AR083501A1 - 1-(heterociclo carbonil)piperidinas - Google Patents
1-(heterociclo carbonil)piperidinasInfo
- 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
- Authority
- AR
- Argentina
- Prior art keywords
- substituted
- unsubstituted
- alkyl
- halogen atoms
- halogen
- Prior art date
Links
- 229910052799 carbon Inorganic materials 0.000 title abstract 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 title abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 33
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 abstract 29
- 125000003545 alkoxy group Chemical group 0.000 abstract 12
- 125000000217 alkyl group Chemical group 0.000 abstract 9
- 229910052736 halogen Inorganic materials 0.000 abstract 8
- -1 formyloxy Chemical group 0.000 abstract 6
- 125000003396 thiol group Chemical group [H]S* 0.000 abstract 6
- 229920006395 saturated elastomer Polymers 0.000 abstract 5
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 4
- 125000001188 haloalkyl group Chemical group 0.000 abstract 4
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 abstract 3
- 125000003302 alkenyloxy group Chemical group 0.000 abstract 3
- 125000004438 haloalkoxy group Chemical group 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 3
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 abstract 3
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 125000004448 alkyl carbonyl group Chemical group 0.000 abstract 2
- 125000000304 alkynyl group Chemical group 0.000 abstract 2
- 125000005133 alkynyloxy group Chemical group 0.000 abstract 2
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- 239000000417 fungicide Substances 0.000 abstract 2
- 125000000262 haloalkenyl group Chemical group 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 abstract 2
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 abstract 2
- 229910052717 sulfur Inorganic materials 0.000 abstract 2
- MYEOIEJLOPBCLE-UHFFFAOYSA-N (5-bromofuran-2-yl)-[2-[2-(3-bromophenyl)tetrazol-5-yl]piperidin-1-yl]methanone Chemical compound O1C(Br)=CC=C1C(=O)N1C(C2=NN(N=N2)C=2C=C(Br)C=CC=2)CCCC1 MYEOIEJLOPBCLE-UHFFFAOYSA-N 0.000 abstract 1
- DXELGXFXHMQBIZ-UHFFFAOYSA-N (5-bromofuran-2-yl)-[2-[2-(3-chlorophenyl)tetrazol-5-yl]piperidin-1-yl]methanone Chemical compound ClC1=CC=CC(N2N=C(N=N2)C2N(CCCC2)C(=O)C=2OC(Br)=CC=2)=C1 DXELGXFXHMQBIZ-UHFFFAOYSA-N 0.000 abstract 1
- OZEJZYLGHWQHBH-UHFFFAOYSA-N (5-bromofuran-2-yl)-[2-[2-(3-methoxyphenyl)tetrazol-5-yl]piperidin-1-yl]methanone Chemical compound COC1=CC=CC(N2N=C(N=N2)C2N(CCCC2)C(=O)C=2OC(Br)=CC=2)=C1 OZEJZYLGHWQHBH-UHFFFAOYSA-N 0.000 abstract 1
- LLMJZIVHCYMWND-UHFFFAOYSA-N (5-bromothiophen-2-yl)-[2-[2-(3-chlorophenyl)tetrazol-5-yl]piperidin-1-yl]methanone Chemical compound ClC1=CC=CC(N2N=C(N=N2)C2N(CCCC2)C(=O)C=2SC(Br)=CC=2)=C1 LLMJZIVHCYMWND-UHFFFAOYSA-N 0.000 abstract 1
- LSHREOWKRDGTSH-UHFFFAOYSA-N (5-methylfuran-2-yl)-[2-[2-(3-methylphenyl)tetrazol-5-yl]piperidin-1-yl]methanone Chemical compound O1C(C)=CC=C1C(=O)N1C(C2=NN(N=N2)C=2C=C(C)C=CC=2)CCCC1 LSHREOWKRDGTSH-UHFFFAOYSA-N 0.000 abstract 1
- 125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 abstract 1
- 125000002373 5 membered heterocyclic group Chemical group 0.000 abstract 1
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 abstract 1
- 125000004649 C2-C8 alkynyl group Chemical group 0.000 abstract 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical group NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 abstract 1
- 150000001204 N-oxides Chemical class 0.000 abstract 1
