CS203978B2 - Means for exterminating the non-patogenous parazites living on the surface of animal body - Google Patents
Means for exterminating the non-patogenous parazites living on the surface of animal body Download PDFInfo
- Publication number
- CS203978B2 CS203978B2 CS751633A CS163375A CS203978B2 CS 203978 B2 CS203978 B2 CS 203978B2 CS 751633 A CS751633 A CS 751633A CS 163375 A CS163375 A CS 163375A CS 203978 B2 CS203978 B2 CS 203978B2
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- nitro
- trifluoromethyl
- active ingredient
- benzimidazole
- parasites
- Prior art date
Links
- 241001465754 Metazoa Species 0.000 title claims abstract description 70
- 150000001875 compounds Chemical class 0.000 claims abstract description 55
- 239000000203 mixture Substances 0.000 claims abstract description 50
- -1 1, 1, 2, 2 - tetrafluoroethyl Chemical group 0.000 claims abstract description 40
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract description 12
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- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 claims abstract 2
- 244000045947 parasite Species 0.000 claims description 67
- 150000001556 benzimidazoles Chemical class 0.000 claims description 27
- 239000004480 active ingredient Substances 0.000 claims description 24
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- 229910052739 hydrogen Inorganic materials 0.000 claims description 7
- 239000001257 hydrogen Substances 0.000 claims description 7
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- ZWPAHGUARPVOIZ-UHFFFAOYSA-N 2-chloro-5-(difluoromethyl)-4-nitro-6-(trifluoromethyl)-1h-benzimidazole Chemical group [O-][N+](=O)C1=C(C(F)F)C(C(F)(F)F)=CC2=C1N=C(Cl)N2 ZWPAHGUARPVOIZ-UHFFFAOYSA-N 0.000 claims description 3
- 150000002431 hydrogen Chemical class 0.000 claims description 3
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- GXRHGBDDKIRHOD-UHFFFAOYSA-N phenyl 4-nitro-2,6-bis(trifluoromethyl)benzimidazole-1-carboxylate Chemical group FC(F)(F)C1=NC=2C([N+](=O)[O-])=CC(C(F)(F)F)=CC=2N1C(=O)OC1=CC=CC=C1 GXRHGBDDKIRHOD-UHFFFAOYSA-N 0.000 claims description 3
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- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 claims description 2
- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 claims description 2
- YXUFVUMORYXDOG-UHFFFAOYSA-N propan-2-yl 4-nitro-2,6-bis(trifluoromethyl)benzimidazole-1-carboxylate Chemical group C1=C(C(F)(F)F)C=C2N(C(=O)OC(C)C)C(C(F)(F)F)=NC2=C1[N+]([O-])=O YXUFVUMORYXDOG-UHFFFAOYSA-N 0.000 claims description 2
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- QFWXEVBBGNLWIY-UHFFFAOYSA-N methyl 4-nitro-2,6-bis(trifluoromethyl)benzimidazole-1-carboxylate Chemical compound C1=C(C(F)(F)F)C=C2N(C(=O)OC)C(C(F)(F)F)=NC2=C1[N+]([O-])=O QFWXEVBBGNLWIY-UHFFFAOYSA-N 0.000 description 1
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- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
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- AHWALFGBDFAJAI-UHFFFAOYSA-N phenyl carbonochloridate Chemical compound ClC(=O)OC1=CC=CC=C1 AHWALFGBDFAJAI-UHFFFAOYSA-N 0.000 description 1
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- 239000010452 phosphate Substances 0.000 description 1
- PTMHPRAIXMAOOB-UHFFFAOYSA-L phosphoramidate Chemical compound NP([O-])([O-])=O PTMHPRAIXMAOOB-UHFFFAOYSA-L 0.000 description 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
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- 239000005077 polysulfide Substances 0.000 description 1
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- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- 238000002791 soaking Methods 0.000 description 1
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- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
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- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 230000009897 systematic effect Effects 0.000 description 1
- 238000007910 systemic administration Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- RYYWUUFWQRZTIU-UHFFFAOYSA-K thiophosphate Chemical compound [O-]P([O-])([O-])=S RYYWUUFWQRZTIU-UHFFFAOYSA-K 0.000 description 1
- 239000012049 topical pharmaceutical composition Substances 0.000 description 1
- PNQBEPDZQUOCNY-UHFFFAOYSA-N trifluoroacetyl chloride Chemical compound FC(F)(F)C(Cl)=O PNQBEPDZQUOCNY-UHFFFAOYSA-N 0.000 description 1
