AR083501A1 - 1-(heterociclo carbonil)piperidinas - Google Patents

1-(heterociclo carbonil)piperidinas

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Publication number
AR083501A1
AR083501A1 ARP110103891A ARP110103891A AR083501A1 AR 083501 A1 AR083501 A1 AR 083501A1 AR P110103891 A ARP110103891 A AR P110103891A AR P110103891 A ARP110103891 A AR P110103891A AR 083501 A1 AR083501 A1 AR 083501A1
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Argentina
Prior art keywords
substituted
unsubstituted
alkyl
halogen atoms
halogen
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ARP110103891A
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English (en)
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Bayer Cropscience Ag
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Publication of AR083501A1 publication Critical patent/AR083501A1/es

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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
    • 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
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-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
    • A01N43/78—1,3-Thiazoles; Hydrogenated 1,3-thiazoles
    • 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
    • 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
    • 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
    • C07D401/02—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 two hetero rings
    • C07D401/06—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 two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/06—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero 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
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • 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
    • C07D413/06—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 only aliphatic carbon atoms
    • 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
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms

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  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

La presente se refiere a compuestos 1-(heterociclo carbonil)piperidinas fungicidas y sus derivados de tiocarbonilo, a su procedimientos de preparación, a su uso como fungicidas, particularmente en la forma de composiciones y a los métodos para el control de hongos fitopatógenos de plantas usando estos compuestos o sus composiciones.Reivindicación 1: Un compuesto de fórmula (1), en la que A representa un grupo heterocíclico de 5 miembros, unido a carbono, insaturado o parcialmente saturado, que puede estar sustituido con hasta cuatro grupos R que puede ser iguales o diferentes; T representa O ó S; n representa 0, 1 ó 2; Q1 representa un enlace; O; S; SO; o SO2; B representa un anillo fenilo que puede estar sustituido con hasta 5 grupos X que pueden ser iguales o diferentes; un anillo naftilo que puede estar sustituido con hasta 7 grupos X que pueden ser iguales o diferentes; o un anillo bicíclico condensado de 4, 5, 6, 7, 8, 9 ó 10 miembros saturado, parcialmente saturado o sin saturar que comprende de 1 hasta 4 heteroátomos seleccionados de la lista que consiste en N, O, S, que puede estar sustituido con hasta 6 grupos X que pueden ser iguales o diferentes; X