BE1010483A5 - Solution cutanee pour depot direct a usage anti-parasitaire chez les bovins et ovins. - Google Patents
Solution cutanee pour depot direct a usage anti-parasitaire chez les bovins et ovins. Download PDFInfo
- Publication number
- BE1010483A5 BE1010483A5 BE9700276A BE9700276A BE1010483A5 BE 1010483 A5 BE1010483 A5 BE 1010483A5 BE 9700276 A BE9700276 A BE 9700276A BE 9700276 A BE9700276 A BE 9700276A BE 1010483 A5 BE1010483 A5 BE 1010483A5
- Authority
- BE
- Belgium
- Prior art keywords
- alkyl
- haloalkyl
- radical
- sep
- compound
- Prior art date
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- 241001494479 Pecora Species 0.000 title claims abstract description 23
- 241000283690 Bos taurus Species 0.000 title claims abstract description 22
- 230000002141 anti-parasite Effects 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims abstract description 52
- 241000238680 Rhipicephalus microplus Species 0.000 claims abstract description 23
- 244000045947 parasite Species 0.000 claims abstract description 21
- 239000000203 mixture Substances 0.000 claims abstract description 14
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- 210000004209 hair Anatomy 0.000 claims abstract description 6
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- 238000003379 elimination reaction Methods 0.000 claims abstract description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 45
- 241001465754 Metazoa Species 0.000 claims description 42
- 125000001188 haloalkyl group Chemical group 0.000 claims description 42
- 125000005843 halogen group Chemical group 0.000 claims description 37
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 24
- -1 4,5-dicyanoimidazol 2-yl Chemical group 0.000 claims description 21
- 241000238876 Acari Species 0.000 claims description 16
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 15
- 239000001257 hydrogen Substances 0.000 claims description 12
- 229910052739 hydrogen Inorganic materials 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 11
- 241001674048 Phthiraptera Species 0.000 claims description 9
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 229910052757 nitrogen Inorganic materials 0.000 claims description 7
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 7
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- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
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- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 6
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- 125000001072 heteroaryl group Chemical group 0.000 claims description 6
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 5
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- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical class [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 claims description 4
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- 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 claims description 4
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- RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 claims description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 2
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- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 claims description 2
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- 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 claims description 2
- RDOFJDLLWVCMRU-UHFFFAOYSA-N Diisobutyl adipate Chemical compound CC(C)COC(=O)CCCCC(=O)OCC(C)C RDOFJDLLWVCMRU-UHFFFAOYSA-N 0.000 claims description 2
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- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 2
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- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 2
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- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 claims description 2
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- 235000019486 Sunflower oil Nutrition 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 238000012824 chemical production Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000000295 complement effect Effects 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 235000015872 dietary supplement Nutrition 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 231100000673 dose–response relationship Toxicity 0.000 description 1
- 235000013601 eggs Nutrition 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 244000144980 herd Species 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 229940057917 medium chain triglycerides Drugs 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- ZHALDANPYXAMJF-UHFFFAOYSA-N octadecanoate;tris(2-hydroxyethyl)azanium Chemical compound OCC[NH+](CCO)CCO.CCCCCCCCCCCCCCCCCC([O-])=O ZHALDANPYXAMJF-UHFFFAOYSA-N 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 230000001717 pathogenic effect Effects 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 150000003217 pyrazoles Chemical class 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 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
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 238000011200 topical administration Methods 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 239000012049 topical pharmaceutical composition Substances 0.000 description 1
- 229940029614 triethanolamine stearate Drugs 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
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
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Agronomy & Crop Science (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Zoology (AREA)
- General Health & Medical Sciences (AREA)
