DE379341T1 - Avermectinderivate. - Google Patents
Avermectinderivate.Info
- Publication number
- DE379341T1 DE379341T1 DE0379341T DE90300458T DE379341T1 DE 379341 T1 DE379341 T1 DE 379341T1 DE 0379341 T DE0379341 T DE 0379341T DE 90300458 T DE90300458 T DE 90300458T DE 379341 T1 DE379341 T1 DE 379341T1
- Authority
- DE
- Germany
- Prior art keywords
- hydroxy
- compound
- single bond
- compound according
- double bond
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- RRZXIRBKKLTSOM-XPNPUAGNSA-N avermectin B1a Chemical class C1=C[C@H](C)[C@@H]([C@@H](C)CC)O[C@]11O[C@H](C\C=C(C)\[C@@H](O[C@@H]2O[C@@H](C)[C@H](O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](OC)C3)[C@@H](OC)C2)[C@@H](C)\C=C\C=C/2[C@]3([C@H](C(=O)O4)C=C(C)[C@@H](O)[C@H]3OC\2)O)C[C@H]4C1 RRZXIRBKKLTSOM-XPNPUAGNSA-N 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 claims abstract 13
- -1 amino, substituted amino Chemical group 0.000 claims abstract 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 7
- 125000003282 alkyl amino group Chemical group 0.000 claims 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
- 125000003342 alkenyl group Chemical group 0.000 claims 4
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- 239000001257 hydrogen Substances 0.000 claims 4
- 206010061217 Infestation Diseases 0.000 claims 2
- 241001465754 Metazoa Species 0.000 claims 2
- ZMSUFTFAMSCUBG-XFFZJAGNSA-N [(z)-1-(cyclohexen-1-yl)ethylideneamino]urea Chemical compound NC(=O)N/N=C(/C)C1=CCCCC1 ZMSUFTFAMSCUBG-XFFZJAGNSA-N 0.000 claims 2
- 125000004423 acyloxy group Chemical group 0.000 claims 2
- 125000005236 alkanoylamino group Chemical group 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- WARCRYXKINZHGQ-UHFFFAOYSA-N benzohydrazide Chemical compound NNC(=O)C1=CC=CC=C1 WARCRYXKINZHGQ-UHFFFAOYSA-N 0.000 claims 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 2
- 150000002576 ketones Chemical class 0.000 claims 2
- 244000045947 parasite Species 0.000 claims 2
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 2
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 239000007800 oxidant agent Substances 0.000 claims 1
- 230000003071 parasitic effect Effects 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 239000002689 soil Substances 0.000 claims 1
- 125000001544 thienyl group Chemical group 0.000 claims 1
- NUJOXMJBOLGQSY-UHFFFAOYSA-N manganese dioxide Chemical compound O=[Mn]=O NUJOXMJBOLGQSY-UHFFFAOYSA-N 0.000 abstract 2
- 150000007659 semicarbazones Chemical class 0.000 abstract 2
- 230000000895 acaricidal effect Effects 0.000 abstract 1
- 230000000507 anthelmentic effect Effects 0.000 abstract 1
- 239000003096 antiparasitic agent Substances 0.000 abstract 1
- 229940125687 antiparasitic agent Drugs 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- RCBVKBFIWMOMHF-UHFFFAOYSA-L hydroxy-(hydroxy(dioxo)chromio)oxy-dioxochromium;pyridine Chemical compound C1=CC=NC=C1.C1=CC=NC=C1.O[Cr](=O)(=O)O[Cr](O)(=O)=O RCBVKBFIWMOMHF-UHFFFAOYSA-L 0.000 abstract 1
- 150000002443 hydroxylamines Chemical class 0.000 abstract 1
- 230000000749 insecticidal effect Effects 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 125000003544 oxime group Chemical group 0.000 abstract 1
