HRP20161240T1 - Spojevi ariloazol-2-il-cijanoetilamino, postupak njihove priprave i postupak njihove uporabe - Google Patents
Spojevi ariloazol-2-il-cijanoetilamino, postupak njihove priprave i postupak njihove uporabe Download PDFInfo
- Publication number
- HRP20161240T1 HRP20161240T1 HRP20161240TT HRP20161240T HRP20161240T1 HR P20161240 T1 HRP20161240 T1 HR P20161240T1 HR P20161240T T HRP20161240T T HR P20161240TT HR P20161240 T HRP20161240 T HR P20161240T HR P20161240 T1 HRP20161240 T1 HR P20161240T1
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- Croatia
- Prior art keywords
- methyl
- compound
- halo
- alkyl
- hydrogen
- Prior art date
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- -1 cyanoethylamino compounds Chemical class 0.000 title claims 6
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 22
- 239000001257 hydrogen Substances 0.000 claims 17
- 150000001875 compounds Chemical class 0.000 claims 16
- 150000002431 hydrogen Chemical group 0.000 claims 13
- 229910052801 chlorine Inorganic materials 0.000 claims 12
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 11
- 229910052794 bromium Inorganic materials 0.000 claims 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 9
- 208000015181 infectious disease Diseases 0.000 claims 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
- 229910052736 halogen Inorganic materials 0.000 claims 4
- 150000002367 halogens Chemical group 0.000 claims 4
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 4
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 3
- 241000255925 Diptera Species 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims 2
- 108010034145 Helminth Proteins Proteins 0.000 claims 2
- 241000124008 Mammalia Species 0.000 claims 2
- 241000243797 Trichostrongylus Species 0.000 claims 2
- 125000003368 amide group Chemical group 0.000 claims 2
- 244000000013 helminth Species 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims 1
- 241000238876 Acari Species 0.000 claims 1
- 241001626718 Anoplocephala Species 0.000 claims 1
- 241001126268 Cooperia Species 0.000 claims 1
- 241000243976 Haemonchus Species 0.000 claims 1
- 241000243974 Haemonchus contortus Species 0.000 claims 1
- 241000556230 Metastrongylus Species 0.000 claims 1
- 241001137878 Moniezia Species 0.000 claims 1
- 241000498271 Necator Species 0.000 claims 1
- 241001137882 Nematodirus Species 0.000 claims 1
- 241001137880 Nematodirus battus Species 0.000 claims 1
- 241001126260 Nippostrongylus Species 0.000 claims 1
- 241000243981 Onchocerca Species 0.000 claims 1
- 241000243795 Ostertagia Species 0.000 claims 1
- 241000904715 Oxyuris Species 0.000 claims 1
- 241001674048 Phthiraptera Species 0.000 claims 1
- 241000242678 Schistosoma Species 0.000 claims 1
- 241000244174 Strongyloides Species 0.000 claims 1
- 241000122932 Strongylus Species 0.000 claims 1
