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Merck

36795

Supelco

Sethoxydim

PESTANAL®, analytical standard

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About This Item

Fórmula empírica (notación de Hill):
C17H29NO3S
Número de CAS:
Peso molecular:
327.48
Beilstein/REAXYS Number:
8222943
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

product line

PESTANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

agriculture
environmental

format

neat

storage temp.

−20°C

SMILES string

CCC\C(=N/OCC)C1=C(O)CC(CC(C)SCC)CC1=O

InChI

1S/C17H29NO3S/c1-5-8-14(18-21-6-2)17-15(19)10-13(11-16(17)20)9-12(4)22-7-3/h12-13,19H,5-11H2,1-4H3/b18-14+

InChI key

CSPPKDPQLUUTND-NBVRZTHBSA-N

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General description

Sethoxydim is a grass-active herbicide that is very effective for postemergence control of annual and perennial grasses. Sethoxydim belongs to the cyclohexanediones family and is mainly applied to broad-leaved crops, including cotton, oilseed rape, soybeans, sugar beets, fodder beets, sunflowers, spinach, potatoes, tobacco, peanuts, strawberries, alfalfa, flax, and vegetables. The herbicide act by inhibiting plastid acetyl-CoA carboxylase (ACCase) of monocotyledonous species, causing chloroplast bleaching, tissue necrosis, growth reduction, and ultimately death of a plant.

Sethoxydim is not approved for its use in the European Union. Maximum residue levels (MRLs) have been set according to Reg (EC) No 839/2008 for sethoxydim (to be calculated as the sum of sethoxydim and clethodim including degradation products) for various products of plant and animal origin from 0.05 to 1 mg/kg.

Application

The analytical standard can be used to:

  • Study the inhibition effect of acetyl-CoA carboxylase in barley chloroplasts using cycloxydim, sethoxydim, and clethodim herbicides
  • Study the photochemical changes and oxidative damage in four foxtail millet varieties after exposure to sethoxydim
  • Study the resistance mechanism of chloroplastic acetyl-CoA carboxylase from green foxtail (Setaria viridis L. Beauv.) towards cyclohexanedione herbicide sethoxydim
  • Study the inhibition mechanism of acetyl-CoA carboxylase by sethoxydim and haloxyfop using a semipurified enzyme preparation extracted from black Mexican sweet maize
  • Evaluate the tolerance of 11 grass species used in minimal-to-no-mow turf areas to three postemergence herbicides applied at one- and twofold recommended label rates
  • Generate sethoxydim-resistant mutants of Micractinium sp. by UV-C mutagenesis for increased cellular triacylglycerol (TAG) without compromising on growth rate

Legal Information

PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Environment

hcodes

Hazard Classifications

Aquatic Chronic 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Notes: Inhibition of the Acetyl-CoA Carboxylase of Barley Chloroplasts by Cycloxydim and Sethoxydim
Focke M and Lichtenthaler HK
Zeitschrift fur Naturforschung C, 11-12 null
Jinjin Diao et al.
Metabolic engineering, 51, 88-98 (2018-11-06)
Dietary omega-3 long-chain polyunsaturated fatty acids docosahexaenoic acid (DHA, C22:6) can be synthesized in microalgae Crypthecodinium cohnii; however, its productivity is still low. Here, we established a new protocol termed as "chemical modulator based adaptive laboratory evolution" (CM-ALE) to enhance
Shiv Shankhar Kaundun et al.
PloS one, 8(2), e58012-e58012 (2013-03-08)
Acetyl-CoA carboxylase (ACCase) inhibiting herbicides are important products for the post-emergence control of grass weed species in small grain cereal crops. However, the appearance of resistance to ACCase herbicides over time has resulted in limited options for effective weed control
B S Pakdaman et al.
Pakistan journal of biological sciences : PJBS, 10(15), 2480-2484 (2007-08-01)
The fungicidal effect of sethoxydim on the canola (Brassica napus var. Olifera) white stem rot pathogen (Sclerotinia sclerotiorum) encouraged us to conduct a series of studies on the mechanism of the antifungal activity of this herbicide commonly applied in Iranian
S Lin et al.
Bioorganic & medicinal chemistry letters, 9(4), 551-554 (1999-03-31)
Sethoxydim, a commercially available cyclohexanedione class herbicide by targeting the enzymatic activity of acetyl-coenzyme A carboxylase, has been found to moderately inhibit the activity of 4-hydroxyphenylpyruvate dioxygenase, a key enzyme in the biosynthesis of plastoquinones and tocopherols in plants.

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