AR099287A1 - Derivados de heterociclos bicíclicos condensados sustituidos con 2-(het)arilo como agentes para combatir parásitos - Google Patents
Derivados de heterociclos bicíclicos condensados sustituidos con 2-(het)arilo como agentes para combatir parásitosInfo
- Publication number
- AR099287A1 AR099287A1 ARP150100323A ARP150100323A AR099287A1 AR 099287 A1 AR099287 A1 AR 099287A1 AR P150100323 A ARP150100323 A AR P150100323A AR P150100323 A ARP150100323 A AR P150100323A AR 099287 A1 AR099287 A1 AR 099287A1
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- alkoxy
- carbonyl
- thio
- cycloalkyl
- Prior art date
Links
- 244000045947 parasite Species 0.000 title 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 55
- 125000000217 alkyl group Chemical group 0.000 abstract 15
- -1 C2−6 cyanoalkynyl Chemical group 0.000 abstract 10
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 abstract 8
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 abstract 5
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 abstract 5
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 abstract 5
- 125000001072 heteroaryl group Chemical group 0.000 abstract 5
- 125000000623 heterocyclic group Chemical group 0.000 abstract 5
- 125000006642 (C1-C6) cyanoalkyl group Chemical group 0.000 abstract 4
- 125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 abstract 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 4
- 125000006577 C1-C6 hydroxyalkyl group Chemical group 0.000 abstract 4
- 125000003118 aryl group Chemical group 0.000 abstract 4
- 229910052736 halogen Inorganic materials 0.000 abstract 4
- 150000002367 halogens Chemical class 0.000 abstract 4
- 125000003545 alkoxy group Chemical group 0.000 abstract 3
- 125000000232 haloalkynyl group Chemical group 0.000 abstract 3
- 125000005347 halocycloalkyl group Chemical group 0.000 abstract 3
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 2
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 abstract 2
- 125000004682 aminothiocarbonyl group Chemical group NC(=S)* 0.000 abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 2
- 125000005159 cyanoalkoxy group Chemical group 0.000 abstract 2
- 125000001188 haloalkyl group Chemical group 0.000 abstract 2
- 125000001475 halogen functional group Chemical group 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- 239000001301 oxygen Substances 0.000 abstract 2
- ZMZDMBWJUHKJPS-UHFFFAOYSA-N thiocyanic acid Chemical compound SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 abstract 2
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 abstract 1
- 125000004845 (C1-C6) alkylsulfonylamino group Chemical group 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 125000000262 haloalkenyl group Chemical group 0.000 abstract 1
- 125000004438 haloalkoxy group Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 239000011593 sulfur Substances 0.000 abstract 1
Classifications
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- 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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- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
-
- 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
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/72—Nitrogen atoms
- C07D213/73—Unsubstituted amino or imino radicals
