JP2018524247A - 硝化阻害剤としてのチオエーテル化合物 - Google Patents
硝化阻害剤としてのチオエーテル化合物 Download PDFInfo
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- JP2018524247A JP2018524247A JP2017559072A JP2017559072A JP2018524247A JP 2018524247 A JP2018524247 A JP 2018524247A JP 2017559072 A JP2017559072 A JP 2017559072A JP 2017559072 A JP2017559072 A JP 2017559072A JP 2018524247 A JP2018524247 A JP 2018524247A
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- alkyl
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- aryl
- hetaryl
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Classifications
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- C—CHEMISTRY; METALLURGY
- C05—FERTILISERS; MANUFACTURE THEREOF
- C05G—MIXTURES OF FERTILISERS COVERED INDIVIDUALLY BY DIFFERENT SUBCLASSES OF CLASS C05; MIXTURES OF ONE OR MORE FERTILISERS WITH MATERIALS NOT HAVING A SPECIFIC FERTILISING ACTIVITY, e.g. PESTICIDES, SOIL-CONDITIONERS, WETTING AGENTS; FERTILISERS CHARACTERISED BY THEIR FORM
- C05G3/00—Mixtures of one or more fertilisers with additives not having a specially fertilising activity
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Abstract
Description
R1及びR2は、H及びC1-C2-アルキルから独立して選択され;
R3は、
(i) C(=O)Ra、C(=O)ORa、C(=O)NRcRd、C(=N-OH)Ra、C(=N-OH)NRcRd、C(=N-Rb)Ra、C(=N-Rb)NRcRd、C(=N-Rx)Ra、又はC(=N-Rx)NRcRd;あるいは
(ii) C1-C8-アルキル、C3-C8-シクロアルキル、C2-C8-アルケニル、C3-C8-シクロアルケニル又はC2-C8-アルキニル(これらの基のC原子は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、ORa、NO2、NRcRd、NRb(C=O)Ra、C(=O)Ra、C(=O)ORa、C(=O)NRcRd、S(O)nRa、及びS(O)nNRcRdから選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい);あるいは
(iii) C6-C14-アリール、C5-C14-ヘタリール、C6-C14-アリール-C1-C2-アルキル又はC5-C14-ヘタリール-C1-C2-アルキル(ここで芳香族部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、Rx、ORa、SRa、NRcRd、NRb(C=O)Ra、NRb(C=O)NRcRd、C(=O)Ra、C(=O)ORa、C(=O)NRcRd、S(O)nRa、S(O)nNRcRd、C1-C4-アルキル、C1-C4-ハロアルキル、C2-C4-アルケニル、C2-C4-アルキニル、C1-C4-アルキレン-ORa、C1-C4-アルキレン-NRcRd、C6-C10-アリール、C6-C10-アリール-C1-C2-アルキル、C5-C10-ヘタリール、C5-C10-ヘタリール-C1-C2-アルキル、C5-C10-カルボシクリル、C5-C10-カルボシクリル-C1-C2-アルキル、C5-C10-ヘテロシクリル及びC5-C10-ヘテロシクリル-C1-C2-アルキル(ここでC6-C10-アリール、C5-C10-ヘタリール、C5-C10-カルボシクリル及びC5-C10-ヘテロシクリル部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、NO2、OH、SH、NH2、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-アルキルチオ、C1-C4-ジアルキルアミノ、及びC1-C4-ハロアルキルから選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい)から選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい);あるいは
(iv) C5-C14-カルボシクリル、C5-C14-カルボシクリル-C1-C2-アルキル、C5-C14-ヘテロシクリル又はC5-C14-ヘテロシクリル-C1-C2-アルキル(ここでヘテロシクリル環は、O、S及びNから選択される1、2、3、4又は5個のヘテロ原子を有することができ、このうちS及び/又はNは場合により酸化されていてもよく、上記炭素環式環又は複素環式環は、いずれの場合も、非置換であってもよく、又は=O、=S、ハロゲン、CN、Rx、ORa、SRa、NO2、NRcRd、NRb(C=O)Ra、NRb(C=O)NRcRd、C(=O)Ra、C(=O)ORa、C(=O)NRcRd、S(O)nRa、S(O)nNRcRd、C1-C4-アルキル、C1-C4-ハロアルキル、C2-C4-アルケニル、C2-C4-アルキニル、C1-C4-アルキレン-ORa、C1-C4-アルキレン-NRcRd、C6-C10-アリール、C6-C10-アリール-C1-C2-アルキル、C5-C10-ヘタリール、C5-C10-ヘタリール-C1-C2-アルキル、C5-C10-カルボシクリル、C5-C10-カルボシクリル-C1-C2-アルキル、C5-C10-ヘテロシクリル及びC5-C10-ヘテロシクリル-C1-C2-アルキル(ここでC6-C10-アリール、C5-C10-ヘタリール、C5-C10-カルボシクリル及びC5-C10-ヘテロシクリル部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、NO2、OH、SH、NH2、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-アルキルチオ、C1-C4-ジアルキルアミノ、及びC1-C4-ハロアルキルから選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい)から選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい)であり;
ここで
Raは、H、C1-C8-アルキル、C1-C8-ハロアルキル、C2-C8-アルケニル、C2-C8-アルキニル、C5-C10-ヘタリール又はC6-C10-アリール(ここでC5-C10-ヘタリール又はC6-C10-アリール部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、OH、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-ハロアルキル、C2-C4-アルケニル、C2-C4-アルキニル、C5-C6-ヘタリール及びC6-アリール(前記C5-C6-ヘタリール及びC6-アリール部分は、非置換であってもよく、又はハロゲン、CN、OH、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-ハロアルキル、C2-C4-アルケニル及びC2-C4-アルキニルから選択される1、2、3、4又は5個の置換基を有していてもよい)から選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい)であり;
Rbは、H、C1-C4-アルキル、C3-C8-シクロアルキル、C2-C4-アルケニル、C2-C8-アルキニル又はC6-C10-アリールであり;
Rc及びRdは、互いに独立して、H、C1-C4-アルキル、C1-C4-ハロアルキル、C3-C8-シクロアルキル、C6-C10-アリール及びC5-C10-ヘタリールからなる群から選択され;又は
Rc及びRdは、それらが結合しているN原子と一緒になって、5〜6員の飽和又は不飽和複素環を形成し、この複素環は、環員原子としてO、S及びNから選択されるさらなるヘテロ原子を有していてもよく、このうちS及び/又はNは場合により酸化されていてもよく、上記複素環式環は、非置換であってもよく、又はハロゲン、CN、OH、NO2、C1-C4-アルキル、C1-C4-ハロアルキル、C1-C4-アルコキシ及びC1-C4-ハロアルコキシから独立して選択される1、2、3、4又は5個の置換基を有していてもよく;
Rxは、
V、W、X、Y及びZは、N、CH及びCRy(ここでRYは、ハロゲン、CN、NO2、OH、SH、NH2、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-アルキルチオ、C1-C4-ジアルキルアミノ、及びC1-C4-ハロアルキルからなる群から選択される)から独立して選択される)
であり、
mは、0、1又は2であり;
nは、0、1又は2であり;
pは、0、1又は2である)
で表される硝化阻害剤、又はその立体異性体、塩、互変異性体若しくはN-オキシドに関する。
R3は、
(i) C(=O)Ra、C(=N-OH)Ra、又はC(=N-Rx)NRcRd;あるいは
(ii) C1-C8-アルキル、C3-C8-シクロアルキル、C2-C8-アルケニル又はC2-C8-アルキニル(これらの基のC原子は、いずれの場合も、非置換であってもよく、又はハロゲン若しくはCNから選択される1、2又は3個の同一の又は異なる置換基を有していてもよい);あるいは
(iii) C6-C14-アリール、C5-C14-ヘタリール、C6-C14-アリール-C1-C2-アルキル又はC5-C14-ヘタリール-C1-C2-アルキル(ここで芳香族部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、Rx、ORa、SRa、NO2、NRcRd、C1-C4-アルキル、C1-C4-ハロアルキル、C2-C4-アルケニル、C2-C4-アルキニル、C6-C10-アリール、C6-C10-アリール-C1-C2-アルキル、C5-C10-ヘタリール、C5-C10-ヘタリール-C1-C2-アルキル、C5-C10-カルボシクリル、C5-C10-カルボシクリル-C1-C2-アルキル、C5-C10-ヘテロシクリル及びC5-C10-ヘテロシクリル-C1-C2-アルキル(ここでC6-C10-アリール、C5-C10-ヘタリール、C5-C10-カルボシクリル及びC5-C10-ヘテロシクリル部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ及びC1-C4-ハロアルキルから選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)から選択される1、2又は3個の同一の又は異なる置換基を有していてもよい);あるいは
(iv) C5-C14-カルボシクリル、C5-C14-カルボシクリル-C1-C2-アルキル、C5-C14-ヘテロシクリル又はC5-C14-ヘテロシクリル-C1-C2-アルキル(ここでヘテロシクリル環は、O、S及びNから選択される1、2又は3個のヘテロ原子を有することができ、このうちS及び/又はNは場合により酸化されていてもよく、上記炭素環式環又は複素環式環は、いずれの場合も、非置換であってもよく、又は=O、=S、ハロゲン、CN、Rx、ORa、SRa、NO2、NRcRd、C1-C4-アルキル、C1-C4-ハロアルキル、C2-C4-アルケニル、C2-C4-アルキニル、C6-C10-アリール、C6-C10-アリール-C1-C2-アルキル、C5-C10-ヘタリール、C5-C10-ヘタリール-C1-C2-アルキル、C5-C10-カルボシクリル、C5-C10-カルボシクリル-C1-C2-アルキル、C5-C10-ヘテロシクリル及びC5-C10-ヘテロシクリル-C1-C2-アルキル(ここでC6-C10-アリール、C5-C10-ヘタリール、C5-C10-カルボシクリル及びC5-C10-ヘテロシクリル部分は、非置換であってもよく、又はハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ及びC1-C4-ハロアルキルから選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい)から選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)であり;
ここで
Raは、H、C1-C4-アルキル又はC1-C4-ハロアルキルであり;及び
Rc及びRdは、互いに独立して、H、C1-C4-アルキル及びC1-C4-ハロアルキルからなる群から選択され;
Rxは、
V、W、X、Y及びZは、N、CH及びCRy(ここでRYは、ハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-アルキルチオ、C1-C4-ジアルキルアミノ、及びC1-C4-ハロアルキルからなる群から選択される)から独立して選択される)
である。
R3は、
(i) C(=N-OH)Ra、又はC(=N-Rx)NRcRd;あるいは
(ii) C2-C4-アルキニル;あるいは
(iii) C6-C10-アリール、C5-C10-ヘタリール、C6-C10-アリール-C1-C2-アルキル又はC5-C10-ヘタリール-C1-C2-アルキル(ここで芳香族部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、Rx、ORa、SRa、NRcRd、C1-C4-アルキル、C1-C4-ハロアルキル、C6-アリール及びC5-C6-ヘタリール(ここでC6-アリール及びC5-C6-ヘタリール部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ及びC1-C4-ハロアルキルから選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)から選択される1、2又は3個の同一の又は異なる置換基を有していてもよい);あるいは
(iv) C5-C10-ヘテロシクリル(ここでヘテロシクリル環は、O、S及びNから選択される1、2又は3個のヘテロ原子を有することができ、このうちS及び/又はNは場合により酸化されていてもよく、上記複素環式環は、非置換であってもよく、又は=O、ハロゲン、CN、Rx、ORa、SRa、NRcRd、C1-C4-アルキル、C1-C4-ハロアルキル、C6-アリール及びC5-C6-ヘタリール(ここでC6-アリール及びC5-C6-ヘタリール部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ及びC1-C4-ハロアルキルから選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)から選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)であり;
ここで
Raは、H、又はC1-C4-アルキルであり;
Rc及びRdは、互いに独立して、H及びC1-C4-アルキルからなる群から選択され;
Rxは、
V、W、Y、及びZは、それぞれCHを表し、Xは、CH又はCRy(ここでRYは、ハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-アルキルチオ及びC1-C4-ジアルキルアミノからなる群から選択される)を表す)
