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AR124687A2 - Composiciones veterinarias orales parasiticidas que comprenden agentes activos de acción sistémica, métodos y usos de las mismas - Google Patents

Composiciones veterinarias orales parasiticidas que comprenden agentes activos de acción sistémica, métodos y usos de las mismas

Info

Publication number
AR124687A2
AR124687A2 ARP220100127A ARP220100127A AR124687A2 AR 124687 A2 AR124687 A2 AR 124687A2 AR P220100127 A ARP220100127 A AR P220100127A AR P220100127 A ARP220100127 A AR P220100127A AR 124687 A2 AR124687 A2 AR 124687A2
Authority
AR
Argentina
Prior art keywords
alkyl
ring
halogen
cycloalkyl
independently selected
Prior art date
Application number
ARP220100127A
Other languages
English (en)
Inventor
Izabela Galeska
Mark Soll
Peter Cheifetz
Diane Larsen
Susan Cady
Original Assignee
Merial Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=47684067&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=AR124687(A2) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Merial Inc filed Critical Merial Inc
Publication of AR124687A2 publication Critical patent/AR124687A2/es

Links

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
    • A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
    • A61K31/27—Esters, e.g. nitroglycerine, selenocyanates of carbamic or thiocarbamic acids, meprobamate, carbachol, neostigmine
    • 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
    • A01N43/80—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 1,2
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23K—FODDER
    • A23K20/00—Accessory food factors for animal feeding-stuffs
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    • A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
    • A61K31/19—Carboxylic acids, e.g. valproic acid
    • A61K31/194—Carboxylic acids, e.g. valproic acid having two or more carboxyl groups, e.g. succinic, maleic or phthalic acid
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    • A61K31/277—Nitriles; Isonitriles having a ring, e.g. verapamil
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    • A61K31/325—Carbamic acids; Thiocarbamic acids; Anhydrides or salts thereof
    • A—HUMAN NECESSITIES
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    • 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
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    • A61K31/506—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim not condensed and containing further heterocyclic rings
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    • A61K31/70—Carbohydrates; Sugars; Derivatives thereof
    • A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
    • A61K31/7048—Compounds having saccharide radicals and heterocyclic rings having oxygen as a ring hetero atom, e.g. leucoglucosan, hesperidin, erythromycin, nystatin, digitoxin or digoxin
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Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Zoology (AREA)
  • Physiology (AREA)
  • Nutrition Science (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Inorganic Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Emergency Medicine (AREA)
  • Molecular Biology (AREA)
  • Food Science & Technology (AREA)
  • Animal Husbandry (AREA)
  • Agronomy & Crop Science (AREA)
  • Dentistry (AREA)
  • Environmental Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Immunology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicinal Preparation (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