- 230000003389 potentiating effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/01—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing oxygen
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/10—Anthelmintics
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
- C07H17/08—Hetero rings containing eight or more ring members, e.g. erythromycins
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
- Biotechnology (AREA)
- Engineering & Computer Science (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Tropical Medicine & Parasitology (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Medicinal Chemistry (AREA)
- Saccharide Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Claims (11)
1. Eine Verbindung mit der Formel:
NOH
wobei A in der 22,23-Stellung eine Einfachbindung bedeutet und R1
Wasserstoff oder Hydroxy oder Keton ist, oder A eine Doppelbindung
bedeutet und R1 fehlt,
R2 eine alpha-verzweigte C3-C3-Alkyl- oder -Alkenylgruppe, eine
Cs-Cg-Cycloalkylgruppe, eine C5-Ca-Cycloalkyl-C1-C3-alkylgruppe oder
eine Thienylgruppe ist,
R3 Hydroxy, Niedrigalkyloxy, Niedrigalkanoyloxy oder
R3 Hydroxy, Niedrigalkyloxy, Niedrigalkanoyloxy oder
oder
ist,
wobei R4 durch eine Einfachbindung an C-4" oder C-4' gebunden ist
und Hydroxy, Amino, N-Niedrigalkylamino, &Ngr;,&Ngr;-Diniedrigalkylamino,
Naedrigalkanoylamino, N-Niedrigalkylalkanoylamino oder Triniedrig
alkylsilyloxy ist, oder R4 durch eine Doppelbindung an C-4" oder
C-4' gebunden ist und Keton, Semicarbazon, N-Niedrigalkylsemicarbazon,
&Ngr;,&Ngr;-Diniedrigalkylsemicarbazon, Niedrigalkanoylhydrazon, Benzoylhydrazon oder Niedrigalkylbenzoylhydrazon ist, und wobei
jedes R5 unabhängig Hydroxy oder Methoxy ist.
2. Eine Verbindung nach Anspruch 1 mit der Formel:
NOH
wobei A in der 22,23-Stellung eine Einfachbindung bedeutet und R1
Wasserstoff oder Hydroxy oder Keton ist, oder A eine Doppelbindung bedeutet und R1 fehlt,
R2 eine alpha-verzweigte C3-C8-Alkyl- oder -Alkenylgruppe ist und
R3 Hydroxy, Niedrigalkyloxy, Niedrigalkanoyloxy oder
ist,
HjCO
HjCO
wobei R4 durch eine Einfachbindung an C-4" oder C-41 gebunden ist
und Hydroxy, Amino, N-Niedrigalkylamino, &Ngr;,&Ngr;-Diniedrigalkylamino,
Niedrigalkanoylamino, N-Niedrigalkylalkanoylamino oder Triniedrigalkylsilyloxy
ist, oder R4 durch eine Doppelbindung an C-4" oder C-4' gebunden ist und Keton, Semicarbazon, N-Niedrigalkylsemicarbazon,
&Ngr;,&Ngr;-Diniedrigalkylsemicarbazon, Niedrigalkanoylhydrazon, Benzoylhydrazon oder Niedrigalkylbenzoylhydrazon ist.
3. Eine Verbindung nach Anspruch 2, wobei A in der 22,23-Stellung
eine Einfachbindung bedeutet und R1 Wasserstoff oder
Hydroxy ist, oder A eine Doppelbindung bedeutet und R1 fehlt,
R2 Isopropyl, sek.-Butyl oder eine alpha-verzweigte C3-C8-Alkenylgruppe
ist und
H1C
ist, ' /
H3CO'
wobei R4 durch eine Einfachbindung an C-4" oder C-4' gebunden ist
Jfc und Hydroxy, Amino, N-Niedrigalkylamino, Niedrigalkanoylamino oder
N-Niedrigalkylalkanoylamino ist. -
4. Eine Verbindung nach Anspruch 3, wobei A in der 22,23-Stellung
eine Einfachbindung bedeutet und R1 Wasserstoff oder
Hydroxy ist, oder A eine Doppelbindung bedeutet und R1 fehlt,
R2 Isopropyl, sek.-Butyl oder eine alpha-verzweigte C3-C8-Alkenylgruppe
ist und
R3 4'-(a-L-Oleandrosyl)-a-L-oleandrosyloxy ist.
