AR095183A1 - Derivados de azetidina como agentes antiparasitarios - Google Patents

Derivados de azetidina como agentes antiparasitarios

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Publication number
AR095183A1
AR095183A1 ARP130101605A ARP130101605A AR095183A1 AR 095183 A1 AR095183 A1 AR 095183A1 AR P130101605 A ARP130101605 A AR P130101605A AR P130101605 A ARP130101605 A AR P130101605A AR 095183 A1 AR095183 A1 AR 095183A1
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AR
Argentina
Prior art keywords
alkyl
cyano
haloalkyl
hydroxyl
cycloalkyl
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ARP130101605A
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English (en)
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M K Sheehan Susan
Vaillancourt Valerie
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Zoetis Llc
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Publication of AR095183A1 publication Critical patent/AR095183A1/es

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
    • 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
    • A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
    • A01N43/20—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom three- or four-membered rings
    • 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
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/36—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
    • 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
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/44—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom three- or four-membered rings
    • 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
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
    • A01N43/76—1,3-Oxazoles; Hydrogenated 1,3-oxazoles
    • 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
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/82—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with three ring hetero atoms
    • 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
    • A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
    • A61K31/4025—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil not condensed and containing further heterocyclic rings, e.g. cromakalim
    • 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
    • A61K31/4155—1,2-Diazoles non condensed and containing further heterocyclic rings
    • 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
    • A61K31/42—Oxazoles
    • A61K31/422—Oxazoles not condensed and containing further heterocyclic rings
    • 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
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
    • A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
    • 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
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
    • A61K31/444—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring heteroatom, e.g. amrinone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
    • A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
    • 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
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/10—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing aromatic rings

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  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Environmental Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Dentistry (AREA)
  • Engineering & Computer Science (AREA)
  • Plant Pathology (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Epidemiology (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

