- Expanding the Chemical Space of Succinate Dehydrogenase Inhibitors via the Carbon-Silicon Switch Strategy
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The carbon-silicon switch strategy has become a key technique for structural optimization of drugs to widen the chemical space, increase drug activity against targeted proteins, and generate novel and patentable lead compounds. Flubeneteram, targeting succinate dehydrogenase (SDH), is a promising fungicide candidate recently developed in China. We describe the synthesis of novel SDH inhibitors with enhanced fungicidal activity to enlarge the chemical space of flubeneteram by employing the C-Si switch strategy. Several of the thus formed flubeneteram-silyl derivatives exhibited improved fungicidal activity against porcine SDH compared with the lead compound flubeneteram and the positive controls. Disease control experiments conducted in a greenhouse showed that trimethyl-silyl-substituted compound W2 showed comparable and even higher fungicidal activities compared to benzovindiflupyr and flubeneteram, respectively, even with a low concentration of 0.19 mg/L for soybean rust control. Furthermore, compound W2 encouragingly performed slightly better control than azoxystrobin and was less active than benzovindiflupyr at the concentration of 100 mg/L against soybean rust in field trials. The computational results showed that the silyl-substituted phenyl moiety in W2 could form strong van der Waals (VDW) interactions with SDH. Our results indicate that the C-Si switch strategy is an effective method for the development of novel SDH inhibitors.
- Wei, Ge,Huang, Ming-Wei,Wang, Wen-Jie,Wu, Yuan,Mei, Shu-Fen,Zhou, Li-Ming,Mei, Long-Can,Zhu, Xiao-Lei,Yang, Guang-Fu
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p. 3965 - 3971
(2021/05/04)
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- PROCESS FOR PREPARING 5-FLUORO-1-ALKYL-3-FLUOROALKYL-1H-PYRAZOLE-4-CARBALDEHYDE
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New method for the preparation of N-methyl-3-difluormethyl-5-fluorpyrazol aldehyde starting from N-methyl-3-haloalkyl-5-chlororpyrazol aldehyde comprising simultaneous fluorination (one step process) of haloalkylgroup in position 3 and replacing haloatom in position 5 by fluorine.
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Page/Page column 8; 9
(2015/04/15)
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- N-BENZYL HETEROCYCLIC CARBOXAMIDES
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The present invention relates to N-benzyl heterocyclic carboxamides derivatives or their thiocarboxamides derivatives, their process of preparation, their use as fungicide, particularly in the form of compositions, and methods for the control of phytopathogenic fungi, notably of plants, using these compounds or compositions.
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- 1-(HETEROCYCLIC CARBONYL)-2-SUBSTITUTED PYRROLIDINES
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The present invention relates to fungicidal 1-(heterocyclic carbonyl)-2-substituted pyrrolidines and their thiocarbonyl derivatives, their process of preparation and intermediate compounds for their preparation, their use as fungicides, particularly in th
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- N-BENZYL HETEROCYCLIC CARBOXAMIDES
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The present invention relates to N-benzyl heterocyclic carboxamidesderivatives or their thiocarboxamides derivatives, their process of preparation, their use as fungicide, particularly in the form of compositions, and methods for the control of phytopatho
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- N-HETARYLMETHYL PYRAZOLYLCARBOXAMIDES
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The present invention relates to N-Hetarylmethyl pyrazolylcarboxamides derivatives or their thiocarboxamides derivatives, their process of preparation, their use as fungicide, particularly in the form of compositions.Formula (I), and methods for the control of phytopathogenic fungi, notably of plants, using these compounds or compositions.
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- 5-HALOGENOPYRAZOLE(THIO)CARBOXAMIDES
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The present invention relates to novel 5-halogenopyrazole (thio) carboxamides of formula (I), their process of preparation, their use as fungicide active agents, particularly in the form of fungicide compositions, and methods for the control of phytopathogenic fungi, notably of plants, using these compounds or compositions wherein Hal1, Hal2, T, R, L and Q are as defined in the claims.
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- DECAHYDRO-1,4-METHANONAPHTHALEN CARBOXAMIDES
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The present invention relates to decahydro-1,4-methanonaphthalen carboxamide derivatives of formula (Ia) or (Ib); their process of preparation, their use as fungicide, particularly in the form of fungicide compositions, and methods for the control of phytopathogenic fungi, notably of plants, using these compounds or compositions.
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- N-ARYL PYRAZOLE(THIO)CARBOXAMIDES
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The present invention relates to novel (thio)carboxamides, their process of preparation, their use as fungicide active agents, particularly in the form of fungicide compositions, and methods for the control of phytopathogenic fungi, notably of plants, using these compounds or compositions.
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- 5-HALOGENOPYRAZOLECARBOXAMIDES
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The present invention relates to novel 5-halogenopyrazole(thio)carboxamides, their process of preparation, their use as fungicide active agents, particularly in the form of fungicide compositions, and methods for the control of phytopathogenic fungi, nota
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- Preparing 5-fluoro-1-alkyl-3-fluoroalkyl-1H-pyrazole-4-carbonyl chlorides
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The present invention relates to a novel process for preparing 5-fluoro-1-alkyl-3-fluoroalkyl-1H-pyrazole-4-carbonyl chlorides, a useful intermediate in the manufacture of fungicides.
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Page/Page column 4
(2011/09/16)
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- N-[(HET)ARYLETHYL)] PYRAZOLE(THIO)CARBOXAMIDES AND THEIR HETEROSUBSTITUTED ANALOGUES
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The present invention relates to fungicidal N-[(het)arylethyl)] pyrazolecarboxamide or thiocarboxamide and their heterosubstituted analogues, their process of preparation and intermediate compounds for their preparation, their use as fungicides, particula
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- N-[(HET)ARYLALKYL)] PYRAZOLE (THIO)CARBOXAMIDES AND THEIR HETEROSUBSTITUTED ANALOGUES
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The present invention relates to fungicidal N-[(het)arylalkyl)] pyrazolecarboxamide or thiocarboxamide and their heterosubstituted analogues, their process of preparation and intermediate compounds for their preparation, their use as fungicides, particula
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- Fungicide pyrazole carboxamides derivatives
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The present invention relates to pyrazole carboxamides derivatives, all of formula (I) wherein T represents S or O, X1 and X2 represent a chlorine or a fluorine atom, Y represents N or CR5, and Z1 represents a cyclopropyl ; their process of preparation, their use as fungicide and/or anti-mycotoxin active agents, particularly in the form of fungicide compositions, and methods for the control of phytopathogenic fungi, notably of plants, using these compounds or compositions.
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Page/Page column 24
(2010/12/01)
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