5. Die Verbindung nach Anspruch 1, die Avermectin-Bla/Blb-5-ketoxim
ist.
6. Die Verbindung nach Anspruch 1, die 22,23-Dihydroavermectin-Bla/Blb-5-ketoxim
ist.
7. Die Verbindung nach Anspruch 1, die 4"-Desoxy-4"-epimethylaminoavermectin-Bla/Blb-5-ketoxim
ist.
8. Ein Verfahren zur Herstellung von Verbindungen nach Anspruch
1, welches die Behandlung der entsprechenden 5-Hydroxy-Verbindung mit einem milden Oxidationsmittel, gefolgt von der
Behandlung mit einem Salz von Hydroxylamin, umfaßt.
9. Ein Verfahren zur Behandlung von parasitärem Befall von
Pflanzen, welches die Behandlung der befallenen Pflanze oder des
Bodens, in dem die befallene Pflanze wächst, mit einer wirksamen Menge einer Verbindung nach Anspruch 1 umfaßt.
10. Eine Zusammensetzung, die sich zur Behandlung von Tieren oder Pflanzen, die mit Parasiten befallen sind, eignet und einen
inerten Träger und eine Verbindung nach Anspruch 1 enthält.
11. Die Verwendung einer Verbindung nach Anspruch 1 zur
Herstellung einer Zusammensetzung, die sich zur Behandlung von
Parasitenbefall bei Tieren eignet.
Herstellung einer Zusammensetzung, die sich zur Behandlung von
Parasitenbefall bei Tieren eignet.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US07/298,710 US5015630A (en) | 1989-01-19 | 1989-01-19 | 5-oxime avermectin derivatives |
Publications (1)
Publication Number | Publication Date |
---|---|
DE379341T1 true DE379341T1 (de) | 2002-04-04 |
Family
ID=23151700
Family Applications (4)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE122006000062C Active DE122006000062I2 (de) | 1989-01-19 | 1990-01-17 | Avermectinderivate |
DE1990634222 Pending DE122006000062I1 (de) | 1989-01-19 | 1990-01-17 | Avermectinderivate |
DE69034222T Expired - Lifetime DE69034222T2 (de) | 1989-01-19 | 1990-01-17 | Avermectinderivate |
DE0379341T Pending DE379341T1 (de) | 1989-01-19 | 1990-01-17 | Avermectinderivate. |
Family Applications Before (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE122006000062C Active DE122006000062I2 (de) | 1989-01-19 | 1990-01-17 | Avermectinderivate |
DE1990634222 Pending DE122006000062I1 (de) | 1989-01-19 | 1990-01-17 | Avermectinderivate |
DE69034222T Expired - Lifetime DE69034222T2 (de) | 1989-01-19 | 1990-01-17 | Avermectinderivate |
Country Status (14)
Country | Link |
---|---|
US (1) | US5015630A (de) |
EP (2) | EP0379341B1 (de) |
JP (1) | JP2505901B2 (de) |
AT (2) | ATE509939T1 (de) |
AU (1) | AU618446B2 (de) |
CA (1) | CA2008150A1 (de) |
DE (4) | DE122006000062I2 (de) |
DK (1) | DK0379341T3 (de) |
ES (1) | ES2163381T3 (de) |
IE (1) | IE900200L (de) |
MX (1) | MX9202806A (de) |
NL (1) | NL300245I1 (de) |
NZ (1) | NZ232123A (de) |
ZA (1) | ZA90360B (de) |
Families Citing this family (187)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2622197B2 (ja) * | 1990-03-01 | 1997-06-18 | 三共株式会社 | 13−エーテル置換ミルベマイシン誘導体 |
US5641965A (en) * | 1992-11-20 | 1997-06-24 | British Technology Group Limited | Image reconstruction |
GB9300883D0 (en) * | 1993-01-18 | 1993-03-10 | Pfizer Ltd | Antiparasitic agents |