である。
R3は、
(i) C(=N-OH)Ra、又はC(=N-Rx)NRcRd;あるいは
(ii) C3-アルキニル;あるいは
(iii) C6-アリール又はC5-C10-ヘタリールであり;
ここで
Raは、H、又はC1-C2-アルキルであり;
Rc及びRdは、互いに独立して、H及びC1-C2-アルキルからなる群から選択され;
Rxは、
V、W、Y、及びZは、それぞれCHを表し、Xは、CH又はCRy(ここでRYは、ハロゲン、CN、C1-C2-アルキル及びC1-C2-アルコキシからなる群から選択される)を表す)
である。
R1及びR2がHであり;
R3が、
(i) C(=N-OH)Ra、又はC(=N-Rx)NRcRd;あるいは
(ii) C3-アルキニル;あるいは
(iii) C6-アリール又はC5-C10-ヘタリールであり;
ここで
Raは、H、又はC1-C2-アルキルであり;
Rc及びRdは、互いに独立して、H及びC1-C2-アルキルからなる群から選択され;
Rxは、
V、W、Y、及びZは、それぞれCHを表し、Xは、CH又はCRy(ここでRYは、ハロゲン、CN、C1-C2-アルキル及びC1-C2-アルコキシからなる群から選択される)を表す)
であり;
mが、0、1又は2であり;
pが、1又は2である
ことが好ましい。
R1及びR2は、H及びC1-C2-アルキルから独立して選択され;
R3は、
(i) C(=O)Ra、C(=O)ORa、C(=O)NRcRd、C(=N-OH)Ra、C(=N-OH)NRcRd、C(=N-Rb)Ra、C(=N-Rb)NRcRd、C(=N-Rx)Ra、又はC(=N-Rx)NRcRd;あるいは
(ii) C1-C8-アルキル、C3-C8-シクロアルキル、C2-C8-アルケニル、C3-C8-シクロアルケニル又はC2-C8-アルキニル(これらの基のC原子は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、ORa、NO2、NRcRd、NRb(C=O)Ra、C(=O)Ra、C(=O)ORa、C(=O)NRcRd、S(O)nRa及びS(O)nNRcRdから選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい);あるいは
(iii) C6-C14-アリール、C5-C14-ヘタリール、C6-C14-アリール-C1-C2-アルキル又はC5-C14-ヘタリール-C1-C2-アルキル(ここで芳香族部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、Rx、ORa、SRa、NRcRd、NRb(C=O)Ra、NRb(C=O)NRcRd、C(=O)Ra、C(=O)ORa、C(=O)NRcRd、S(O)nRa、S(O)nNRcRd、C1-C4-アルキル、C1-C4-ハロアルキル、C2-C4-アルケニル、C2-C4-アルキニル、C1-C4-アルキレン-ORa、C1-C4-アルキレン-NRcRd、C6-C10-アリール、C6-C10-アリール-C1-C2-アルキル、C5-C10-ヘタリール、C5-C10-ヘタリール-C1-C2-アルキル、C5-C10-カルボシクリル、C5-C10-カルボシクリル-C1-C2-アルキル、C5-C10-ヘテロシクリル及びC5-C10-ヘテロシクリル-C1-C2-アルキル(ここでC6-C10-アリール、C5-C10-ヘタリール、C5-C10-カルボシクリル及びC5-C10-ヘテロシクリル部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、NO2、OH、SH、NH2、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-アルキルチオ、C1-C4-ジアルキルアミノ、及びC1-C4-ハロアルキルから選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい)から選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい);あるいは
(iv) C5-C14-カルボシクリル、C5-C14-カルボシクリル-C1-C2-アルキル、C5-C14-ヘテロシクリル又はC5-C14-ヘテロシクリル-C1-C2-アルキル(ここでヘテロシクリル環は、O、S及びNから選択される1、2、3、4又は5個のヘテロ原子を有することができ、このうちS及び/又はNは場合により酸化されていてもよく、上記炭素環式環又は複素環式環は、いずれの場合も、非置換であってもよく、又は=O、=S、ハロゲン、CN、Rx、ORa、SRa、NO2、NRcRd、NRb(C=O)Ra、NRb(C=O)NRcRd、C(=O)Ra、C(=O)ORa、C(=O)NRcRd、S(O)nRa、S(O)nNRcRd、C1-C4-アルキル、C1-C4-ハロアルキル、C2-C4-アルケニル、C2-C4-アルキニル、C1-C4-アルキレン-ORa、C1-C4-アルキレン-NRcRd、C6-C10-アリール、C6-C10-アリール-C1-C2-アルキル、C5-C10-ヘタリール、C5-C10-ヘタリール-C1-C2-アルキル、C5-C10-カルボシクリル、C5-C10-カルボシクリル-C1-C2-アルキル、C5-C10-ヘテロシクリル及びC5-C10-ヘテロシクリル-C1-C2-アルキル(ここでC6-C10-アリール、C5-C10-ヘタリール、C5-C10-カルボシクリル及びC5-C10-ヘテロシクリル部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、NO2、OH、SH、NH2、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-アルキルチオ、C1-C4-ジアルキルアミノ、及びC1-C4-ハロアルキルから選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい)から選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい)であり;あるいは
ここで
Raは、H、C1-C8-アルキル、C1-C8-ハロアルキル、C2-C8-アルケニル、C2-C8-アルキニル、C5-C10-ヘタリール又はC6-C10-アリール(ここでC5-C10-ヘタリール又はC6-C10-アリール部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、OH、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-ハロアルキル、C2-C4-アルケニル、C2-C4-アルキニル、C5-C6-ヘタリール及びC6-アリール(前記C5-C6-ヘタリール及びC6-アリール部分は、非置換であってもよく、又はハロゲン、CN、OH、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-ハロアルキル、C2-C4-アルケニル及びC2-C4-アルキニルから選択される1、2、3、4又は5個の置換基を有していてもよい)から選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい)であり;
Rbは、H、C1-C4-アルキル、C3-C8-シクロアルキル、C2-C4-アルケニル、C2-C8-アルキニル又はC6-C10-アリールであり;
Rc及びRdは、互いに独立して、H、C1-C4-アルキル、C1-C4-ハロアルキル、C3-C8-シクロアルキル、C6-C10-アリール及びC5-C10-ヘタリールからなる群から選択され;又は
Rc及びRdは、それらが結合しているN原子と一緒になって、5〜6員の飽和又は不飽和複素環を形成し、この複素環は、環員原子としてO、S及びNから選択されるさらなるヘテロ原子を有していてもよく、このうちS及び/又はNは場合により酸化されていてもよく、上記複素環式環は、非置換であってもよく、又はハロゲン、CN、OH、NO2、C1-C4-アルキル、C1-C4-ハロアルキル、C1-C4-アルコキシ及びC1-C4-ハロアルコキシから独立して選択される1、2、3、4又は5個の置換基を有していてもよく;
Rxは、
V、W、X、Y及びZは、N、CH及びCRy(ここでRYは、ハロゲン、CN、NO2、OH、SH、NH2、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-アルキルチオ、C1-C4-ジアルキルアミノ、及びC1-C4-ハロアルキルからなる群から選択される)から独立して選択される)
であり、
mは、0、1又は2であり
nは、0、1又は2であり;
pは、0、1又は2である)
で表される化合物、又はその立体異性体、塩、互変異性体若しくはN-オキシドの使用に関する。
(i) C(=O)Ra、C(=O)ORa、C(=O)NRcRd、C(=N-OH)Ra、C(=N-OH)NRcRd、C(=N-Rb)Ra、C(=N-Rb)NRcRd、C(=N-Rx)Ra、又はC(=N-Rx)NRcRd
(式中、Ra、Rb、Rc、Rd、及びRxは、一般式Iに関して上記に定義されるとおりである)
である式I.p1の化合物は、式I.p1.R3-(i)の化合物と呼ばれ、ここでR3-(i)は、選択肢(i)の下で上記に定義されるR3置換基を表す。
(ii) C1-C8-アルキル、C3-C8-シクロアルキル、C2-C8-アルケニル、C3-C8-シクロアルケニル又はC2-C8-アルキニル(これらの基のC原子は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、ORa、NO2、NRcRd、NRb(C=O)Ra、C(=O)Ra、C(=O)ORa、C(=O)NRcRd、S(O)nRa、及びS(O)nNRcRdから選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい);
(式中、Ra、Rb、Rc、及びRdは、一般式Iに関して上記に定義されるとおりである);
である式I.p1の化合物は、式I.p1.R3-(ii)の化合物と呼ばれ、ここでR3-(ii)は、選択肢(ii)の下で上記に定義されるR3置換基を表す。
(iii) C6-C14-アリール、C5-C14-ヘタリール、C6-C14-アリール-C1-C2-アルキル又はC5-C14-ヘタリール-C1-C2-アルキル(ここで芳香族部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、Rx、ORa、SRa、NRcRd、NRb(C=O)Ra、NRb(C=O)NRcRd、C(=O)Ra、C(=O)ORa、C(=O)NRcRd、S(O)nRa、S(O)nNRcRd、C1-C4-アルキル、C1-C4-ハロアルキル、C2-C4-アルケニル、C2-C4-アルキニル、C1-C4-アルキレン-ORa、C1-C4-アルキレン-NRcRd、C6-C10-アリール、C6-C10-アリール-C1-C2-アルキル、C5-C10-ヘタリール、C5-C10-ヘタリール-C1-C2-アルキル、C5-C10-カルボシクリル、C5-C10-カルボシクリル-C1-C2-アルキル、C5-C10-ヘテロシクリル及びC5-C10-ヘテロシクリル-C1-C2-アルキル(ここでC6-C10-アリール、C5-C10-ヘタリール、C5-C10-カルボシクリル及びC5-C10-ヘテロシクリル部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、NO2、OH、SH、NH2、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-アルキルチオ、C1-C4-ジアルキルアミノ、及びC1-C4-ハロアルキルから選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい)から選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい)
(式中、Ra、Rb、Rc、Rd及びRxは、一般式Iに関して上記に定義されるとおりである);
である式I.p1の化合物は、式I.p1.R3-(iii)の化合物と呼ばれ、ここでR3-(iii)は、選択肢(iii)の下で上記に定義されるR3置換基を表す。
(iv) C5-C14-カルボシクリル、C5-C14-カルボシクリル-C1-C2-アルキル、C5-C14-ヘテロシクリル又はC5-C14-ヘテロシクリル-C1-C2-アルキル(ここでヘテロシクリル環は、O、S及びNから選択される1、2、3、4又は5個のヘテロ原子を有することができ、このうちS及び/又はNは場合により酸化されていてもよく、上記炭素環式環又は複素環式環は、いずれの場合も、非置換であってもよく、又は=O、=S、ハロゲン、CN、Rx、ORa、SRa、NO2、NRcRd、NRb(C=O)Ra、NRb(C=O)NRcRd、C(=O)Ra、C(=O)ORa、C(=O)NRcRd、S(O)nRa、S(O)nNRcRd、C1-C4-アルキル、C1-C4-ハロアルキル、C2-C4-アルケニル、C2-C4-アルキニル、C1-C4-アルキレン-ORa、C1-C4-アルキレン-NRcRd、C6-C10-アリール、C6-C10-アリール-C1-C2-アルキル、C5-C10-ヘタリール、C5-C10-ヘタリール-C1-C2-アルキル、C5-C10-カルボシクリル、C5-C10-カルボシクリル-C1-C2-アルキル、C5-C10-ヘテロシクリル及びC5-C10-ヘテロシクリル-C1-C2-アルキル(ここでC6-C10-アリール、C5-C10-ヘタリール、C5-C10-カルボシクリル及びC5-C10-ヘテロシクリル部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、NO2、OH、SH、NH2、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-アルキルチオ、C1-C4-ジアルキルアミノ、及びC1-C4-ハロアルキルから選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい)から選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい)
(式中、Ra、Rb、Rc、Rd及びRxは、一般式Iに関して上記に定義されるとおりである);
である式I.p1の化合物は、式I.p1.R3-(iv)の化合物と呼ばれ、ここでR3-(iv)は、選択肢(iv)の下で上記に定義されるR3置換基を表す。
本発明の1つの好ましい実施形態において、上記に定義される式I.p1の化合物である式Iの化合物中、R3は、
(i) C(=O)Ra、C(=N-OH)Ra、又はC(=N-Rx)NRcRd
であり、ここで
Raは、H、C1-C4-アルキル又はC1-C4-ハロアルキルであり;
Rc及びRdは、互いに独立して、H、C1-C4-アルキル及びC1-C4-ハロアルキルからなる群から選択され;
Rxは、
V、W、X、Y及びZは、N、CH及びCRy(ここでRYは、ハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-アルキルチオ、C1-C4-ジアルキルアミノ、及びC1-C4-ハロアルキルからなる群から選択される)から独立して選択される)
である。
(i) C(=N-OH)Ra、又はC(=N-Rx)NRcRd
であり、ここで
Raは、H、又はC1-C4-アルキルであり;
Rc及びRdは、互いに独立して、H及びC1-C4-アルキルからなる群から選択され;
Rxは、
V、W、Y、及びZは、それぞれCHを表し、Xは、CH又はCRy(ここでRYは、ハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-アルキルチオ、及びC1-C4-ジアルキルアミノからなる群から選択される)を表す)
である。
(i) C(=N-OH)Ra、又はC(=N-Rx)NRcRd
であり、ここで
Raは、H、又はC1-C2-アルキルであり;
Rc及びRdは、互いに独立して、H及びC1-C2-アルキルからなる群から選択され;
Rxは、
V、W、Y、及びZは、それぞれCHを表し、Xは、CH又はCRy(ここでRYは、ハロゲン、CN、C1-C2-アルキル及びC1-C2-アルコキシからなる群から選択される)を表す)