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/72—Nitrogen atoms
- C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/72—Nitrogen atoms
- C07D213/76—Nitrogen atoms to which a second hetero atom is attached
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/40—Heterocyclic compounds containing purine ring systems with halogen atoms or perhalogeno-alkyl radicals directly attached in position 2 or 6
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- 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
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D498/04—Ortho-condensed systems
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Veterinary Medicine (AREA)
- Toxicology (AREA)
- Tropical Medicine & Parasitology (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (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)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Pyridine Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
Abstract
Reivindicación 1: Compuestos de la fórmula (1) en la que A¹ representa nitrógeno, =N⁺-O⁻ o =C-R⁴; A² representa -N-R⁵, oxígeno o azufre; A³ representa oxígeno; A⁴ representa nitrógeno, =N⁺-O⁻ o =C-R⁴; A⁵ representa =C-H; R¹ representa alquilo C₁₋₆, haloalquilo C₁₋₆, cianoalquilo C₁₋₆, hidroxialquilo C₁₋₆, alcoxi C₁₋₆-alquilo C₁₋₆, haloalcoxi C₁₋₆-alquilo C₁₋₆, alquenilo C₂₋₆, alquenil C₂₋₆-oxi-alquilo C₁₋₆, haloalquenil C₂₋₆-oxi-alquilo C₁₋₆, haloalquenilo C₂₋₆, cianoalquenilo C₂₋₆, alquinilo C₂₋₆,alquinil C₂₋₆-oxi-alquilo C₁₋₆, haloalquinil C₂₋₆-oxi-alquilo C₁₋₆, haloalquinilo C₂₋₆, cianoalquinilo C₂₋₆, cicloalquilo C₃₋₈, cicloalquil C₃₋₈-cicloalquilo C₃₋₈, alquil C₁₋₆-cicloalquilo C₃₋₈, halocicloalquilo C₃₋₈, amino, alquil C₁₋₆-amino, di-alquil C₁₋₆-amino, cicloalquil C₃₋₈-amino, alquil C₁₋₆-carbonil-amino, alquil C₁₋₆-tio-alquilo C₁₋₆, haloalquil C₁₋₆-tio-alquilo C₁₋₆, alquil C₁₋₆-sulfinil-alquilo C₁₋₆,haloalquil C₁₋₆-sulfinil-alquilo C₁₋₆, alquil C₁₋₆-sulfonil-alquilo C₁₋₆, haloalquil C₁₋₆-sulfonil-alquilo C₁₋₆, alcoxi C₁₋₆-alquil C₁₋₆-tio-alquilo C₁₋₆, alcoxi C₁₋₆-alquil C₁₋₆-sulfinil-alquilo C₁₋₆, alcoxi C₁₋₆-alquil C₁₋₆-sulfonil-alquilo C₁₋₆, alquil C₁₋₆-carbonil-alquilo C₁₋₆, haloalquil C₁₋₆-carbonil-alquilo C₁₋₆, alcoxi C₁₋₆-carbonil-alquilo C₁₋₆, haloalcoxi C₁₋₆-carbonil-alquilo C₁₋₆, alquil C₁₋₆-sulfonilamino, aminosulfonil-alquilo C₁₋₆, alquil C₁₋₆-aminosulfonil-alquilo C₁₋₆, di-alquil C₁₋₆-aminosulfonil-alquilo C₁₋₆, o representa alquilo C₁₋₆, alcoxi C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, cicloalquilo C₃₋₈ en cada caso dado el caso mono- o polisustituido, igual o diferente, con arilo, hetarilo o heterociclilo, en donde arilo, hetarilo o heterociclilo pueden estar dado el caso mono- o polisustituidos, igual o diferente, con halógeno, ciano, nitro, hidroxi, amino, carboxi, carbamoilo, aminosulfonilo, alquilo C₁₋₆, cicloalquilo C₃₋₈, alcoxi C₁₋₆,haloalquilo C₁₋₆, haloalcoxi C₁₋₆, alquil C₁₋₆-tio, alquil C₁₋₆-sulfinilo, alquil C₁₋₆-sulfonilo, alquil C₁₋₆-sulfimino, alquil C₁₋₆-sulfimino-alquilo C₁₋₆, alquil C₁₋₆-sulfimino-alquil C₁₋₆-carbonilo, alquil C₁₋₆-sulfoximino, alquil C₁₋₆-sulfoximino-alquilo C₁₋₆, alquil C₁₋₆-sulfoximino-alquil C₂₋₆-carbonilo, alcoxi C₁₋₆-carbonilo, alquil C₁₋₆-carbonilo, trialquil C₃₋₆-sililo o bencilo, o R¹ representa arilo, hetarilo o heterociclilo en cada caso dado el caso mono- o polisustituido, igual o diferente, con halógeno, ciano nitro, hidroxi, amino, carboxi, carbamoilo, alquilo C₁₋₆, cicloalquilo C₃₋₈, alcoxi C₁₋₆, haloalquilo C₁₋₆, haloalcoxi C₁₋₆, alquil C₁₋₆-tio, alquil C₁₋₆-sulfinilo, alquil C₁₋₆-sulfonilo, alquil C₁₋₆-sulfimino, alquil C₁₋₆-sulfimino-alquilo C₁₋₆, alquil C₁₋₆-sulfimino-alquil C₂₋₆-carbonilo, alquil C₁₋₆-sulfoximino, alquil C₁₋₆-sulfoximino-alquilo C₁₋₆, alquil C₁₋₆-sulfoximino-alquil C₂₋₆-carbonilo, alcoxi C₁₋₆-carbonilo, alquil C₁₋₆-carbonilo, trialquil C₃₋₈-sililo, (=O) (solo en el caso de heterociclilo) u (=O)₂ (solo en el caso de heterociclilo); R²ᵃ, R²ᵇ, R³ y R⁴ representan, de modo independiente entre sí, hidrógeno, ciano, halógeno, nitro, acetilo, hidroxi, amino, SCN, tri-alquil C₁₋₆-sililo, cicloalquilo C₃₋₈, cicloalquil C₃₋₈-cicloalquilo C₃₋₈, alquil C₁₋₆-cicloalquilo C₃₋₈,halocicloalquilo C₃₋₈, alquilo C₁₋₆, haloalquilo C₁₋₆, cianoalquilo C₁₋₆, hidroxialquilo C₁₋₆, hidroxicarbonil-alcoxi C₁₋₆, alcoxi C₁₋₆-carbonil-alquilo C₁₋₆, alcoxi C₁₋₆-alquilo C₁₋₆, alquenilo C₂₋₆, haloalquenilo C₂₋₆, cianoalquenilo C₂₋₆, alquinilo C₂₋₆, haloalquinilo C₂₋₆, cianoalquinilo C₂₋₆, alcoxi C₁₋₆, haloalcoxi C₁₋₆, cianoalcoxi C₁₋₆, alcoxi C₁₋₆-carbonil-alcoxi C₁₋₆, alcoxi C₁₋₆-alcoxi C₁₋₆, alquil C₁₋₆-hidroxiimino, alcoxi C₁₋₆-imino, alquil C₁₋₆-alcoxi C₁₋₆-imino, haloalquil C₁₋₆-alcoxi C₁₋₆-imino, alquil C₁₋₆-tio, haloalquil C₁₋₆-tio, alcoxi C₁₋₆-alquil C₁₋₆-tio, alquil C₁₋₆-tio-alquilo C₁₋₆, alquil C₁₋₆-sulfinilo, haloalquil C₁₋₆-sulfinilo, alcoxi C₁₋₆-alquil C₁₋₆-sulfinilo, alquil C₁₋₆-sulfinil-alquilo C₁₋₆, alquil C₁₋₆-sulfonilo, haloalquil C₁₋₆-sulfonilo, alcoxi C₁₋₆-alquil C₁₋₆-sulfonilo, alquil C₁₋₆-sulfonil-alquilo C₁₋₆, alquil C₁₋₆-sulfoniloxi, alquil C₁₋₆-carbonilo, alquil C₁₋₆-tiocarbonilo, haloalquil C₁₋₆-carbonilo, alquil C₁₋₆-carboniloxi, alcoxi C₁₋₆-carbonilo, haloalcoxi C₁₋₆-carbonilo, aminocarbonilo, alquil C₁₋₆-aminocarbonilo, alquil C₁₋₆-aminotiocarbonilo, di-alquil C₁₋₆-aminocarbonilo, di-alquil C₁₋₆-aminotiocarbonilo, alquenil C₂₋₆-aminocarbonilo, di-alquenil C₂₋₆-aminocarbonilo, cicloalquil C₃₋₈-aminocarbonilo, alquil C₁₋₆-sulfonilamino, alquil C₁₋₆-amino, di-alquil C₁₋₆-amino, aminosulfonilo, alquil C₁₋₆-aminosulfonilo, di-alquil C₁₋₆-aminosulfonilo, alquil C₁₋₆-sulfoximino, aminotiocarbonilo, alquil C₁₋₆-aminotiocarbonilo, di-alquil C₁₋₆ aminotiocarbonilo, cicloalquil C₃₋₈-amino, NHCO-alquil C₁₋₆-alquil C₁₋₆-carbonilamino, representan en cada caso arilo o hetarilo dado el caso mono- o polisustituido, igual o diferente, en donde (en el caso de hetarilo) puede estar contenido dado el caso al menos un grupo carbonilo y/o en donde como sustituyentes se tienen en cuenta, en cada caso: ciano, carboxilo, halógeno, nitro, acetilo, hidroxi, amino, SCN, tri-alquil C₁₋₆-sililo, alquilo C₁₋₆, haloalquilo C₁₋₆,cianoalquilo C₁₋₆, hidroxialquilo C₁₋₆, hidroxicarbonil-alcoxi C₁₋₆, alcoxi C₁₋₆-carbonil-alquilo C₁₋₆, alcoxi C₁₋₆-alquilo C₁₋₆, alquenilo C₂₋₆, haloalquenilo C₂₋₆,cianoalquenilo C₂₋₆, alquinilo C₂₋₆, haloalquinilo C₂₋₆,cianoalquinilo C₂₋₆, alcoxi C₁₋₆, haloalcoxi C₁₋₆, cianoalcoxi C₁₋₆, alcoxi C₁₋₆-carbonil-alcoxi C₁₋₆, alcoxi C₁₋₆-alcoxi C₁₋₆, alquil C₁₋₆-hidroxiimino, alcoxi C₁₋₆-imino, alquil C₁₋₆-alcoxi