Composiciones veterinarias orales para combatir ectoparásitos y endoparásitos en animales, que comprenden al menos un agente activo de acción sistémica en combinación con un vehículo farmacéuticamente aceptable. También métodos mejorados para erradicar, controlar y prevenir infecciones e infestaciones por parásitos en un animal que comprende administrar las composiciones de la invención a un animal que lo necesita. Reivindicación 1: Una composición veterinaria blanda masticable para tratar y/o prevenir una infección o infestación de parásitos en un animal, caracterizada porque comprende: a) (i) al menos un agente activo isoxazolina de la fórmula (1) en donde: A¹, A², A³, A⁴, A⁵ y A⁶ se seleccionan en forma independiente entre el grupo que consiste en CR³ y N, siempre que como máximo 3 de A¹, A², A³, A⁴, A⁵ y A⁶ son N; B¹, B² y B³ se seleccionan en forma independiente entre el grupo que consiste en CR² y N; W es O ó S; R¹ es C₁-C₆ alquilo, C₂-C₆ alquenilo, C₂-C₆ alquinilo, C₃-C₆ cicloalquilo, C₄-C₇ alquilcicloalquilo o C₄-C₇ cicloalquilalquilo, cada uno opcionalmente sustituido con uno o más sustituyentes seleccionados en forma independiente entre R⁶; cada R² es en forma independiente H, halógeno, C₁-C₆ alquilo, C₁-C₆ haloalquilo, C₁-C₆ alcoxi, C₁-C₆ haloalcoxi, C₁-C₆ alquiltio, C₁-C₆ haloalquiltio, C₁-C₆ alquilsulfinilo, C₁-C₆ haloalquilsulfinilo, C₁-C₆ alquilsulfonilo, C₁-C₆ haloalquilsulfonilo, C₁-C₆ alquilamino, C₂-C₆ dialquilamino, C₂-C₄ alcoxicarbonilo, -CN o -NO₂; cada R³ es en forma independiente H, halógeno, C₁-C₆ alquilo, C₁-C₆ haloalquilo, C₃-C₆ cicloalquilo, C₃-C₆ halocicloalquilo, C₁-C₆ alcoxi, C₁-C₆ haloalcoxi, C₁-C₆ alquiltio, C₁-C₆ haloalquiltio, C₁-C₆ alquilsulfinilo, C₁-C₆ haloalquilsulfinilo, C₁-C₆ alquilsulfonilo, C₁-C₆ haloalquilsulfonilo, C₁-C₆ alquilamino, C₂-C₆ dialquilamino, -CN o -NO₂; R⁴ es H, C₁-C₆ alquilo, C₂-C₆ alquenilo, C₂-C₆ alquinilo, C₃-C₆ cicloalquilo, C₄-C₇ alquilcicloalquilo, C₄-C₇ cicloalquilalquilo, C₂-C₇ alquilcarbonilo o C₂-C₇ alcoxicarbonilo; R⁵ es H, OR¹⁰, NR¹¹R¹² o Q¹; o C₁-C₆ alquilo, C₂-C₆ alquenilo, C₂-C₆ alquinilo, C₃-C₆ cicloalquilo, C₄-C₇ alquilcicloalquilo o C₄-C₇ cicloalquilalquilo, cada uno opcionalmente sustituido con uno o más sustituyentes seleccionados en forma independiente entre R⁷; o R⁴ y R⁵ se toman junto con el nitrógeno al cual están unidos para formar un anillo que contiene entre 2 y 6 átomos de carbono y opcionalmente un átomo adicional seleccionado entre el grupo que consiste en N, S y O, donde dicho anillo está opcionalmente sustituido con entre 1 y 4 sustituyentes seleccionados en forma independiente entre el grupo que consiste en C₁-C₂ alquilo, halógeno, -CN, -NO₂ y C₁-C₂ alcoxi; cada R⁶ es en forma independiente halógeno, C₁-C₆ alquilo, C₁-C₆ alcoxi, C₁-C₆ alquiltio, C₁-C₆ alquilsulfinilo, C₁-C₆ alquilsulfonilo, -CN o -NO₂; cada R⁷ es en forma independiente halógeno; C₁-C₆ alquilo, C₃-C₆ cicloalquilo, C₁-C₆ alcoxi, C₁-C₆ alquiltio, C₁-C₆ alquilsulfinilo, C₁-C₆ alquilsulfonilo, C₁-C₆ alquilamino, C₂-C₈ dialquilamino, C₃-C₆ cicloalquilamino, C₂-C₇ alquilcarbonilo, C₂-C₇ alcoxicarbonilo, C₂-C₇ alquilaminocarbonilo, C₃-C₉ dialquilaminocarbonilo, C₂-C₇ haloalquilcarbonilo, C₂-C₇ haloalcoxicarbonilo, C₂-C₇ haloalquilaminocarbonilo, C₃-C₉ dihaloalquilaminocarbonilo, hidroxi, -NH₂, -CN o -NO₂; o Q²; cada R⁸ es en forma independiente halógeno, C₁-C₆ alcoxi, C₁-C₆ haloalcoxi, C₁-C₆ alquiltio, C₁-C₆ haloalquiltio, C₁-C₆ alquilsulfinilo, C₁-C₆ haloalquilsulfinilo, C₁-C₆ alquilsulfonilo, C₁-C₆ haloalquilsulfonilo, C₁-C₆ alquilamino, C₂-C₆ dialquilamino, C₂-C₄ alcoxicarbonilo, -CN o -NO₂; cada R⁹ es en forma independiente halógeno, C₁-C₆ alquilo, C₁-C₆ haloalquilo, C₃-C₆ cicloalquilo, C₃-C₆ halocicloalquilo, C₁-C₆ alcoxi, C₁-C₆ haloalcoxi, C₁-C₆ alquiltio, C₁-C₆ haloalquiltio, C₁-C₆ alquilsulfinilo, C₁-C₆ haloalquilsulfinilo, C₁-C₆ alquilsulfonilo, C₁-C₆ haloalquilsulfonilo, C₁-C₆ alquilamino, C₂-C₆ dialquilamino, -CN, -NO₂, fenilo o piridinilo; R¹⁰ es H; o C₁-C₆ alquilo, C₂-C₆ alquenilo, C₂-C₆ alquinilo, C₃-C₆ cicloalquilo, C₄-C₇ alquilcicloalquilo o C₄-C₇ cicloalquilalquilo, cada uno opcionalmente sustituido con uno o más halógeno; R¹¹ es H, C₁-C₆ alquilo, C₂-C₆ alquenilo, C₂-C₆ alquinilo, C₃-C₆ cicloalquilo, C₄-C₇ alquilcicloalquilo, C₄-C₇ cicloalquilalquilo, C₂-C₇ alquilcarbonilo o C₂-C₇ alcoxicarbonilo; R¹² es H; Q₃; o C₁-C₆ alquilo, C₂-C₆ alquenilo, C₂-C₆ alquinilo, C₃-C₆ cicloalquilo, C₄-C₇ alquilcicloalquilo o C₄-C₇ cicloalquilalquilo, cada uno opcionalmente sustituido con uno o más sustituyentes seleccionados en forma independiente entre R⁷; o R¹¹ y R¹² se toman junto con el nitrógeno al cual están unidos para formar un anillo que contiene entre 2 y 6 átomos de carbono y opcionalmente un átomo adicional seleccionado entre el grupo que consiste en N, S y O, donde dicho anillo está opcionalmente sustituido con entre 1 y 4 sustituyentes seleccionados en forma independiente entre el grupo que consiste en C₁-C₂ alquilo, halógeno, -CN, -NO₂ y C₁-C₂ alcoxi; Q¹ es un anillo fenilo, un anillo heterocíclico de 5 ó 6 miembros, o un sistema de anillos fusionados bicíclico de 8, 9 ó 10 miembros que opcionalmente contiene entre uno y tres heteroátomos seleccionados entre hasta 1 O, hasta 1 S y hasta 3 N, donde cada anillo o sistema de anillos está opcionalmente sustituido con uno o más sustituyentes seleccionados en forma independiente entre R⁸; cada Q² es en forma independiente un anillo fenilo o un anillo heterocíclico de 5 ó 6 miembros, donde cada anillo está opcionalmente sustituido con uno o más sustituyentes seleccionados en forma independiente entre R⁹; Q³ es un anillo fenilo o un anillo heterocíclico de 5 ó 6 miembros, donde cada anillo está opcionalmente sustituido con uno o más sustituyentes seleccionados en forma independiente entre R⁹; y n es 0, 1 ó 2; o (ii) al menos un agente activo de acción sistémica que es activo contra parásitos internos, donde el agente activo de acción sistémica que es activo contra parásitos internos es una o más lactonas macrocíclicas, uno o más bencimidazoles, levamisol, pirantel, morantel, praziquantel, closantel, clorsulon, uno o más amino agentes activos acetonitrilo o uno o más agentes activos ariloazol-2-ilo cianoetilamino, o una combinación de los mismos; o (iii) una combinación de al menos un agente activo isoxazolina de la fórmula (1) y al menos un agente activo de acción sistémica, donde el agente de acción sistémica es una o más lactonas macrocíclicas, uno o más compuestos espinosina, uno o más compuestos espinosoides, uno o más bencimidazoles, levamisol, pirantel, morantel, praziquantel, closantel, clorsulon, uno o más amino agentes activos acetonitrilo, uno o más reguladores del crecimiento de insectos, uno o más neonicotinoides o uno o más agentes activos ariloazol-2-ilo cianoetilamino, o una combinación de los mismos; y b) un vehículo aceptable farmacéuticamente. Reivindicación 2: La composición veterinaria blanda masticable de la reivindicación 1, caracterizada porque: W es O; R⁴ es H o C₁-C₆ alquilo; R⁵ es -CH₂C(O)NHCH₂CF₃; cada uno de A¹, A², A³, A⁴, A⁵ y A⁶ es CH; R¹ es C₁-C₆ alquilo cada uno opcionalmente sustituido con uno o más sustituyentes seleccionados en forma independiente entre R⁶; R⁶ es halógeno o C₁-C₆ alquilo; y B¹, B², y B³ son en forma independiente CH, C-halógeno, C-C₁-C₆ alquilo, C-C₁-C₆ haloalquilo, o C-C₁-C₆ alcoxi. Reivindicación 3: La composición veterinaria blanda masticable de la reivindicación 1, caracterizada porque: W es O; R¹ es CF₃; B² es CH; B¹ es C-Cl; B³ es C-CF₃; cada uno de A¹, A², A³, A⁴, A⁵ y A⁶ es CH; R⁴ es H; y R⁵ es -CH₂C(O)NHCH₂CF₃. Reivindicación 19: La composición veterinaria masticable blanda de la reivindicación 17, caracterizada porque el agente activo de isoxazolina es 4-[5-[3-cloro-5-(trifluorometil)fenil]-4,5-dihidro-5-(trifluorometil)-3-isoxazolil]-N-[2-oxo-2-[(2,2,2-trifluoroetil)amino]etil]-1-naftalencarboxamida y el agente activo de acción sistémica es una avermectina, milbemicina oxima o moxidectina, o una combinación de los mismos.
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