AR074024A1 - Compuesto de arilazol-2-il-cianoetilamino enantiomericamente enriquecidos, composicion plaguicida y su uso para prevenir la infeccion parasitaria - Google Patents
Compuesto de arilazol-2-il-cianoetilamino enantiomericamente enriquecidos, composicion plaguicida y su uso para prevenir la infeccion parasitariaInfo
- Publication number
- AR074024A1 AR074024A1 ARP090104379A ARP090104379A AR074024A1 AR 074024 A1 AR074024 A1 AR 074024A1 AR P090104379 A ARP090104379 A AR P090104379A AR P090104379 A ARP090104379 A AR P090104379A AR 074024 A1 AR074024 A1 AR 074024A1
- Authority
- AR
- Argentina
- Prior art keywords
- unsubstituted
- alkyl
- substituted
- haloalkyl
- halogen
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title abstract 2
- 239000002131 composite material Substances 0.000 title 1
- 208000015181 infectious disease Diseases 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 25
- 125000001188 haloalkyl group Chemical group 0.000 abstract 15
- 229910052736 halogen Inorganic materials 0.000 abstract 15
- 150000002367 halogens Chemical class 0.000 abstract 15
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 14
- 125000004448 alkyl carbonyl group Chemical group 0.000 abstract 14
- 125000004692 haloalkylcarbonyl group Chemical group 0.000 abstract 14
- 125000004438 haloalkoxy group Chemical group 0.000 abstract 13
- 125000005110 aryl thio group Chemical group 0.000 abstract 12
- 125000004993 haloalkoxycarbonyl group Chemical group 0.000 abstract 12
- 125000003545 alkoxy group Chemical group 0.000 abstract 11
- 125000004644 alkyl sulfinyl group Chemical group 0.000 abstract 11
- 125000004390 alkyl sulfonyl group Chemical group 0.000 abstract 11
- 125000004414 alkyl thio group Chemical group 0.000 abstract 11
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 11
- 125000004440 haloalkylsulfinyl group Chemical group 0.000 abstract 11
- 125000004441 haloalkylsulfonyl group Chemical group 0.000 abstract 11
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 11
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 11
- HCMJWOGOISXSDL-UHFFFAOYSA-N (2-isothiocyanato-1-phenylethyl)benzene Chemical compound C=1C=CC=CC=1C(CN=C=S)C1=CC=CC=C1 HCMJWOGOISXSDL-UHFFFAOYSA-N 0.000 abstract 10
- 125000004995 haloalkylthio group Chemical group 0.000 abstract 10
- 125000001424 substituent group Chemical group 0.000 abstract 10
- 125000003282 alkyl amino group Chemical group 0.000 abstract 9
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 8
- 125000001072 heteroaryl group Chemical group 0.000 abstract 8
- 125000003107 substituted aryl group Chemical group 0.000 abstract 8
- 229910052739 hydrogen Inorganic materials 0.000 abstract 7
- 239000001257 hydrogen Substances 0.000 abstract 7
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 7
- 125000004183 alkoxy alkyl group Chemical group 0.000 abstract 5
- 125000000000 cycloalkoxy group Chemical group 0.000 abstract 5
- 125000004104 aryloxy group Chemical group 0.000 abstract 4
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 4
- -1 methylthioamino Chemical group 0.000 abstract 4
- 125000004691 alkyl thio carbonyl group Chemical group 0.000 abstract 3
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 abstract 3
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 125000005083 alkoxyalkoxy group Chemical group 0.000 abstract 2
- 125000003418 alkyl amino alkoxy group Chemical group 0.000 abstract 2
- 125000000278 alkyl amino alkyl group Chemical group 0.000 abstract 2
- 125000003806 alkyl carbonyl amino group Chemical group 0.000 abstract 2
- 125000004687 alkyl sulfinyl alkyl group Chemical group 0.000 abstract 2
- 125000004688 alkyl sulfonyl alkyl group Chemical group 0.000 abstract 2
- 125000006350 alkyl thio alkyl group Chemical group 0.000 abstract 2
- 125000000304 alkynyl group Chemical group 0.000 abstract 2
- 125000003368 amide group Chemical group 0.000 abstract 2