US5411946A (en) * | 1993-02-24 | 1995-05-02 | Merck & Co., Inc. | Avermectin derivatives |
US5362862A (en) * | 1993-09-29 | 1994-11-08 | Merck & Co., Inc. | Process for 4"-EPI-acetylamino-4"-deoxy-5-oximinoavermectin-B1 |
US5420260A (en) * | 1993-09-29 | 1995-05-30 | Merck & Co., Inc. | Process for 4"-epi-acetylamino-4"-deoxy-5-oximinoavermectin B1 |
US5535503A (en) * | 1993-12-03 | 1996-07-16 | Globe Products Inc. | Stator lead wire connection method and apparatus |
US5981500A (en) * | 1994-01-12 | 1999-11-09 | Pfizer Inc. | Antiparasitic agents related to the milbemycins and avermectins |
US5578581A (en) * | 1994-04-26 | 1996-11-26 | Merck & Co., Inc. | Active avermectin analogue |
US6221894B1 (en) | 1995-03-20 | 2001-04-24 | Merck & Co., Inc. | Nodulisporic acid derivatives |
GB9716567D0 (en) | 1997-08-05 | 1997-10-08 | Pfizer | Process |
US6136838A (en) * | 1998-03-19 | 2000-10-24 | Merck & Co., Inc. | Sulfurpentafluorophenylpyrazoles for controlling ectoparasitic infestations |
GB9825402D0 (en) | 1998-11-19 | 1999-01-13 | Pfizer Ltd | Antiparasitic formulations |
GB0008353D0 (en) * | 2000-04-03 | 2000-05-24 | Pfizer Ltd | Method of treating a parasitic infection |
GB0302310D0 (en) * | 2003-01-31 | 2003-03-05 | Syngenta Participations Ag | Avermectin- and avermectin monosaccharide derivatives substituted in the 4"- or 4' - positionhaving pesticidal properties |
WO2005090313A1 (en) * | 2004-03-18 | 2005-09-29 | Pfizer Limited | N-(1-arylpyrazol-4l)sulfonamides and their use as parasiticides |
EP1849363A1 (de) * | 2006-03-09 | 2007-10-31 | Cheminova A/S | Synergistische Kombinationen aus Glutaminsäure- und GABA-aktivierten Chloridkanälen agonistischen Pestiziden und mindestens eins von Vitamin E und Niacin |
PT2114955E (pt) | 2006-12-29 | 2013-04-18 | Rigel Pharmaceuticals Inc | Triazoles substituídos com arilo bicíclico em ponte ou heteroarilo bicíclico em ponte úteis como inibidores de axl |
BRPI0922709B8 (pt) | 2008-12-04 | 2017-03-14 | Merial Ltd | derivados diméricos de avermectina e milbemicina |
TWI487486B (zh) | 2009-12-01 | 2015-06-11 | Syngenta Participations Ag | 以異唑啉衍生物為主之殺蟲化合物 |
EP2512467A1 (de) | 2009-12-17 | 2012-10-24 | Merial Limited | Zusammensetzung mit makrocyclischen lactonverbindungen undspirodioxepinoindolen |
BR112012020521B1 (pt) | 2010-02-17 | 2017-12-26 | Syngenta Participations Ag | Derivative compounds of isoxazoline, its intermediaries and method for controlling insects, mites, nematodes, or molluscs |
US9714228B2 (en) | 2010-02-22 | 2017-07-25 | Syngenta Participations Ag | Dihydrofuran derivatives as insecticidal compounds |
CN102822168B (zh) | 2010-02-25 | 2016-10-26 | 先正达参股股份有限公司 | 制备异恶唑啉衍生物的方法 |
CN103153949A (zh) | 2010-10-05 | 2013-06-12 | 先正达参股股份有限公司 | 杀虫的吡咯烷-基-芳基-甲酰胺 |
WO2012049327A2 (en) | 2010-10-15 | 2012-04-19 | Syngenta Participations Ag | Pesticidal mixtures |
EP2643302A1 (de) | 2010-11-23 | 2013-10-02 | Syngenta Participations AG | Insektizidverbindungen |
AR084308A1 (es) | 2010-12-17 | 2013-05-08 | Syngenta Participations Ag | Compuestos insecticidas derivados de triazol |