representa un átomo de halógeno; nitro; ciano; isonitrilo; hidroxi; amino; sulfanilo; pentafluoro-l6-sulfanilo; formilo; formiloxi; formilamino; hidroxiimino-alquilo C1-8 sustituido o sin sustituir; alcoxi C1-8-imino-alquilo C1-8 sustituido o sin sustituir; alqueniloxi C2-8-imino-alquilo C1-8 sustituido o sin sustituir; alquiniloxi C2-8-imino-alquilo C1-8 sustituido o sin sustituir; (benciloxiimino)-alquilo C1-8 sustituido o sin sustituir; carboxi; carbamoilo; N-hidroxicarbamoilo; carbamato; alquilo C1-8 sustituido o sin sustituir; halógenoalquilo C1-8 que tiene de 1 a 5 átomos de halógeno; alquenilo C2-8 sustituido o sin sustituir; halógenoalquenilo C2-8 que tiene de 1 a 5 átomos de halógeno; alquinilo C2-8 sustituido o sin sustituir; halógenoalquinilo C2-8 que tiene de 1 a 5 átomos de halógeno; alcoxi C1-8 sustituido o sin sustituir; halógenoalcoxi C1-8 que tiene de 1 a 5 átomos de halógeno; alquil C1-8-sulfanilo sustituido o sin sustituir; halógenoalquil C1-8-sulfanilo que tiene de 1 a 5 átomos de halógeno; alquil C1-8-sulfinilo sustituido o sin sustituir; halógenoalquil C1-8-sulfinilo que tiene de 1 a 5 átomos de halógeno; alquil C1-8-sulfonilo sustituido o sin sustituir; halógenoalquil C1-8-sulfonilo que tiene de 1 a 5 átomos de halógeno; alquil C1-8-amino sustituido o sin sustituir; dialquil C1-8-amino sustituido o sin sustituir; alqueniloxi C2-8 sustituido o sin sustituir; halógenoalqueniloxi C1-8 que tiene de 1 a 5 átomos de halógeno; alquiniloxi C3-8 sustituido o sin sustituir; halógenoalquiniloxi C2-8 que tiene de 1 a 5 átomos de halógeno; cicloalquilo C3-7 sustituido o sin sustituir; un halógenocicloalquilo C3-7 que tiene de 1 a 5 átomos de halógeno; cicloalquil C3-7-alquilo C1-8 sustituido o sin sustituir; cicloalquil C3-7-alquenilo C2-8 sustituido o sin sustituir; cicloalquil C3-7-alquinilo C2-8 sustituido o sin sustituir; tri(alquil C1-8)sililo sustituido o sin sustituir; tri(alquil C1-8)sililo-alquilo C1-8 sustituido o sin sustituir; alquil C1-8-carbonilo sustituido o sin sustituir; halógenoalquil C1-8-carbonilo que tiene de 1 a 5 átomos de halógeno; alquil C1-8-carboniloxi sustituido o sin sustituir; halógenoalquil C1-8-carboniloxi que tiene de 1 a 5 átomos de halógeno; alquil C1-8-carbonilamino sustituido o sin sustituir; halógenoalquil C1-8-carbonilamino que tiene de 1 a 5 átomos de halógeno; alcoxi C1-8-carbonilo sustituido o sin sustituir; halógenoalcoxi C1-8-carbonilo que tiene de 1 a 5 átomos de halógeno; alquiloxi C1-8-carboniloxi sustituido o sin sustituir; halógenoalcoxi C1-8-carboniloxi que tiene de 1 a 5 átomos de halógeno; alquil C1-8-carbamoilo sustituido o sin sustituir; dialquil C1-8-carbamoilo sustituido o sin sustituir; alquil C1-8-aminocarboniloxi sustituido o sin sustituir; dialquil C1-8-aminocarboniloxi sustituido o sin sustituir; N-alquil C1-8-hidroxicarbamoilo sustituido o sin sustituir; alcoxi C1-8-carbamoilo sustituido o sin sustituir; N-alquil C1-8-alcoxi C1-8-carbamoilo sustituido o sin sustituir; arilo que puede estar sustituido con hasta 6 grupos Q que pueden ser iguales o diferentes; arilalquilo C1-8 que puede estar sustituido con hasta 6 grupos Q que pueden ser iguales o diferentes; arilalquenilo C2-8 que puede estar sustituido con hasta 6 grupos Q que pueden ser iguales o diferentes; arilalquinilo C2-8 que puede estar