- 241000244155 Taenia Species 0.000 claims 1
- 241000191771 Teladorsagia circumcincta Species 0.000 claims 1
- 241000607216 Toxascaris Species 0.000 claims 1
- 241000244031 Toxocara Species 0.000 claims 1
- 241000243774 Trichinella Species 0.000 claims 1
- 241000122945 Trichostrongylus axei Species 0.000 claims 1
- 241001489151 Trichuris Species 0.000 claims 1
- 241000571986 Uncinaria Species 0.000 claims 1
- 241000244002 Wuchereria Species 0.000 claims 1
- 244000078703 ectoparasite Species 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 238000009472 formulation Methods 0.000 claims 1
- PZIBIFXLBAWZDW-UHFFFAOYSA-N n-[1-(3-bromo-6-chloropyrazolo[4,3-b]pyridin-2-yl)-2-cyanopropan-2-yl]-4-(trifluoromethoxy)benzamide Chemical compound N1=C2C=C(Cl)C=NC2=C(Br)N1CC(C)(C#N)NC(=O)C1=CC=C(OC(F)(F)F)C=C1 PZIBIFXLBAWZDW-UHFFFAOYSA-N 0.000 claims 1
- OZPADBBLBUHJDW-UHFFFAOYSA-N n-[1-(6-bromo-3-methoxy-7-methylpyrazolo[4,3-b]pyridin-2-yl)-2-cyanopropan-2-yl]-4-(trifluoromethoxy)benzamide Chemical compound N1=C2C(C)=C(Br)C=NC2=C(OC)N1CC(C)(C#N)NC(=O)C1=CC=C(OC(F)(F)F)C=C1 OZPADBBLBUHJDW-UHFFFAOYSA-N 0.000 claims 1
- MJTAHCPQSYKKAF-UHFFFAOYSA-N n-[1-(6-bromo-7-methylpyrazolo[4,3-b]pyridin-2-yl)-2-cyanopropan-2-yl]-4-(trifluoromethoxy)benzamide Chemical compound N1=C2C(C)=C(Br)C=NC2=CN1CC(C)(C#N)NC(=O)C1=CC=C(OC(F)(F)F)C=C1 MJTAHCPQSYKKAF-UHFFFAOYSA-N 0.000 claims 1
- PKSRCNKWNWDYQH-UHFFFAOYSA-N n-[1-(6-bromo-7-methylpyrazolo[4,3-b]pyridin-2-yl)-2-cyanopropan-2-yl]-4-(trifluoromethyl)benzenecarbothioamide Chemical compound N1=C2C(C)=C(Br)C=NC2=CN1CC(C)(C#N)NC(=S)C1=CC=C(C(F)(F)F)C=C1 PKSRCNKWNWDYQH-UHFFFAOYSA-N 0.000 claims 1
- FIGOLLOGWBXDED-UHFFFAOYSA-N n-[1-(6-bromo-7-methyltriazolo[4,5-b]pyridin-2-yl)-2-cyanopropan-2-yl]-4-(trifluoromethoxy)benzamide Chemical compound N1=C2C(C)=C(Br)C=NC2=NN1CC(C)(C#N)NC(=O)C1=CC=C(OC(F)(F)F)C=C1 FIGOLLOGWBXDED-UHFFFAOYSA-N 0.000 claims 1
- ZHVPEQIRDTVQKM-UHFFFAOYSA-N n-[1-(6-bromo-7-methyltriazolo[4,5-b]pyridin-2-yl)-2-cyanopropan-2-yl]-4-(trifluoromethyl)benzenecarbothioamide Chemical compound N1=C2C(C)=C(Br)C=NC2=NN1CC(C)(C#N)NC(=S)C1=CC=C(C(F)(F)F)C=C1 ZHVPEQIRDTVQKM-UHFFFAOYSA-N 0.000 claims 1
- VKXRLVBOBHRYRD-UHFFFAOYSA-N n-[1-(6-bromopyrazolo[4,3-b]pyridin-2-yl)-2-cyanopropan-2-yl]-4-(trifluoromethoxy)benzamide Chemical compound C1=C2N=CC(Br)=CC2=NN1CC(C)(C#N)NC(=O)C1=CC=C(OC(F)(F)F)C=C1 VKXRLVBOBHRYRD-UHFFFAOYSA-N 0.000 claims 1
- DGGICHXNUYPALU-UHFFFAOYSA-N n-[1-(6-bromopyrazolo[4,3-b]pyridin-2-yl)-2-cyanopropan-2-yl]-4-(trifluoromethyl)benzenecarbothioamide Chemical compound C1=C2N=CC(Br)=CC2=NN1CC(C)(C#N)NC(=S)C1=CC=C(C(F)(F)F)C=C1 DGGICHXNUYPALU-UHFFFAOYSA-N 0.000 claims 1
- WGTMIFCDPWJGOR-UHFFFAOYSA-N n-[1-(6-chloro-3-methoxy-7-methylpyrazolo[4,3-b]pyridin-2-yl)-2-cyanopropan-2-yl]-4-(trifluoromethoxy)benzamide Chemical compound N1=C2C(C)=C(Cl)C=NC2=C(OC)N1CC(C)(C#N)NC(=O)C1=CC=C(OC(F)(F)F)C=C1 WGTMIFCDPWJGOR-UHFFFAOYSA-N 0.000 claims 1
