CN1374964A - 杀真菌剂 - Google Patents

杀真菌剂 Download PDF

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Publication number
CN1374964A
CN1374964A CN00813041A CN00813041A CN1374964A CN 1374964 A CN1374964 A CN 1374964A CN 00813041 A CN00813041 A CN 00813041A CN 00813041 A CN00813041 A CN 00813041A CN 1374964 A CN1374964 A CN 1374964A
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compounds
plant
compound
propyl
active compound
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N·J·德阿坦
J·克洛斯特迈尔
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AFINDY AGRICULTURAL SCIENCES GmbH
Bayer CropScience AG
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AFINDY AGRICULTURAL SCIENCES GmbH
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06—Esters of carbamic acids
    • C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C271/20—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by nitrogen atoms not being part of nitro or nitroso groups
    • 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
    • A01N47/12—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

本发明涉及新的杀真菌活性化合物(I),将其用于已感染或易感染真菌区域防治真菌的方法,及其农用组合物,式中的X是H或O－A+,A是基团(II)。

Description

杀真菌剂
本发明涉及一种新的杀真菌活性化合物。
本发明提供了化合物I：
Figure A0081304100031
其中，X是H或O-A+，A为以下基团：
这两种化合物是磷酸二甲基-[3-(丙氧基羰基氨基)丙基]铵和亚磷酸二甲基-[3-(丙氧基羰基氨基)丙基]铵。
本发明化合物具有杀真菌活性，尤其对植物藻状菌病，例如葡萄霜霉病(葡萄生单锈霉)，各种疫霉枯萎病，例如西红柿或马铃薯晚疫病(致病疫霉)，腐霉属，丝霉属，盘梗霉属，霜霉属和假霜霉属。
本发明还提供一种用本发明化合物在已感染或易感染真菌区域防治真菌的方法，包括向所述区域施用有效量的本发明化合物。
本发明还提供包含本发明化合物及农学上认可的稀释剂或载体的农用组合物。
本发明组合物还可包含一种或多种其他活性成分，例如具有植物生长调节，除草，杀菌，杀虫或杀螨活性的已知化合物。或者，也可以先后施用本发明化合物与其他活性成分。
可与本发明化合物混合的杀真菌剂包括酰基苯胺类农药，例如甲霜灵，噁霜灵，甲呋酰胺，苯霜灵和呋霜灵，霜脲氰，代森锰锌，百菌清，灭菌丹，克菌丹，噁唑菌酮，咪唑菌酮，螺环菌胺，氟啶胺，烯酰吗啉；strobilurins，例如醚菌酯，嘧菌酯和肟菌酯，嘧霉胺，嘧菌环胺，嘧菌胺和异菌脲。
以上化合物的名称为通用名，其化学结构可在参考文献中找到，例如“杀虫剂手册”，第11版，1997，British Crop Protection Concil。“杀虫剂手册”没有提及其通用名的化合物的化学命名为：
肟菌酯(trifloxystrobin)：(E，E)-甲氧基亚氨基-{2-[1-(3-三氟甲基苯基)-亚乙基氨基氧甲基]苯基}乙酸甲酯；
螺环菌胺(spiroxamine)：8-叔丁基-1，4-二噁螺[4.5]癸烷-2-基甲基(乙基)-(丙基)胺
咪唑菌酮(fenamidone)：(S)-1-苯胺基-4-甲基-2-甲硫基-4-苯基咪唑啉-5-酮
本发明组合物可包含，例如，分散剂，乳化剂或润湿剂。通常，其形式为水性浓缩物。
本发明组合物中活性成分的浓度，如果是施用于植株，以0.0001-1.0wt％为宜，尤其是0.0001-0.01wt％。在原料组合物中，活性成分含量范围很大，可以是例如5-95wt％。
本发明方法中，一般将本发明化合物施用于种籽、叶或其周围环境。因此，可在播种前、时或后将本发明化合物直接施用于土壤，这样，土壤中的活性化合物就能够控制侵害种籽的真菌的生长。在直接处理土壤时，可通过多种方式令活性化合物与土壤充分混合，例如喷洒，播撒固体颗粒，或将化合物与种籽埋于同一穴即在播种的同时施用活性成分。施用率以5-1000克/公顷为宜，更好的是10-500克/公顷。
或者，也可将所述活性化合物直接施用于植株，例如，在植株已经表现出真菌感染时喷洒液剂或粉剂，或在此之前作为预防措施。这两种情况中，优选的施用方式都是叶面喷洒。通常，在植物生长早期有效防治真菌十分重要，因为这是植物可能受到伤害最严重的阶段。如有必要，可在喷洒液剂或粉剂中包含芽前或芽后除草剂。有时还适宜在种植前或种植时对植株的根进行处理，例如将其浸在合适的液体或固体组合物中。在将活性化合物直接用于植株时，合适的施用率是0.025-5公斤/公顷，0.05-1公斤/公顷更好。
可通过胺II
Figure A0081304100041
与磷酸或亚磷酸反应来制备化合物I。通常，较好的是用化合物II的酸加成盐(例如盐酸盐)与亚磷酸盐(例如碱金属盐，如钠盐)反应。
该反应可在水溶液中进行。
以下将通过实施例进一步说明本发明。
实施例1
向以75ml水配制的盐酸3-(二甲基氨基)丙基氨基甲酸丙酯(20ml，浓度：776.9g/l)水溶液中加入十二水合磷酸钠(8.8g，75ml水配制)。搅拌该混合物30分钟，蒸干，重溶于二氯甲烷(200ml)，滤去白色不溶性固体(氯化钠)。将滤液蒸干，留下磷酸二甲基-[3-(丙氧基羰基氨基)丙基]铵，呈粘稠无色油状物。
核磁共振显示出相对于3-(二甲基氨基)丙基氨基甲酸丙酯的化学漂移，证实该产物是其盐。
实施例2
搅拌混合亚磷酸水溶液(2.87g，50ml水)与氢氧化钠(2.8g，50ml水)，1小时。加入以水(50ml)配制的盐酸3-(二甲基氨基)丙基氨基甲酸丙酯(15.7g)溶液，搅拌30分钟，蒸干，加入二氯甲烷(450ml)，再蒸干。将残留物重溶于二氯甲烷(150ml)，静置1小时，滤去白色不溶性固体(氯化钠)。将滤液蒸干，留下亚磷酸二甲基-[3-(丙氧基羰基氨基)丙基]铵，呈粘稠无色油状物。
核磁共振显示出相对于3-(二甲基氨基)丙基氨基甲酸丙酯的化学漂移，证实该产物是其盐。

