AR079425A1 - INSECTICIDE METHODS USING PIRIDINE COMPOUNDS - Google Patents
INSECTICIDE METHODS USING PIRIDINE COMPOUNDSInfo
- Publication number
- AR079425A1 AR079425A1 ARP100104204A ARP100104204A AR079425A1 AR 079425 A1 AR079425 A1 AR 079425A1 AR P100104204 A ARP100104204 A AR P100104204A AR P100104204 A ARP100104204 A AR P100104204A AR 079425 A1 AR079425 A1 AR 079425A1
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- formula
- group
- haloalkyl
- alkoxy
- Prior art date
Links
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—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
- 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
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom
- A01N47/06—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom containing —O—CO—O— groups; Thio analogues thereof
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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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/22—O-Aryl or S-Aryl esters thereof
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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
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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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
Abstract
Reivindicacion 1: Un método para combatir o controlar insectos, arácnidos o nemátodos que comprende poner en contacto un insecto, arácnido o nemátodo o su suministro de alimento, hábitat o área de reproduccion con un compuesto de formula (1) o una composicion caracterizada porque comprende al menos un compuesto de la formula (1), en donde: A, E, G, M son N o C-Rc, en donde siendo uno de estos grupos N, y en donde Rc es, de modo independiente entre sí, hidrogeno o está seleccionado de Rb, y en donde Rb está seleccionado, de modo independiente entre sí, de Z-CN, Z-OH, Z-NO2, Z-halogeno, alquilo C1-8, haloalquilo C1-4, alquenilo C2-8, alquinilo C2-8, Z-alcoxi C1-8, Z-haloalcoxi C1-8, Z-cicloalquilo C3-10, O-Z-cicloalquilo C3-10, Z-C(=O)-Ra, NRiRii, Z-(tri-alquil C1-4)sililo, Z-fenilo y S(O)nRbb, en donde Ra está seleccionado de hidrogeno, OH, alquilo C1-8, haloalquilo C1-4, Z-cicloalquilo C3-6, alquenilo C2-8, Z-cicloalquenilo C5-6, alquinilo C2-8, Z-alcoxi C1-6, Z-haloalcoxi C1-4, Z-alqueniloxi C3-8, Z-alquiniloxi C3-8, NRiRii, alquilsulfonilo C1-6, Z-(tri-alquil C1-4)sililo, Z-fenilo, Z-fenoxi, Z-fenilamino, un heterociclo monocíclico de 5 o 6 miembros o bicíclico de 9 o 10 miembros que contiene 1, 2, 3 o 4 heteroátomos seleccionados del grupo que consiste en O, N y S, en donde los grupos cíclicos están no sustituidos o sustituidos por 1, 2, 3 o 4 átomos de halogeno y/o grupos Rbb, en donde Ri, Rii están seleccionados, de modo independiente entre sí, de hidrogeno, alquilo C1-8, haloalquilo C1-4, alquenilo C3-8, alquinilo C3-8, Z-cicloalquilo C3-6, Z-alcoxi C1-8, Z-haloalcoxi C1-8, Z-C(=O)Rbb, Z-fenilo, un heterociclo aromático saturado o insaturado monocíclico de 3 a 7 miembros o bicíclico de 9 o 10 miembros que contiene 1, 2, 3 o 4 heteroátomos seleccionados del grupo que consiste en O, N y S, unido a través de Z, o en donde Ri y Rii junto con el átomo de nitrogeno al que están unidos también pueden formar un heterociclo monocíclico de 5 o 6 miembros o bicíclico de 9 o 10 miembros que contiene 1, 2, 3 o 4 heteroátomos seleccionados del grupo que consiste en O, N y S; Rbb es alquilo C1-8 o haloalquilo C1-6; y Z es un enlace covalente o cadena de alquileno C1-4; o en donde Rb junto con