AR082912A1 - Metodo para producir compuestos de piridazinona y un intermediario de sintesis - Google Patents
Metodo para producir compuestos de piridazinona y un intermediario de sintesisInfo
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- AR082912A1 AR082912A1 ARP110103257A ARP110103257A AR082912A1 AR 082912 A1 AR082912 A1 AR 082912A1 AR P110103257 A ARP110103257 A AR P110103257A AR P110103257 A ARP110103257 A AR P110103257A AR 082912 A1 AR082912 A1 AR 082912A1
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- Prior art keywords
- group
- alkyl
- alkoxy
- halogens
- carbonyl
- Prior art date
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- 150000001875 compounds Chemical class 0.000 title abstract 4
- 230000015572 biosynthetic process Effects 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 40
- 229910052736 halogen Inorganic materials 0.000 abstract 36
- 150000002367 halogens Chemical group 0.000 abstract 36
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 22
- 125000001424 substituent group Chemical group 0.000 abstract 18
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 abstract 16
- 125000000217 alkyl group Chemical group 0.000 abstract 14
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 abstract 10
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 abstract 10
- 125000004738 (C1-C6) alkyl sulfinyl group Chemical group 0.000 abstract 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 8
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 abstract 7
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 abstract 6
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 abstract 4
- 125000000041 C6-C10 aryl group Chemical group 0.000 abstract 4
- 125000003545 alkoxy group Chemical group 0.000 abstract 4
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 4
- 125000006619 (C1-C6) dialkylamino group Chemical group 0.000 abstract 3
- 125000003342 alkenyl group Chemical group 0.000 abstract 3
- 125000006310 cycloalkyl amino group Chemical group 0.000 abstract 3
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 3
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 2
- 125000001072 heteroaryl group Chemical group 0.000 abstract 2
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 abstract 2
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 1
- 150000001342 alkaline earth metals Chemical class 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/23—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
- C07C323/46—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having at least one of the nitrogen atoms, not being part of nitro or nitroso groups, further bound to other hetero atoms
- C07C323/48—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having at least one of the nitrogen atoms, not being part of nitro or nitroso groups, further bound to other hetero atoms to nitrogen atoms
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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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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C243/00—Compounds containing chains of nitrogen atoms singly-bound to each other, e.g. hydrazines, triazanes
- C07C243/24—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids
- C07C243/26—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids with acylating carboxyl groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C243/30—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids with acylating carboxyl groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of an unsaturated carbon skeleton
- C07C243/32—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids with acylating carboxyl groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of an unsaturated carbon skeleton the carbon skeleton containing rings
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C251/72—Hydrazones
- C07C251/74—Hydrazones having doubly-bound carbon atoms of hydrazone groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C251/76—Hydrazones having doubly-bound carbon atoms of hydrazone groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of a saturated carbon skeleton
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C315/00—Preparation of sulfones; Preparation of sulfoxides
- C07C315/04—Preparation of sulfones; Preparation of sulfoxides by reactions not involving the formation of sulfone or sulfoxide groups
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/26—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
- C07C317/28—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to acyclic carbon atoms of the carbon skeleton