- ICGVBIKTIGQEIC-UHFFFAOYSA-N n-[1-(6-chloro-3-methoxypyrazolo[4,3-b]pyridin-2-yl)-2-cyanopropan-2-yl]-4-(trifluoromethoxy)benzamide Chemical compound N1=C2C=C(Cl)C=NC2=C(OC)N1CC(C)(C#N)NC(=O)C1=CC=C(OC(F)(F)F)C=C1 ICGVBIKTIGQEIC-UHFFFAOYSA-N 0.000 claims 1
- ATWUPLITKZQTKS-UHFFFAOYSA-N n-[1-(6-chloro-3-methoxypyrazolo[4,3-b]pyridin-2-yl)-2-cyanopropan-2-yl]-4-(trifluoromethyl)benzenecarbothioamide Chemical compound N1=C2C=C(Cl)C=NC2=C(OC)N1CC(C)(C#N)NC(=S)C1=CC=C(C(F)(F)F)C=C1 ATWUPLITKZQTKS-UHFFFAOYSA-N 0.000 claims 1
- UMUJUHNLJCITCA-UHFFFAOYSA-N n-[1-(6-chloro-7-methylpyrazolo[4,3-b]pyridin-2-yl)-2-cyanopropan-2-yl]-4-(trifluoromethoxy)benzamide Chemical compound N1=C2C(C)=C(Cl)C=NC2=CN1CC(C)(C#N)NC(=O)C1=CC=C(OC(F)(F)F)C=C1 UMUJUHNLJCITCA-UHFFFAOYSA-N 0.000 claims 1
- ZRNPWHWXHLSBBX-UHFFFAOYSA-N n-[1-(6-chloropyrazolo[4,3-b]pyridin-2-yl)-2-cyanopropan-2-yl]-4-(trifluoromethoxy)benzamide Chemical compound C1=C2N=CC(Cl)=CC2=NN1CC(C)(C#N)NC(=O)C1=CC=C(OC(F)(F)F)C=C1 ZRNPWHWXHLSBBX-UHFFFAOYSA-N 0.000 claims 1
- KXSDJDLILYTIJD-UHFFFAOYSA-N n-[1-(6-chloropyrazolo[4,3-b]pyridin-2-yl)-2-cyanopropan-2-yl]-4-(trifluoromethyl)benzenecarbothioamide Chemical compound C1=C2N=CC(Cl)=CC2=NN1CC(C)(C#N)NC(=S)C1=CC=C(C(F)(F)F)C=C1 KXSDJDLILYTIJD-UHFFFAOYSA-N 0.000 claims 1
- IIRORHYEUDWTCR-UHFFFAOYSA-N n-[2-cyano-1-(3,6-dichloropyrazolo[4,3-b]pyridin-2-yl)propan-2-yl]-4-(trifluoromethoxy)benzamide Chemical compound N1=C2C=C(Cl)C=NC2=C(Cl)N1CC(C)(C#N)NC(=O)C1=CC=C(OC(F)(F)F)C=C1 IIRORHYEUDWTCR-UHFFFAOYSA-N 0.000 claims 1
- 230000000590 parasiticidal effect Effects 0.000 claims 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/34—Nitriles
-
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
-
- 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
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
-
- 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
- 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
- A61P33/10—Anthelmintics
- A61P33/12—Schistosomicides
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/32—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
- C07C255/42—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by singly-bound nitrogen atoms, not being further bound to other hetero atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/54—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings condensed with carbocyclic rings or ring systems
- C07D231/56—Benzopyrazoles; Hydrogenated benzopyrazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/16—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems
- C07D249/18—Benzotriazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
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- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Plant Pathology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Tropical Medicine & Parasitology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyrane Compounds (AREA)