- 125000004103 aminoalkyl group Chemical group 0.000 abstract 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 125000004985 dialkyl amino alkyl group Chemical group 0.000 abstract 2
- 125000004984 dialkylaminoalkoxy group Chemical group 0.000 abstract 2
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 2
- 125000005346 substituted cycloalkyl group Chemical group 0.000 abstract 2
- FLHNPDJLSAAIPY-UHFFFAOYSA-N 2,3,4,5,6-pentafluorobenzenecarbothioamide Chemical class NC(=S)C1=C(F)C(F)=C(F)C(F)=C1F FLHNPDJLSAAIPY-UHFFFAOYSA-N 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000004663 dialkyl amino group Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 239000000575 pesticide Substances 0.000 abstract 1
- XOVSRHHCHKUFKM-UHFFFAOYSA-N s-methylthiohydroxylamine Chemical compound CSN XOVSRHHCHKUFKM-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- 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
-
- 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
- C07D249/20—Benzotriazoles with aryl radicals directly attached in position 2
-
- 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
- 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
- A61K31/4192—1,2,3-Triazoles
-
- 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
- A61P33/14—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
-
- 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
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Agronomy & Crop Science (AREA)
- Environmental Sciences (AREA)
- Wood Science & Technology (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Tropical Medicine & Parasitology (AREA)
- Epidemiology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Derivados de arilazol-2-il-cianoetilamino, composiciones que los contienen, procesos para su preparacion y su uso como plaguicidas. Reivindicacion 1: Un compuesto de arilazol-2-il-cianoetilamina de formula (1) caracterizado porque está sustancialmente enriquecido en un enantiomero, o una sal del mismo; donde P es C-R1 o N; Q es C-R2 o N; V es C-R8 o N; W es C-R9 o N; X es C-R10 o N; Y es C-R11 o N; R1, R2, R8, R9, R10 y R11 son en forma independiente entre si hidrogeno, amino, amido, ciano, nitro, halogeno, alquilo, alquenilo, alquinilo, cicloalquilo, hidroxialquilo, haloalquilo, alquiltio, haloalquiltio, ariltio, alcoxi, fenoxi, alcoxialcoxi, cicloalquiloxi, haloalcoxi, alquilcarbonilo, haloalquilcarbonilo, alcoxicarbonilo, haloalcoxicarbonilo, alquilsulfinilo, haloalquilsulfinilo, SF5, alquilsulfonilo, haloalquilsulfonilo, alquilamino, di(alquil)amino, alquilcarbonilamino, alquilaminoalcoxi, dialquilaminoalcoxi, alquilaminoalquilo, dialquilaminoalquilo, aminoalquilo, formilo, -C(O)OH, arilo no sustituido o sustituido, ariltio no sustituido o sustituido, ariloxi no sustituido o sustituido, o heteroarilo no sustituido o sustituido, donde los sustituyentes, en forma independiente entre sí, pueden ser uno o más de ciano, nitro, halogeno, alquilo, haloalquilo, alquiltio, haloalquiltio, ariltio, alcoxi, haloalcoxi, alquilcarbonilo, haloalquilcarbonilo, alcoxicarbonilo, haloalcoxicarbonilo, alquilsulfinilo, haloalquilsulfinilo, alquilsulfonilo, haloalquilsulfonilo, SF5 o metiltioamino; R3, R4 y R5 son en forma independiente entre sí hidrogeno, halogeno, alquilo, hidroxialquilo, alquiltioalquilo, haloalquilo. alquiloxialquilo, alquilsulfinilalquilo, alquilsulfonilalquilo, alquilsulfoniloxialquilo; cicloalquilo no sustituido o sustituido, donde los sustituyentes cada uno puede ser en forma independiente halogeno y alquilo; arilo no sustituido o sustituido, heteroarilo no sustituido o sustituido, donde los sustituyentes pueden ser cada uno en forma independiente entre sí ciano, nitro, halogeno, alquilo, haloalquilo, alquiltio, haloalquilo, ariltio, alcoxi, haloalcoxi, alquilcarbonilo, haloalquilcarbonilo, alcoxicarbonilo, haloalcoxicarbonilo, alquilsulfinilo, haloalquilsulfinilo, alquilsulfonilo, haloalquilsulfonilo, SF5, alquilamino, o