である。
(ii) C1-C8-アルキル、C3-C8-シクロアルキル、C2-C8-アルケニル又はC2-C8-アルキニル(これらの基のC原子は、いずれの場合も、非置換であってもよく、又はハロゲン及びCNから選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)
である。
(ii) C2-C4-アルキニル
である。
(ii) C3-アルキニル
である。
(iii) C6-C14-アリール、C5-C14-ヘタリール、C6-C14-アリール-C1-C2-アルキル又はC5-C14-ヘタリール-C1-C2-アルキル(ここで芳香族部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、Rx、ORa、SRa、NO2、NRcRd、C1-C4-アルキル、C1-C4-ハロアルキル、C2-C4-アルケニル、C2-C4-アルキニル、C6-C10-アリール、C6-C10-アリール-C1-C2-アルキル、C5-C10-ヘタリール、C5-C10-ヘタリール-C1-C2-アルキル、C5-C10-カルボシクリル、C5-C10-カルボシクリル-C1-C2-アルキル、C5-C10-ヘテロシクリル及びC5-C10-ヘテロシクリル-C1-C2-アルキル(ここでC6-C10-アリール、C5-C10-ヘタリール、C5-C10-カルボシクリル及びC5-C10-ヘテロシクリル部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ及びC1-C4-ハロアルキルから選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)から選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)
であり、ここで
Raは、H、C1-C4-アルキル又はC1-C4-ハロアルキルであり;
Rc及びRdは、互いに独立して、H、C1-C4-アルキル及びC1-C4-ハロアルキルからなる群から選択され;
ここで
Rxは、
V、W、X、Y及びZは、N、CH及びCRy(ここでRYは、ハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-アルキルチオ、C1-C4-ジアルキルアミノ、及びC1-C4-ハロアルキルからなる群から選択される)から独立して選択される)
である。
(iii) C6-C10-アリール、C5-C10-ヘタリール、C6-C10-アリール-C1-C2-アルキル又はC5-C10-ヘタリール-C1-C2-アルキル(ここで芳香族部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、Rx、ORa、SRa、NRcRd、C1-C4-アルキル、C1-C4-ハロアルキル、C6-アリール及びC5-C6-ヘタリール(ここでC6-アリール及びC5-C6-ヘタリール部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ及びC1-C4-ハロアルキルから選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)から選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)
であり、ここで
Raは、H、又はC1-C4-アルキルであり;
Rc及びRdは、互いに独立して、H及びC1-C4-アルキルからなる群から選択され;
Rxは、
V、W、Y、及びZは、それぞれCHを表し、Xは、CH又はCRy(ここでRYは、ハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-アルキルチオ、及びC1-C4-ジアルキルアミノからなる群から選択される)を表す)
である。
(iii) C6-アリール又はC5-C10-ヘタリール
である。
(iv) C5-C14-カルボシクリル、C5-C14-カルボシクリル-C1-C2-アルキル、C5-C14-ヘテロシクリル又はC5-C14-ヘテロシクリル-C1-C2-アルキル(ここでヘテロシクリル環は、O、S及びNから選択される1、2又は3個のヘテロ原子を有することができ、このうちS及び/又はNは場合により酸化されていてもよく、上記炭素環式環又は複素環式環は、いずれの場合も、非置換であってもよく、又は=O、=S、ハロゲン、CN、Rx、ORa、SRa、NO2、NRcRd、C1-C4-アルキル、C1-C4-ハロアルキル、C2-C4-アルケニル、C2-C4-アルキニル、C6-C10-アリール、C6-C10-アリール-C1-C2-アルキル、C5-C10-ヘタリール、C5-C10-ヘタリール-C1-C2-アルキル、C5-C10-カルボシクリル、C5-C10-カルボシクリル-C1-C2-アルキル、C5-C10-ヘテロシクリル及びC5-C10-ヘテロシクリル-C1-C2-アルキル(ここでC6-C10-アリール、C5-C10-ヘタリール、C5-C10-カルボシクリル及びC5-C10-ヘテロシクリル部分は、非置換であってもよく、又はハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ及びC1-C4-ハロアルキルから選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい)から選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)
であり、ここで
Raは、H、C1-C4-アルキル又はC1-C4-ハロアルキルであり;
Rc及びRdは、互いに独立して、H、C1-C4-アルキル及びC1-C4-ハロアルキルからなる群から選択され;
Rxは、
V、W、X、Y及びZは、N、CH及びCRy(ここでRYは、ハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-アルキルチオ、C1-C4-ジアルキルアミノ、及びC1-C4-ハロアルキルからなる群から選択される)から独立して選択される)
である。
(iv) C5-C10-ヘテロシクリル(ここでヘテロシクリル環は、O、S及びNから選択される1、2又は3個のヘテロ原子を有することができ、このうちS及び/又はNは場合により酸化されていてもよく、上記複素環式環は、非置換であってもよく、又は=O、ハロゲン、CN、Rx、ORa、SRa、NRcRd、C1-C4-アルキル、C1-C4-ハロアルキル、C6-アリール及びC5-C6-ヘタリール(ここでC6-アリール及びC5-C6-ヘタリール部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ及びC1-C4-ハロアルキルから選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)から選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)
であり、ここで
Raは、H、又はC1-C4-アルキルであり;
Rc及びRdは、互いに独立して、H及びC1-C4-アルキルからなる群から選択され;
Rxは、
V、W、Y、及びZは、それぞれCHを表し、Xは、CH又はCRy(ここでRYは、ハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-アルキルチオ、及びC1-C4-ジアルキルアミノからなる群から選択される)を表す)
である。
(i) C(=O)Ra、C(=O)ORa、C(=O)NRcRd、C(=N-OH)Ra、C(=N-OH)NRcRd、C(=N-Rb)Ra、C(=N-Rb)NRcRd、C(=N-Rx)Ra、又はC(=N-Rx)NRcRd
(ここでRa、Rb、Rc、Rd、及びRxは、一般式Iに関して上記に定義されるとおりである);
である式I.p2の化合物は、式I.p2.R3-(i)の化合物と呼ばれ、ここでR3-(i)は、選択肢(i)の下で上記に定義されるR3置換基を表す。
(ii) C1-C8-アルキル、C3-C8-シクロアルキル、C2-C8-アルケニル、C3-C8-シクロアルケニル又はC2-C8-アルキニル(これらの基のC原子は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、ORa、NO2、NRcRd、NRb(C=O)Ra、C(=O)Ra、C(=O)ORa、C(=O)NRcRd、S(O)nRa、及びS(O)nNRcRdから選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい);
(ここでRa、Rb、Rc、及びRdは、一般式Iに関して上記に定義されるとおりである);
である式I.p2の化合物は、式I.p2.R3-(ii)の化合物と呼ばれ、ここでR3-(ii)は、選択肢(ii)の下で上記に定義されるR3置換基を表す。
(iii) C6-C14-アリール、C5-C14-ヘタリール、C6-C14-アリール-C1-C2-アルキル又はC5-C14-ヘタリール-C1-C2-アルキル(ここで芳香族部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、Rx、ORa、SRa、NRcRd、NRb(C=O)Ra、NRb(C=O)NRcRd、C(=O)Ra、C(=O)ORa、C(=O)NRcRd、S(O)nRa、S(O)nNRcRd、C1-C4-アルキル、C1-C4-ハロアルキル、C2-C4-アルケニル、C2-C4-アルキニル、C1-C4-アルキレン-ORa、C1-C4-アルキレン-NRcRd、C6-C10-アリール、C6-C10-アリール-C1-C2-アルキル、C5-C10-ヘタリール、C5-C10-ヘタリール-C1-C2-アルキル、C5-C10-カルボシクリル、C5-C10-カルボシクリル-C1-C2-アルキル、C5-C10-ヘテロシクリル及びC5-C10-ヘテロシクリル-C1-C2-アルキル(ここでC6-C10-アリール、C5-C10-ヘタリール、C5-C10-カルボシクリル及びC5-C10-ヘテロシクリル部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、NO2、OH、SH、NH2、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-アルキルチオ、C1-C4-ジアルキルアミノ、及びC1-C4-ハロアルキルから選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい)から選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい)
(ここでRa、Rb、Rc、Rd及びRxは、一般式Iに関して上記に定義されるとおりである);
である式I.p2の化合物は、式I.p2.R3-(iii)の化合物と呼ばれ、ここでR3-(iii)は、選択肢(iii)の下で上記に定義されるR3置換基を表す。
(iv) C5-C14-カルボシクリル、C5-C14-カルボシクリル-C1-C2-アルキル、C5-C14-ヘテロシクリル又はC5-C14-ヘテロシクリル-C1-C2-アルキル(ここでヘテロシクリル環は、O、S及びNから選択される1、2、3、4又は5個のヘテロ原子を有することができ、このうちS及び/又はNは場合により酸化されていてもよく、上記炭素環式環又は複素環式環は、いずれの場合も、非置換であってもよく、又は=O、=S、ハロゲン、CN、Rx、ORa、SRa、NO2、NRcRd、NRb(C=O)Ra、NRb(C=O)NRcRd、C(=O)Ra、C(=O)ORa、C(=O)NRcRd、S(O)nRa、S(O)nNRcRd、C1-C4-アルキル、C1-C4-ハロアルキル、C2-C4-アルケニル、C2-C4-アルキニル、C1-C4-アルキレン-ORa、C1-C4-アルキレン-NRcRd、C6-C10-アリール、C6-C10-アリール-C1-C2-アルキル、C5-C10-ヘタリール、C5-C10-ヘタリール-C1-C2-アルキル、C5-C10-カルボシクリル、C5-C10-カルボシクリル-C1-C2-アルキル、C5-C10-ヘテロシクリル及びC5-C10-ヘテロシクリル-C1-C2-アルキル(ここでC6-C10-アリール、C5-C10-ヘタリール、C5-C10-カルボシクリル及びC5-C10-ヘテロシクリル部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、NO2、OH、SH、NH2、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-アルキルチオ、C1-C4-ジアルキルアミノ、及びC1-C4-ハロアルキルから選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい)から選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい)
(ここでRa、Rb、Rc、Rd及びRxは、一般式Iに関して上記に定義されるとおりである);
である式I.p2の化合物は、式I.p2.R3-(iv)の化合物と呼ばれ、ここでR3-(iv)は、選択肢(iv)の下で上記に定義されるR3置換基を表す。
(i) C(=O)Ra、C(=N-OH)Ra、又はC(=N-Rx)NRcRd
であり、ここで
Raは、H、C1-C4-アルキル又はC1-C4-ハロアルキルであり;
Rc及びRdは、互いに独立して、H、C1-C4-アルキル及びC1-C4-ハロアルキルからなる群から選択され;
Rxは、
V、W、X、Y及びZは、N、CH及びCRy(ここでRYは、ハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-アルキルチオ、C1-C4-ジアルキルアミノ、及びC1-C4-ハロアルキルからなる群から選択される)から独立して選択される)
である。
(i) C(=N-OH)Ra、又はC(=N-Rx)NRcRd
であり、ここで
Raは、H、又はC1-C4-アルキルであり;
Rc及びRdは、互いに独立して、H及びC1-C4-アルキルからなる群から選択され;
Rxは、
V、W、Y、及びZは、それぞれCHを表し、Xは、CH又はCRy(ここでRYは、ハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-アルキルチオ、及びC1-C4-ジアルキルアミノからなる群から選択される)を表す)
である。
(i) C(=N-OH)Ra、又はC(=N-Rx)NRcRd
であり、ここで
Raは、H、又はC1-C2-アルキルであり;
Rc及びRdは、互いに独立して、H及びC1-C2-アルキルからなる群から選択され;
Rxは、
V、W、Y、及びZは、それぞれCHを表し、Xは、CH又はCRy(ここでRYは、ハロゲン、CN、C1-C2-アルキル及びC1-C2-アルコキシからなる群から選択される)を表す)
である。
(ii) C1-C8-アルキル、C3-C8-シクロアルキル、C2-C8-アルケニル又はC2-C8-アルキニル(これらの基のC原子は、いずれの場合も、非置換であってもよく、又はハロゲン及びCNから選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)
である。
(ii) C2-C4-アルキニル
である。
(ii) C3-アルキニル
である。
(iii) C6-C14-アリール、C5-C14-ヘタリール、C6-C14-アリール-C1-C2-アルキル又はC5-C14-ヘタリール-C1-C2-アルキル(ここで芳香族部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、Rx、ORa、SRa、NO2、NRcRd、C1-C4-アルキル、C1-C4-ハロアルキル、C2-C4-アルケニル、C2-C4-アルキニル、C6-C10-アリール、C6-C10-アリール-C1-C2-アルキル、C5-C10-ヘタリール、C5-C10-ヘタリール-C1-C2-アルキル、C5-C10-カルボシクリル、C5-C10-カルボシクリル-C1-C2-アルキル、C5-C10-ヘテロシクリル及びC5-C10-ヘテロシクリル-C1-C2-アルキル(ここでC6-C10-アリール、C5-C10-ヘタリール、C5-C10-カルボシクリル及びC5-C10-ヘテロシクリル部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ及びC1-C4-ハロアルキルから選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)から選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)