- Pyrrole Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Claims (16)
1. Spoj ariloazol-2-il-cijanoetilamin, naznačen time, da ima sljedeću formulu (I):
[image]
gdje:
P je N;
Q je C-R2;
V je C-R8;
W je C-R9;
X je C-R10;
Y je C-R11;
R2 je vodik, halogen, C1-C6-alkil, halo-C1-C6-alkil, C1-C6-alkoksi, halo-C1-C6-alkoksi,
C1-C6-alkoksi-C1-C6-alkoksi, ili C1-C6-alkilamino-C1-C6-alkoksi;
R3, R4 i R6 su vodik;
R5 je vodik, C1-C6-alkil, ili halo-C1-C6-alkil;
R7 je nesupstituirani fenil ili fenil supstituiran s jednim ili više supstituenata odabranih iz skupine koju čine: C1-C6-alkil, halo-C1-C6-alkil, C1-C6-alkoksi, halo-C1-C6-alkoksi,
C1-C6-alkiltio, halo-C1-C6-alkiltio, halo-C1-C6-alkilsulfinil, i halo-C1-C6-alkilsulfonil;
bilo koji od R8, R9, R10 i R11 međusobno neovisno je vodik, halogen, C1-C6-alkil,
halo-C1-C6-alkil, nitro, amino, amido, C1-C6-alkil-O2C-, ili C1-C6-alkilkarbonilamino;
Z je C(O); i
a je 1,
te njegove soli.
2. Ariloazol-2-il-cijanoetilamin prema zahtjevu 1, naznačen time, da
P je N;
Q je C-R2;
V je C-R8;
W je C-R9;
X je C-R10;
Y je C-R11;
R2 je vodik, Cl, metil, metoksi, etoksi, propoksi, butoksi, O(CH2)2OCH3, ili
O(CH2)2N(CH3)2;
R3, R4 i R6 su vodik;
R5 je metil;
R7 je fenil supstituiran s OCF3, fenoksi, ili SCF3;
bilo koji od R8, R9, R10 i R11 međusobno neovisno je vodik, Cl, Br, C1-C6-alkil, CF3,
nitro, amino, amido, CO2CH3, ili NHCOCH3;
Z je C(O); i
a je 1.
3. Spoj ariloazol-2-il-cijanoetilamin sljedeće formule (I), naznačen time, da
[image]
P je N;
Q je C-R2ili N;
V je N;
W je C-R9;
X je C-R10;
Y je C-R11;
R2 je vodik, halogen, C1-C6-alkil, C1-C6-alkoksi, ili halo-C1-C6-alkoksi;
R3, R4 i R6 su vodik;
R5 je vodik, C1-C6-alkil, ili halo-C1-C6-alkil;
R7 je nesupstituirani fenil ili fenil supstituiran s jednim ili više supstituenata odabranih iz skupine koju čine: C1-C6-alkil, halo-C1-C6-alkil, C1-C6-alkoksi, halo-C1-C6-alkoksi,
C1-C6-alkiltio, halo-C1-C6-alkiltio, halo-C1-C6-alkilsulfinil, i halo-C1-C6-alkilsulfonil;
bilo koji od R9, R10 i R11 međusobno neovisno je vodik, halogen, C1-C6-alkil, ili
halo-C1-C6-alkil;
Z je C(O); i
a je 1,
te njegove soli.
4. Ariloazol-2-il-cijanoetilamin prema zahtjevu 3, naznačen time, da
P je N;
Q je C-R2 ili N;
V je N;
W je C-R9;
X je C-R10;
Y je C-R11;
R2 je vodik, Cl, Br, ili metoksi;
R3, R4 i R6 su vodik;
R5 je metil;
R7 je fenil supstituiran s OCF3, ili SCF3;
bilo koji od R9, R10 i R11 međusobno neovisno je vodik, Cl, Br, ili metil;
Z je C(O); i
a je 1.
5. Ariloazol-2-il-cijanoetilamin prema zahtjevu 3, naznačen time, da
P je N;
Q je C-R2 ili N;
V je N;
W je C-R9;
X je C-R10;
Y je C-R11;
R2 je vodik, Cl, Br, ili metoksi;
R3, R4 i R6 su H;
R5 je metil;
R7 je fenil supstituiran s OCF3, ili SCF3;
R9 je H;
R10 je Cl, ili Br;
R11 je H;
Z je C(O); i
a je 1.
