Scytalone-Dehydratase-Inhibiting Carboxamides for the Control of Rice Blast

2022

J. Agric. Food Chem.

Inserting small flexible linkers of only one- to three-atom chain lengths into a molecular backbone is an important scaffold hopping manipulation. Analogues derived from biologically active compounds through the utilization of such a strategy are often similar in shape and physicochemical properties and, therefore, likely to exhibit similar potency. This review will demonstrate how the elongation with oxygen, amino, methylene, ethylene, vinyl, ethynyl, and CH2O bridges led to the discovery of highly active agrochemicals.

Section: Insertion Of Small Linkers Within Melanin Biosynthesis Inhib...mentioning

confidence: 99%

Section: Insertion Of Small Linkers Within Melanin Biosynthesis Inhib...mentioning

confidence: 99%

Section: Insertion Of Small Linkers Within Melanin Biosynthesis Inhib...mentioning

confidence: 99%

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Insertion of Small Flexible Linkers as a Useful Scaffold Hopping Tool in Agrochemistry

2022

J. Agric. Food Chem.

“…Scheme 5. Fungicides fluazinam (23) and isofetamid (25) and their roots in acaricide and nematicide chemistry.…”

Section: Insecticides and Acaricides Originating From Herbicide Leadsmentioning

confidence: 99%

The power of cross‐indication testing: agrochemicals originally stemming from a different indication

Pest Management Science

2022

Cross‐indication testing is the assaying of final compounds, but also their intermediates or side products, from one agrochemical indication against target species of other product lines. This approach has proven to be a highly successful source of lead compounds, which led to several important crop protection products. This review article describes, which herbicides came from fungicides and insecticides, how fungicides have been obtained from herbicide and insecticide leads and which insecticides have their roots in herbicide and fungicide chemistry. © 2022 Society of Chemical Industry.

“…). This is demonstrated by the discovery of the scytalone dehydratase inhibitor fenoxanil ( 69 ), which was undoubtedly influenced by the known rice fungicide diclocymet ( 68 ), having the same mode of action . A similar approach of amide reversion has been used for the development of tolprocarb ( 71 ), another rice fungicide, such as 68 and 69 , but with a different target enzyme within melanin biosynthesis.…”

Section: Scaffold Hopping Via Reversion Of Functional Groupsmentioning

confidence: 99%

Agrochemical lead optimization by scaffold hopping

Pest Management Science

2017

100

Scaffold hopping, the exchange of a specific portion of a potential active ingredient with another substructure with the aim of finding isofunctional molecular structures with significantly different molecular backbones, often offers the chance in lead discovery or optimization to mitigate problems related to toxicity, intellectual property, and insufficient potency or stability. Scaffold hopping tools such as isosteric ring replacement including 1,3 nitrogen shift and cyclic imine-amide isosterism, but also ring opening and ring closure approaches, functional group isosterism, reversion of functional groups, chain shortening, chain lengthening, and scaffolds delivered by natural products, have become a permanent fixture of the innovation and optimization process in crop protection research. Their appropriate use will be explained through examples of success stories in the field of agrochemistry. Analogies to, but also differences from, the main categories of scaffold hopping in medicinal drug discovery are discussed. © 2017 Society of Chemical Industry.