sulcotrione

Names

[ Name ]:
sulcotrione

[Synonym ]:
1,3-Cyclohexanedione, 2-[2-chloro-4-(methylsulfonyl)benzoyl]-
Mikado
SC0051
chlormesulone
2-[2-Chloro-4-(methylsulfonyl)benzoyl]-1,3-cyclohexanedione
sulcotrione
2-[2-chloro-4-(methanesulfonyl)benzoyl]cyclohexane-1,3-dione
L6V CVTJ BVR BG DSW1
GALLEON
CHLORMESULON
2-(2-chloro-4-methylsulfonylbenzoyl)-cyclohexane-1,3-dione
2-(2-chloro-4-methylsulphonylbenzoyl)cyclohexane-1,3-dione
2-(2-chloro-4-(methylsulfonyl)benzoyl)-1,3-cyclohexanwdione
2-(2-Chlor-4-(methylsulfonyl)-benzoyl)-1,3-cyclohexandion
2-(2-chloro-4-mesylbenzoyl)-cyclohexane-1,3-dione
2-(2-Chloro-4-methanesulfonylbenzoyl)-cyclohexane-1,3-dione
ICIA0051
2-(2-Chloro-4-mesylbenzoyl)cyclohexane-1,3-dione
2-[2-chloro-4-(methylsulfonyl)-benzoyl]-1,3-cyclohexanedione
SULCOTRIONE,MESOTRIONE

Biological Activity

[Description]:

Sulcotrione is a β-triketone herbicide which can inhibit hydroxyphenylpyruvate dioxygenase (HPPD).

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Others

[Target]

HPPD[1]

[In Vitro]

The results show that sulcotrione behaves as time-independent reversible inhibitor. Similar results are previously described for natural β-triketones, and for the synthetic β-triketone NTBC. However it is the first time that such behavior is observed using a purified hydroxyphenylpyruvate dioxygenase (HPPD) and a synthetic β-triketone, namely sulcotrione. Inhibition kinetic analysis, performing with 3 hydroxyphenylpyruvate (HPP) and sulcotrione concentrations, show that the apparent KM increasing with sulcotrione concentration. This behavior is consistent with the data present in the literature, describing sulcotrione as a competitive inhibitor of HPPD[1].

[Kinase Assay]

Electrochemical behavior of sulcotrione at 0.2 mg/L is characterized by cyclic voltammetry. Preliminary HPPD inhibition assays are performed by incubating the enzyme during time periods ranging from 2 to 10 min in presence of sulcotrione at differnt concentrations[1].

[References]

[1]. Rocaboy-Faquet E, et al. A novel amperometric biosensor for ß-triketone herbicides based on hydroxyphenylpyruvatedioxygenase inhibition: A case study for sulcotrione. Talanta. 2016;146:510-6.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
574.5±50.0 °C at 760 mmHg

[ Melting Point ]:
139ºC

[ Molecular Formula ]:
C₁₄H₁₃ClO₅S

[ Molecular Weight ]:
328.768

[ Flash Point ]:
301.2±30.1 °C

[ Exact Mass ]:
328.017212

[ PSA ]:
93.73000

[ LogP ]:
0.21

[ Vapour Pressure ]:
0.0±1.6 mmHg at 25°C

[ Index of Refraction ]:
1.572

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS08, GHS09

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H361-H373-H410

[ Precautionary Statements ]:
P273-P281-P501

[ Target Organs ]:
Kidney

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ Hazard Codes ]:
Xi:Irritant;

[ Risk Phrases ]:
R43

[ Safety Phrases ]:
S36/37

[ RIDADR ]:
UN 3077 9 / PGIII

[ HS Code ]:
2930909056

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2930909056

[ Summary ]:
2930909056 2,6-dichlorobenzothioamide。supervision conditions:s(import or export registration certificate for pesticides)。VAT:17.0%。tax rebate rate:9.0%。MFN tarrif:6.5%。general tariff:30.0%

Articles

Novel bioassay for the discovery of inhibitors of the 2-C-methyl-D-erythritol 4-phosphate (MEP) and terpenoid pathways leading to carotenoid biosynthesis.

PLoS ONE 9(7) , e103704, (2014)

The 2-C-methyl-D-erythritol 4-phosphate (MEP) pathway leads to the synthesis of isopentenyl diphosphate in plastids. It is a major branch point providing precursors for the synthesis of carotenoids, t...

Glyphosate adsorption in soils compared to herbicides replaced with the introduction of glyphosate resistant crops.

Chemosphere 61(6) , 844-55, (2005)

Use of glyphosate resistant crops was helpful in addressing observed increases in environmental contamination by herbicides. Glyphosate is a broad-spectrum herbicide, and its behaviour-as well as that...

Isolation and characterization of Bradyrhizobium sp. SR1 degrading two β-triketone herbicides.

Environ. Sci. Pollut. Res. Int. 23 , 4138-48, (2016)

In this study, a bacterial strain able to use sulcotrione, a β-triketone herbicide, as sole source of carbon and energy was isolated from soil samples previously treated with this herbicide. Phylogene...