であり、ここで
Raは、H、C1-C4-アルキル又はC1-C4-ハロアルキルであり;
Rc及びRdは、互いに独立して、H、C1-C4-アルキル及びC1-C4-ハロアルキルからなる群から選択され;
Rxは、
V、W、X、Y及びZは、N、CH及びCRy(ここでRYは、ハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-アルキルチオ、C1-C4-ジアルキルアミノ、及びC1-C4-ハロアルキルからなる群から選択される)から独立して選択される)
である。
(iii) C6-C10-アリール、C5-C10-ヘタリール、C6-C10-アリール-C1-C2-アルキル又はC5-C10-ヘタリール-C1-C2-アルキル(ここで芳香族部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、Rx、ORa、SRa、NRcRd、C1-C4-アルキル、C1-C4-ハロアルキル、C6-アリール及びC5-C6-ヘタリール(ここでC6-アリール及びC5-C6-ヘタリール部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ及びC1-C4-ハロアルキルから選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)から選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)
であり、ここで
Raは、H、又はC1-C4-アルキルであり;
Rc及びRdは、互いに独立して、H及びC1-C4-アルキルからなる群から選択され;
Rxは、
V、W、Y、及びZは、それぞれCHを表し、Xは、CH又はCRy(ここでRYは、ハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-アルキルチオ、及びC1-C4-ジアルキルアミノからなる群から選択される)を表す)
である。
(iii) C6-アリール又はC5-C10-ヘタリール
である。
(iv) C5-C14-カルボシクリル、C5-C14-カルボシクリル-C1-C2-アルキル、C5-C14-ヘテロシクリル又はC5-C14-ヘテロシクリル-C1-C2-アルキル(ここでヘテロシクリル環は、O、S及びNから選択される1、2又は3個のヘテロ原子を有することができ、このうちS及び/又はNは場合により酸化されていてもよく、上記炭素環式環又は複素環式環は、いずれの場合も、非置換であってもよく、又は=O、=S、ハロゲン、CN、Rx、ORa、SRa、NO2、NRcRd、C1-C4-アルキル、C1-C4-ハロアルキル、C2-C4-アルケニル、C2-C4-アルキニル、C6-C10-アリール、C6-C10-アリール-C1-C2-アルキル、C5-C10-ヘタリール、C5-C10-ヘタリール-C1-C2-アルキル、C5-C10-カルボシクリル、C5-C10-カルボシクリル-C1-C2-アルキル、C5-C10-ヘテロシクリル及びC5-C10-ヘテロシクリル-C1-C2-アルキル(ここでC6-C10-アリール、C5-C10-ヘタリール、C5-C10-カルボシクリル及びC5-C10-ヘテロシクリル部分は、非置換であってもよく、又はハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ及びC1-C4-ハロアルキルから選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい)から選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)
であり、ここで
Raは、H、C1-C4-アルキル又はC1-C4-ハロアルキルであり;
Rc及びRdは、互いに独立して、H、C1-C4-アルキル及びC1-C4-ハロアルキルからなる群から選択され;
Rxは、
V、W、X、Y及びZは、N、CH及びCRy(ここでRYは、ハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-アルキルチオ、C1-C4-ジアルキルアミノ、及びC1-C4-ハロアルキルからなる群から選択される)から独立して選択される)
である。
(iv) C5-C10-ヘテロシクリル(ここでヘテロシクリル環は、O、S及びNから選択される1、2又は3個のヘテロ原子を有することができ、このうちS及び/又はNは場合により酸化されていてもよく、上記複素環式環は、非置換であってもよく、又は=O、ハロゲン、CN、Rx、ORa、SRa、NRcRd、C1-C4-アルキル、C1-C4-ハロアルキル、C6-アリール及びC5-C6-ヘタリール(ここでC6-アリール及びC5-C6-ヘタリール部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ及びC1-C4-ハロアルキルから選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)から選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)
であり、ここで
Raは、H、又はC1-C4-アルキルであり;
Rc及びRdは、互いに独立して、H及びC1-C4-アルキルからなる群から選択され;
Rxは、
V、W、Y、及びZは、それぞれCHを表し、Xは、CH又はCRy(ここでRYは、ハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-アルキルチオ、及びC1-C4-ジアルキルアミノからなる群から選択される)を表す)
である。
特に式I.p1の化合物、とりわけ式I.p1.R3-(i)、I.p1.R3-(i)a、I.p1.R3-(i)b、I.p1.R3-(i)c、I.p1.R3-(ii)、I.p1.R3-(ii)a、I.p1.R3-(ii)b、I.p1.R3-(ii)c、I.p1.R3-(iii)、I.p1.R3-(iii)a、I.p1.R3-(iii)b、I.p1.R3-(iii)c、I.p1.R3-(iv)、I.p1.R3-(iv)a、及びI.p1.R3-(iv)bの化合物、並びに式I*.p1、I*.p1.R3-(i)、I*.p1.R3-(i)a、I*.p1.R3-(i)b、I*.p1.R3-(i)c、I*.p1.R3-(ii)、I*.p1.R3-(ii)a、I*.p1.R3-(ii)b、I*.p1.R3-(ii)c、I*.p1.R3-(iii)、I*.p1.R3-(iii)a、I*.p1.R3-(iii)b、I*.p1.R3-(iii)c、I*.p1.R3-(iv)、I*.p1.R3-(iv)a、及びI*.p1.R3-(iv)bの化合物;又は
式I.p2の化合物、とりわけ式I.p2.R3-(i)、I.p2.R3-(i)a、I.p2.R3-(i)b、I.p2.R3-(i)c、I.p2.R3-(ii)、I.p2.R3-(ii)a、I.p2.R3-(ii)b、I.p2.R3-(ii)c、I.p2.R3-(iii)、I.p2.R3-(iii)a、I.p2.R3-(iii)b、I.p2.R3-(iii)c、I.p2.R3-(iv)、I.p2.R3-(iv)a、及びI.p2.R3-(iv)bの化合物、並びに、式I*.p2、I*.p2.R3-(i)、I*.p2.R3-(i)a、I*.p2.R3-(i)b、I*.p2.R3-(i)c、I*.p2.R3-(ii)、I*.p2.R3-(ii)a、I*.p2.R3-(ii)b、I*.p2.R3-(ii)c、I*.p2.R3-(iii)、I*.p2.R3-(iii)a、I*.p2.R3-(iii)b、I*.p2.R3-(iii)c、I*.p2.R3-(iv)、I*.p2.R3-(iv)a、及びI*.p2.R3-(iv)bの化合物
は、いずれの場合も、硫黄原子が酸化されていない形態(すなわちm=0)、硫黄原子が部分的に酸化されている形態(すなわちm=1)、又は硫黄原子が完全に酸化されている形態(m=2)で存在し得ることが理解される。
R1及びR2は、H及びC1-C2-アルキルから独立して選択され;
R3は、(i) C(=N-OH)Ra、又はC(=N-Rx)NRcRd;
であり、ここで
Raは、H、又はC1-C2-アルキルであり;
Rc及びRdは、互いに独立して、H及びC1-C2-アルキルからなる群から選択され;
Rxは、
V、W、Y、及びZは、それぞれCHを表し、Xは、CH又はCRy(ここでRYは、ハロゲン、CN、C1-C2-アルキル及びC1-C2-アルコキシからなる群から選択される)を表す)
であり、
mは、0、1又は2であり;
pは、1又は2である)
で表されるチオエーテル化合物、又はその立体異性体、塩、互変異性体若しくはN-オキシドに関する。
(b) 植物及び/又は植物生産物の品質の改善、例えば
(b) タンパク質含量の増強、
(c) 外観の改善、
(d) 老化の遅延、
(e) 根生育の増強及び/又はより発達した根系(例えば、根の乾燥質量によって決定される)、
(f) 根粒形成(特に根粒菌の根粒形成)の増強、
(g) より長い円錐花序、
(h) より大きな葉身、
(i) より少ない枯根出葉、
(j) クロロフィル含量の増加、
(k) 光合成活性期間の延長、
(l) 植物内の窒素供給の改善
Qo部位における複合体III阻害剤(例えばストロビルリン系):アゾキシストロビン(azoxystrobin)(A.1.1)、クメトキシストロビン(coumethoxystrobin)(A.1.2)、クモキシストロビン(coumoxystrobin)(A.1.3)、ジモキシストロビン(dimoxystrobin)(A.1.4)、エネストロブリン(enestroburin)(A.1.5)、フェナミンストロビン(fenaminstrobin)(A.1.6)、フェノキシストロビン(fenoxystrobin)/フルフェノキシストロビン(flufenoxystrobin)(A.1.7)、フルオキサストロビン(fluoxastrobin)(A.1.8)、クレソキシム-メチル(kresoxim-methyl)(A.1.9)、マンデストロビン(mandestrobin)(A.1.10)、メトミノストロビン(metominostrobin)(A.1.11)、オリサストロビン(orysastrobin)(A.1.12)、ピコキシストロビン(picoxystrobin)(A.1.13)、ピラクロストロビン(pyraclostrobin(A.1.14))、ピラメトストロビン(pyrametostrobin)(A.1.15)、ピラオキシストロビン(pyraoxystrobin)(A.1.16)、トリフロキシストロビン(trifloxystrobin)(A.1.17)、2-(2-(3-(2,6-ジクロロフェニル)-1-メチル-アリリデンアミノオキシメチル)-フェニル)-2-メトキシイミノ-N-メチル-アセトアミド(A.1.18)、ピリベンカルブ(pyribencarb)(A.1.19)、トリクロピリカルブ(triclopyricarb)/クロロジンカルブ(chlorodincarb)(A.1.20)、ファモキサドン(famoxadone)(A.1.21)、フェンアミドン(fenamidone)(A.1.21)、メチル-N-[2-[(1,4-ジメチル-5-フェニル-ピラゾール-3-イル)オキシルメチル]フェニル]-N-メトキシ-カルバメート(A.1.22)、1-[3-クロロ-2-[[1-(4-クロロフェニル)-1H-ピラゾール-3-イル]オキシメチル]フェニル]-4-メチル-テトラゾール-5-オン(A.1.23)、1-[3-ブロモ-2-[[1-(4-クロロフェニル)ピラゾール-3-イル]オキシメチル]フェニル]-4-メチル-テトラゾール-5-オン(A.1.24)、1-[2-[[1-(4-クロロフェニル)ピラゾール-3-イル]オキシメチル]-3-メチル-フェニル]-4-メチル-テトラゾール-5-オン(A.1.25)、1-[2-[[1-(4-クロロフェニル)ピラゾール-3-イル]オキシメチル]-3-フルオロ-フェニル]-4-メチル-テトラゾール-5-オン(A.1.26)、1-[2-[[1-(2,4-ジクロロフェニル)ピラゾール-3-イル]オキシメチル]-3-フルオロ-フェニル]-4-メチル-テトラゾール-5-オン(A.1.27)、1-[2-[[4-(4-クロロフェニル)チアゾール-2-イル]オキシメチル]-3-メチル-フェニル]-4-メチル-テトラゾール-5-オン(A.1.28)、1-[3-クロロ-2-[[4-(p-トリル)チアゾール-2-イル]オキシメチル]フェニル]-4-メチル-テトラゾール-5-オン(A.1.29)、1-[3-シクロプロピル-2-[[2-メチル-4-(1-メチルピラゾール-3-イル)フェノキシ]メチル]フェニル]-4-メチル-テトラゾール-5-オン(A.1.30)、1-[3-(ジフルオロメトキシ)-2-[[2-メチル-4-(1-メチルピラゾール-3-イル)フェノキシ]メチル]フェニル]-4-メチル-テトラゾール-5-オン(A.1.31)、1-メチル-4-[3-メチル-2-[[2-メチル-4-(1-メチルピラゾール-3-イル)フェノキシ]メチル]フェニル]テトラゾール-5-オン(A.1.32)、1-メチル-4-[3-メチル-2-[[1-[3-(トリフルオロメチル)フェニル]-エチリデンアミノ]オキシメチル]フェニル]テトラゾール-5-オン(A.1.33)、(Z,2E)-5-[1-(2,4-ジクロロフェニル)ピラゾール-3-イル]-オキシ-2-メトキシイミノ-N,3-ジメチル-ペンタ-3-エナミド(A.1.34)、(Z,2E)-5-[1-(4-クロロフェニル)ピラゾール-3-イル]オキシ-2-メトキシイミノ-N,3-ジメチル-ペンタ-3-エナミド(A.1.35)、(Z,2E)-5-[1-(4-クロロ-2-フルオロ-フェニル)ピラゾール-3-イル]オキシ-2-メトキシイミノ-N,3-ジメチル-ペンタ-3-エナミド(A.1.36);
Qi部位における複合体III阻害剤:シアゾファミド(cyazofamid)(A.2.1)、アミスルブロム(amisulbrom)(A.2.2)、[(3S,6S,7R,8R)-8-ベンジル-3-[(3-アセトキシ-4-メトキシ-ピリジン-2-カルボニル)アミノ]-6-メチル-4,9-ジオキソ-1,5-ジオキソナン-7-イル]2-メチルプロパノエート(A.2.3)、[(3S,6S,7R,8R)-8-ベンジル-3-[[3-(アセトキシメトキシ)-4-メトキシ-ピリジン-2-カルボニル]アミノ]-6-メチル-4,9-ジオキソ-1,5-ジオキソナン-7-イル]2-メチルプロパノエート(A.2.4)、[(3S,6S,7R,8R)-8-ベンジル-3-[(3-イソブトキシカルボニルオキシ-4-メトキシ-ピリジン-2-カルボニル)アミノ]-6-メチル-4,9-ジオキソ-1,5-ジオキソナン-7-イル]2-メチルプロパノエート(A.2.5)、[(3S,6S,7R,8R)-8-ベンジル-3-[[3-(1,3-ベンゾジオキソール-5-イルメトキシ)-4-メトキシ-ピリジン-2-カルボニル]アミノ]-6-メチル-4,9-ジオキソ-1,5-ジオキソナン-7-イル]2-メチルプロパノエート(A.2.6);(3S,6S,7R,8R)-3-[[(3-ヒドロキシ-4-メトキシ-2-ピリジニル)カルボニル]アミノ]-6-メチル-4,9-ジオキソ-8-(フェニルメチル)-1,5-ジオキソナン-7-イル2-メチルプロパノエート(A.2.7)、(3S,6S,7R,8R)-8-ベンジル-3-[3-[(イソブチリルオキシ)メトキシ]-4-メトキシピコリナミド]-6-メチル-4,9-ジオキソ-1,5-ジオキソナン-7-イルイソブチレート(A.2.8);