di(alquil)amino; o R4 y R5 junto con el átomo de carbono al cual se encuentran unidos forman un anillo cicloalquilo; R6 es hidrogeno, alquilo, alcoxialquilo, alquilcarbonilo, haloalquilcarbonilo, alcoxicarbonilo, haloalcoxicarbonilo, alquiltiocarbonilo o bencilo no sustituido o sustituido, donde los sustituyentes pueden ser cada uno en forma independiente entre si ciano, nitro, halogeno, alquilo, haloalquilo, alquiltio, haloalquiltio, ariltio, alcoxi, haloalcoxi, alquilcarbonilo, haloalquilcarbonilo, alcoxicarbonilo, haloalcoxicarbonilo, alquilsulfinilo, haloalquilsulfinilo, alquilsulfonilo, haloalquilsulfonilo, SF5, alquilamino, o di(alquil)amino; R7 es hidrogeno, alquilo, cicloalquilo, haloalquilo, alcoxialquilo, alquilcarbonilo, haloalquilcarbonilo, alcoxicarbonilo, haloalcoxicarbonilo, alquiltiocarbonilo, heterociclilo; arilo no sustituido o sustituido, donde los sustituyentes pueden ser cada uno en forma independiente entre si ciano, nitro, halogeno, alquilo, cicloalquilo, haloalquilo, arilo no sustituido o sustituido, ariloxi no sustituido o sustituido, heteroarilo no sustituido o sustituido, ariltio no sustituido o sustituido, alquiltio, haloalquiltio. alcoxi, cicloalquiloxi, haloalcoxi, alquilcarbonilo, haloalquilcarbonilo, alcoxicarbonilo, haloalcoxicarbonilo, alquilsulfinilo, haloalquilsulfinilo, alquilsulfonilo, haloalquilsulfonilo, amino, alquilamino, di(alquil)amino, SF5, metiltioamino; o heteroarilo no sustituido o sustituido, donde los sustituyentes pueden ser cada uno en forma independiente entre si ciano, nitro, halogeno, alquilo, cicloalquilo, haloalquilo, arilo no sustituido o sustituido, ariloxi no sustituido o sustituido heteroarilo no sustituido o sustituido, ariltio no sustituido o sustituido, alquiltio, haloalquiltio, alcoxi, cicloalquiloxi, haloalcoxi, alquilcarbonilo, haloalquilcarbonilo, alcoxicarbonilo, haloalcoxicarbonilo, alquilsulfinilo, haloalquilsulfinilo, alquilsulfonilo, haloalquilsulfonilo, amino, alquilamino, di(alquil)amino, SF5, metiltioamino; Z es una union directa, C(O), C(S) o S(O)p; a es 1, 2 o 3; y p es 0, 1 o 2. Reivindicacion 13: Un derivado de arilazol-2-il-cianoetilamino pentafluorotiobenzamida caracterizado porque tiene la formula (2) donde P es C-R1 o N; Q es C-R2 o N; V es C-R8 o N; W es C-R9 o N; X es C-R10 o N; Y es C-R11 o N; R1, R2, R8, R9, R10 y R11 son en forma independiente entre si hidrogeno, amino, amido, ciano, nitro, halogeno, alquilo, alquenilo, alquinilo, cicloalquilo, hidroxialquilo, haloalquilo, alquiltio, haloalquiltio, ariltio, alcoxi, fenoxi, alcoxialcoxi, cicloalquiloxi, haloalcoxi, alquilcarbonilo, haloalquilcarbonilo, alcoxicarbonilo, haloalcoxicarbonilo, alquilsulfinilo, haloalquilsulfinilo, SF5, alquilsulfonilo, haloalquilsulfonilo, alquilamino, di(alquil)amino, alquilcarbonilamino, alquilaminoalcoxi, dialquilaminoalcoxi, alquilaminoalquilo, dialquilaminoalquilo, aminoalquilo, formilo, -C(O)OH, arilo no sustituido o sustituido, ariltio no sustituido o sustituido, ariloxi no sustituido o sustituido, o heteroarilo no sustituido o sustituido, donde los sustituyentes, en forma independiente entre sí, pueden ser uno o más de ciano, nitro, halogeno, alquilo, haloalquilo, alquiltio, haloalquiltio, ariltio, alcoxi, haloalcoxi, alquilcarbonilo, haloalquilcarbonilo, alcoxicarbonilo, haloalcoxicarbonilo, alquilsulfinilo, haloalquilsulfinilo, alquilsulfonilo, haloalquilsulfonilo, SF5 o metiltioamino; R3, R4 y R5 son en forma independiente entre si hidrogeno, halogeno, alquilo, hidroxialquilo, alquiltioalquilo, haloalquilo, alquiloxialquilo, alquilsulfinilalquilo, alquilsulfonilalquilo, alquilsulfoniloxialquilo; cicloalquilo no sustituido o sustituido, donde los sustituyentes cada uno puede ser en forma independiente halogeno y alquilo; arilo no sustituido o sustituido, heteroarilo