MX2013009067A (es) | 2011-02-09 | 2013-10-01 | Syngenta Participations Ag | Compuestos insecticidas. |
US20140005235A1 (en) | 2011-03-22 | 2014-01-02 | Syngenta Participations Ag | Insecticidal compounds |
JP6030640B2 (ja) | 2011-05-18 | 2016-11-24 | シンジェンタ パーティシペーションズ アーゲー | アリールチオアセトアミド誘導体をベースとする殺虫化合物 |
US9339505B2 (en) | 2011-05-31 | 2016-05-17 | Syngenta Participations Ag | Pesticidal mixtures including isoxazoline derivatives |
AR086587A1 (es) | 2011-05-31 | 2014-01-08 | Syngenta Participations Ag | Compuestos insecticidas |
WO2012175474A1 (en) | 2011-06-20 | 2012-12-27 | Syngenta Participations Ag | 1,2,3 triazole pesticides |
EP2748137A1 (de) | 2011-08-22 | 2014-07-02 | Syngenta Participations AG | Dihydrofuranderivate als insektizidverbindungen |
US20140343049A1 (en) | 2011-08-22 | 2014-11-20 | Syngenta Participations Ag | Dihydrofuran derivatives as insecticidal compounds |
KR20140054302A (ko) | 2011-08-25 | 2014-05-08 | 신젠타 파티서페이션즈 아게 | 살곤충 화합물로서의 이속사졸린 유도체 |
EP2747570B1 (de) | 2011-08-25 | 2018-09-19 | Syngenta Participations AG | Isoxazolinderivate als insektizidverbindungen |
WO2013026695A1 (en) | 2011-08-25 | 2013-02-28 | Syngenta Participations Ag | Isoxazoline derivatives as insecticidal compounds |
WO2013026929A1 (en) | 2011-08-25 | 2013-02-28 | Syngenta Participations Ag | Dihydropyrrole derivatives as insecticidal compounds |
JP6061933B2 (ja) | 2011-08-25 | 2017-01-18 | シンジェンタ パーティシペーションズ アーゲー | チエタン誘導体の調製方法 |
WO2013037626A1 (en) | 2011-09-13 | 2013-03-21 | Syngenta Participations Ag | Isothiazoline derivatives as insecticidal compounds |
JP2014528957A (ja) | 2011-10-03 | 2014-10-30 | シンジェンタ パーティシペーションズ アクチェンゲゼルシャフト | 殺虫性化合物 |
BR112014007847A2 (pt) | 2011-10-03 | 2017-04-18 | Syngenta Participations Ag | derivados de isoxazolina como compostos inseticidas |
EP3351546B9 (de) | 2011-12-02 | 2024-07-10 | Boehringer Ingelheim Vetmedica GmbH | Langwirkende injizierbare moxidectinformulierungen |
WO2013135674A1 (en) | 2012-03-12 | 2013-09-19 | Syngenta Participations Ag | Insecticidal 2-aryl-acetamide compounds |
WO2014001120A1 (en) | 2012-06-25 | 2014-01-03 | Syngenta Participations Ag | Isothiazole derivatives as insecticidal compounds |
WO2014001121A1 (en) | 2012-06-25 | 2014-01-03 | Syngenta Participations Ag | Isothiazole derivatives as insecticidal compounds |
US9718762B2 (en) | 2012-10-31 | 2017-08-01 | Syngenta Participations Ag | Insecticidal compounds |
WO2014079935A1 (en) | 2012-11-21 | 2014-05-30 | Syngenta Participations Ag | Insecticidal compounds based on arylthioacetamide derivatives |
CN102977167B (zh) * | 2012-12-17 | 2014-11-05 | 石家庄市兴柏生物工程有限公司 | 一种阿维菌素原料及以其为活性成分的杀虫剂 |
AR094882A1 (es) | 2013-02-26 | 2015-09-02 | Zoetis Llc | Selamectina para el tratamiento de las infestaciones por piojos de mar, composición |
BR112015025203B1 (pt) | 2013-04-02 | 2020-11-24 | Syngenta Participations Ag | compostos, processo para a produção de compostos, método de uso de compostos, métodos para controle de insetos, ácaros, nematódeos ou moluscos e para a proteção de plantas úteis e composição |
