) | JP3756194B2 (it) |
AU (1) | AU733408B2 (it) |
BE (1) | BE1011370A5 (it) |
BR (1) | BR9713469B1 (it) |
CH (1) | CH693732A8 (it) |
DE (2) | DE19781981B3 (it) |
ES (1) | ES2166300B1 (it) |
FR (1) | FR2753377B1 (it) |
GB (1) | GB2334888B (it) |
HR (1) | HRP970510A2 (it) |
IE (1) | IE970675A1 (it) |
IT (1) | IT1297193B1 (it) |
MA (1) | MA24360A1 (it) |
NL (1) | NL1007088C2 (it) |
SE (1) | SE9900893L (it) |
WO (1) | WO1998011780A1 (it) |
ZA (1) | ZA978355B (it) |
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FR2753377B1 (fr) * | 1996-09-19 | 1999-09-24 | Rhone Merieux | Nouvelle association parasiticide a base de 1-n-phenylpyra- zoles et de lactones macrocycliques endectocides |
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JP2001240541A (ja) * | 2000-03-02 | 2001-09-04 | Kanto Kachiku Rinsho Center:Kk | 動物外部寄生虫の駆除方法及び駆除剤 |
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-
1996
- 1996-09-19 FR FR9611446A patent/FR2753377B1/fr not_active Expired - Lifetime
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1997
- 1997-09-11 IE IE970675A patent/IE970675A1/en not_active IP Right Cessation
- 1997-09-15 GB GB9906314A patent/GB2334888B/en not_active Expired - Lifetime
- 1997-09-15 JP JP51433498A patent/JP3756194B2/ja not_active Expired - Lifetime
- 1997-09-15 DE DE19781981A patent/DE19781981B3/de not_active Expired - Lifetime
- 1997-09-15 BR BRPI9713469-4B1A patent/BR9713469B1/pt not_active IP Right Cessation
- 1997-09-15 ES ES009950013A patent/ES2166300B1/es not_active Expired - Fee Related
- 1997-09-15 DE DE19781981T patent/DE19781981T1/de active Pending
- 1997-09-15 CH CH00501/99A patent/CH693732A8/fr not_active IP Right Cessation
- 1997-09-15 AU AU42110/97A patent/AU733408B2/en not_active Expired
- 1997-09-15 WO PCT/FR1997/001548 patent/WO1998011780A1/fr active IP Right Grant
- 1997-09-17 MA MA24800A patent/MA24360A1/fr unknown
- 1997-09-17 ZA ZA978355A patent/ZA978355B/xx unknown
- 1997-09-18 IT IT97TO000823A patent/IT1297193B1/it active IP Right Grant
- 1997-09-18 BE BE9700759A patent/BE1011370A5/fr not_active IP Right Cessation
- 1997-09-19 HR HR9611446A patent/HRP970510A2/hr not_active Application Discontinuation
- 1997-09-19 NL NL1007088A patent/NL1007088C2/nl not_active IP Right Cessation
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1999
- 1999-03-12 SE SE9900893A patent/SE9900893L/xx not_active Application Discontinuation
- 1999-03-17 US US09/271,470 patent/US6482425B1/en not_active Expired - Lifetime
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ZA978355B (en) | 1999-03-17 |
GB9906314D0 (en) | 1999-05-12 |
IE970675A1 (en) | 1999-01-13 |
JP3756194B2 (ja) | 2006-03-15 |
FR2753377A1 (fr) | 1998-03-20 |
JP2006056897A (ja) | 2006-03-02 |
CH693732A8 (fr) | 2004-02-27 |
GB2334888B (en) | 2001-02-28 |
FR2753377B1 (fr) | 1999-09-24 |
SE9900893L (sv) | 1999-04-16 |
US6482425B1 (en) | 2002-11-19 |
CH693732A5 (fr) | 2004-01-15 |
AU733408B2 (en) | 2001-05-10 |
SE9900893D0 (sv) | 1999-03-12 |
AU4211097A (en) | 1998-04-14 |
GB2334888A (en) | 1999-09-08 |
ITTO970823A1 (it) | 1999-03-18 |
BR9713469B1 (pt) | 2013-10-29 |
AU733408C (en) | 1998-04-14 |
WO1998011780A1 (fr) | 1998-03-26 |
JP2001503390A (ja) | 2001-03-13 |
NL1007088C2 (nl) | 1998-03-20 |
ES2166300A1 (es) | 2002-04-01 |
IT1297193B1 (it) | 1999-08-03 |
DE19781981B3 (de) | 2013-05-29 |
ES2166300B1 (es) | 2003-09-16 |
BR9713469A (pt) | 2000-04-11 |
DE19781981T1 (de) | 1999-09-23 |
MA24360A1 (fr) | 1998-07-01 |
BE1011370A5 (fr) | 1999-08-03 |
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