- ZPEZDPLPDOSKFU-UHFFFAOYSA-N [2-[2-(3,5-dichlorophenyl)tetrazol-5-yl]piperidin-1-yl]-(5-methylfuran-2-yl)methanone Chemical compound O1C(C)=CC=C1C(=O)N1C(C2=NN(N=N2)C=2C=C(Cl)C=C(Cl)C=2)CCCC1 ZPEZDPLPDOSKFU-UHFFFAOYSA-N 0.000 abstract 1
- GTELLRXXEFVWKO-UHFFFAOYSA-N [2-[2-(3,5-dimethoxyphenyl)tetrazol-5-yl]piperidin-1-yl]-thiophen-2-ylmethanone Chemical compound COC1=CC(OC)=CC(N2N=C(N=N2)C2N(CCCC2)C(=O)C=2SC=CC=2)=C1 GTELLRXXEFVWKO-UHFFFAOYSA-N 0.000 abstract 1
- VKJUCGOVFGUVLG-UHFFFAOYSA-N [2-[2-(3-bromophenyl)tetrazol-5-yl]piperidin-1-yl]-(4,5-dimethylfuran-2-yl)methanone Chemical compound O1C(C)=C(C)C=C1C(=O)N1C(C2=NN(N=N2)C=2C=C(Br)C=CC=2)CCCC1 VKJUCGOVFGUVLG-UHFFFAOYSA-N 0.000 abstract 1
- AYXLZVZLIUMTIY-UHFFFAOYSA-N [2-[2-(3-bromophenyl)tetrazol-5-yl]piperidin-1-yl]-(5-methylfuran-2-yl)methanone Chemical compound O1C(C)=CC=C1C(=O)N1C(C2=NN(N=N2)C=2C=C(Br)C=CC=2)CCCC1 AYXLZVZLIUMTIY-UHFFFAOYSA-N 0.000 abstract 1
- VFFJFCUCHSQFIZ-UHFFFAOYSA-N [2-[2-(3-bromophenyl)tetrazol-5-yl]piperidin-1-yl]-(5-methylsulfanylthiophen-2-yl)methanone Chemical compound S1C(SC)=CC=C1C(=O)N1C(C2=NN(N=N2)C=2C=C(Br)C=CC=2)CCCC1 VFFJFCUCHSQFIZ-UHFFFAOYSA-N 0.000 abstract 1
- RBDFMUDHHVGQOG-UHFFFAOYSA-N [2-[2-(3-bromophenyl)tetrazol-5-yl]piperidin-1-yl]-(5-methylthiophen-2-yl)methanone Chemical compound S1C(C)=CC=C1C(=O)N1C(C2=NN(N=N2)C=2C=C(Br)C=CC=2)CCCC1 RBDFMUDHHVGQOG-UHFFFAOYSA-N 0.000 abstract 1
- RWYPYMLTIBUYHO-UHFFFAOYSA-N [2-[2-(3-bromophenyl)tetrazol-5-yl]piperidin-1-yl]-(furan-2-yl)methanone Chemical compound BrC1=CC=CC(N2N=C(N=N2)C2N(CCCC2)C(=O)C=2OC=CC=2)=C1 RWYPYMLTIBUYHO-UHFFFAOYSA-N 0.000 abstract 1
- BCKAJKISXKSMIB-UHFFFAOYSA-N [2-[2-(3-bromophenyl)tetrazol-5-yl]piperidin-1-yl]-thiophen-2-ylmethanone Chemical compound BrC1=CC=CC(N2N=C(N=N2)C2N(CCCC2)C(=O)C=2SC=CC=2)=C1 BCKAJKISXKSMIB-UHFFFAOYSA-N 0.000 abstract 1
- UCJABRVTGLQVIW-UHFFFAOYSA-N [2-[2-(3-chlorophenyl)tetrazol-5-yl]piperidin-1-yl]-(thiadiazol-4-yl)methanone Chemical compound ClC1=CC=CC(N2N=C(N=N2)C2N(CCCC2)C(=O)C=2N=NSC=2)=C1 UCJABRVTGLQVIW-UHFFFAOYSA-N 0.000 abstract 1
- 125000003806 alkyl carbonyl amino group Chemical group 0.000 abstract 1
- 125000005196 alkyl carbonyloxy group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 abstract 1
- 125000005018 aryl alkenyl group Chemical group 0.000 abstract 1
- 125000001691 aryl alkyl amino group Chemical group 0.000 abstract 1
- 125000002102 aryl alkyloxo group Chemical group 0.000 abstract 1
- 125000001769 aryl amino group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000005163 aryl sulfanyl group Chemical group 0.000 abstract 1
- 125000004104 aryloxy group Chemical group 0.000 abstract 1
- 125000000440 benzylamino group Chemical group [H]N(*)C([H])([H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 abstract 1
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 abstract 1
- 125000002619 bicyclic group Chemical group 0.000 abstract 1
- 150000001721 carbon Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- RWTNPBWLLIMQHL-UHFFFAOYSA-N fexofenadine Chemical compound C1=CC(C(C)(C(O)=O)C)=CC=C1C(O)CCCN1CCC(C(O)(C=2C=CC=CC=2)C=2C=CC=CC=2)CC1 RWTNPBWLLIMQHL-UHFFFAOYSA-N 0.000 abstract 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 1
- 244000000004 fungal plant pathogen Species 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 150000002527 isonitriles Chemical group 0.000 abstract 1
- 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 abstract 1
- 239000002184 metal Chemical class 0.000 abstract 1
- 229910052752 metalloid Inorganic materials 0.000 abstract 1
- 150000002738 metalloids Chemical class 0.000 abstract 1
