Properties of controlled-release formulation of pyrimisulfan as a one-shot herbicide in a paddy field

Abstract

Pyrimisulfan is a novel sulfonanilide herbicide with high herbicidal activities against major troublesome weeds in paddy elds. To use this chemical compound as a one-shot herbicide for rice, we have developed a controlled-release formulation, pyrimisulfan-1 kg granule (containing 6.7 g a.i.). is granule formulation applied at pre-emergence to the three-leaf stage at 10 kg/ha e ciently controlled troublesome weeds, such as Echinochloa spp., perennial weeds, and sulfonylurea-resistant weeds. Furthermore, pyrimisulfan-1 kg granule exhibited consistent herbicidal e cacy under simulated over ow conditions. erefore, pyrimisulfan-1 kg granule is suitable for use as a one-shot herbicide and is an e ective tool for rice cultivation systems requiring reduced pesticide applications.

Current status of chirality in agrochemicals

“…Racemic pyrimisulfan (Fig. S5) has broad spectrum and pre‐emergence herbicidal activity against grass, sedge and broadleaf weeds, with selectivity on transplanted and water‐seeded rice, including late watergrass ( Exserohilum orzicola ) .…”

“…that can be applied at pre‐emergence to the three‐leaf stage at an application rate of 10 kg ha −1 . It gives efficient control of Echinochloa spp., perennial weeds and sulfonylurea‐resistant weeds …”

Progress of modern agricultural chemistry and future prospects

“…Furthermore, pyrimisulfan also has good efficacy against troublesome perennial weeds, such as seaside bulrush ( Bolboschoenus maritimus ), spikerush ( Eleocharis kuroguwai ) and threeleaf arrowhead ( Sagittaria trifolia ). Because of its relatively low soil adsorption and high water solubility compared with other rice herbicides, a controlled‐release formulation (6.7 g AI kg −1 granules) was developed for use as a one‐application herbicide and effective tool for rice cultivation in Japan . The pyrimisulfan granule formulation can be applied at pre‐emergence to the three‐leaf stage of rice and exhibits consistent efficacy under simulated overflow conditions.…”

PhSO2SCF2H: A Shelf‐Stable, Easily Scalable Reagent for Radical Difluoromethylthiolation

“…[1] In particular,i nt he recent years,t he difluoromethylthio group (SCF 2 H) has attracted special interest from pharmaceutical and agrochemical industry because of its advantageous properties: [2] 1) the difluoromethylthio group (Hansch lipophilicity parameter p = 0.68) is much less lipophilic than its analogous trifluoromethylthio group (SCF 3 ;H ansch lipophilicity parameter p = 1.44), thus providing medicinal chemists the flexibility in adjusting the lipophilicity of the drug molecule; [3] 2) the difluoromethylthio group contains as lightly acidic proton which can act as ah ydrogen-bond donor, and consequently,i ncrease the binding selectivity of the drug molecule with either target enzymes or proteins; [4] 3) difluoromethylsulfide can be selectively transformed into either sulfoxide or sulfone to expand the diversity of the functional groups on ad rug and may change the bioavailability and bioactivity of the molecule. [1] In particular,i nt he recent years,t he difluoromethylthio group (SCF 2 H) has attracted special interest from pharmaceutical and agrochemical industry because of its advantageous properties: [2] 1) the difluoromethylthio group (Hansch lipophilicity parameter p = 0.68) is much less lipophilic than its analogous trifluoromethylthio group (SCF 3 ;H ansch lipophilicity parameter p = 1.44), thus providing medicinal chemists the flexibility in adjusting the lipophilicity of the drug molecule; [3] 2) the difluoromethylthio group contains as lightly acidic proton which can act as ah ydrogen-bond donor, and consequently,i ncrease the binding selectivity of the drug molecule with either target enzymes or proteins; [4] 3) difluoromethylsulfide can be selectively transformed into either sulfoxide or sulfone to expand the diversity of the functional groups on ad rug and may change the bioavailability and bioactivity of the molecule.…”