- Environmental Sciences (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicinal Preparation (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9604209A FR2746595B1 (fr) | 1996-03-29 | 1996-03-29 | Solution cutanee pour depot direct a usage anti-parasitaire chez les bovins et ovins |
| US69217896A | 1996-08-05 | 1996-08-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE1010483A5 true BE1010483A5 (fr) | 1998-10-06 |
Family
ID=26232632
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE9700276A BE1010483A5 (fr) | 1996-03-29 | 1997-03-27 | Solution cutanee pour depot direct a usage anti-parasitaire chez les bovins et ovins. |
Country Status (20)
| Country | Link |
|---|---|
| AT (2) | AT504042A1 (da) |
| AU (1) | AU2513097A (da) |
| BE (1) | BE1010483A5 (da) |
| BR (1) | BR9702162A (da) |
| CA (1) | CA2222675C (da) |
| CH (1) | CH692894A8 (da) |
| DE (1) | DE19780396B3 (da) |
| DK (1) | DK177400B1 (da) |
| ES (1) | ES2143389B1 (da) |
| FI (1) | FI119042B (da) |
| FR (1) | FR2747015B1 (da) |
| GB (1) | GB2318512B (da) |
| GR (1) | GR1002910B (da) |
| IE (1) | IE970215A1 (da) |
| IT (1) | IT1291699B1 (da) |
| LU (1) | LU90177B1 (da) |
| NL (1) | NL1005673C2 (da) |
| NO (1) | NO324071B1 (da) |
| SE (1) | SE523761C2 (da) |
| WO (1) | WO1997036486A1 (da) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW524667B (en) | 1996-12-05 | 2003-03-21 | Pfizer | Parasiticidal pyrazoles |
| AUPQ441699A0 (en) * | 1999-12-02 | 2000-01-06 | Eli Lilly And Company | Pour-on formulations |
| WO2001095723A1 (en) * | 2000-06-15 | 2001-12-20 | Ssl International Plc | Parasiticidal composition |
| DE10063865A1 (de) * | 2000-12-21 | 2002-06-27 | Bayer Ag | Verwendung von Pyrazoloximen als Parasitizide |
| GB0329314D0 (en) | 2003-12-18 | 2004-01-21 | Pfizer Ltd | Substituted arylpyrazoles |
| US7514464B2 (en) | 2003-12-18 | 2009-04-07 | Pfizer Limited | Substituted arylpyrazoles |
| DE102006061537A1 (de) * | 2006-12-27 | 2008-07-03 | Bayer Healthcare Ag | Mittel zur Bekämpfung von Parasiten an Tieren |
| TW200846029A (en) * | 2007-02-09 | 2008-12-01 | Wyeth Corp | High dose, long-acting ectoparasiticide for extended control |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0045424A1 (de) * | 1980-08-02 | 1982-02-10 | Bayer Ag | Gegen Zecken wirksame Pour-on-Formulierungen |
| EP0295117A1 (en) * | 1987-06-12 | 1988-12-14 | Rhone-Poulenc Agriculture Limited | Derivatives of N-phenylpyrazoles |
| EP0296381A1 (de) * | 1987-06-12 | 1988-12-28 | Bayer Ag | Substituierte 5-Methylamino-1-arylpyrazole |
| EP0412849A2 (en) * | 1989-08-10 | 1991-02-13 | AgrEvo UK Limited | Azole pesticides |
| EP0500209A1 (en) * | 1991-01-18 | 1992-08-26 | Rhone-Poulenc Agrochimie | Pesticidal 1-(2-pyridyl)pyrazoles |
| WO1996016544A2 (en) * | 1994-11-30 | 1996-06-06 | Rhone-Poulenc Agrochimie | Emulsifiable composition for the control of insects |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8531485D0 (en) * | 1985-12-20 | 1986-02-05 | May & Baker Ltd | Compositions of matter |
| GB9120641D0 (en) * | 1991-09-27 | 1991-11-06 | Ici Plc | Heterocyclic compounds |
| GB9306184D0 (en) * | 1993-03-25 | 1993-05-19 | Zeneca Ltd | Heteroaromatic compounds |
| DE4414333A1 (de) * | 1994-04-25 | 1995-10-26 | Bayer Ag | Substituierte Pyridylpyrazole |
-
1997
- 1997-03-20 IE IE970215A patent/IE970215A1/en not_active IP Right Cessation
- 1997-03-26 WO PCT/FR1997/000542 patent/WO1997036486A1/fr not_active Ceased
- 1997-03-26 CH CH02791/97A patent/CH692894A8/fr not_active IP Right Cessation
- 1997-03-26 DE DE19780396T patent/DE19780396B3/de not_active Expired - Lifetime
- 1997-03-26 AT AT0900497A patent/AT504042A1/de not_active Application Discontinuation
- 1997-03-26 BR BR9702162A patent/BR9702162A/pt active IP Right Grant
- 1997-03-26 AU AU25130/97A patent/AU2513097A/en not_active Abandoned
- 1997-03-26 CA CA002222675A patent/CA2222675C/en not_active Expired - Lifetime
- 1997-03-26 ES ES009750029A patent/ES2143389B1/es not_active Expired - Fee Related
- 1997-03-26 GB GB9725003A patent/GB2318512B/en not_active Expired - Lifetime
- 1997-03-26 GR GR970100110A patent/GR1002910B/el not_active IP Right Cessation
- 1997-03-26 FR FR9703708A patent/FR2747015B1/fr not_active Expired - Lifetime
- 1997-03-27 NL NL1005673A patent/NL1005673C2/nl not_active IP Right Cessation
- 1997-03-27 IT IT97TO000260A patent/IT1291699B1/it active IP Right Grant
- 1997-03-27 BE BE9700276A patent/BE1010483A5/fr active
- 1997-11-24 SE SE9704303A patent/SE523761C2/sv not_active IP Right Cessation
- 1997-11-26 LU LU90177A patent/LU90177B1/fr active
- 1997-11-27 NO NO19975473A patent/NO324071B1/no not_active IP Right Cessation
- 1997-11-27 DK DKPA199701363A patent/DK177400B1/da not_active IP Right Cessation
- 1997-11-27 FI FI974353A patent/FI119042B/fi not_active IP Right Cessation
-
2009
- 2009-09-04 AT ATA1395/2009A patent/AT506843B1/de not_active IP Right Cessation
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0045424A1 (de) * | 1980-08-02 | 1982-02-10 | Bayer Ag | Gegen Zecken wirksame Pour-on-Formulierungen |
| EP0295117A1 (en) * | 1987-06-12 | 1988-12-14 | Rhone-Poulenc Agriculture Limited | Derivatives of N-phenylpyrazoles |
| EP0296381A1 (de) * | 1987-06-12 | 1988-12-28 | Bayer Ag | Substituierte 5-Methylamino-1-arylpyrazole |
| EP0412849A2 (en) * | 1989-08-10 | 1991-02-13 | AgrEvo UK Limited | Azole pesticides |
| EP0500209A1 (en) * | 1991-01-18 | 1992-08-26 | Rhone-Poulenc Agrochimie | Pesticidal 1-(2-pyridyl)pyrazoles |
| WO1996016544A2 (en) * | 1994-11-30 | 1996-06-06 | Rhone-Poulenc Agrochimie | Emulsifiable composition for the control of insects |
Non-Patent Citations (1)
| Title |
|---|
| "EXTENDED EFFICACY SPECTRUM OF AZOLE PESTICIDES", RESEARCH DISCLOSURE, no. 380, 1 December 1995 (1995-12-01), pages 802, XP000549823 * |
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