WO2014161848A1 (en) | 2013-04-02 | 2014-10-09 | Syngenta Participations Ag | Insecticidal compounds |
WO2015007451A1 (en) | 2013-07-15 | 2015-01-22 | Syngenta Participations Ag | Microbiocidal heterobicyclic derivatives |
CN103396465B (zh) * | 2013-07-19 | 2016-01-20 | 中国农业科学院植物保护研究所 | 一种阿维菌素烟碱二效价化合物及其制备和应用 |
CA2934775C (en) | 2013-12-23 | 2023-02-14 | Syngenta Participations Ag | Insecticidal compounds |
CN103833811A (zh) * | 2014-03-25 | 2014-06-04 | 武汉大学 | 一种阿维菌素衍生物及其制备方法 |
HRP20230232T1 (hr) * | 2014-10-14 | 2023-04-14 | ICB Pharma | Formulacije pesticida s fizičkim načinom djelovanja |
WO2016087593A1 (en) | 2014-12-05 | 2016-06-09 | Syngenta Participations Ag | Novel fungicidal quinolinylamidines |
PL3274343T3 (pl) | 2015-03-27 | 2020-08-10 | Syngenta Participations Ag | Mikrobiocydowe pochodne heterobicykliczne |
WO2016155831A1 (en) | 2015-04-02 | 2016-10-06 | Syngenta Participations Ag | Isoxazoline-styrene derivatives as insecticidal compounds |
CN105001289B (zh) * | 2015-08-20 | 2017-09-22 | 华北制药集团爱诺有限公司 | 一种乙酰氨基阿维菌素的精制方法 |
DK3356358T3 (da) | 2015-10-02 | 2020-08-03 | Syngenta Participations Ag | Mikrobiocide oxadiazolderivater |
BR112018008467A2 (pt) | 2015-10-28 | 2018-11-06 | Syngenta Participations Ag | derivados de oxadiazol microbiocidas |
JP2018538362A (ja) | 2015-11-04 | 2018-12-27 | シンジェンタ パーティシペーションズ アーゲー | 殺微生物アニリド誘導体 |
MX2018006474A (es) | 2015-12-02 | 2018-08-01 | Syngenta Participations Ag | Derivados de oxadiazol microbicidas. |
WO2017102006A1 (en) | 2015-12-17 | 2017-06-22 | Syngenta Participations Ag | Microbiocidal oxadiazole derivatives |
US20190292174A1 (en) | 2016-03-15 | 2019-09-26 | Syngenta Participations Ag | Microbiocidal oxadiazole derivatives |
BR112018069412B1 (pt) | 2016-03-24 | 2022-09-20 | Syngenta Participations Ag | Compostos derivados de oxadiazol microbiocidas, composição agroquímica, método de controle ou prevenção de infestação de plantas úteis por microrganismos fitopatogênicos e uso do referido composto |
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BR112019020819B1 (pt) | 2017-04-05 | 2023-12-05 | Syngenta Participations Ag | Composto de fórmula (i), composição agroquímica, método para controlar ou prevenir a infestação de plantas úteis por micro-organismos fitopatogênicos e uso de um composto de fórmula (i) |
BR112019020735B1 (pt) | 2017-04-05 | 2023-12-05 | Syngenta Participations Ag | Compostos derivados de oxadiazol microbiocidas e seu uso, composição agroquímica e método para controlar ou prevenir a infestação de plantas úteis por microrganismos fitopatogênicos |
BR112019021019B1 (pt) | 2017-04-05 | 2023-12-05 | Syngenta Participations Ag | Compostos derivados de oxadiazol microbiocidas, composição agrícola, método para controlar ou prevenir a infestação de plantas úteis por microrganismos fitopatogênicos e uso de um composto derivado de oxadiazol |