el grupo Rb opcionalmente unido al átomo de carbono adyacente también puede formar un anillo saturado o parcial o totalmente insaturado de 5 o 6 miembros que, además de átomos de carbono, también puede contener 1, 2 o 3 heteroátomos seleccionados del grupo que consiste en O, N y S; X, Y están seleccionados de O, S o N-R3; R1 es O-RA, S(O)n-RA o OS(O)n-RA; en donde n es 0, 1 o 2; y RA está seleccionado de hidrogeno, alquilo C1-4, Z-cicloalquilo C3-6, haloalquilo C1-4, alquenilo C2-6, Z-cicloalquenilo C3-6, alquinilo C2-6, Z-(tri-alquil C1-4)sililo, Z-C(=O)-Ra, Z-P(=O)(Ra)2, Z-NRi-C(O)-NRiRii, NRiRii, un heterociclo aromático saturado o insaturado monocíclico de 3 a 7 miembros o bicíclico de 9 o 10 miembros que contiene 1, 2, 3 o 4 heteroátomos seleccionados del grupo que consiste en O, N y S, que puede estar unido a través del átomo de carbono o nitrogeno, y que puede estar parcial o totalmente sustituido con grupos seleccionados de Ra y/o Rb; R2 está seleccionado de fenilo, naftilo, un heterociclo aromático monocíclico de 5 o 6 miembros o bicíclico de 9 o 10 miembros que contiene 1, 2, 3 o 4 heteroátomos seleccionados del grupo que consiste en O, N y S, y en donde los grupos cíclicos están no sustituidos o sustituidos por 1, 2, 3 o 4 grupos Rb; R3 está seleccionado de hidrogeno, alquilo C1-6, haloalquilo C1-4, alquenilo C2-6, alquinilo C3-6, Z-cicloalquilo C3-10, alcoxi C1-6-alquilo C1-6, cianoalquilo C1-6, Z-fenilo, un heterociclo monocíclico de 5 o 6 miembros unido a través de Z, que contiene 1, 2, 3 o 4 heteroátomos seleccionados del grupo que consiste en O, N y S y que puede estar unido a través de un átomo de carbono o de nitrogeno del heterociclo y en donde el heterociclo puede estar total o parcialmente sustituido con Rb, Z-C(=O)-Ra2 o tri-alquil C1-4sililo, en donde Ra2 está seleccionado de alquilo C1-6, haloalquilo C1-4, Z-alcoxi C1-6, Z-haloalcoxi C1-4 o NRiRii; y en donde en los grupos RA, R3 y sus sustituyentes, las cadenas de carbono y/o los grupos cíclicos pueden estar parcial o totalmente sustituidos con grupos Rb; y/o al menos un N-oxido, un enantiomero, diastereomero o sus sales aceptables en agricultura o veterinaria. Reivindicacion 4: Un método para tratar, controlar, prevenir o proteger animales contra la infestacion o infeccion por parásitos al administrar o aplicar en forma oral, topica o parenteral a los animales un compuesto de la formula (1) o una composicion caracterizado porque comprende al menos un compuesto de la formula (1) tal como se ha definido en la reivindicacion 1, y/o al menos un N-oxido, un enantiomero, diastereomero o su sal aceptable en veterinaria. Reivindicacion 13: Un método de acuerdo con cualquiera de las reivindicaciones 1 a 5, caracterizado porque en la formula (1), A es N; X es O; Y es O o S; y E, G, M es C-Rc, y en donde Rc es hidrogeno o está seleccionado de Rb tal como se ha definido en la reivindicacion 1. Reivindicacion 15: Un compuesto de la formula (1), caracterizado porque tiene la formula (2), en donde: Y es S u O; X es S u O; R1 es tal como se ha definido en la formula (1) de la reivindicacion 5; y Rc2, Rc3, Rc3', Rc4, Rc4' y Rc5' se seleccionan, de modo independiente entre sí, del grupo que consiste en hidrogeno, OH, CN, NO2, halogeno, alquilo C1-4, haloalquilo C1-4, alcoxi C1-4 y haloalcoxi C1-4; y/o al menos un N-oxido, un enantiomero, diastereomero o su sal aceptable en la agricultura o veterinaria. Reivindicacion 16: Un compuesto de la formula (1), caracterizado porque tiene la formula (3), en