複合体II阻害剤(例えばカルボキサミド系):ベノダニル(benodanil)(A.3.1)、ベンゾビンジフルピル(benzovindiflupyr)(A.3.2)、ビキサフェン(bixafen)(A.3.3)、ボスカリド(boscalid)(A.3.4)、カルボキシン(carboxin)(A.3.5)、フェンフラム(fenfuram)(A.3.6)、フルオピラム(fluopyram)(A.3.7)、フルトラニル(flutolanil)(A.3.8)、フルキサピロキサド(fluxapyroxad)(A.3.9)、フラメトピル(furametpyr)(A.3.10)、イソフェタミド(isofetamid)(A.3.11)、イソピラザム(isopyrazam)(A.3.12)、メプロニル(mepronil)(A.3.13)、オキシカルボキシン(oxycarboxin)(A.3.14)、ペンフルフェン(penflufen)(A.3.14)、ペンチオピラド(penthiopyrad)(A.3.15)、セダキサン(sedaxane)(A.3.16)、テクロフタラム(tecloftalam)(A.3.17)、チフルザミド(thifluzamide)(A.3.18)、N-(4'-トリフルオロメチルチオビフェニル-2-イル)-3-ジフルオロメチル-1-メチル-1H-ピラゾール-4-カルボキサミド(A.3.19)、N-(2-(1,3,3-トリメチル-ブチル)-フェニル)-1,3-ジメチル-5-フルオロ-1H-ピラゾール-4-カルボキサミド(A.3.20)、3-(ジフルオロメチル)-1-メチル-N-(1,1,3-トリメチリンダン-4-イル)ピラゾール-4-カルボキサミド(A.3.21)、3-(トリフルオロメチル)-1-メチル-N-(1,1,3-トリメチリンダン-4-イル)ピラゾール-4-カルボキサミド(A.3.22)、1,3-ジメチル-N-(1,1,3-トリメチリンダン-4-イル)ピラゾール-4-カルボキサミド(A.3.23)、3-(トリフルオロメチル)-1,5-ジメチル-N-(1,1,3-トリメチリンダン-4-イル)ピラゾール-4-カルボキサミド(A.3.24)、1,3,5-トリメチル-N-(1,1,3-トリメチリンダン-4-イル)ピラゾール-4-カルボキサミド(A.3.25)、N-(7-フルオロ-1,1,3-トリメチル-インダン-4-イル)-1,3-ジメチル-ピラゾール-4-カルボキサミド(A.3.26)、N-[2-(2,4-ジクロロフェニル)-2-メトキシ-1-メチル-エチル]-3-(ジフルオロメチル)-1-メチル-ピラゾール-4-カルボキサミド(A.3.27);
他の呼吸阻害剤(例えば、複合体I、脱共役剤):ジフルメトリム(diflumetorim)(A.4.1)、(5,8-ジフルオロキナゾリン-4-イル)-{2-[2-フルオロ-4-(4-トリフルオロメチルピリジン-2-イルオキシ)-フェニル]-エチル}-アミン(A.4.2);ニトロフェニル系誘導体:ビナパクリル(binapacryl)(A.4.3)、ジノブトン(dinobuton)(A.4.4)、ジノカップ(dinocap)(A.4.5)、フルアジナム(fluazinam)(A.4.6)、フェリムゾン(ferimzone)(A.4.7);有機金属系化合物:フェンチン塩、例えばフェンチンアセテート(fentin-acetate)(A.4.8)、フェンチンクロリド(fentin chloride)(A.4.9)又はフェンチンヒドロキシド(fentin hydroxide)(A.4.10);アメトクトラジン(ametoctradin)(A.4.11);及びシルチオファム(silthiofam)(A.4.12);
C14デメチラーゼ阻害剤(DMI殺菌剤):トリアゾール系:アザコナゾール(azaconazole)(B.1.1)、ビテルタノール(bitertanol)(B.1.2)、ブロムコナゾール(bromuconazole)(B.1.3)、シプロコナゾール(cyproconazol)(B.1.4)、ジフェノコナゾール(difenoconazole)(B.1.5)、ジニコナゾール(diniconazole)(B.1.6)、ジニコナゾール-M(diniconazole-M)(B.1.7)、エポキシコナゾール(epoxiconazole)(B.1.8)、フェンブコナゾール(fenbuconazole)(B.1.9)、フルキンコナゾール(fluquinconazol)(B.1.10)、フルシラゾール(flusilazole)(B.1.11)、フルトリアホール(flutriafol)(B.1.12)、ヘキサコナゾール(hexaconazole)(B.1.13)、イミベンコナゾール(imibenconazole)(B.1.14)、イプコナゾール(ipconazole)(B.1.15)、メトコナゾール(metconazole)(B.1.17)、ミクロブタニル(myclobutanil)(B.1.18)、オキスポコナゾール(oxpoconazole)(B.1.19)、パクロブトラゾール(paclobutrazole)(B.1.20)、ペンコナゾール(penconazole)(B.1.21)、プロピコナゾール(propiconazole)(B.1.22)、プロチオコナゾール(prothioconazole)(B.1.23)、シメコナゾール(simeconazole)(B.1.24)、テブコナゾール(tebuconazole)(B.1.25)、テトラコナゾール(tetraconazole)(B.1.26)、トリアジメホン(triadimefon)(B.1.27)、トリアジメノール(triadimenol)(B.1.28)、トリチコナゾール(triticonazole)(B.1.29)、ウニコナゾール(uniconazole)(B.1.30)、1-[rel-(2S;3R)-3-(2-クロロフェニル)-2-(2,4-ジフルオロフェニル)-オキシラニルメチル]-5-チオシアナト-1H-[1,2,4]トリアゾロ(B.1.31)、2-[rel-(2S;3R)-3-(2-クロロフェニル)-2-(2,4-ジフルオロフェニル)-オキシラニルメチル]-2H-[1,2,4]トリアゾール-3-チオール(B.1.32)、2-[2-クロロ-4-(4-クロロフェノキシ)フェニル]-1-(1,2,4-トリアゾール-1-イル)ペンタン-2-オール(B.1.33)、1-[4-(4-クロロフェノキシ)-2-(トリフルオロメチル)フェニル]-1-シクロプロピル-2-(1,2,4-トリアゾール-1-イル)エタノール(B.1.34)、2-[4-(4-クロロフェノキシ)-2-(トリフルオロメチル)フェニル]-1-(1,2,4-トリアゾール-1-イル)ブタン-2-オール(B.1.35)、2-[2-クロロ-4-(4-クロロフェノキシ)フェニル]-1-(1,2,4-トリアゾール-1-イル)ブタン-2-オール(B.1.36)、2-[4-(4-クロロフェノキシ)-2-(トリフルオロメチル)フェニル]-3-メチル-1-(1,2,4-トリアゾール-1-イル)ブタン-2-オール(B.1.37)、2-[4-(4-クロロフェノキシ)-2-(トリフルオロメチル)フェニル]-1-(1,2,4-トリアゾール-1-イル)プロパン-2-オール(B.1.38)、2-[2-クロロ-4-(4-クロロフェノキシ)フェニル]-3-メチル-1-(1,2,4-トリアゾール-1-イル)ブタン-2-オール(B.1.39)、2-[4-(4-クロロフェノキシ)-2-(トリフルオロメチル)フェニル]-1-(1,2,4-トリアゾール-1-イル)ペンタン-2-オール(B.1.40)、2-[4-(4-フルオロフェノキシ)-2-(トリフルオロメチル)フェニル]-1-(1,2,4-トリアゾール-1-イル)プロパン-2-オール(B.1.41)、2-[2-クロロ-4-(4-クロロフェノキシ)フェニル]-1-(1,2,4-トリアゾール-1-イル)ペンタ-3-イン-2-オール(B.1.51);イミダゾール系:イマザリル(imazalil)(B.1.42)、ペフラゾエート(pefurazoate)(B.1.43)、プロクロラズ(prochloraz)(B.1.44)、トリフルミゾール(triflumizol)(B.1.45);ピリミジン系、ピリジン系及びピペラジン系:フェナリモル(fenarimol)(B.1.46)、ヌアリモル(nuarimol)(B.1.47)、ピリフェノックス(pyrifenox)(B.1.48)、トリホリン(triforine)(B.1.49)、[3-(4-クロロ-2-フルオロ-フェニル)-5-(2,4-ジフルオロフェニル)イソオキサゾール-4-イル]-(3-ピリジル)メタノール(B.1.50);
デルタ14-レダクターゼ阻害剤:アルジモルフ(aldimorph)(B.2.1)、ドデモルフ(dodemorph)(B.2.2)、酢酸ドデモルフ(dodemorph-acetate)(B.2.3)、フェンプロピモルフ(fenpropimorph)(B.2.4)、トリデモルフ(tridemorph)(B.2.5)、フェンプロピジン(fenpropidin)(B.2.6)、ピペラリン(piperalin)(B.2.7)、スピロキサミン(spiroxamine)(B.2.8);
3-ケトレダクターゼ阻害剤:フェンヘキサミド(fenhexamid)(B.3.1);
フェニルアミド系又はアシルアミノ酸殺菌剤:ベナラキシル(benalaxyl)(C.1.1)、ベナラキシル-M(benalaxyl-M)(C.1.2)、キララキシル(kiralaxyl)(C.1.3)、メタラキシル(metalaxyl)(C.1.4)、メタラキシル-M(metalaxyl-M)(メフェノキサム(mefenoxam))(C.1.5)、オフレース(ofurace)(C.1.6)、オキサジキシル(oxadixyl)(C.1.7);
その他:ヒメキサゾール(hymexazole)(C.2.1)、オクチリノン(octhilinone)(C.2.2)、オキソリン酸(oxolinic acid)(C.2.3)、ブピリメート(bupirimate)(C.2.4)、5-フルオロシトシン(5-fluorocytosine)(C.2.5)、5-フルオロ-2-(p-トリルメトキシ)ピリミジン-4-アミン(C.2.6)、5-フルオロ-2-(4-フルオロフェニルメトキシ)ピリミジン-4-アミン(C.2.7);
チューブリン阻害剤、例えばベンズイミダゾール系、チオファネート系:ベノミル(benomyl)(D1.1)、カルベンダジム(carbendazim)(D1.2)、フベリダゾール(fuberidazole)(D1.3)、チアベンダゾール(thiabendazole)(D1.4)、チオファネート-メチル(thiophanatemethyl)(D1.5);
トリアゾロピリミジン系:5-クロロ-7-(4-メチルピペリジン-1-イル)-6-(2,4,6-トリフルオロフェニル)-[1,2,4]トリアゾロ[1,5-a]ピリミジン(D1.6);
他の細胞分裂阻害剤:ジエトフェンカルブ(diethofencarb)(D2.1)、エタボキサム(ethaboxam)(D2.2)、ペンシクロン(pencycuron)(D2.3)、フルオピコリド(fluopicolide)(D2.4)、ゾキサミド(zoxamide)(D2.5)、メトラフェノン(metrafenone)(D2.6)、ピリオフェノン(pyriofenone)(D2.7);
メチオニン合成阻害剤(アニリノピリミジン系):シプロジニル(cyprodinil)(E.1.1)、メパニピリム(mepanipyrim)(E.1.2)、ピリメタニル(pyrimethanil)(E.1.3);
タンパク質合成阻害剤:ブラストサイジン-S(blasticidin-S)(E.2.1)、カスガマイシン(kasugamycin)(E.2.2)、カスガマイシン塩酸塩水和物(kasugamycin hydrochloride-hydrate)(E.2.3)、ミルジオマイシン(mildiomycin)(E.2.4)、ストレプトマイシン(streptomycin)(E.2.5)、オキシテトラサイクリン(oxytetracyclin)(E.2.6)、ポリオキシン(polyoxin)(E.2.7)、バリダマイシンA(validamycin A)(E.2.8);
MAP/ヒスチジンキナーゼ阻害剤:フルオロイミド(fluoroimid)(F.1.1)、イプロジオン(iprodione)(F.1.2)、プロシミドン(procymidone)(F.1.3)、ビンクロゾリン(vinclozolin)(F.1.4)、フェンピクロニル(fenpiclonil)(F.1.5)、フルジオキソニル(fludioxonil)(F.1.6);
Gタンパク質阻害剤:キノキシフェン(quinoxyfen)(F.2.1);
リン脂質生合成阻害剤:エジフェンホス(edifenphos)(G.1.1)、イプロベンホス(iprobenfos)(G.1.2)、ピラゾホス(pyrazophos)(G.1.3)、イソプロチオラン(isoprothiolane)(G.1.4);
脂質過酸化:ジクロラン(dicloran)(G.2.1)、キントゼン(quintozene)(G.2.2)、テクナゼン(tecnazene)(G.2.3)、トルクロホス-メチル(tolclofos-methyl)(G.2.4)、ビフェニル(biphenyl)(G.2.5)、クロロネブ(chloroneb)(G.2.6)、エトリジアゾール(G.2.7);
リン脂質生合成及び細胞壁沈着:ジメトモルフ(dimethomorph)(G.3.1)、フルモルフ(flumorph)(G.3.2)、マンジプロパミド(mandipropamid)(G.3.3)、ピリモルフ(pyrimorph)(G.3.4)、ベンチアバリカルブ(benthiavalicarb)(G.3.5)、イプロバリカルブ(iprovalicarb)(G.3.6)、バリフェナレート(valifenalate)(G.3.7)、及びN-(1-(1-(4-シアノ-フェニル)エタンスルホニル)-ブタ-2-イル)カルバミン酸-(4-フルオロフェニル)エステル(G.3.8); 細胞膜浸透性及び脂肪酸に作用する化合物:プロパモカルブ(propamocarb) (G.4.1); 脂肪酸アミドヒドロラーゼ阻害剤:オキサチアピプロリン(oxathiapiprolin)(G.5.1)、2-{3-[2-(1-{[3,5-ビス(ジフルオロメチル-1H-ピラゾール-1-イル]アセチル}ピペリジン-4-イル)-1,3-チアゾール-4-イル]-4,5-ジヒドロ-1,2-オキサゾール-5-イル}フェニルメタンスルホネート(G.5.2)、2-{3-[2-(1-{[3,5-ビス(ジフルオロメチル)-1H-ピラゾール-1-イル]アセチル}ピペリジン-4-イル) 1,3-チアゾール-4-イル]-4,5-ジヒドロ-1,2-オキサゾール-5-イル}-3-クロロフェニルメタンスルホネート(G.5.3);
無機活性物質:ボルドー混合液(H.1.1)、酢酸銅(H.1.2)、水酸化銅(H.1.3)、オキシ塩化銅(H.1.4)、塩基性硫酸銅(H.1.5)、硫黄(H.1.6);
チオ-及びジチオカルバメート系:ファーバム(ferbam)(H.2.1)、マンコゼブ(mancozeb)(H.2.2)、マンネブ(maneb)(H.2.3)、メタム(metam)(H.2.4)、メチラム(metiram)(H.2.5)、プロピネブ(propineb)(H.2.6)、チラム(thiram)(H.2.7)、ジネブ(zineb)(H.2.8)、ジラム(ziram)(H.2.9);
有機塩素系化合物(例えばフタルイミド系、スルファミド系、クロロニトリル系):アニラジン(anilazine)(H.3.1)、クロロタロニル(chlorothalonil)(H.3.2)、キャプタホール(captafol)(H.3.3)、キャプタン(captan)(H.3.4)、フォルペット(folpet)(H.3.5)、ジクロフルアニド(dichlofluanid)(H.3.6)、ジクロロフェン(dichlorophen)(H.3.7)、ヘキサクロロベンゼン(hexachlorobenzene)(H.3.8)、ペンタクロロフェノール(pentachlorphenole)(H.3.9)及びその塩、フタリド(phthalide)(H.3.10)、トリルフルアニド(tolylfluanid)(H.3.11)、N-(4-クロロ-2-ニトロ-フェニル)-N-エチル-4-メチル-ベンゼンスルホンアミド(H.3.12);
グアニジン系及びその他:グアニジン(guanidine)(H.4.1)、ドジン(dodine)(H.4.2)、ドジン遊離塩基(dodine free base)(H.4.3)、グアザチン(guazatine)(H.4.4)、グアザチン-アセテート(guazatine-acetate)(H.4.5)、イミノクタジン(iminoctadine)(H.4.6)、イミノクタジン-トリアセテート(iminoctadine-triacetate)(H.4.7)、イミノクタジン-トリス(アルベシレート)(iminoctadine-tris(albesilate))(H.4.8)、ジチアノン(dithianon)(H.4.9)、2,6-ジメチル-1H,5H-[1,4]ジチイノ[2,3-c:5,6-c']ジピロール-1,3,5,7(2H,6H)-テトラオン(H.4.10);