Claims (1)

1.一种化合物，如结构式I所示：
Figure A0081304100021
其中，X是H或O-A+，A为以下基团：
Figure A0081304100022
CN00813041A 1999-09-17 2000-09-15 杀真菌剂 Pending CN1374964A (zh)

Applications Claiming Priority (2)

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PT1940230E (pt) * 2005-10-19 2012-01-09 Bayer Cropscience Inc Controlo fungicida de fungos
EP3532630B1 (en) 2016-10-31 2020-06-24 Eastman Chemical Company Enzymatic preparation of propamocarb

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JP3047962B2 (ja) * 1996-08-22 2000-06-05 日華化学株式会社 殺菌消毒剤
FR2761577B1 (fr) * 1997-04-04 1999-05-14 Rhone Poulenc Agrochimie Composition fongicide synergique a base de propacarbe et de derives de l'acide phosphoreux
JP4204195B2 (ja) * 1998-02-20 2009-01-07 アベンテイス・クロツプサイエンス・ユー・ケイ・リミテッド 殺菌剤

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JP2003509514A (ja) 2003-03-11
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MA25502A1 (fr) 2002-07-01
SK285651B6 (sk) 2007-05-03
HRP20020337A2 (en) 2003-08-31
DE60008253T2 (de) 2004-12-02
CA2384027C (en) 2008-05-13
UA71998C2 (en) 2005-01-17
ES2214323T3 (es) 2004-09-16
ATE259367T1 (de) 2004-02-15
PT1212332E (pt) 2004-05-31
HUP0202777A2 (hu) 2002-12-28
ZA200202082B (en) 2003-08-27
PL192383B1 (pl) 2006-10-31
AU780952B2 (en) 2005-04-28
DK1212332T3 (da) 2004-04-05
TW587919B (en) 2004-05-21
BR0014571B1 (pt) 2011-02-22
HUP0202777A3 (en) 2005-05-30
CZ298930B6 (cs) 2008-03-12
DE60008253D1 (de) 2004-03-18
CZ2002941A3 (cs) 2002-06-12
SK3852002A3 (en) 2002-07-02
EP1212332B1 (en) 2004-02-11
AR029003A1 (es) 2003-06-04
IL148574A0 (en) 2002-09-12
KR100695637B1 (ko) 2007-03-15
BR0014571A (pt) 2002-06-18
CA2384027A1 (en) 2001-03-29
CO5221061A1 (es) 2002-11-28
WO2001021626A1 (en) 2001-03-29
GB9921930D0 (en) 1999-11-17
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NZ517707A (en) 2003-11-28
EA200200373A1 (ru) 2002-10-31
HRP20020337B1 (en) 2005-02-28
PL353924A1 (en) 2003-12-15
IL148574A (en) 2005-09-25
US6639097B1 (en) 2003-10-28
KR20020059406A (ko) 2002-07-12
EP1212332A1 (en) 2002-06-12

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