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Merck
CN

36795

Sethoxydim

PESTANAL®, analytical standard

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About This Item

Empirical Formula (Hill Notation):
C17H29NO3S
CAS Number:
Molecular Weight:
327.48
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
EC Number:
277-682-3
Beilstein/REAXYS Number:
8222943
MDL number:
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Product Name

Sethoxydim, PESTANAL®, analytical standard

InChI key

CSPPKDPQLUUTND-NBVRZTHBSA-N

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+

SMILES string

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

grade

analytical standard

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

Quality Level

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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

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.

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

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

农药列管产品
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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
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
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
[Determination of tin compounds in the atmosphere by inversion volt-amperometry].
E M Roĭzenblat et al.
Gigiena i sanitariia, (4)(4), 62-63 (1986-04-01)
Christophe Délye et al.
Planta, 214(3), 421-427 (2002-02-22)
The cDNAs encoding chloroplastic acetyl-CoA carboxylase (ACCase, EC 6.4.1.2) from three lines of Setaria viridis (L. Beauv.) resistant or sensitive to sethoxydim, and from one sethoxydim-sensitive line of Setaria italica (L. Beauv.) were cloned and sequenced. Sequence comparison revealed that

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