グルカン合成阻害剤:バリダマイシン(validamycin)(I.1.1)、ポリオキシンB(polyoxin B)(I.1.2);
メラニン合成阻害剤:ピロキロン(pyroquilon)(I.2.1)、トリシクラゾール(tricyclazole)(I.2.2)、カルプロパミド(carpropamid)(I.2.3)、ジシクロメット(dicyclomet)(I.2.4)、フェノキサニル(fenoxanil)(I.2.5);
アジベンゾラル-S-メチル(acibenzolar-S-methyl)(J.1.1)、プロベナゾール(probenazole)(J.1.2)、イソチアニル(isotianil)(J.1.3)、チアジニル(tiadinil)(J.1.4)、プロヘキサジオン-カルシウム(prohexadione-calcium)(J.1.5);ホスホネート系:ホセチル(fosetyl)(J.1.6)、ホセチル-アルミニウム(fosetyl-aluminum)(J.1.7)、亜リン酸及びその塩(J.1.8);重炭酸カリウム又は重炭酸ナトリウム(J.1.9);
ブロノポール(bronopol)(K.1.1)、キノメチオネート(chinomethionat)(K.1.2)、シフルフェナミド(cyflufenamid)(K.1.3)、シモキサニル(cymoxanil)(K.1.4)、ダゾメット(dazomet)(K.1.5)、デバカルブ(debacarb)(K.1.6)、ジクロメジン(diclomezine)(K.1.7)、ジフェンゾコート(difenzoquat)(K.1.8)、ジフェンゾコート-メチル硫酸塩(difenzoquat-methylsulfate)(K.1.9)、ジフェニルアミン(diphenylamine)(K.1.10)、フェンピラザミン(fenpyrazamine)(K.1.11)、フルメトベル(flumetover)(K.1.12)、フルスルファミド(flusulfamide)(K.1.13)、フルチアニル(flutianil)(K.1.14)、メタスルホカルブ(methasulfocarb)(K.1.15)、ニトラピリン(K.1.16)、ニトロタール-イソプロピル(nitrothal-isopropyl)(K.1.18)、オキサチアピプロリン(oxathiapiprolin)(K.1.19)、トルプロカルブ(tolprocarb)(K.1.20)、オキシン銅(oxin-copper)(K.1.21)、プロキナジド(proquinazid)(K.1.22)、テブフロキン(tebufloquin)(K.1.23)、テクロフタラム(tecloftalam)(K.1.24)、トリアゾキシド(triazoxide)(K.1.25)、2-ブトキシ-6-ヨード-3-プロピルクロメン-4-オン(K.1.26)、2-[3,5-ビス(ジフルオロメチル)-1H-ピラゾール-1-イル]-1-[4-(4-{5-[2-(プロパ-2-イン-1-イルオキシ)フェニル]-4,5-ジヒドロ-1,2-オキサゾール-3-イル}-1,3-チアゾール-2-イル)ピペリジン-1-イル]エタノン(K.1.27)、2-[3,5-ビス(ジフルオロメチル)-1H-ピラゾール-1-イル]-1-[4-(4-{5-[2-フルオロ-6-(プロパ-2-イン-1-イルオキシ)フェニル]-4,5-ジヒドロ-1,2-オキサゾール-3-イル}-1,3-チアゾール-2-イル)ピペリジン-1-イル]エタノン(K.1.28)、2-[3,5-ビス(ジフルオロメチル)-1H-ピラゾール-1-イル]-1-[4-(4-{5-[2-クロロ-6-(プロパ-2-イン-1-イルオキシ)フェニル]-4,5-ジヒドロ-1,2-オキサゾール-3-イル}-1,3-チアゾール-2-イル)ピペリジン-1-イル]エタノン(K.1.29)、N-(シクロプロピルメトキシイミノ-(6-ジフルオロ-メトキシ-2,3-ジフルオロ-フェニル)-メチル)-2-フェニルアセトアミド(K.1.30)、N'-(4-(4-クロロ-3-トリフルオロメチル-フェノキシ)-2,5-ジメチル-フェニル)-N-エチル-N-メチルホルムアミジン(K.1.31)、N'-(4-(4-フルオロ-3-トリフルオロメチル-フェノキシ)-2,5-ジメチル-フェニル)-N-エチル-N-メチルホルムアミジン(K.1.32)、N'-(2-メチル-5-トリフルオロメチル-4-(3-トリメチルシラニル-プロポキシ)-フェニル)-N-エチル-N-メチルホルムアミジン(K.1.33)、N'-(5-ジフルオロメチル-2-メチル-4-(3-トリメチルシラニル-プロポキシ)-フェニル)-N-エチル-N-メチルホルムアミジン(K.1.34)、メトキシ-酢酸6-tert-ブチル-8-フルオロ-2,3-ジメチル-キノリン-4-イルエステル(K.1.35)、3-[5-(4-メチルフェニル)-2,3-ジメチル-イソオキサゾリジン-3-イル]-ピリジン(K.1.36)、3-[5-(4-クロロ-フェニル)-2,3-ジメチル-イソオキサゾリジン-3-イル]-ピリジン(ピリソキサゾール)(K.1.37)、N-(6-メトキシ-ピリジン-3-イル)シクロプロパンカルボン酸アミド(K.1.38)、5-クロロ-1-(4,6-ジメトキシ-ピリミジン-2-イル)-2-メチル-1H-ベンゾイミダゾール(K.1.39)、2-(4-クロロ-フェニル)-N-[4-(3,4-ジメトキシ-フェニル)-イソオキサゾール-5-イル]-2-プロパ-2-イニルオキシ-アセトアミド、エチル(Z)-3-アミノ-2-シアノ-3-フェニル-プロパ-2-エノエート(K.1.40)、ピカルブトラゾクス(K.1.41)、ペンチルN-[6-[[(Z)-[(1-メチルテトラゾール-5-イル)-フェニル-メチレン]アミノ]オキシメチル]-2-ピリジル]カルバメート(K.1.42)、2-[2-[(7,8-ジフルオロ-2-メチル-3-キノリル)オキシ]-6-フルオロ-フェニル]プロパン-2-オール(K.1.43)、2-[2-フルオロ-6-[(8-フルオロ-2-メチル-3-キノリル)オキシ]フェニル]プロパン-2-オール(K.1.44)、3-(5-フルオロ-3,3,4,4-テトラメチル-3,4-ジヒドロイソキノリン-1-イル)キノリン(K.1.45)、3-(4,4-ジフルオロ-3,3-ジメチル-3,4-ジヒドロイソキノリン-1-イル)キノリン(K.1.46)、3-(4,4,5-トリフルオロ-3,3-ジメチル-3,4-ジヒドロイソキノリン-1-イル)キノリン(K.1.47)、9-フルオロ-2,2-ジメチル-5-(3-キノリル)-3H-1,4-ベンゾキサゼピン(K.1.48);
M.1) 以下のクラスから選択されるアセチルコリンエステラーゼ(AChE)阻害剤:
M.1A カルバメート系、例えば、アルジカルブ(aldicarb)、アラニカルブ(alanycarb)、ベンジオカルブ(bendiocarb)、ベンフラカルブ(benfuracarb)、ブトカルボキシム(butocarboxim)、ブトキシカルボキシム(butoxycarboxim)、カルバリル(carbaryl)、カルボフラン(carbofuran)、カルボスルファン(carbosulfan)、エチオフェンカルブ(ethiofencarb)、フェノブカルブ(fenobucarb)、ホルメタネート(formetanate)、フラチオカルブ(furathiocarb)、イソプロカルブ(isoprocarb)、メチオカルブ(methiocarb)、メソミル(methomyl)、メトルカルブ(metolcarb)、オキサミル(oxamyl)、ピリミカルブ(pirimicarb)、プロポクスル(propoxur)、チオジカルブ(thiodicarb)、チオファノックス(thiofanox)、トリメタカルブ(trimethacarb)、XMC、キシリルカルブ(xylylcarb)及びトリアザメート(triazamate);又はM.1B 有機リン酸エステル系のクラスから選択されるもの、例えば、アセフェート(acephate)、アザメチホス(azamethiphos)、アジンホス-エチル(azinphos-ethyl)、アジンホスメチル(azinphosmethyl)、カズサホス(cadusafos)、クロルエトキシホス(chlorethoxyfos)、クロルフェンビンホス(chlorfenvinphos)、クロルメホス(chlormephos)、クロルピリホス(chlorpyrifos)、クロルピリホス-メチル(chlorpyrifos-methyl)、クマホス(coumaphos)、シアノホス(cyanophos)、デメトン-S-メチル(demeton-S-methyl)、ダイアジノン(diazinon)、ジクロルボス/DDVP(dichlorvos/DDVP)、ジクロトホス(dicrotophos)、ジメトエート(dimethoate)、ジメチルビンホス(dimethylvinphos)、ジスルホトン(disulfoton)、EPN、エチオン(ethion)、エトプロホス(ethoprophos)、ファムフール(famphur)、フェナミホス(fenamiphos)、フェニトロチオン(fenitrothion)、フェンチオン(fenthion)、ホスチアゼート(fosthiazate)、ヘプテノホス(heptenophos)、イミシアホス(imicyafos)、イソフェンホス(isofenphos)、イソプロピルO-(メトキシアミノチオ-ホスホリル)サリシレート、イソキサチオン(isoxathion)、マラチオン(malathion)、メカルバム(mecarbam)、メタミドホス(methamidophos)、メチダチオン(methidathion)、メビンホス(mevinphos)、モノクロトホス(monocrotophos)、ナレド(naled)、オメトエート(omethoate)、オキシデメトン-メチル(oxydemeton-methyl)、パラチオン(parathion)、パラチオン-メチル(parathion-methyl)、フェントエート(phenthoate)、ホレート(phorate)、ホサロン(phosalone)、ホスメット(phosmet)、ホスファミドン(phosphamidon)、ホキシム(phoxim)、ピリミホス-メチル(pirimiphos-methyl)、プロフェノホス(profenofos)、プロペタンホス(propetamphos)、プロチオホス(prothiofos)、ピラクロホス(pyraclofos)、ピリダフェンチオン(pyridaphenthion)、キナルホス(quinalphos)、スルホテップ(sulfotep)、テブピリムホス(tebupirimfos)、テメホス(temephos)、テルブホス(terbufos)、テトラクロルビンホス(tetrachlorvinphos)、チオメトン(thiometon)、トリアゾホス(triazophos)、トリクロルホン(trichlorfon)及びバミドチオン(vamidothion);
M.3A ピレスロイド系、例えばアクリナトリン(acrinathrin)、アレスリン(allethrin)、d-シス-トランスアレスリン(d-cis-trans allethrin)、d-トランスアレスリン(d-trans allethrin)、ビフェントリン(bifenthrin)、ビオアレスリン(bioallethrin)、ビオアレスリンS-シクロペンテニル(bioallethrin S-cylclopentenyl)、ビオレスメトリン(bioresmethrin)、シクロプロトリン(cycloprothrin)、シフルトリン(cyfluthrin)、ベータ-シフルトリン(beta-cyfluthrin)、シハロトリン(cyhalothrin)、ラムダ-シハロトリン(lambda-cyhalothrin)、ガンマ-シハロトリン(gamma-cyhalothrin)、シペルメトリン(cypermethrin)、アルファ-シペルメトリン(alpha-cypermethrin)、ベータ-シペルメトリン(beta-cypermethrin)、シータ-シペルメトリン(theta-cypermethrin)、ゼータ-シペルメトリン(zeta-cypermethrin)、シフェノトリン(cyphenothrin)、デルタメトリン(deltamethrin)、エンペントリン(empenthrin)、エスフェンバレレート(esfenvalerate)、エトフェンプロックス(etofenprox)、フェンプロパトリン(fenpropathrin)、フェンバレレート(fenvalerate)、フルシトリネート(flucythrinate)、フルメトリン(flumethrin)、タウ-フルバリネート(tau-fluvalinate)、ハルフェンプロックス(halfenprox)、ヘプタフルトリン(heptafluthrin)、イミプロトリン(imiprothrin)、メペルフルトリン(meperfluthrin)、メトフルトリン(metofluthrin)、モンフルオロトリン(momfluorothrin)、ペルメトリン(permethrin)、フェノトリン(phenothrin)、プラレトリン(prallethrin)、プロフルトリン(profluthrin)、ピレトリン(除虫菊)、レスメトリン(resmethrin)、シラフルオフェン(silafluofen)、テフルトリン(tefluthrin)、テトラメチルフルトリン(tetramethylfluthrin)、テトラメトリン(tetramethrin)、トラロメトリン(tralomethrin)、及びトランスフルトリン(transfluthrin);又はM.3B ナトリウムチャネル調節因子、例えばDDT又はメトキシクロル(methoxychlor);
M.4A ネオニコチノイド系、例えばアセタミプリド(acetamiprid)、クロチアニジン(clothianidin)、シクロキサプリド(cycloxaprid)、ジノテフラン(dinotefuran)、イミダクロプリド(imidacloprid)、ニテンピラム(nitenpyram)、チアクロプリド(thiacloprid)、及びチアメトキサム(thiamethoxam);又は化合物M.4A.2:(2E-)-1-[(6-クロロピリジン-3-イル)メチル]-N'-ニトロ-2-ペンチリデンヒドラジンカルボキシミドアミド;若しくはM4.A.3:1-[(6-クロロピリジン-3-イル)メチル]-7-メチル-8-ニトロ-5-プロポキシ-1,2,3,5,6,7-ヘキサヒドロイミダゾ[1,2-a]ピリジン;又はクラスM.4Bから、ニコチン(nicotine);
M.29.3:11-(4-クロロ-2,6-ジメチルフェニル)-12-ヒドロキシ-1,4-ジオキサ-9-アザジスピロ[4.2.4.2]-テトラデカ-11-エン-10-オン、又は化合物M.29.4:3-(4’-フルオロ-2,4-ジメチルビフェニル-3-イル)-4-ヒドロキシ-8-オキサ-1-アザスピロ[4.5]デカ-3-エン-2-オン、又は化合物M.29.5:1-[2-フルオロ-4-メチル-5-[(2,2,2-トリフルオロエチル)スルフィニル]フェニル]-3-(トリフルオロメチル)-1H-1,2,4-トリアゾール-5-アミン、又はバチルス・フィルムス(bacillus firmus)ベースの活性物質(Votivo, I-1582);