- 125000001624 naphthyl group Chemical group 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 abstract 1
- 150000003053 piperidines Chemical class 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000002813 thiocarbonyl group Chemical group *C(*)=S 0.000 abstract 1
Classifications
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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
Landscapes
- 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
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| EP2630138B1 (en) | 2010-10-21 | 2015-06-03 | Bayer Intellectual Property GmbH | 1-(heterocyclic carbonyl)-2-substituted pyrrolidines and their use as fungicides |
| JP2015517996A (ja) * | 2012-04-12 | 2015-06-25 | バイエル・クロップサイエンス・アーゲーBayer Cropscience Ag | 殺真菌剤として有用なn−アシル−2−(シクロ)アルキルピロリジンおよびピペリジン |
| BR112015021985B1 (pt) | 2013-03-15 | 2022-12-13 | Global Blood Therapeutics, Inc | Compostos ou sais farmaceuticamente aceitáveis dos mesmos, respectivos usos e composição |
| BR112016007589A2 (pt) | 2013-10-08 | 2017-09-12 | Bayer Cropscience Ag | n-hetaril(tio)carbonil-2-(benzocicloalquen-1-il)ciclaminas e seu uso como fungicidas |
| EA202092627A1 (ru) | 2013-11-18 | 2021-09-30 | Глобал Блад Терапьютикс, Инк. | Соединения и их применения для модуляции гемоглобина |
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| JP2013541554A (ja) * | 2010-10-21 | 2013-11-14 | バイエル・インテレクチユアル・プロパテイー・ゲー・エム・ベー・ハー | N−ベンジルヘテロ環式カルボキサミド類 |
| EP2630138B1 (en) | 2010-10-21 | 2015-06-03 | Bayer Intellectual Property GmbH | 1-(heterocyclic carbonyl)-2-substituted pyrrolidines and their use as fungicides |
| EP2635564B1 (en) * | 2010-11-02 | 2017-04-26 | Bayer Intellectual Property GmbH | N-hetarylmethyl pyrazolylcarboxamides |
| WO2012065947A1 (en) * | 2010-11-15 | 2012-05-24 | Bayer Cropscience Ag | 5-halogenopyrazolecarboxamides |
-
2011
- 2011-10-20 EP EP11770798.4A patent/EP2630135B1/en active Active
- 2011-10-20 RU RU2013123054/04A patent/RU2013123054A/ru not_active Application Discontinuation
- 2011-10-20 KR KR1020137013015A patent/KR20130132816A/ko not_active Withdrawn
- 2011-10-20 WO PCT/EP2011/068287 patent/WO2012052489A1/en not_active Ceased
- 2011-10-20 AR ARP110103891A patent/AR083501A1/es unknown
- 2011-10-20 MX MX2013004286A patent/MX2013004286A/es not_active Application Discontinuation
- 2011-10-20 BR BR112013009590A patent/BR112013009590B8/pt not_active IP Right Cessation
- 2011-10-20 CN CN201180050653.5A patent/CN103313977B/zh not_active Expired - Fee Related
- 2011-10-20 US US13/879,613 patent/US9545105B2/en not_active Expired - Fee Related
- 2011-10-20 CA CA2815114A patent/CA2815114A1/en not_active Abandoned
- 2011-10-20 JP JP2013534316A patent/JP2013541553A/ja active Pending
-
2013
- 2013-05-17 CO CO13122450A patent/CO6781473A2/es active IP Right Grant
Also Published As
| Publication number | Publication date |
|---|---|
| BR112013009590A8 (pt) | 2018-02-06 |
| EP2630135A1 (en) | 2013-08-28 |
| MX2013004286A (es) | 2013-06-05 |
| RU2013123054A (ru) | 2014-11-27 |
| CO6781473A2 (es) | 2013-10-31 |
| JP2013541553A (ja) | 2013-11-14 |
| CA2815114A1 (en) | 2012-04-26 |
| BR112013009590A2 (pt) | 2016-07-19 |
| US20130261155A1 (en) | 2013-10-03 |
| BR112013009590B8 (pt) | 2019-03-19 |
| EP2630135B1 (en) | 2020-03-04 |
| CN103313977A (zh) | 2013-09-18 |
| US9545105B2 (en) | 2017-01-17 |
| WO2012052489A1 (en) | 2012-04-26 |
| CN103313977B (zh) | 2015-06-03 |
| BR112013009590B1 (pt) | 2018-05-15 |
| KR20130132816A (ko) | 2013-12-05 |
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