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
- C07C319/20—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides by reactions not involving the formation of sulfide groups
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/76—Unsaturated compounds containing keto groups
- C07C59/84—Unsaturated compounds containing keto groups containing six membered aromatic rings
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/76—Unsaturated compounds containing keto groups
- C07C59/88—Unsaturated compounds containing keto groups containing halogen
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- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/73—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids
- C07C69/738—Esters of keto-carboxylic acids or aldehydo-carboxylic acids
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- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
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- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D209/24—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with an alkyl or cycloalkyl radical attached to the ring nitrogen atom
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- 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
- C07D213/24—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 substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/56—Amides
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members 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
- C07D237/14—Oxygen atoms
- C07D237/16—Two oxygen atoms
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- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members 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
- C07D237/18—Sulfur atoms
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- 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
- C07D403/04—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 directly linked by a ring-member-to-ring-member bond
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- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Indole Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Abstract
Reivindicación 1: Un método para producir un compuesto de la fórmula (1) caracterizado porque comprende hacer reaccionar un compuesto de la fórmula (2) con un compuesto de la fórmula (3): M(OR1)v (3); en donde los símbolos en las fórmulas (1), (2) y (3) se definen de la siguiente manera: R1 representa hidrógeno, un grupo alquilo C1-6 o un grupo fenilo; en donde el grupo alquilo C1-6 puede estar opcionalmente sustituido con uno o varios halógenos, siempre que, cuando está sustituido con dos o más halógenos, entonces los halógenos puedan ser iguales o diferentes; y el grupo fenilo puede tener opcionalmente uno o varios sustituyentes seleccionados del grupo 1, siempre que, cuando tiene dos o más sustituyentes, entonces los sustituyentes puedan ser iguales o diferentes; el grupo 1 consiste en halógeno, un grupo ciano, un grupo nitro, un grupo alquilo C1-6, un grupo alcoxi C1-6 y un grupo (alcoxi C1-6)-alquilo C1-6; en el grupo 1, el grupo alquilo C1-6, el grupo alcoxi C1-6 y el grupo (alcoxi C1-6)-alquilo C1-6 puede estar opcionalmente sustituido con uno o varios halógenos, siempre que, cuando están sustituidos con dos o más halógenos, entonces los halógenos puedan ser iguales o diferentes; R2 representa hidrógeno, un grupo alquilo C1-6, un grupo (alcoxi C1-6)-alquilo C1-6, un grupo alquenilo C2-6, un grupo alquinilo C2-6, un grupo cicloalquilo C3-6, un grupo (alquil C1-6-tio)-alquilo C1-6, un grupo (alquil C1-6-sulfinil)-alquilo C1-6, un grupo (alquil C1-6-sulfonil)-alquilo C1-6, un grupo fenilo o un grupo heteroarilo de 5 ó 6 miembros; en donde el grupo alquilo C1-6, el grupo (alcoxi C1-6)-alquilo C1-6, el grupo alquenilo C2-6, el grupo alquinilo C2-6, el grupo cicloalquilo C3-6, el grupo (alquil C1-6-tio)-alquilo C1-6, el grupo (alquil C1-6-sulfinil)-alquilo C1-6 y el grupo (alquil C1-6-sulfonil)-alquilo C1-6 puede estar opcionalmente sustituido con uno o varios halógenos, siempre que, cuando están sustituidos con dos o más halógenos, entonces los halógenos puedan ser iguales o diferentes; y el grupo fenilo y el grupo heteroarilo de 5 ó 6 miembros puede tener opcionalmente uno o varios sustituyentes seleccionados del grupo 2, siempre que, cuando tienen dos o más sustituyentes, entonces los sustituyentes puedan ser iguales o diferentes; el grupo 2 consiste en halógeno, un grupo ciano, un grupo nitro, un grupo formilo, un grupo alquilo C1-6, un grupo alcoxi C1-6, un grupo (alcoxi C1-6)-alquilo C1-6, un grupo alquenilo C2-6, un grupo alquinilo