no sustituido o sustituido, donde los sustituyentes pueden ser cada uno en forma independiente entre sí ciano, nitro, halogeno, alquilo, haloalquilo, alquiltio, haloalquiltio, arilo, alcoxi, haloalcoxi, alquilcarbonilo, haloalquilcarbonilo, alcoxicarbonilo, haloalcoxicarbonilo, alquilsulfinilo, haloalquilsulfinilo, alquilsulfonilo, haloalquilsulfonilo, SF5, alquilamino, o dialquilamino; o R4 y R5 junto con el átomo de carbono al cual se encuentran unidos forman un anillo cicloalquilo; R6 es hidrogeno, alquilo, alcoxialquilo, alquilcarbonilo, haloalquilcarbonilo, alcoxicarbonilo, haloalcoxicarbonilo, alquiltiocarbonilo o bencilo no sustituido o sustituido, donde los sustituyentes pueden ser cada uno en forma independiente entre sí ciano, nitro, halogeno, alquilo, haloalquilo, alquiltio, haloalquiltio, ariltio, alcoxi, haloalcoxi, alquilcarbonilo, haloalquilcarbonilo, alcoxicarbonilo, haloalcoxicarbonilo, alquilsulfinilo, haloalquilsulfinilo, alquilsulfonilo, haloalquilsulfonilo, SF5, alquilamino, o di(alquil)amino; a es 1, 2 o 3; R13a, R13b, R14a y R14b son cada uno en forma independiente entre si ciano, nitro, halogeno, alquilo, cicloalquilo, haloalquilo, arilo no sustituido o sustituido, heteroarilo no sustituido o sustituido, fenoxi no sustituido o sustituido, alquiltio, haloalquiltio, ariltio, alcoxi, cicloalquiloxi, haloalcoxi, alquilcarbonilo, haloalquilcarbonilo, alcoxicarbonilo, haloalcoxicarbonilo, alquilsulfinilo, haloalquilsulfinilo, alquilsulfonilo, haloalquilsulfonilo, SF5, alquilamino, di(alquil)amino, o metiltioamino; y a es 1, 2 o 3.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11465608P | 2008-11-14 | 2008-11-14 | |
| US11466508P | 2008-11-14 | 2008-11-14 | |
| US17613609P | 2009-05-07 | 2009-05-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR074024A1 true AR074024A1 (es) | 2010-12-15 |
Family
ID=41651188
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP090104379A AR074024A1 (es) | 2008-11-14 | 2009-11-13 | Compuesto de arilazol-2-il-cianoetilamino enantiomericamente enriquecidos, composicion plaguicida y su uso para prevenir la infeccion parasitaria |
Country Status (30)
| Country | Link |
|---|---|
| US (1) | US8461176B2 (es) |
| EP (3) | EP3498696A1 (es) |
| JP (2) | JP5730208B2 (es) |
| KR (2) | KR101715414B1 (es) |
| CN (1) | CN102272105B (es) |
| AR (1) | AR074024A1 (es) |
| AU (1) | AU2009313920B2 (es) |
| BR (1) | BRPI0921546A8 (es) |
| CA (2) | CA2945453C (es) |
| CL (1) | CL2011001123A1 (es) |
| CY (1) | CY1121908T1 (es) |
| DK (1) | DK3050874T3 (es) |
| EA (1) | EA019606B1 (es) |
| ES (2) | ES2551130T3 (es) |
| HR (1) | HRP20190498T1 (es) |
| HU (1) | HUE044046T2 (es) |
| LT (1) | LT3050874T (es) |
| ME (1) | ME03409B (es) |
| MX (1) | MX2011005011A (es) |
| MY (1) | MY153715A (es) |
| NZ (1) | NZ592980A (es) |
| PL (1) | PL3050874T3 (es) |
| PT (1) | PT3050874T (es) |
| RS (1) | RS58508B1 (es) |
| SG (1) | SG10201703698QA (es) |
| SI (1) | SI3050874T1 (es) |
| SM (1) | SMT201900182T1 (es) |
| TW (1) | TWI516261B (es) |
| WO (1) | WO2010056999A1 (es) |
| ZA (1) | ZA201103483B (es) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RS58508B1 (sr) * | 2008-11-14 | 2019-04-30 | Merial Inc | Enantiomerno obogaćena paraziticidalna jedinjenja ariloazol-2-il cijanoetilamino |
| US8389558B2 (en) * | 2009-07-20 | 2013-03-05 | Supratek Pharma Inc. | Bendamustine amphiphilic anionic compositions |
| US8962681B2 (en) | 2011-10-19 | 2015-02-24 | Zoetis Llc | Use of aminoacetonitrile derivatives against endoparasites |
| ME03389B (me) | 2012-02-06 | 2020-01-20 | Boehringer Lngelheim Animal Health Usa Lnc | Paraziticidne oralne veterinarske kompozicije које sadrže sistemski-delujuća aktivna sredstva, metodi i primene isтih |
| JO3626B1 (ar) | 2012-02-23 | 2020-08-27 | Merial Inc | تركيبات موضعية تحتوي على فيبرونيل و بيرميثرين و طرق استخدامها |
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