又はM.29.6の群から選択される化合物(化合物は、M.29.6a)〜M.29.6k)から選択される):M.29.6a) (E/Z)-N-[1-[(6-クロロ-3-ピリジル)メチル]-2-ピリジリデン]-2,2,2-トリフルオロ-アセトアミド;M.29.6b) (E/Z)-N-[1-[(6-クロロ-5-フルオロ-3-ピリジル)メチル]-2-ピリジリデン]-2,2,2-トリフルオロ-アセトアミド;M.29.6c) (E/Z)-2,2,2-トリフルオロ-N-[1-[(6-フルオロ-3-ピリジル)メチル]-2-ピリジリデン]アセトアミド;M.29.6d) (E/Z)-N-[1-[(6-ブロモ-3-ピリジル)メチル]-2-ピリジリデン]-2,2,2-トリフルオロ-アセトアミド;M.29.6e) (E/Z)-N-[1-[1-(6-クロロ-3-ピリジル)エチル]-2-ピリジリデン]-2,2,2-トリフルオロ-アセトアミド;M.29.6f) (E/Z)-N-[1-[(6-クロロ-3-ピリジル)メチル]-2-ピリジリデン]-2,2-ジフルオロ-アセトアミド;M.29.6g) (E/Z)-2-クロロ-N-[1-[(6-クロロ-3-ピリジル)メチル]-2-ピリジリデン]-2,2-ジフルオロ-アセトアミド;M.29.6h) (E/Z)-N-[1-[(2-クロロピリミジン-5-イル)メチル]-2-ピリジリデン]-2,2,2-トリフルオロ-アセトアミド;M.29.6i) (E/Z)-N-[1-[(6-クロロ-3-ピリジル)メチル]-2-ピリジリデン]-2,2,3,3,3-ペンタフルオロ-プロパンアミド);M.29.6j) N-[1-[(6-クロロ-3-ピリジル)メチル]-2-ピリジリデン]-2,2,2-トリフルオロ-チオアセトアミド;又はM.29.6k) N-[1-[(6-クロロ-3-ピリジル)メチル]-2-ピリジリデン]-2,2,2-トリフルオロ-N'-イソプロピル-アセトアミド;又は化合物M.29.8:8-クロロ-N-[2-クロロ-5-メトキシフェニル)スルホニル]-6-トリフルオロメチル)-イミダゾ[1,2-a]ピリジン-2-カルボキサミド;
又は化合物M.29.9.a):4-[5-(3,5-ジクロロフェニル)-5-(トリフルオロメチル)-4H-イソオキサゾール-3-イル]-2-メチル-N-(1-オキソチエタン-3-イル)ベンズアミド;又はM.29.9.b):4-[5-(3,5-ジクロロフェニル)-5-トリフルオロメチル-4,5-ジヒドロイソオキサゾール-3-イル]-N-[(メトキシイミノ)メチル]-2-メチルベンズアミド;
又はM.29.10:5-[3-[2,6-ジクロロ-4-(3,3-ジクロロアリルオキシ)フェノキシ]プロポキシ]-1H-ピラゾール;
又はM.29.11の群から選択される化合物(化合物は、M.29.11b)〜M.29.11p)から選択される):M.29.11.b) 3-(ベンゾイルメチルアミノ)-N-[2-ブロモ-4-[1,2,2,3,3,3-ヘキサフルオロ-1-(トリフルオロメチル)プロピル]-6-(トリフルオロメチル)フェニル]-2-フルオロ-ベンズアミド;M.29.11.c) 3-(ベンゾイルメチルアミノ)-2-フルオロ-N-[2-ヨード-4-[1,2,2,2-テトラフルオロ-1-(トリフルオロメチル)エチル]-6-(トリフルオロメチル)フェニル]-ベンズアミド;M.29.11.d) N-[3-[[[2-ヨード-4-[1,2,2,2-テトラフルオロ-1-(トリフルオロメチル)エチル]-6-(トリフルオロメチル)フェニル]アミノ]カルボニル]フェニル]-N-メチル-ベンズアミド;M.29.11.e) N-[3-[[[2-ブロモ-4-[1,2,2,2-テトラフルオロ-1-(トリフルオロメチル)エチル]-6-(トリフルオロメチル)フェニル]アミノ]カルボニル]-2-フルオロフェニル]-4-フルオロ-N-メチル-ベンズアミド;M.29.11.f) 4-フルオロ-N-[2-フルオロ-3-[[[2-ヨード-4-[1,2,2,2-テトラフルオロ-1-(トリフルオロメチル)エチル]-6-(トリフルオロメチル)フェニル]アミノ]カルボニル]フェニル]-N-メチル-ベンズアミド;M.29.11.g) 3-フルオロ-N-[2-フルオロ-3-[[[2-ヨード-4-[1,2,2,2-テトラフルオロ-1-(トリフルオロメチル)エチル]-6-(トリフルオロメチル)フェニル]アミノ]カルボニル]フェニル]-N-メチル-ベンズアミド;M.29.11.h) 2-クロロ-N-[3-[[[2-ヨード-4-[1,2,2,2-テトラフルオロ-1-(トリフルオロメチル)エチル]-6-(トリフルオロメチル)フェニル]アミノ]カルボニル]フェニル]-3-ピリジンカルボキサミド;M.29.11.i) 4-シアノ-N-[2-シアノ-5-[[2,6-ジブロモ-4-[1,2,2,3,3,3-ヘキサフルオロ-1-(トリフルオロメチル)プロピル]フェニル]カルバモイル]フェニル]-2-メチル-ベンズアミド;M.29.11.j) 4-シアノ-3-[(4-シアノ-2-メチル-ベンゾイル)アミノ]-N-[2,6-ジクロロ-4-[1,2,2,3,3,3-ヘキサフルオロ-1-(トリフルオロメチル)プロピル]フェニル]-2-フルオロ-ベンズアミド;M.29.11.k) N-[5-[[2-クロロ-6-シアノ-4-[1,2,2,3,3,3-ヘキサフルオロ-1-(トリフルオロメチル)プロピル]フェニル]カルバモイル]-2-シアノ-フェニル]-4-シアノ-2-メチル-ベンズアミド;M.29.11.l) N-[5-[[2-ブロモ-6-クロロ-4-[2,2,2-トリフルオロ-1-ヒドロキシ-1-(トリフルオロメチル)エチル]フェニル]カルバモイル]-2-シアノ-フェニル]-4-シアノ-2-メチル-ベンズアミド;M.29.11.m) N-[5-[[2-ブロモ-6-クロロ-4-[1,2,2,3,3,3-ヘキサフルオロ-1-(トリフルオロメチル)プロピル]フェニル]カルバモイル]-2-シアノ-フェニル]-4-シアノ-2-メチル-ベンズアミド;M.29.11.n) 4-シアノ-N-[2-シアノ-5-[[2,6-ジクロロ-4-[1,2,2,3,3,3-ヘキサフルオロ-1-(トリフルオロメチル)プロピル]フェニル]カルバモイル]フェニル]-2-メチル-ベンズアミド;M.29.11.o) 4-シアノ-N-[2-シアノ-5-[[2,6-ジクロロ-4-[1,2,2,2-テトラフルオロ-1-(トリフルオロメチル)エチル]フェニル]カルバモイル]-フェニル]-2-メチル-ベンズアミド;M.29.11.p) N-[5-[[2-ブロモ-6-クロロ-4-[1,2,2,2-テトラフルオロ-1-(トリフルオロメチル)エチル]フェニル]カルバモイル]-2-シアノ-フェニル]-4-シアノ-2-メチル-ベンズアミド;
又はM.29.12の群から選択される化合物(化合物は、M.29.12a)〜M.29.12m)から選択される):M.29.12.a) 2-(1,3-ジオキサン-2-イル)-6-[2-(3-ピリジニル)-5-チアゾリル]-ピリジン;M.29.12.b) 2-[6-[2-(5-フルオロ-3-ピリジニル)-5-チアゾリル]-2-ピリジニル]-ピリミジン;M.29.12.c) 2-[6-[2-(3-ピリジニル)-5-チアゾリル]-2-ピリジニル]-ピリミジン;M.29.12.d) N-メチルスルホニル-6-[2-(3-ピリジル)チアゾール-5-イル]ピリジン-2-カルボキサミド;M.29.12.e) N-メチルスルホニル-6-[2-(3-ピリジル)チアゾール-5-イル]ピリジン-2-カルボキサミド;M.29.12.f) N-エチル-N-[4-メチル-2-(3-ピリジル)チアゾール-5-イル]-3-メチルチオ-プロパンアミド;M.29.12.g) N-メチル-N-[4-メチル-2-(3-ピリジル)チアゾール-5-イル]-3-メチルチオ-プロパンアミド;M.29.12.h) N,2-ジメチル-N-[4-メチル-2-(3-ピリジル)チアゾール-5-イル]-3-メチルチオ-プロパンアミド;M.29.12.i) N-エチル-2-メチル-N-[4-メチル-2-(3-ピリジル)チアゾール-5-イル]-3-メチルチオ-プロパンアミド;M.29.12.j) N-[4-クロロ-2-(3-ピリジル)チアゾール-5-イル]-N-エチル-2-メチル-3-メチルチオ-プロパンアミド;M.29.12.k) N-[4-クロロ-2-(3-ピリジル)チアゾール-5-イル]-N,2-ジメチル-3-メチルチオ-プロパンアミド;M.29.12.l) N-[4-クロロ-2-(3-ピリジル)チアゾール-5-イル]-N-メチル-3-メチルチオ-プロパンアミド;M.29.12.m) N-[4-クロロ-2-(3-ピリジル)チアゾール-5-イル]-N-エチル-3-メチルチオ-プロパンアミド;
又は化合物M.29.14a) 1-[(6-クロロ-3-ピリジニル)メチル]-1,2,3,5,6,7-ヘキサヒドロ-5-メトキシ-7-メチル-8-ニトロ-イミダゾ[1,2-a]ピリジン;又はM.29.14b) 1-[(6-クロロピリジン-3-イル)メチル]-7-メチル-8-ニトロ-1,2,3,5,6,7-ヘキサヒドロイミダゾ[1,2-a]ピリジン-5-オール;
又は化合物M.29.16a) 1-イソプロピル-N,5-ジメチル-N-ピリダジン-4-イル-ピラゾール-4-カルボキサミド;又はM.29.16b) 1-(1,2-ジメチルプロピル)-N-エチル-5-メチル-N-ピリダジン-4-イル-ピラゾール-4-カルボキサミド;M.29.16c) N,5-ジメチル-N-ピリダジン-4-イル-1-(2,2,2-トリフルオロ-1-メチル-エチル)ピラゾール-4-カルボキサミド;M.29.16d) 1-[1-(1-シアノシクロプロピル)エチル]-N-エチル-5-メチル-N-ピリダジン-4-イル-ピラゾール-4-カルボキサミド;M.29.16e) N-エチル-1-(2-フルオロ-1-メチル-プロピル)-5-メチル-N-ピリダジン-4-イル-ピラゾール-4-カルボキサミド;M.29.16f) 1-(1,2-ジメチルプロピル)-N,5-ジメチル-N-ピリダジン-4-イル-ピラゾール-4-カルボキサミド;M.29.16g) 1-[1-(1-シアノシクロプロピル)エチル]-N,5-ジメチル-N-ピリダジン-4-イル-ピラゾール-4-カルボキサミド;M.29.16h) N-メチル-1-(2-フルオロ-1-メチル-プロピル]-5-メチル-N-ピリダジン-4-イル-ピラゾール-4-カルボキサミド;M.29.16i) 1-(4,4-ジフルオロシクロヘキシル)-N-エチル-5-メチル-N-ピリダジン-4-イル-ピラゾール-4-カルボキサミド;又はM.29.16j) 1-(4,4-ジフルオロシクロヘキシル)-N,5-ジメチル-N-ピリダジン-4-イル-ピラゾール-4-カルボキサミド;
以下のクラスから選択される除草剤、アセトアミド系、アミド系、アリールオキシフェノキシプロピオネート系、ベンズアミド系、ベンゾフラン(benzofuran)、安息香酸系、ベンゾチアジアジノン系、ビピリジリウム(bipyridylium)、カルバメート系、クロロアセトアミド系、クロロカルボン酸系、シクロヘキサンジオン系、ジニトロアニリン系、ジニトロフェノール、ジフェニルエーテル、グリシン系、イミダゾリノン系、イソオキサゾール系、イソオキサゾリジノン系、ニトリル系、N-フェニルフタルイミド系、オキサジアゾール系、オキサゾリジンジオン系、オキシアセトアミド系、フェノキシカルボン酸系、フェニルカルバメート系、フェニルピラゾール系、フェニルピラゾリン系、フェニルピリダジン系、ホスフィン酸系、ホスホロアミデート系、ホスホロジチオエート系、フタラメート系、ピラゾール系、ピリダジノン系、ピリジン系、ピリジンカルボン酸系、ピリジンカルボキサミド系、ピリミジンジオン系、ピリミジニル(チオ)ベンゾエート系、キノリンカルボン酸系、セミカルバゾン系、スルホニルアミノカルボニルトリアゾリノン系、スルホニル尿素系、テトラゾリノン系、チアジアゾール系、チオカルバメート系、トリアジン系、トリアジノン系、トリアゾール系、トリアゾリノン系、トリアゾロカルボキサミド系、トリアゾロピリミジン系、トリケトン系、ウラシル系、又は尿素系。
WO 13/047441、WO 13/162072、WO 13/092224、WO 11/135833を参照)。
656、EP-A 427 529、EP-A 451 878、WO 03/18810及びWO 03/52073に開示されている。
i) 水溶性濃縮剤(SL、LS):10重量部の硝化阻害剤(例えば本発明による式Iの化合物)を、90重量部の水又は水溶性溶媒に溶解する。他の選択肢として、湿潤剤又は他の助剤を添加する。活性物質は、水希釈時に溶解する。このようにして、10重量%の活性物質含有量を有する組成物が得られる。
本発明の化合物を、硝化の阻害に関して以下のとおりに試験した:
圃場(例えばリンバーガーホフ(Limburgerhof))から土壌を新たに採取し、乾燥させ、500μm篩を通して篩った。約200mgの土壌を48ウェルプレートの各ウェルに入れた。化合物、又はDMSO単独を10ppmの濃度で添加し、1%DMSO中で溶解した。1ウェル当たり6μmolの硫酸アンモニウム、並びに4.8mgのNaClO3を添加した。
10ppmの用量を用いて試験した化合物についての結果は、以下の表1に示される。いずれの場合も、化合物について得られた最良の阻害値(IN)が示される。
3%活性成分/NHの用量を用いて試験した化合物についての結果は、以下の表2に示される。いずれの場合も、化合物について得られた最良の阻害値(IN)が示される。
末端アルキニル基を有する公知の硝化阻害剤についての参照化合物として、フェニルアセチレン(US 4,552,581 A)を、上記に概説される同一条件下で10ppmの用量を用いて試験した。以下の阻害値が得られた。
Claims (16)
- 硝化阻害剤としての、式I:
R1及びR2は、H及びC1-C2-アルキルから独立して選択され;
R3は、
(i) C(=O)Ra、C(=O)ORa、C(=O)NRcRd、C(=N-OH)Ra、C(=N-OH)NRcRd、C(=N-Rb)Ra、C(=N-Rb)NRcRd、C(=N-Rx)Ra、又はC(=N-Rx)NRcRd;あるいは
(ii) C1-C8-アルキル、C3-C8-シクロアルキル、C2-C8-アルケニル、C3-C8-シクロアルケニル又はC2-C8-アルキニル(これらの基のC原子は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、ORa、NO2、NRcRd、NRb(C=O)Ra、C(=O)Ra、C(=O)ORa、C(=O)NRcRd、S(O)nRa、及びS(O)nNRcRdから選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい);あるいは
(iii) C6-C14-アリール、C5-C14-ヘタリール、C6-C14-アリール-C1-C2-アルキル又はC5-C14-ヘタリール-C1-C2-アルキル(ここで芳香族部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、Rx、ORa、SRa、NRcRd、NRb(C=O)Ra、NRb(C=O)NRcRd、C(=O)Ra、C(=O)ORa、C(=O)NRcRd、S(O)nRa、S(O)nNRcRd、C1-C4-アルキル、C1-C4-ハロアルキル、C2-C4-アルケニル、C2-C4-アルキニル、C1-C4-アルキレン-ORa、C1-C4-アルキレン-NRcRd、C6-C10-アリール、C6-C10-アリール-C1-C2-アルキル、C5-C10-ヘタリール、C5-C10-ヘタリール-C1-C2-アルキル、C5-C10-カルボシクリル、C5-C10-カルボシクリル-C1-C2-アルキル、C5-C10-ヘテロシクリル及びC5-C10-ヘテロシクリル-C1-C2-アルキル(ここでC6-C10-アリール、C5-C10-ヘタリール、C5-C10-カルボシクリル及びC5-C10-ヘテロシクリル部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、NO2、OH、SH、NH2、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-アルキルチオ、C1-C4-ジアルキルアミノ、及びC1-C4-ハロアルキルから選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい)から選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい);あるいは