C2-6, un grupo cicloalquilo C3-6, un grupo alquil C1-6-tio, un grupo alquil C1-6-sulfinilo, un grupo alquil C1-6-sulfonilo, un grupo alquil C1-6-amino, un grupo di(alquil C1-6)-amino, un grupo cicloalquil C3-6-amino, un grupo (alquil C1-6)-carbonilo, un grupo (cicloalquil C3-6)-carbonilo, un grupo (alcoxi C1-6)-carbonilo, un grupo (alquil C1-6-amino)-carbonilo, un grupo di(alquil C1-6)-aminocarbonilo, un grupo (cicloalquil C3-6-amino)-carbonilo y un grupo tri(alquil C1-6)-sililo; en el grupo 2, el grupo alquilo C1-6, el grupo alcoxi C1-6, el grupo (alcoxi C1-6)-alquilo C1-6, el grupo alquenilo C2-6, el grupo alquinilo C2-6, el grupo cicloalquilo C3-6, el grupo alquil C1-6-tio, el grupo alquil C1-6-sulfinilo, el grupo alquil C1-6-sulfonilo, el grupo (alquil C1-6)-carbonilo, el grupo (cicloalquil C3-6)-carbonilo y el grupo (alcoxi C1-6)-carbonilo puede estar opcionalmente sustituido con uno o varios halógenos, siempre que, cuando están sustituidos con dos o más halógenos, entonces los halógenos puedan ser iguales o diferentes; R3 representa hidrógeno, un grupo alquilo C1-6, un grupo (alcoxi C1-6)-alquilo C1-6, un grupo alquenilo C2-6, un grupo alquinilo C2-6, un grupo cicloalquilo C3-6, un grupo (alquil C1-6-tio)-alquilo C1-6, un grupo alquil C1-6-sulfonilo, un grupo (alquil C1-6)-carbonilo, un grupo (alcoxi C1-6)-carbonilo, un grupo (alquil C1-6-amino)-carbonilo, un grupo di(alquil C1-6)-aminocarbonilo, un grupo (cicloalquil C3-6-amino)-carbonilo, un grupo fenilo, un grupo bencilo o grupo fenilsulfonilo; en donde el grupo alquilo C1-6, el grupo (alcoxi C1-6)-alquilo C1-6, el grupo alquenilo C2-6, el grupo alquinilo C2-6, el grupo cicloalquilo C3-6, el grupo (alquil C1-6-tio)-alquilo C1-6, el grupo alquil C1-6-sulfonilo, el grupo (alquil C1-6)-carbonilo y el grupo (alcoxi C1-6)-carbonilo puede estar opcionalmente sustituido con uno o varios halógenos, siempre que, cuando están sustituidos con dos o más halógenos, entonces los halógenos puedan ser iguales o diferentes; y el grupo fenilo, el grupo bencilo y el grupo fenilsulfonilo puede tener opcionalmente uno o varios sustituyentes seleccionados del grupo 3, siempre que, cuando tienen dos o más sustituyentes, entonces los sustituyentes puedan ser iguales o diferentes; el grupo 3 consiste en halógeno, un grupo alquilo C1-6, un grupo alcoxi C1-6 y un grupo (alcoxi C1-6)-alquilo C1-6; en el grupo 3, el grupo alquilo C1-6, el grupo alcoxi C1-6 y el grupo (alcoxi C1-6)-alquilo C1-6 puede estar opcionalmente sustituido con uno o varios halógenos, siempre que, cuando están sustituidos con dos o más halógenos, entonces los halógenos puedan ser iguales o diferentes; R5 representa un grupo alquilo C1-6 o un grupo fenilo; en donde el grupo alquilo C1-6 puede estar opcionalmente sustituido con uno o varios halógenos, siempre que, cuando está sustituido con dos o más halógenos, entonces los halógenos puedan ser iguales o diferentes; y el grupo fenilo puede tener opcionalmente uno o varios sustituyentes seleccionados del grupo 5, siempre que, cuando tiene dos o más sustituyentes, entonces los sustituyentes puedan ser iguales o diferentes; el grupo 5 consiste en halógeno, un grupo alquilo C1-6 y un grupo alcoxi C1-6; en el grupo 5, el grupo alquilo C1-6 y el grupo alcoxi C1-6 puede estar opcionalmente sustituido con uno o varios halógenos, siempre que, cuando están sustituidos con dos o más halógenos, entonces los halógenos puedan ser iguales o diferentes; G representa un grupo arilo C6-10, un grupo heteroarilo de 5 ó 6 miembros o un grupo heteroarilo fusionado de 8 a 10 miembros; en donde el grupo arilo C6-10, el grupo heteroarilo de 5 ó 6 miembros y el grupo heteroarilo fusionado de 8 a 10 miembros puede tener opcionalmente uno o varios sustituyentes seleccionados del grupo R4, siempre que, cuando tienen dos o más sustituyentes, entonces los sustituyentes puedan se iguales o diferentes; el grupo R4 consiste en halógeno, un grupo ciano, un grupo nitro, un grupo formilo, un grupo alquilo C1-6, un grupo alcoxi C1-6, un grupo (alcoxi C1-6)-alquilo C1-6, un grupo alquenilo C1-6, un grupo alquinilo C2-6, un grupo cicloalquilo C3-6, un grupo alquil C1-6-tio, un grupo alquil C1-6-sulfinilo, un grupo alquil C1-6-sulfonilo, un grupo alquil C1-6-amino, un grupo di(alquil C1-6)-amino, un grupo cicloalquil C3-6-amino, un grupo (alquil C1-6)-carbonilo, un grupo (cicloalquil C3-6) -carbonilo, un grupo (alcoxi C1-6)-carbonilo, un grupo (alquil C1-6-amino)-carbonilo, un grupo di(alquil C1-6)-aminocarbonilo, un grupo (cicloalquil C3-6-amino)-carbonilo, un grupo tri(alquil C1-6)-sililo, un grupo arilo C6-10 y un grupo heteroarilo de 5 ó 6 miembros; en el