donde: X es tal como se ha definido en la formula (1) de la reivindicacion 1; R1 es tal como se ha definido en la formula (1) de la reivindicacion 5; R2 es fenilo o piridilo, que puede llevar uno o más sustituyentes seleccionados del grupo que consiste en OH, CN, NO2, halogeno, alquilo C1-4, haloalquilo C1-4, alcoxi C1-4 y haloalcoxi C1-4; Rc2, Rc3, Rc4 se seleccionan, de modo independiente entre sí, del grupo que consiste en hidrogeno, OH, CN, NO2, halogeno, alquilo C1-4, haloalquilo C1-4, alcoxi C1-4 y haloalcoxi C1-4; y R3 es un heterociclo monocíclico de 5 o 6 miembros unido a través de Z y seleccionado del grupo que consiste en piridilo, tiazolilo, isotiazolilo, pirazolilo, oxazolilo y isoxazolilo, en donde el heterociclo puede estar unido a través de un átomo de carbono o de nitrogeno del heterociclo y que puede llevar uno o más sustituyentes seleccionados del grupo que consiste en OH, CN, NO2, halogeno, alquilo C1-4, haloalquilo C1-4, alcoxi C1-4 y haloalcoxi C1-4; Z es un enlace covalente o cadena de alquileno C1-4, en donde la cadena de carbono opcionalmente puede llevar uno o más sustituyentes seleccionados de alquilo C1-8 o haloalquilo C1-4; y/o al menos un N-oxido, un enantiomero, diastereomero o su sal aceptable en agricultura o veterinaria. Reivindicacion 17: Un composicion agrícola o veterinaria caracterizado porque comprende al menos un compuesto de la formula (1) de acuerdo con cualquiera de las reivindicaciones 1 o 5 a 16, o un N-oxido, enantiomero, diastereomero o su sal aceptable en la agricultura o veterinaria y al menos un portador líquido y/o solido inerte.Claim 1: A method for combating or controlling insects, arachnids or nematodes comprising contacting an insect, arachnid or nematode or its food supply, habitat or breeding area with a compound of formula (1) or a composition characterized in that it comprises at least one compound of the formula (1), wherein: A, E, G, M are N or C-Rc, where being one of these groups N, and where Rc is, independently of each other, hydrogen or is selected from Rb, and where Rb is independently selected from Z-CN, Z-OH, Z-NO2, Z-halogen, C1-8 alkyl, C1-4 haloalkyl, C2-8 alkenyl , C2-8 alkynyl, Z- C1-8 alkoxy, C1-8 haloalkoxy, C3-10 cycloalkyl, C3-10 OZ-cycloalkyl, ZC (= O) -Ra, NRiRii, Z- (tri-alkyl C1-4) silyl, Z-phenyl and S (O) nRbb, where Ra is selected from hydrogen, OH, C1-8 alkyl, C1-4 haloalkyl, Z3-6 cycloalkyl, C2-8 alkenyl, Z- C5-6 cycloalkenyl, C2-8 alkynyl, Z- C1-6 alkoxy, Z-haloalkoxy C1-4, Z-C3-8 alkenyloxy, Z3-8 alkynyloxy, NRiRii, C1-6 alkylsulfonyl, Z- (tri-C1-4 alkyl) silyl, Z-phenyl, Z-phenoxy, Z-phenylamino, a 5 or 6 member monocyclic heterocycle or 9 or 10 member bicyclic containing 1, 2, 3 or 4 heteroatoms selected from the group consisting of O, N and S, where the cyclic groups are unsubstituted or substituted by 1, 2 , 3 or 4 halogen atoms and / or Rbb groups, wherein Ri, Rii are independently selected from hydrogen, C1-8 alkyl, C1-4 haloalkyl, C3-8 alkenyl, C3-8 alkynyl, Z3-6 cycloalkyl, C1-8 Z-alkoxy, C1-8 haloalkoxy, ZC (= O) Rbb, Z-phenyl, a 3- to 7-membered monocyclic saturated or unsaturated aromatic heterocycle or 9 or 10 bicyclic members containing 1, 2, 3 or 4 heteroatoms selected from the group consisting of O, N and S, linked through Z, or where Ri and Rii together with the nitrogen atom to which they are attached can also form a heterocycle 5 monocyclic or 6 members or bicyclic of 9 or 10 members containing 1, 2, 3 or 4 heteroatoms selected from the group consisting of