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Sulcotrione

Basic information Safety Supplier Related

Sulcotrione Basic information

Product Name:
Sulcotrione
Synonyms:
  • 1,3-Cyclohexanedione,2-(2-chloro-4-methanesulfonylbenzoyl)-
  • 2-(2-chloro-4-(methylsulfonyl)benzoyl)-1,3-cyclohexanedione
  • Sulcotrione 95%
  • CHLORMESULON
  • ICIA0051
  • GALLEON
  • SC0051
  • SULCOTRIONE
CAS:
99105-77-8
MF:
C14H13ClO5S
MW:
328.77
EINECS:
278-636-5
Mol File:
99105-77-8.mol
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Sulcotrione Chemical Properties

Melting point:
139°
Boiling point:
574.5±50.0 °C(Predicted)
Density 
1.428±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Chloroform (Slightly), Methanol (Slightly)
pka
3.22±0.50(Predicted)
Merck 
13,8979
BRN 
8155739
InChIKey
PQTBTIFWAXVEPB-UHFFFAOYSA-N
EPA Substance Registry System
1,3-Cyclohexanedione, 2-[2-chloro-4-(methylsulfonyl)benzoyl]- (99105-77-8)
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Safety Information

Hazard Codes 
Xi,N,Xn
Risk Statements 
43-50/53-48/22-63
Safety Statements 
36/37-61-60-22
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
2
HS Code 
29309090
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Sulcotrione Usage And Synthesis

Uses

Herbicide.

Definition

ChEBI: An aromatic ketone that is cyclohexane-1,3-dione substituted by a 2-chloro-4-(methylsulfonyl)benzoyl group at position 2.

Pharmacology

Mode of action studies with sulcotrione first led to the identity of HPPD as a highly effective herbicide target site. Early observations showed that a related compound caused increased levels of tyrosine in the plasma and urine of treated rats (12). Further studies showed that one of the tyrosine catabolism enzymes, 4-hydroxypyruvate dioxygenase, was inhibited by cyclohexanediones (13,14)—this enzyme being required for the formation of quinones, such as plastoquinone in plants (12,15,16). Inhibition results in the perturbation of carotenoid synthesis and inhibition of photosynthetic electron transport (16).

Metabolism

Sulcotrione is readily absorbed through the leaves and via the roots. In the soil, metabolism involves ring opening of the cyclohexanedione, eventually to give the corresponding benzoic acid (17) and, finally, CO2 (8).
In the soil, the half-life of sulcotrione can vary considerably (between 15 days in loamy sand and 72 days in fine loam), depending on a number of factors, especially the soil organic matter content (18,19).

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