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BR112019020734B1 (pt) | 2017-04-05 | 2023-12-05 | Syngenta Participations Ag | Compostos derivados de oxadiazol, composição agroquímica, método para controlar ou prevenir a infestação de plantas úteis por microrganismos fitopatogênicos e uso dos referidos compostos |
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WO2019011929A1 (en) | 2017-07-11 | 2019-01-17 | Syngenta Participations Ag | MICROBIOCIDE OXADIAZOLE DERIVATIVES |
WO2019011926A1 (en) | 2017-07-11 | 2019-01-17 | Syngenta Participations Ag | MICROBIOCIDE OXADIAZOLE DERIVATIVES |
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BR112020000463A2 (pt) | 2017-07-13 | 2020-07-21 | Syngenta Participations Ag | derivados oxadiazol microbiocidas |
JP7258859B2 (ja) | 2017-09-13 | 2023-04-17 | シンジェンタ パーティシペーションズ アーゲー | 殺微生物性キノリン(チオ)カルボキサミド誘導体 |
WO2019053027A1 (en) | 2017-09-13 | 2019-03-21 | Syngenta Participations Ag | MICROBIOCIDE DERIVATIVES OF QUINOLINE (THIO) CARBOXAMIDE |
JP7330949B2 (ja) | 2017-09-13 | 2023-08-22 | シンジェンタ パーティシペーションズ アーゲー | 殺微生物性キノリン(チオ)カルボキサミド誘導体 |
WO2019053016A1 (en) | 2017-09-13 | 2019-03-21 | Syngenta Participations Ag | MICROBIOCIDE DERIVATIVES OF QUINOLINE (THIO) CARBOXAMIDE |
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BR112020004934A2 (pt) | 2017-09-13 | 2020-09-15 | Syngenta Participations Ag | derivados de (tio)carboxamida de quinolina microbiocidas |
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- 1990-01-17 AT AT90300458T patent/ATE325804T1/de not_active IP Right Cessation
- 1990-01-17 ES ES90300458T patent/ES2163381T3/es not_active Expired - Lifetime
- 1990-01-17 DE DE0379341T patent/DE379341T1/de active Pending
- 1990-01-18 AU AU48567/90A patent/AU618446B2/en not_active Ceased
- 1990-01-18 ZA ZA90360A patent/ZA90360B/xx unknown
- 1990-01-18 IE IE900200A patent/IE900200L/xx unknown
- 1990-01-19 JP JP2010479A patent/JP2505901B2/ja not_active Expired - Lifetime
- 1990-01-19 CA CA002008150A patent/CA2008150A1/en not_active Abandoned
-
1992
- 1992-06-11 MX MX9202806A patent/MX9202806A/es unknown
-
2006
- 2006-11-08 NL NL300245C patent/NL300245I1/nl unknown
Also Published As
Publication number | Publication date |
---|---|
US5015630A (en) | 1991-05-14 |
MX9202806A (es) | 1992-06-30 |
DE122006000062I1 (de) | 2007-02-15 |
EP1671980B1 (de) | 2011-05-18 |
EP0379341A3 (de) | 1991-04-24 |
CA2008150A1 (en) | 1990-07-19 |
AU4856790A (en) | 1990-07-26 |
EP0379341B1 (de) | 2006-05-10 |
EP0379341A2 (de) | 1990-07-25 |
NL300245I1 (nl) | 2007-01-02 |
AU618446B2 (en) | 1991-12-19 |
EP1671980A2 (de) | 2006-06-21 |
DK0379341T3 (da) | 2006-09-11 |
ES2163381T1 (es) | 2002-02-01 |
JPH02270879A (ja) | 1990-11-05 |
IE900200L (en) | 1990-07-19 |
DE69034222D1 (de) | 2006-06-14 |
JP2505901B2 (ja) | 1996-06-12 |
NZ232123A (en) | 1993-01-27 |
EP1671980A3 (de) | 2006-07-05 |
DE122006000062I2 (de) | 2010-07-08 |
ES2163381T3 (es) | 2007-02-01 |
ATE325804T1 (de) | 2006-06-15 |
ATE509939T1 (de) | 2011-06-15 |
DE69034222T2 (de) | 2006-10-19 |
ZA90360B (en) | 1991-08-28 |
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