C₁₋₆-imino, haloalquil C₁₋₆-alcoxi C₁₋₆-imino, alquil C₁₋₆-tio, haloalquil C₁₋₆-tio, alcoxi C₁₋₆-alquil C₁₋₆-tio, alquil C₁₋₆-tio-alquilo C₁₋₆, alquil C₁₋₆-sulfinilo, haloalquil C₁₋₆-sulfinilo, alcoxi C₁₋₆-alquil C₁₋₆-sulfinilo, alquil C₁₋₆-sulfinil-alquilo C₁₋₆, alquil C₁₋₆-sulfonilo, haloalquil C₁₋₆-sulfonilo, alcoxi C₁₋₆-alquil C₁₋₆-sulfonilo, alquil C₁₋₆-sulfonil-alquilo C₁₋₆, alquil C₁₋₆-sulfoniloxi, alquil C₁₋₆-carbonilo, haloalquil C₁₋₆-carbonilo, alquil C₁₋₆-carboniloxi, alcoxi C₁₋₆-carbonilo, haloalcoxi C₁₋₆-carbonilo, aminocarbonilo, alquil C₁₋₆ aminocarbonilo, di-alquil C₁₋₆-aminocarbonilo, alquenil C₂₋₆-aminocarbonilo, di-alquenil C₂₋₆-aminocarbonilo, cicloalquil C₃₋₈-aminocarbonilo, alquil C₁₋₆-sulfonilamino, alquil C₁₋₆-amino, di-alquil C₁₋₆-amino, aminosulfonilo, alquil C₁₋₆-aminosulfonilo, di-alquil C₁₋₆-aminosulfonilo, alquil C₁₋₆-sulfoximino, aminotiocarbonilo, alquil C₁₋₆-aminotiocarbonilo, di-alquil C₁₋₆-aminotiocarbonilo, cicloalquil C₃₋₈-amino; R⁵ representa alquilo C₁₋₆, haloalquilo C₁₋₆, cianoalquilo C₁₋₆, hidroxialquilo C₁₋₆, alcoxi C₁₋₆-alquilo C₁₋₆,haloalcoxi C₁₋₆-alquilo C₁₋₆, alquenilo C₂₋₆, alquenil C₂₋₆-oxi-alquilo C₁₋₆, haloalquenil C₂₋₆-oxi-alquilo C₁₋₆,haloalquenilo C₂₋₆, cianoalquenilo C₂₋₆, alquinilo C₂₋₆,alquinil C₂₋₆-oxi-alquilo C₁₋₆, haloalquinil C₂₋₆-oxi-alquilo C₁₋₆, haloalquinilo C₂₋₆, cianoalquinilo C₂₋₆, cicloalquilo C₃₋₈, cicloalquil C₃₋₈-cicloalquilo C₃₋₈, alquil C₁₋₆-cicloalquilo C₃₋₈, halocicloalquilo C₃₋₈, alquil C₁₋₆-tio-alquilo C₁₋₆, haloalquil C₁₋₆-tio-alquilo C₁₋₆, alquil C₁₋₆-sulfinil-alquilo C₁₋₆, haloalquil C₁₋₆-sulfinil-alquilo C₁₋₆, alquil C₁₋₆-sulfonil-alquilo C₁₋₆, haloalquil C₁₋₆-sulfonil-alquilo C₁₋₆, alcoxi C₁₋₆-alquil C₁₋₆-tio-alquilo C₁₋₆, alcoxi C₁₋₆-alquil-C₁₋₆-sulfinil-alquilo C₁₋₆, alcoxi C₁₋₆-alquil-C₁₋₆-sulfonil-alquilo C₁₋₆, alquil C₁₋₆-carbonil-alquilo C₁₋₆, haloalquil C₁₋₆-carbonil-alquilo C₁₋₆,alcoxi C₁₋₆-carbonil-alquilo C₁₋₆, haloalcoxi C₁₋₆-carbonil-alquilo C₁₋₆, aminocarbonil-alquilo C₁₋₆, alquil C₁₋₆-amino-alquilo C₁₋₆, di-alquil C₁₋₆-amino-alquilo C₁₋₆ cicloalquil C₃₋₈-amino-alquilo C₁₋₆; n representa 0, 1 ó 2.
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| RU2016136997A (ru) | 2018-03-20 |
| AU2015217802A1 (en) | 2016-09-01 |
| EP3107912A1 (de) | 2016-12-28 |
| MX2016010372A (es) | 2016-11-30 |
| ES2987367T3 (es) | 2024-11-14 |
| PH12016501603A1 (en) | 2017-02-06 |
| TWI675031B (zh) | 2019-10-21 |
| US20190241564A1 (en) | 2019-08-08 |
| US20170073342A1 (en) | 2017-03-16 |
| KR20160122809A (ko) | 2016-10-24 |
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| TW201620906A (zh) | 2016-06-16 |
| WO2015121136A1 (de) | 2015-08-20 |
| JP6653258B2 (ja) | 2020-02-26 |
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| US11274097B2 (en) | 2022-03-15 |
| IL247213A0 (en) | 2016-09-29 |
| KR102362756B1 (ko) | 2022-02-11 |
| AU2015217802B2 (en) | 2019-06-06 |
| PE20171645A1 (es) | 2017-11-13 |
| CN106414441B9 (zh) | 2019-09-20 |
| US20250115599A1 (en) | 2025-04-10 |
| CN106414441B (zh) | 2019-08-13 |
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| PE20161101A1 (es) | 2016-11-19 |
| RU2016136997A3 (es) | 2018-09-28 |
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| US20230087882A1 (en) | 2023-03-23 |
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