Abstract

Composiciones del mismo y su uso como parasiticidas en animales. Reivindicación1: Un compuesto caracterizado porque tiene la fórmula (1), en la que A es fenilo, naftilo o heteroarilo, en el que dicho heteroarilo contiene de 1 a 4 heteroátomos, cada uno seleccionado de forma independiente de N, O y S; B es un compuesto del grupo de fórmulas (2); en donde ~~~ representa el punto de unión; R¹ᵃ, R¹ᵇ y R¹ᶜ son, cada uno de forma independiente, hidrógeno, halógeno, hidroxilo, ciano, nitro, alquilo C₁₋₆, haloalquilo C₁₋₆, alcoxi C₁₋₆, alquilo C₀₋₃-cicloalquilo C₃₋₆, haloalcoxi C₁₋₆, -C(O)NH₂, -SF₅ o -S(O)ₚR; R² es halógeno, ciano, alquilo C₁₋₆, haloalquilo C₁₋₆, nitro, hidroxilo, -C(O)NRᵃRᵇ, alquenilo C₂₋₆, alquinilo C₂₋₆, -S(O)ₚR o -OR; R³ es hidrógeno, halógeno, hidroxilo, ciano, alquilo C₁₋₆, haloalquilo C₁₋₆, alquilo C₀₋₃-cicloalquilo C₃₋₆, -C(O)NH₂, nitro, -SC(O)R, -C(O)NRᵃRᵇ, alquilo C₀₋₃NRᵃR⁴, NRᵃNRᵇR⁴, NRᵃORᵇ, ONRᵃRᵇ, N₃, -NHR⁴, -OR o -S(O)ₚR; R⁴ es hidrógeno, alquilo C₁₋₆, alquilo C₀₋₆-cicloalquilo C₃₋₆, -C(O)R⁵, -C(S)R⁵, -C(O)NRᵃR⁵, -C(O)C(O)NRᵃR⁵, -S(O)ₚRᶜ, -S(O)₂NRᵃR⁵, -C(NR⁷)R⁵, -C(NR⁷)NRᵃR⁵, alquilfenilo C₀₋₆, alquilheteroarilo C₀₋₆ o alquilheterociclo C₀₋₆; R⁵ es hidrógeno, alquilo C₁₋₆, alquenilo C₂₋₆, alquilo C₀₋₆-cicloalquilo C₃₋₆, alquilfenilo C₀₋₆, alquilheteroarilo C₀₋₆ o alquilheterociclo C₀₋₆; R⁶ es ciano, alquilo C₁₋₆, haloalquilo C₁₋₆, -C(O)NRᵃRᵇ, alquenilo C₂₋₆, alquinilo C₂₋₆, haloalquenilo C₂₋₆ o haloalquinilo C₂₋₆; R⁷ es hidrógeno, alquilo C₁₋₆, hidroxilo, ciano, nitro, -S(O)ₚRᶜ o alcoxi C₁₋₆; R⁸ es hidrógeno, alquilo C₁₋₆, hidroxilo, ciano, -S(O)ₚRᶜ o alcoxi C₁₋₆; R es alquilo C₁₋₆ o cicloalquilo C₃₋₆ cada uno sustituido opcionalmente con al menos un halógeno; Rᵃ es hidrógeno, alquilo C₁₋₆ o alquilo C₀₋₃-cicloalquilo C₃₋₆; en donde el alquilo y el alquilcicloalquilo están sustituidos opcionalmente con ciano o al menos un sustituyente halo; Rᵇ es hidrógeno, alquilo C₁₋₆, cicloalquilo C₃₋₆, alquilfenilo C₀₋₃, alquilheteroarilo C₀₋₃ o alquilheterociclo C₀₋₃, cada uno opcionalmente sustituido, cuando es químicamente posible, con al menos un sustituyente seleccionado de hidroxilo, ciano, halo o -S(O)ₙR; Rᶜ es alquilo C₁₋₆, haloalquilo C₁₋₆, haloalquilo C₁₋₆-cicloalquilo C₃₋₆, alquilo C₀₋₃-cicloalquilo C₃₋₆, alquilfenilo C₀₋₃, alquilheteroarilo C₀₋₃ o alquilheterociclo C₀₋₃ cada uno sustituido opcionalmente con al menos un sustituyente seleccionado de ciano, halo, hidroxilo, oxo, alquilo C₁₋₆, alcoxi C₁₋₆ haloalcoxi C₁₋₆, haloalquilo C₁₋₆, -S(O)ₚR, -SH, -S(O)ₚNRᵃRᵇ, -NRᵃRᵇ, -NRᵃC(O)Rᵇ, -SC(O)Rᵇ, -SCN o -C(O)NRᵃRᵇ; cada uno de R⁴ y R⁵ alquilo C₁₋₆ o alquilo C₀₋₆-cicloalquilo C₃₋₆ se pueden sustituir opcional e independientemente con al menos un sustituyente seleccionado de alquilo C₁₋₆ ciano, halo, hidroxilo, hidroxialquilo C₁₋₆ oxo, alcoxi C₁₋₆, haloalcoxi C₁₋₆, alquilo C₁₋₆, haloalquilo C₁₋₆, -S(O)ₚRᶜ, -SH, -S(O)ₚNRᵃRᵇ, -NRᵃRᵇ, -NRᵃC(O)Rᵇ, -SC(O)Rᶜ, -SCN o -C(O)NRᵃRᵇ; y en donde los restos R⁴ y R⁵, alquilfenilo C₀₋₆, alquilheteroarilo C₀₋₆ o alquilheterociclo C₀₋₆ pueden estar además opcionalmente sustituidos con al menos un sustituyente seleccionado de alquilo C₁₋₆, ciano, halo, oxo, =S, =NR⁷, hidroxilo, hidroxialquilo C₁₋₆, alcoxi C₁₋₆, alquilo C₁₋₆, haloalquilo C₁₋₆, -SH, -S(O)ₚR y haloalcoxi C₁₋₆; n es el número entero 0, 1 ó 2 y cuando n es 2, cada R² pueden ser idénticos o diferentes entre sí; y p es el número entero 0, 1 ó 2, estereoisómeros del mismo y sales farmacéutica o veterinariamente aceptables del mismo.
ARP130101605A 2012-05-09 2013-05-08 Derivados de azetidina como agentes antiparasitarios AR095183A1 (es)

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EP (1) EP2855457A1 (es)
JP (1) JP6049866B2 (es)
CN (1) CN104271568B (es)
AR (1) AR095183A1 (es)
AU (1) AU2013259847B2 (es)
BR (1) BR112014027805A2 (es)
CA (1) CA2872989A1 (es)
CL (1) CL2014002868A1 (es)
CO (1) CO7141427A2 (es)
MX (1) MX336431B (es)
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JP2012082186A (ja) 2010-09-15 2012-04-26 Bayer Cropscience Ag 殺虫性アリールピロリジン類
PL2814825T3 (pl) * 2012-02-03 2016-08-31 Zoetis Services Llc Dihydrofuranowe pochodne azetydyny jako środki przeciwpasożytnicze
WO2013116236A1 (en) * 2012-02-03 2013-08-08 Zoetis Llc Process for the preparation of chiral isoxazoline azetidine derivatives as antiparasitic agents

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CA2872989A1 (en) 2013-11-14
JP2015516424A (ja) 2015-06-11
BR112014027805A2 (pt) 2017-06-27
CN104271568A (zh) 2015-01-07
JP6049866B2 (ja) 2016-12-21
US9073912B2 (en) 2015-07-07
MX336431B (es) 2016-01-18
CO7141427A2 (es) 2014-12-12
AU2013259847A1 (en) 2014-10-30
EP2855457A1 (en) 2015-04-08
WO2013169622A1 (en) 2013-11-14
US20150119377A1 (en) 2015-04-30
CN104271568B (zh) 2016-05-04
AU2013259847B2 (en) 2015-09-03

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