O, N and S; Rbb is C1-8 alkyl or C1-6 haloalkyl; and Z is a covalent bond or C1-4 alkylene chain; or wherein Rb together with the group Rb optionally attached to the adjacent carbon atom can also form a saturated or partially or totally unsaturated ring of 5 or 6 members which, in addition to carbon atoms, can also contain 1, 2 or 3 heteroatoms selected from the group consisting of O, N and S; X, Y are selected from O, S or N-R3; R1 is O-RA, S (O) n-RA or OS (O) n-RA; where n is 0, 1 or 2; and RA is selected from hydrogen, C 1-4 alkyl, C 3-6 cycloalkyl, C 1-4 haloalkyl, C 2-6 alkenyl, C 3-6 Z-cycloalkenyl, C 2-6 alkynyl, Z- (tri-C 1-4 alkyl ) silyl, ZC (= O) -Ra, ZP (= O) (Ra) 2, Z-NRi-C (O) -NRiRii, NRiRii, a 3- to 7-membered monocyclic saturated or unsaturated aromatic heterocycle or bicyclic 9 or 10 members containing 1, 2, 3 or 4 heteroatoms selected from the group consisting of O, N and S, which may be linked through the carbon or nitrogen atom, and which may be partially or totally substituted with selected groups of Ra and / or Rb; R2 is selected from phenyl, naphthyl, a 5- or 6-membered monocyclic aromatic heterocycle or 9 or 10-membered bicyclic containing 1, 2, 3 or 4 heteroatoms selected from the group consisting of O, N and S, and wherein cyclic groups are unsubstituted or substituted by 1, 2, 3 or 4 Rb groups; R3 is selected from hydrogen, C1-6 alkyl, C1-4 haloalkyl, C2-6 alkenyl, C3-6 alkynyl, Z3-10 cycloalkyl, C1-6 alkoxy-C1-6 alkyl, C1-6 cyanoalkyl, Z- phenyl, a 5 or 6 membered monocyclic heterocycle linked through Z, containing 1, 2, 3 or 4 heteroatoms selected from the group consisting of O, N and S and which may be linked through a carbon atom or of nitrogen of the heterocycle and wherein the heterocycle can be totally or partially substituted with Rb, ZC (= O) -Ra2 or tri-C 1-4 alkyl, wherein Ra 2 is selected from C 1-6 alkyl, C 1-4 haloalkyl, Z C1-6 alkoxy, C1-4 Z-haloalkoxy or NRiRii; and wherein in the RA, R3 groups and their substituents, the carbon chains and / or the cyclic groups may be partially or totally substituted with Rb groups; and / or at least one N-oxide, an enantiomer, diastereomer or its acceptable salts in agriculture or veterinary. Claim 4: A method for treating, controlling, preventing or protecting animals against infestation or infection by parasites by administering or applying orally, topically or parenterally to animals a compound of the formula (1) or a composition characterized in that it comprises less a compound of the formula (1) as defined in claim 1, and / or at least one N-oxide, an enantiomer, diastereomer or its veterinary acceptable salt. Claim 13: A method according to any one of claims 1 to 5, characterized in that in the formula (1), A is N; X is O; Y is O or S; and E, G, M is C-Rc, and wherein Rc is hydrogen or is selected from Rb as defined in claim 1. Claim 15: A compound of the formula (1), characterized in that it has the formula ( 2), where: Y is S or O; X is S or O; R1 is as defined in the formula (1) of claim 5; and Rc2, Rc3, Rc3 ', Rc4, Rc4' and Rc5 'are independently selected from the group consisting of hydrogen, OH, CN, NO2, halogen, C1-4 alkyl, C1-4 haloalkyl, alkoxy C1-4 and C1-4 haloalkoxy; and / or at least one N-oxide, an enantiomer, diastereomer or its acceptable salt in agriculture or veterinary. Claim 16: A compound of the formula (1), characterized in that it has the formula (3), wherein: X is as defined in the formula (1) of claim 1; R1 is as defined in the formula (1) of