- DRBZEXNFIZHBPV-UHFFFAOYSA-N trifluoromethyl 4-nitrobenzimidazole-1-carboxylate Chemical compound [O-][N+](=O)C1=CC=CC2=C1N=CN2C(=O)OC(F)(F)F DRBZEXNFIZHBPV-UHFFFAOYSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
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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
- A61K31/33—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
- A61K31/415—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
- A01N47/08—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 one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/38—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Epidemiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Tropical Medicine & Parasitology (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US45012874A | 1974-03-11 | 1974-03-11 | |
| US52860674A | 1974-12-02 | 1974-12-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS203978B2 true CS203978B2 (en) | 1981-03-31 |
Family
ID=27035924
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS751633A CS203978B2 (en) | 1974-03-11 | 1975-03-11 | Means for exterminating the non-patogenous parazites living on the surface of animal body |
Country Status (16)
| Country | Link |
|---|---|
| JP (1) | JPS6018643B2 (en, 2012) |
| BR (1) | BR7501418A (en, 2012) |
| CA (1) | CA1057197A (en, 2012) |
| CH (1) | CH628207A5 (en, 2012) |
| CS (1) | CS203978B2 (en, 2012) |
| DD (1) | DD119124A5 (en, 2012) |
| DE (1) | DE2509346A1 (en, 2012) |
| DK (1) | DK96075A (en, 2012) |
| FR (1) | FR2263771B1 (en, 2012) |
| GB (1) | GB1505846A (en, 2012) |
| IE (1) | IE40726B1 (en, 2012) |
| IL (1) | IL46671A (en, 2012) |
| IT (1) | IT1051745B (en, 2012) |
| NL (1) | NL7502846A (en, 2012) |
| SE (1) | SE7502661L (en, 2012) |
| ZA (1) | ZA751024B (en, 2012) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3621301A1 (de) * | 1986-06-25 | 1988-01-07 | Bayer Ag | 2-trifluormethyl-benzimidazole |
| BG95755A (bg) * | 1991-01-19 | 1993-12-24 | Hoechst Aktiengesellschaft | Метод за получаване на препаративна форма за приложение чрез поливане на антихелминтни средства |
| DE4237597A1 (de) * | 1992-11-06 | 1994-05-11 | Bayer Ag | Substituierte Benzimidazole |
| DE4237617A1 (de) * | 1992-11-06 | 1994-05-11 | Bayer Ag | Verwendung von substituierten Benzimidazolen |
| DE4237557A1 (de) * | 1992-11-06 | 1994-05-11 | Bayer Ag | Substituierte Benzimidazole |
| DE4237548A1 (de) * | 1992-11-06 | 1994-05-11 | Bayer Ag | Substituierte Benzimidazole |
| EP2752579A4 (en) | 2011-09-02 | 2015-06-24 | Napone Co Ltd | ROTARY ASSISTANCE DEVICE, ROTATIONAL ASSISTANCE PROCESS AND POWER GENERATING DEVICE |
-
1975
- 1975-02-18 ZA ZA00751024A patent/ZA751024B/xx unknown
- 1975-02-20 IL IL46671A patent/IL46671A/xx unknown
- 1975-02-27 CA CA220,909A patent/CA1057197A/en not_active Expired
- 1975-03-03 IE IE444/75A patent/IE40726B1/xx unknown
- 1975-03-04 DE DE19752509346 patent/DE2509346A1/de not_active Withdrawn
- 1975-03-07 DD DD184648A patent/DD119124A5/xx unknown
- 1975-03-10 SE SE7502661A patent/SE7502661L/xx not_active Application Discontinuation
- 1975-03-10 GB GB9843/75A patent/GB1505846A/en not_active Expired
- 1975-03-10 IT IT21092/75A patent/IT1051745B/it active
- 1975-03-10 DK DK96075*#A patent/DK96075A/da not_active Application Discontinuation
- 1975-03-11 NL NL7502846A patent/NL7502846A/xx not_active Application Discontinuation
- 1975-03-11 BR BR1418/75A patent/BR7501418A/pt unknown
- 1975-03-11 FR FR7507561A patent/FR2263771B1/fr not_active Expired
- 1975-03-11 CH CH306675A patent/CH628207A5/de not_active IP Right Cessation
- 1975-03-11 JP JP50030010A patent/JPS6018643B2/ja not_active Expired
- 1975-03-11 CS CS751633A patent/CS203978B2/cs unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CH628207A5 (en) | 1982-02-26 |
| FR2263771B1 (en, 2012) | 1978-07-28 |
| IL46671A0 (en) | 1975-05-22 |
| DK96075A (en, 2012) | 1975-09-12 |
| NL7502846A (nl) | 1975-09-15 |
| SE7502661L (en, 2012) | 1975-09-12 |
| IT1051745B (it) | 1981-05-20 |
| FR2263771A1 (en, 2012) | 1975-10-10 |
| AU7850375A (en) | 1976-08-26 |
| BR7501418A (pt) | 1975-12-09 |
| IE40726B1 (en) | 1979-08-01 |
| JPS50126832A (en, 2012) | 1975-10-06 |
| IE40726L (en) | 1975-09-11 |
| IL46671A (en) | 1978-09-29 |
| ZA751024B (en) | 1976-01-28 |
| DD119124A5 (en, 2012) | 1976-04-12 |
| DE2509346A1 (de) | 1975-09-18 |
| CA1057197A (en) | 1979-06-26 |
| GB1505846A (en) | 1978-03-30 |
| JPS6018643B2 (ja) | 1985-05-11 |
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