grupo R4, el grupo alquilo C1-6, el grupo alcoxi C1-6, el grupo (alcoxi C1-6)-alquilo C1-6, el grupo alquenilo C2-6, el grupo alquinilo C2-6, el grupo cicloalquilo C3-6, el grupo alquil C1-6-tio, el grupo alquil C1-6-sulfinilo, el grupo alquil C1-6-sulfonilo, el grupo (alquil C1-6)-carbonilo, el grupo (cicloalquil C3-6)-carbonilo y el grupo (alcoxi C1-6)-carbonilo puede estar opcionalmente sustituido con uno o varios halógenos siempre que, cuando están sustituidos con dos o más halógenos, entonces los halógenos puedan ser iguales o diferentes; y el grupo arilo C6-10 y el grupo heteroarilo de 5 ó 6 miembros puede tener opcionalmente uno o varios sustituyentes seleccionados del grupo 4, siempre que, cuando tienen dos o más sustituyentes, entonces los sustituyentes puedan ser iguales o diferentes; el grupo 4 consiste en halógeno, un grupo ciano, un grupo nitro, un grupo formilo, un grupo alquilo C1-6, un grupo alcoxi C1-6, un grupo (alcoxi C1-6)-alquilo C1-6, un grupo alquenilo C2-6, un grupo alquinilo C2-6, un grupo cicloalquilo C3-6, un grupo alquil C1-6-tio, un grupo alquil C1-6-sulfinilo, un grupo alquil C1-6-sulfonilo, un grupo alquil C1-6-amino, un grupo di(alquil C1-6)-amino, un grupo cicloalquil C3-6-amino, un grupo (alquil C1-6)-carbonilo, un grupo (cicloalquil C3-6)-carbonilo, un grupo (alcoxi C1-6)-carbonilo, un grupo (alquil C1-6-amino)-carbonilo, un grupo di(alquil C1-6)-aminocarbonilo, un grupo (cicloalquil C3-6-amino)-carbonilo y un grupo tri(alquil C1-6)-sililo; en el grupo 4, el grupo alquilo C1-6, el grupo alcoxi C1-6, el grupo (alcoxi C1-6)-alquilo C1-6, el grupo alquenilo C2-6, el grupo alquinilo C2-6, el grupo cicloalquilo C3-6, el grupo alquil C1-6-tio, el grupo alquil C1-6-sulfinilo, el grupo alquil C1-6-sulfonilo, el grupo (alquil C1-6)-carbonilo, el grupo (cicloalquil C3-6)-carbonilo y el grupo (alcoxi C1-6)-carbonilo puede estar opcionalmente sustituido con uno o varios halógenos, siempre que, cuando están sustituidos con dos o más halógenos, entonces los halógenos puedan ser iguales o diferentes; n representa un número entero de 0, 1 ó 2; V representa 1 ó 2; y M representa un metal alcalino cuando V es un número entero de 1 y M representa un metal alcalinotérreo cuando V es un número entero de 2.
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| JP2010200669 | 2010-09-08 | ||
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| EP (2) | EP3045450B1 (es) |
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| AU (1) | AU2011299811B2 (es) |
| BR (1) | BR112013005689A2 (es) |
| IL (3) | IL225121A (es) |
| TW (2) | TWI526421B (es) |
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| GB2519092A (en) * | 2013-10-08 | 2015-04-15 | Syngenta Ltd | Herbicidal Compounds |
| EP3137456B1 (en) * | 2014-04-29 | 2021-06-02 | FMC Corporation | Pyridazinone herbicides |
| EP3368523B1 (en) * | 2015-10-28 | 2021-07-14 | FMC Corporation | Novel pyridazinone herbicides |
| WO2017074988A1 (en) | 2015-10-28 | 2017-05-04 | E. I. Du Pont De Nemours And Company | Intermediates to prepare pyridazinone herbicides, and a process to prepare them |
| TWI785022B (zh) | 2017-03-28 | 2022-12-01 | 美商富曼西公司 | 新穎噠嗪酮類除草劑 |
| BR112019028016B1 (pt) | 2017-06-30 | 2023-12-05 | Fmc Corporation | Composto, composições herbicidas, mistura herbicida e método para controlar o crescimento de vegetação indesejada |
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- 2011-09-07 CN CN201410466518.4A patent/CN104277004B/zh not_active Expired - Fee Related
- 2011-09-07 BR BR112013005689A patent/BR112013005689A2/pt not_active IP Right Cessation
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- 2011-09-07 JP JP2011194760A patent/JP5790348B2/ja not_active Expired - Fee Related
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- 2011-09-07 TW TW100132236A patent/TWI507381B/zh not_active IP Right Cessation
- 2011-09-07 AR ARP110103257A patent/AR082912A1/es unknown
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- 2011-09-07 US US13/819,112 patent/US8884010B2/en not_active Expired - Fee Related
- 2011-09-07 KR KR1020177037322A patent/KR101851518B1/ko not_active Expired - Fee Related
- 2011-09-07 AU AU2011299811A patent/AU2011299811B2/en not_active Ceased
- 2011-09-07 EP EP11823693.4A patent/EP2614053B1/en not_active Not-in-force
- 2011-09-07 KR KR1020137008629A patent/KR101851418B1/ko not_active Expired - Fee Related
- 2011-09-07 CN CN201180052521.6A patent/CN103180300B/zh not_active Expired - Fee Related
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- 2014-05-19 IL IL232681A patent/IL232681A/en active IP Right Grant
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