6. Spoj ariloazol-2-il-cijanoetilamin sljedeće formule (I), naznačen time, da
[image]
P je N;
Q je C-R2ili N;
V je C-R8ili N;
W je C-R9;
X je C-R10;
Y je C-R11;
R2 je vodik, Cl, Br, metil, ili metoksi;
R3, R4 i R6 su H;
R5 je metil;
R7 je fenil opcijski supstituiran s OCF3, SCF3, ili CHFCF3;
bilo koji od R8, R9, R10 i R11 međusobno neovisno je H, Cl, Br, metil, CF3, ili CN;
Z je C(O); i
a je 1,
te njegove soli.
7. Ariloazol-2-il-cijanoetilamin prema zahtjevu 6, naznačen time, da
P je N;
Q je C-R2 ili N;
V je C-R8 ili N;
W je C-R9;
X je C-R10;
Y je C-R11;
R2 je vodik, Cl, Br, metil, ili metoksi;
R3, R4 i R6 su H;
R5 je metil;
R7 je fenil supstituiran s OCF3, SCF3, ili CHFCF3;
R8 je H, Cl, Br, F, ili CN;
R9 je H, Cl, ili Br;
R10 je H, Cl, Br, ili CF3;
R11 je H, Cl, Br, ili metil;
Z je C(O); i
a je 1.
8. Ariloazol-2-il-cijanoetilamin prema bilo kojem od zahtjeva 3 do 6, naznačen time, da je odabran od sljedećih:
N-[2-(6-kloro-3-metoksi-2H-pirazolo[4,3-b]piridin-2-il)-1-cijano-1-metiletil]-4-trifluorometoksibenzamid (spoj br. 3.001),
N-[2-(6-kloro-3-metoksi-2H-pirazolo[4,3-b]piridin-2-il)-1-cijano-1-metiletil]-4-trifluorometiltiobenzamid (spoj br. 3.002),
N-[2-(6-bromo-7-metil-2H-[1,2,3]triazolo[4,5-b]piridin-2-il)-1-cijano-1-metiletil]-4-trifluorometoksibenzamid (spoj br. 3.003),
N-[2-(6-bromo-7-metil-2H-[1,2,3]triazolo[4,5-b]piridin-2-il)-1-cijano-1-metiletil]-4-trifluorometiltiobenzamid (spoj br. 3.004),
N-[2-(6-kloro-2H-pirazolo[4,3-b]piridin-2-il)-1-cijano-1-metiletil]-4-trifluorometoksibenzamid (spoj br. 3.005),
N-[2-(6-kloro-2H-pirazolo[4,3-b]piridin-2-il)-1-cijano-1-metiletil]-4-trifluorometiltiobenzamid (spoj br. 3.006),
N-[2-(6-bromo-3-metoksi-7-metil-2H-pirazolo[4,3-b]piridin-2-il)-1-cijano-1-metiletil]-4-trifluorometoksibenzamid (spoj br. 3.007),
N-[2-(6-kloro-3-metoksi-7-metil-2H-pirazolo[4,3-b]piridin-2-il)-1-cijano-1-metiletil]-4-trifluorometoksibenzamid (spoj br. 3.008),
N-[2-(6-bromo-7-metil-2H-pirazolo[4,3-b]piridin-2-il)-1-cijano-1-metiletil]-4-trifluorometoksibenzamid (spoj br. 3.009),
N-[2-(6-kloro-7-metil-2H-pirazolo[4,3-b]piridin-2-il)-1-cijano-1-metiletil]-4-trifluorometoksibenzamid (spoj br. 3.010),
N-[2-(6-bromo-2H-pirazolo[4,3-b]piridin-2-il)-1-cijano-1-metiletil]-4-trifluorometoksibenzamid (spoj br. 3.011),
N-[2-(6-bromo-2H-pirazolo[4,3-b]piridin-2-il)-1-cijano-1-metiletil]-4-trifluorometiltiobenzamid (spoj br. 3.012),
N-[2-(6-bromo-7-metil-2H-pirazolo[4,3-b]piridin-2-il)-1-cijano-1-metiletil]-4-trifluorometiltiobenzamid (spoj br. 3.023),
N-[1-cijano-2-(3,6-dikloro-2H-pirazolo[4,3-b]piridin-2-il)-1-metiletil]-4-trifluorometoksibenzamid (spoj br. 3.017),
N-[2-(3-bromo-6-kloro-2H-pirazolo[4,3-b]piridin-2-il)-1-cijano-1-metiletil]-4-trifluorometoksibenzamid (spoj br. 3.019).
