Development of a New Herbicide, Fentrazamide

Yanagi, Akihiko; Watanabe, Yukiyoshi; Narabu, Shinichi; Ito, Seishi; Goto, Toshio

doi:10.1584/jpestics.27.199

Cited by 6 publications

(3 citation statements)

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“…Tetrazole‐5‐ones attract considerable attention because of their biological activity and thermal properties. Representatives of this class of compounds, namely Fentrazamide [1] and Alfentanil [2] are used as herbicide and opioid analgesic drug, correspondingly. Moreover, salts of parent 5‐oxotetrazole [3,4] and its 1‐amino derivative [5,6] with various ammonium, alkaline and alkaline earth cations are potentially insensitive energetic materials with high thermal stability.…”

Section: Introductionmentioning

confidence: 99%

Direct Synthesis and Characterization of Copper(II) 1‐Phenyltetrazol‐5‐olates

Войтехович

Lyakhov

Ivashkevich

et al. 2021

Zeitschrift anorg allge chemie

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The interaction of 1‐phenyl‐1,4‐dihydro‐5H‐tetrazol‐5‐one (Hpto) with ethylenediamine (en) and metallic copper in ethanol in the open air was found to yield molecular complexes [Cu(en)2(pto)2] (1) or [Cu2(en)2(EtOH)2(pto)4] (2) depending on the reagents ratio. Deprotonated tetrazol‐5‐one, i.e 1‐phenyltetrazol‐5‐olate anion (pto) acts as a monodentate ligand coordinated to the metal via the tetrazole ring N4 atom in mononuclear complex 1, and as a bridging ligand coordinated via the tetrazole ring N4 and N3 atoms in binuclear complex 2. The latter was found to be a paramagnet, with a very weak antiferromagnetic exchange interaction between copper ions.

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Section: Introductionmentioning

confidence: 99%

Direct Synthesis and Characterization of Copper(II) 1‐Phenyltetrazol‐5‐olates

Войтехович

Lyakhov

Ivashkevich

et al. 2021

Zeitschrift anorg allge chemie

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“…3 Bayer AG and Nihon Bayer Agro-chem developed fentrazamide [4-(2chlorophenyl)-N-cyclohexyl-N-ethyl-4,5-oxo-1H-tetrazole-1-carboxamide] a new tetrazolinone/amide class herbicide with a novel chemical structure. 4,5 It can be used in low doses (100-300 g a.i. ha À1 ) 6,7 and has excellent efficacy against grasses, annual sedges and broad leaf weeds in rice.…”

Section: Introductionmentioning

confidence: 99%

Dissipation studies of fentrazamide (YRC-2388) in soil under anaerobic condition

2012

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Dissipation of fentrazamide in soil and water under flooded (anaerobic) conditions was studied. Fentrazamide was applied to soil at 100 g ha(-1). Soil was extracted with 0.1 N HCl : acetone (1 : 1 v/v) followed by partition and cleanup with silica SPE. Separation was achieved in an ODS-II column with a mobile phase of acetonitrile : water (70 : 30 v/v) and detection at 214 nm. Recovery of fentrazamide varied from 75.2-90.4% and 89.9-97.8% in soil and water, respectively. Fentrazamide dissipated rapidly and fentrazamide residues were not detected after 100 and 35 days of application in soil and water, respectively. Half life in soil and water was 9.06 and 3.66 days, respectively. Dissipation followed monophasic first order kinetics pattern. No fentrazamide was detected in soil, rice grain and rice straw at harvest of crop. Calibration curves for quantification were linear and relative standard deviation (RSD) was 1.78%. LOD for instrument was 0.002 μg mL(-1) and LOQ for methods were 0.005 μg g(-1) for soil and water.

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“…ha Ϫ1 with excellent safety on transplanted rice. [1][2][3] In spite of many years of research, the mode of action of fentrazamide remains obscure. Fentrazamide inhibited the biosynthesis of very long chain fatty acids as well as chloroacetamides, oxyacetamides, including mefenacet, cafenstrole and thenylchlor.…”

Section: Introductionmentioning

confidence: 99%

Effect of fentrazamide on the growth, morphology and anatomy of Echinochloa crus-galli and Echinochloa oryzicola

2008

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The effects of fentrazamide [4-(2-chlorophenyl)-N-cyclohexyl-N-ethyl-4,5-dihydro-5-oxo-1H-tetrazole-1-carboxamide] on the growth and morphology of Echinochloa crus-galli (L.) Beav. and Echinochloa oryzicola Vasing. were investigated. Fentrazamide at 250 g a.i. ha Ϫ1 showed high efficacy on weeds up to the 3-leaf stage. The growth of the subsequent leaves was retarded by the herbicide and dark green coloration appeared, and then the basal part of leaf sheathes underwent necrosis. The cell elongation and cell division of Echinochloa spp. were inhibited by fentrazamide. These effects were also observed on plants treated with mefenacet [2-(2-benzothiazoyloxy)-N-methyl-N-phenyl-acetamide].

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Development of a New Herbicide, Fentrazamide

Cited by 6 publications

References 0 publications

Direct Synthesis and Characterization of Copper(II) 1‐Phenyltetrazol‐5‐olates

Direct Synthesis and Characterization of Copper(II) 1‐Phenyltetrazol‐5‐olates

Dissipation studies of fentrazamide (YRC-2388) in soil under anaerobic condition

Effect of fentrazamide on the growth, morphology and anatomy of Echinochloa crus-galli and Echinochloa oryzicola

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