sustituido con hasta 6 grupos Q que pueden ser iguales o diferentes; ariloxi que puede estar sustituido con hasta 6 grupos Q que pueden ser iguales o diferentes; arilsulfanilo que puede estar sustituido con hasta 6 grupos Q que pueden ser iguales o diferentes; arilamino que puede estar sustituido con hasta 6 grupos Q que pueden ser iguales o diferentes; arilalquiloxi C1-8 que puede estar sustituido con hasta 6 grupos Q que pueden ser iguales o diferentes; arilalquilsulfanilo C1-8 que puede estar sustituido con hasta 6 grupos Q que pueden ser iguales o diferentes; o arilalquilamino C1-8 que puede estar sustituido con hasta 6 grupos Q que pueden ser iguales o diferentes; o dos sustituyentes X junto con los átomos de carbono consecutivos a los que están unidos pueden formar un carbociclo saturado o heterociclo saturado, de 5 ó 6 elementos, que puede estar sustituido por hasta cuatro grupos Q que pueden ser iguales o diferentes; Z1 y Z2 representan independientemente un átomo de hidrógeno; un átomo de halógeno; ciano; alquilo C1-8 sustituido o sin sustituir; halógenoalquilo C1-8 que tiene de 1 a 5 átomos de halógeno; alcoxi C1-8 sustituido o sin sustituir; alquil C1-8-sulfanilo sustituido o sin sustituir; o alcoxi C1-8-carbonilo sustituido o sin sustituir; o dos sustituyentes Z1 y Z2, junto con el átomo de carbono al que están unidos pueden formar un carbociclo saturado de 3, 4, 5 ó 6 miembros que puede estar sustituido con hasta cuatro grupos alquilo C1-8; Z3 representa un átomo de hidrogeno; o alquilo C1-8 sustituido o sin sustituir; Q representa independientemente un átomo de halógeno; ciano; nitro; alquilo C1-8 sustituido o sin sustituir; halógenoalquilo C1-8 que tiene de 1 a 9 átomos de halógeno que pueden ser iguales o diferentes; alcoxi C1-8 sustituido o sin sustituir; halógenoalcoxi C1-8 que tiene de 1 a 9 átomos de halógeno que pueden ser iguales o diferentes; alquil C1-8-sulfanilo sustituido o sin sustituir; halógenoalquil C1-8-sulfanilo que tiene de 1 a 9 átomos de halógeno que pueden ser iguales o diferentes; tri(alquil C1-8)sililo sustituido o sin sustituir; tri(alquil C1-8)sililo-alquilo C1-8 sustituido o sin sustituir; alcoxi C1-8-imino-alquilo C1-8 sustituido o sin sustituir; benciloxiimino-alquilo C1-8 sustituido o sin sustituir; R representa independientemente un átomo de hidrógeno; un átomo de halógeno; nitro; ciano; hidroxi; amino; sulfanilo; pentafluoro-l6-sulfanilo; alcoxi C1-8-imino-alquilo C1-8 sustituido o sin sustituir; benciloxiimino-alquilo C1-8 sustituido o sin sustituir; alquilo C1-8 sustituido o sin sustituir; halógenoalquilo C1-8 que tiene de 1 a 5 átomos de halógeno; alquenilo C2-8 sustituido o sin sustituir; halógenoalquenilo C2-8 que tiene de 1 a 5 átomos de halógeno; alquinilo C2-8 sustituido o sin sustituir; halógenoalquinilo C2-8 que tiene de 1 a 5 átomos de halógeno; alcoxi C1-8 sustituido o sin sustituir; halógenoalcoxi C1-8 que tiene de 1 a 5 átomos de halógeno; alquil C1-8-sulfanilo sustituido o sin sustituir; halógenoalquil C1-8-sulfanilo que tiene de 1 a 5 átomos de halógeno; alquil C1-8-sulfinilo sustituido o sin sustituir; halógenoalquil C1-8-sulfinilo que tiene de 1 a 5 átomos de halógeno; alquil C1-8-sulfonilo sustituido o sin sustituir; halógenoalquil C1-8-sulfonilo que tiene de 1 a 5 átomos de halógeno; alquil