claim 5; R2 is phenyl or pyridyl, which may carry one or more substituents selected from the group consisting of OH, CN, NO2, halogen, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy and C1-4 haloalkoxy; Rc2, Rc3, Rc4 are independently selected from the group consisting of hydrogen, OH, CN, NO2, halogen, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy and C1-4 haloalkoxy; and R3 is a 5- or 6-membered monocyclic heterocycle attached through Z and selected from the group consisting of pyridyl, thiazolyl, isothiazolyl, pyrazolyl, oxazolyl and isoxazolyl, wherein the heterocycle may be attached through a carbon atom or of heterocycle nitrogen and which can carry one or more substituents selected from the group consisting of OH, CN, NO2, halogen, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy and C1-4 haloalkoxy; Z is a covalent bond or C1-4 alkylene chain, wherein the carbon chain may optionally carry one or more substituents selected from C1-8 alkyl or C1-4 haloalkyl; and / or at least one N-oxide, an enantiomer, diastereomer or its acceptable salt in agriculture or veterinary. Claim 17: An agricultural or veterinary composition characterized in that it comprises at least one compound of the formula (1) according to any one of claims 1 or 5 to 16, or an N-oxide, enantiomer, diastereomer or its salt acceptable in agriculture or veterinary and at least one liquid carrier and / or solid inert.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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US26042309P | 2009-11-12 | 2009-11-12 |
Publications (1)
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AR079425A1 true AR079425A1 (en) | 2012-01-25 |
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ARP100104204A AR079425A1 (en) | 2009-11-12 | 2010-11-12 | INSECTICIDE METHODS USING PIRIDINE COMPOUNDS |
Country Status (4)
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AR (1) | AR079425A1 (en) |
TW (1) | TW201121422A (en) |
UY (1) | UY33031A (en) |
WO (1) | WO2011057942A1 (en) |
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CN103097376A (en) | 2010-09-13 | 2013-05-08 | 巴斯夫欧洲公司 | Pyridine compounds for controlling invertebrate pests ii |
WO2012034961A1 (en) | 2010-09-13 | 2012-03-22 | Basf Se | Pyridine compounds for controlling invertebrate pests i |
WO2012150550A1 (en) * | 2011-05-04 | 2012-11-08 | Basf Se | Novel pesticidal amino pyranone compounds |
CA2978823C (en) | 2014-12-29 | 2023-10-10 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | Small molecule inhibitors of lactate dehydrogenase and methods of use thereof |
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CN107840825B (en) * | 2016-09-21 | 2019-11-05 | 湖南化工研究院有限公司 | Hepta-fluoroiso-propyl quinolines and the preparation method and application thereof |
EP3363793A1 (en) | 2017-02-15 | 2018-08-22 | Merck Patent GmbH | Hydrophobic compounds for optically active devices |
EP3363786A1 (en) | 2017-02-15 | 2018-08-22 | Merck Patent GmbH | Compounds for optically active devices |
CN111303163B (en) * | 2020-05-14 | 2020-08-11 | 北京鑫开元医药科技有限公司 | Compound with JAK kinase inhibitory activity, preparation method, composition and application |
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- 2010-11-12 TW TW099139097A patent/TW201121422A/en unknown
- 2010-11-12 UY UY0001033031A patent/UY33031A/en unknown
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UY33031A (en) | 2011-05-31 |
WO2011057942A1 (en) | 2011-05-19 |
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