9. Paraziticidni sastav, naznačen time, da obuhvaća ariloazol-2-il-cijanoetilamin prema bilo kojem od zahtjeva 1 do 8.
10. Formulacija, naznačen time, da obuhvaća ariloazol-2-il-cijanoetilamin prema bilo kojem od zahtjeva 1 do 8, i neku drugu pesticidno djelotvornu tvar.
11. Ariloazol-2-il-cijanoetilamin prema bilo kojem od zahtjeva 1 do 8,
naznačen time, da se upotrebljava u liječenju endoparazitne infekcije kod sisavaca kojima je potrebno to liječenje.
12. Ariloazol-2-il-cijanoetilamin za uporabu prema zahtjevu 11, naznačen time, da je endoparazitna infekcija uzrokovana helmintom odabranim iz skupine koju čine:
Anaplocephala (Anoplocephala), Ancylostoma, Anecator, Ascaris, Brugia, Bunostomum, Capillaria, Chabertia, Cooperia, Cyathostomum, Cylicocylclus, Cylicodontophorus, Cylicostephanus, Craterostomum, Dictyocaulus, Dipetalonema, Dipylidium, Dirofilaria, Dracunculus, Echinococcus, Enterobius, Fasciola, Filaroides, Habronema, Haemonchus, Metastrongylus, Moniezia, Necator, Nematodirus, Nippostrongylus, Oesophagostumum, Onchocerca, Ostertagia, Oxyuris, Paracaris, Schistosoma, Strongylus, Taenia, Toxocara, Strongyloides, Toxascaris, Trichinella, Trichuris, Trichostrongylus, Tridontophorus, Uncinaria, Wuchereria, i njihove kombinacije.
13. Ariloazol-2-il-cijanoetilamin za uporabu prema zahtjevu 12, naznačen time, da helmint je Haemonchus contortus, Ostertagia circumcincta, Trichostrongylus axei, Trichostrongylus colubrifromis, Cooperia curtcei, Nematodirus Battus, i njihove kombinacije.
14. Ariloazol-2-il-cijanoetilamin prema bilo kojem od zahtjeva 1 do 8, naznačen time, da se upotrebljava u liječenju ektoparazitne infekcije kod sisavaca kojima je potrebno to liječenje.
15. Ariloazol-2-il-cijanoetilamin za uporabu prema zahtjevu 14, naznačen time, da je ektoparazitna infekcija uzrokovana ektoparazitom odabranim iz skupine koju čine buhe, krpelji, crvi, komarci, muhe, uši, muhe koje sišu krv, te njihove kombinacije.
16. Ariloazol-2-il-cijanoetilamin za uporabu prema zahtjevu 15, naznačen time, da je ektoparazitna infekcija uzrokovana buhama.
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HRP20161240TT HRP20161240T1 (hr) | 2007-05-15 | 2016-09-28 | Spojevi ariloazol-2-il-cijanoetilamino, postupak njihove priprave i postupak njihove uporabe |
HRP20190408TT HRP20190408T1 (hr) | 2007-05-15 | 2019-03-01 | Ariloazol-2-il-cijanoetilamino-spojevi, postupak njihove proizvodnje i postupak njihove uporabe |
HRP20201340TT HRP20201340T1 (hr) | 2007-05-15 | 2020-08-26 | Spojevi ariloazol-2-il-cijanoetilamino, postupak njihove proizvodnje i postupak njihove uporabe |
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