C1-8-amino sustituido o sin sustituir; dialquil C1-8-amino sustituido o sin sustituir; alqueniloxi C2-8 sustituido o sin sustituir; alquiniloxi C3-8 sustituido o sin sustituir cicloalquilo C3-7 sustituido o sin sustituir; un halógenocicloalquilo C3-7 que tiene de 1 a 5 átomos de halógeno; tri(alquil C1-8)sililo sustituido o sin sustituir; alquil C1-8-carbonilo sustituido o sin sustituir; halógenoalquil C1-8-carbonilo que tiene de 1 a 5 átomos de halógeno; alcoxi C1-8-carbonilo sustituido o sin sustituir; halógenoalcoxi C1-8-carbonilo que tiene de 1 a 5 átomos de halógeno; alquil C1-8-carbamoilo sustituido o sin sustituir; dialquil C1-6-carbamoilo sustituido o sin sustituir; fenoxi; fenilsulfanilo; fenilamino; benciloxi; bencilsulfanilo; o bencilamino; así como sus sales, N-óxidos, complejos metálicos, complejos metaloides e isómeros ópticamente activos con la condición de que se excluyan los compuestos siguientes: (2,5-dimetil-3-furil){2-[2-(3-metilfenil)-2H-tetrazol-5-il]piperidin-1-il}metanona; (5-bromo-2-furil){2-[2-(3-bromofenil)-2H-tetrazol-5-il]piperidin-1-il}metanona; (5-bromo-2-furil){2-[2-(3-clorofenil)-2H-tetrazol-5-il]piperidin-1-il}metanona; (5-bromo-2-furil){2-[2-(3-metoxifenil)-2H-tetrazol-5-il]piperidin-1-il}metanona; (5-bromo-2-tienil){2-[2-(3-clorofenil)-2H-tetrazol-5-il]piperidin-1-il}metanona; (5-metil-2-furil){2-[2-(3-metilfenil)-2H-tetrazol-5-il]piperidin-1-il}metanona; {2-[2-(3,5-diclorofenil)-2H-tetrazol-5-il]piperidin-1-il}(5-metil-2-furil)metanona; {2-[2-(3,5-dimetoxifenil)-2H-tetrazol-5-il]piperidin-1-il}(2-tienil)metanona; {2-[2-(3-bromofenil)-2H-tetrazol-5-il]piperidin-1-il}(2-furil)metanona; {2-[2-(3-bromofenil)-2H-tetrazol-5-il]piperidin-1-il}(2-tienil)metanona; {2-[2-(3-bromofenil)-2H-tetrazol-5-il]piperidin-1-il}(4,5-dimetil-2-furil)metanona; {2-[2-(3-bromofenil)-2H-tetrazol-5-il]piperidin-1-il}(5-metil-2-furil)metanona; {2-[2-(3-bromofenil)-2H-tetrazol-5-il]piperidin-1-il)(5-metil-2-tienil)metanona; {2-[2-(3-bromofenil)-2H-tetrazol-5-il]piperidin-1-il}[5-(metilsulfanil)-2-tienil]metanona; {2-[2-(3-clorofenil)-2H-tetrazol-5-il]piperidin-1-il)(1,2,3-tiadiazol-4-il)metanona; {2-[2-(3-clorofenil)-2H-tetrazol-5-il]p
ARP110103891A 2010-10-21 2011-10-20 1-(heterociclo carbonil)piperidinas AR083501A1 (es)

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EP10356029 2010-10-21
US41461210P 2010-11-17 2010-11-17

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US (1) US9545105B2 (es)
EP (1) EP2630135B1 (es)
JP (1) JP2013541553A (es)
KR (1) KR20130132816A (es)
CN (1) CN103313977B (es)
AR (1) AR083501A1 (es)
BR (1) BR112013009590B8 (es)
CA (1) CA2815114A1 (es)
CO (1) CO6781473A2 (es)
MX (1) MX2013004286A (es)
RU (1) RU2013123054A (es)
WO (1) WO2012052489A1 (es)

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Publication number Priority date Publication date Assignee Title
US8614242B2 (en) 2010-10-21 2013-12-24 Bayer Intellectual Property Gmbh 1-(heterocyclic carbonyl)-2-substituted pyrrolidines
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CN103313977B (zh) 2015-06-03
BR112013009590A2 (pt) 2016-07-19
CN103313977A (zh) 2013-09-18
KR20130132816A (ko) 2013-12-05
CA2815114A1 (en) 2012-04-26
RU2013123054A (ru) 2014-11-27
US9545105B2 (en) 2017-01-17
US20130261155A1 (en) 2013-10-03
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