(iv) C5-C14-カルボシクリル、C5-C14-カルボシクリル-C1-C2-アルキル、C5-C14-ヘテロシクリル又はC5-C14-ヘテロシクリル-C1-C2-アルキル(ここでヘテロシクリル環は、O、S及びNから選択される1、2、3、4又は5個のヘテロ原子を有することができ、このうちS及び/又はNは場合により酸化されていてもよく、前記炭素環式環又は複素環式環は、いずれの場合も、非置換であってもよく、又は=O、=S、ハロゲン、CN、Rx、ORa、SRa、NO2、NRcRd、NRb(C=O)Ra、NRb(C=O)NRcRd、C(=O)Ra、C(=O)ORa、C(=O)NRcRd、S(O)nRa、S(O)nNRcRd、C1-C4-アルキル、C1-C4-ハロアルキル、C2-C4-アルケニル、C2-C4-アルキニル、C1-C4-アルキレン-ORa、C1-C4-アルキレン-NRcRd、C6-C10-アリール、C6-C10-アリール-C1-C2-アルキル、C5-C10-ヘタリール、C5-C10-ヘタリール-C1-C2-アルキル、C5-C10-カルボシクリル、C5-C10-カルボシクリル-C1-C2-アルキル、C5-C10-ヘテロシクリル及びC5-C10-ヘテロシクリル-C1-C2-アルキル(ここでC6-C10-アリール、C5-C10-ヘタリール、C5-C10-カルボシクリル及びC5-C10-ヘテロシクリル部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、NO2、OH、SH、NH2、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-アルキルチオ、C1-C4-ジアルキルアミノ、及びC1-C4-ハロアルキルから選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい)から選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい)であり;
ここで
Raは、H、C1-C8-アルキル、C1-C8-ハロアルキル、C2-C8-アルケニル、C2-C8-アルキニル、C5-C10-ヘタリール又はC6-C10-アリール(ここでC5-C10-ヘタリール又はC6-C10-アリール部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、OH、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-ハロアルキル、C2-C4-アルケニル、C2-C4-アルキニル、C5-C6-ヘタリール及びC6-アリール(前記C5-C6-ヘタリール及びC6-アリール部分は、非置換であってもよく、又はハロゲン、CN、OH、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-ハロアルキル、C2-C4-アルケニル及びC2-C4-アルキニルから選択される1、2、3、4又は5個の置換基を有していてもよい)から選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい)であり;
Rbは、H、C1-C4-アルキル、C3-C8-シクロアルキル、C2-C4-アルケニル、C2-C8-アルキニル又はC6-C10-アリールであり;
Rc及びRdは、互いに独立して、H、C1-C4-アルキル、C1-C4-ハロアルキル、C3-C8-シクロアルキル、C6-C10-アリール及びC5-C10-ヘタリールからなる群から選択され;又は
Rc及びRdは、それらが結合しているN原子と一緒になって、5〜6員の飽和又は不飽和複素環を形成し、この複素環は、環員原子としてO、S及びNから選択されるさらなるヘテロ原子を有していてもよく、このうちS及び/又はNは場合により酸化されていてもよく、前記複素環式環は、非置換であってもよく、又はハロゲン、CN、OH、NO2、C1-C4-アルキル、C1-C4-ハロアルキル、C1-C4-アルコキシ及びC1-C4-ハロアルコキシから独立して選択される1、2、3、4又は5個の置換基を有していてもよく;
Rxは、
V、W、X、Y及びZは、N、CH及びCRy(ここでRYは、ハロゲン、CN、NO2、OH、SH、NH2、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-アルキルチオ、C1-C4-ジアルキルアミノ、及びC1-C4-ハロアルキルからなる群から選択される)から独立して選択される)
であり、
mは、0、1又は2であり;
nは、0、1又は2であり;
pは、0、1又は2である)
で表されるチオエーテル化合物、又はその立体異性体、塩、互変異性体若しくはN-オキシドの使用。 - 前記式Iの化合物中、
R1及びR2がHであり、
pが1又は2である、
請求項1に記載の使用。 - 前記式Iの化合物中、
R3が、
(i) C(=O)Ra、C(=N-OH)Ra、又はC(=N-Rx)NRcRd;あるいは
(ii) C1-C8-アルキル、C3-C8-シクロアルキル、C2-C8-アルケニル又はC2-C8-アルキニル(これらの基のC原子は、いずれの場合も、非置換であってもよく、又はハロゲン及びCNから選択される1、2又は3個の同一の又は異なる置換基を有していてもよい);あるいは
(iii) C6-C14-アリール、C5-C14-ヘタリール、C6-C14-アリール-C1-C2-アルキル又はC5-C14-ヘタリール-C1-C2-アルキル(ここで芳香族部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、Rx、ORa、SRa、NO2、NRcRd、C1-C4-アルキル、C1-C4-ハロアルキル、C2-C4-アルケニル、C2-C4-アルキニル、C6-C10-アリール、C6-C10-アリール-C1-C2-アルキル、C5-C10-ヘタリール、C5-C10-ヘタリール-C1-C2-アルキル、C5-C10-カルボシクリル、C5-C10-カルボシクリル-C1-C2-アルキル、C5-C10-ヘテロシクリル及びC5-C10-ヘテロシクリル-C1-C2-アルキル(ここでC6-C10-アリール、C5-C10-ヘタリール、C5-C10-カルボシクリル及びC5-C10-ヘテロシクリル部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ及びC1-C4-ハロアルキルから選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)から選択される1、2又は3個の同一の又は異なる置換基を有していてもよい);あるいは
(iv) C5-C14-カルボシクリル、C5-C14-カルボシクリル-C1-C2-アルキル、C5-C14-ヘテロシクリル又はC5-C14-ヘテロシクリル-C1-C2-アルキル(ここでヘテロシクリル環は、O、S及びNから選択される1、2又は3個のヘテロ原子を有することができ、このうちS及び/又はNは場合により酸化されていてもよく、前記炭素環式環又は複素環式環は、いずれの場合も、非置換であってもよく、又は=O、=S、ハロゲン、CN、Rx、ORa、SRa、NO2、NRcRd、C1-C4-アルキル、C1-C4-ハロアルキル、C2-C4-アルケニル、C2-C4-アルキニル、C6-C10-アリール、C6-C10-アリール-C1-C2-アルキル、C5-C10-ヘタリール、C5-C10-ヘタリール-C1-C2-アルキル、C5-C10-カルボシクリル、C5-C10-カルボシクリル-C1-C2-アルキル、C5-C10-ヘテロシクリル及びC5-C10-ヘテロシクリル-C1-C2-アルキル(ここでC6-C10-アリール、C5-C10-ヘタリール、C5-C10-カルボシクリル及びC5-C10-ヘテロシクリル部分は、非置換であってもよく、又はハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ及びC1-C4-ハロアルキルから選択される1、2、3、4又は5個の同一の又は異なる置換基を有していてもよい)から選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)であり;
ここで
Raは、H、C1-C4-アルキル又はC1-C4-ハロアルキルであり;
Rc及びRdは、互いに独立して、H、C1-C4-アルキル及びC1-C4-ハロアルキルからなる群から選択され;
Rxは、
V、W、X、Y及びZは、N、CH及びCRy(ここでRYは、ハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-アルキルチオ、C1-C4-ジアルキルアミノ、及びC1-C4-ハロアルキルからなる群から選択される)から独立して選択される)
である、請求項1又は2に記載の使用。 - 前記式Iの化合物中、
R3が、
(i) C(=N-OH)Ra、又はC(=N-Rx)NRcRd;あるいは
(ii) C2-C4-アルキニル;あるいは
(iii) C6-C10-アリール、C5-C10-ヘタリール、C6-C10-アリール-C1-C2-アルキル又はC5-C10-ヘタリール-C1-C2-アルキル(ここで芳香族部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、Rx、ORa、SRa、NRcRd、C1-C4-アルキル、C1-C4-ハロアルキル、C6-アリール及びC5-C6-ヘタリール(ここでC6-アリール及びC5-C6-ヘタリール部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ及びC1-C4-ハロアルキルから選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)から選択される1、2又は3個の同一の又は異なる置換基を有していてもよい);あるいは
(iv) C5-C10-ヘテロシクリル(ここでヘテロシクリル環は、O、S及びNから選択される1、2又は3個のヘテロ原子を有することができ、このうちS及び/又はNは場合により酸化されていてもよく、前記複素環式環は、非置換であってもよく、又は=O、ハロゲン、CN、Rx、ORa、SRa、NRcRd、C1-C4-アルキル、C1-C4-ハロアルキル、C6-アリール及びC5-C6-ヘタリール(ここでC6-アリール及びC5-C6-ヘタリール部分は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ及びC1-C4-ハロアルキルから選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)から選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)であり;
ここで
Raは、H、又はC1-C4-アルキルであり;
Rc及びRdは、互いに独立して、H及びC1-C4-アルキルからなる群から選択され;
Rxは、
V、W、Y、及びZは、それぞれCHを表し、Xは、CH又はCRy(ここでRYは、ハロゲン、CN、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-アルキルチオ及びC1-C4-ジアルキルアミノからなる群から選択される)を表す)
である、請求項1〜3のいずれか1項に記載の使用。 - 前記式Iの化合物中、
R3が、
(i) C(=N-OH)Ra、又はC(=N-Rx)NRcRd;あるいは
(ii) C3-アルキニル;あるいは
(iii) C6-アリール又はC5-C10-ヘタリールであり;
ここで
Raは、H、又はC1-C2-アルキルであり;
Rc及びRdは、互いに独立して、H及びC1-C2-アルキルからなる群から選択され;
Rxは、
V、W、Y、及びZは、それぞれCHを表し、Xは、CH又はCRy(ここでRYは、ハロゲン、CN、C1-C2-アルキル及びC1-C2-アルコキシからなる群から選択される)を表す)
である、請求項1〜4のいずれか1項に記載の使用。 - 請求項1〜5のいずれか1項に定義される少なくとも1種の式Iの化合物と少なくとも1種の担体とを含む、硝化の低下において使用するための組成物。
- (i) 少なくとも1種の肥料;及び(ii) 請求項1〜5のいずれか1項に定義される少なくとも1種の式Iの化合物、又は請求項6に記載の組成物を含む農薬混合物。
- 前記式Iの化合物が、肥料と組み合わせて、場合により請求項7に記載の農薬混合物の形態で使用される、請求項1〜5のいずれか1項に記載の使用。
- 前記硝化の低下が、植物中又は植物上、植物の根領域中、土壌若しくは土壌置換成分中又は土壌若しくは土壌置換成分上及び/あるいは植物が生育しているか若しくは植物が生育することが意図される場所において起こる、請求項1〜5又は8のいずれか1項に記載の使用。
- 土壌若しくは土壌置換成分上で生育している植物及び/あるいは植物が生育しているか若しくは植物が生育することが意図される場所又は土壌若しくは土壌置換成分を、請求項1〜5のいずれか1項に定義される少なくとも1種の式Iの化合物、又は請求項6に定義される組成物で処理するステップを含む、硝化を低下させる方法。
- 植物及び/あるいは植物が生育しているか若しくは植物が生育することが意図される場所又は土壌若しくは土壌置換成分に、さらに肥料が提供される、請求項10に記載の方法。
- 前記式Iの化合物の施用及び前記肥料の施用が、同時に又は時間差で、好ましくは1日間、2日間、3日間、1週間、2週間又は3週間の間隔で行われる、請求項10又は11に記載の方法。
- 請求項1〜5のいずれか1項に定義される硝化阻害剤の施用を含む、肥料又は肥料組成物を処理する方法。
- 前記肥料が、固体若しくは液体のアンモニウム含有無機肥料(例えば、NPK肥料、硝酸アンモニウム、硝酸カルシウムアンモニウム、硫酸硝酸アンモニウム、硫酸アンモニウム又はリン酸アンモニウム);固体若しくは液体の有機肥料(例えば、液肥、半液肥、バイオガス堆肥、厩肥、及び藁堆肥、ミミズ糞、コンポスト、海藻又はグアノ)、あるいは尿素含有肥料(例えば、尿素、ホルムアルデヒド尿素、無水アンモニウム、尿素硝酸アンモニウム(UAN)溶液、尿素硫黄、尿素ベースのNPK肥料、又は尿素硫酸アンモニウム)である、請求項7に記載の農薬混合物、請求項8若しくは9に記載の使用、又は請求項11〜13のいずれか1項に記載の方法。
- 前記植物が、農業植物(例えば、コムギ、オオムギ、オートムギ、ライコムギ、ダイズ、トウモロコシ、ジャガイモ、アブラナ、カノーラ、ヒマワリ、ワタ、サトウキビ、サトウダイコン、イネ)、又は野菜(例えば、ホウレンソウ、レタス、アスパラガス、若しくはキャベツ);又はソルガム;林業植物;観賞植物;又は園芸植物(それぞれその天然形又は遺伝子改変形)である、請求項9又は14に記載の使用、又は請求項10〜12若しくは14のいずれか1項に記載の方法。
- 硝化阻害剤としての、式I1:
R1及びR2は、H及びC1-C2-アルキルから独立して選択され;
R3は、(i) C(=N-OH)Ra、又はC(=N-Rx)NRcRdであり;
ここで
Raは、H、又はC1-C2-アルキルであり;
Rc及びRdは、互いに独立して、H及びC1-C2-アルキルからなる群から選択され;
Rxは、
V、W、Y、及びZは、それぞれCHを表し、Xは、CH又はCRy(ここでRYは、ハロゲン、CN、C1-C2-アルキル及びC1-C2-アルコキシからなる群から選択される)を表す)
であり、
mは、0、1又は2であり;
pは、1又は2である)
で表されるチオエーテル化合物、又はその立体異性体、塩、互変異性体若しくはN-オキシド。
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CL2017002856A1 (es) | 2018-03-16 |
BR112017024249A2 (pt) | 2018-07-24 |
AR104596A1 (es) | 2017-08-02 |
CN107580592B (zh) | 2022-03-04 |
JP6806981B2 (ja) | 2021-01-06 |
IL255310A0 (en) | 2017-12-31 |
ZA201708244B (en) | 2019-05-29 |
MX2017014459A (es) | 2018-03-16 |
WO2016180859A1 (en) | 2016-11-17 |
AU2016260805A1 (en) | 2017-11-23 |
AU2020257023A1 (en) | 2020-11-12 |
CN107580592A (zh) | 2018-01-12 |
RU2017143177A (ru) | 2019-06-13 |
EP3294690A1 (en) | 2018-03-21 |
US11053175B2 (en) | 2021-07-06 |
US20180346392A9 (en) | 2018-12-06 |
AU2020257023B2 (en) | 2021-10-14 |
US20180134633A1 (en) | 2018-05-17 |
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