Methyl 2-[2-chloro-4-fluoro-5-[(3-oxo-5,6,7,8-tetrahydro-[1,3,4]thiadiazolo[3,4-a]pyridazin-1-ylidene)amino]phenyl]sulfanylacetate Chemical Properties

Melting point:

104.6°

Boiling point:

503.5±60.0 °C(Predicted)

Density 

1.57±0.1 g/cm3(Predicted)

storage temp. 

0-6°C

pka

-2.86±0.20(Predicted)

BRN 

11510131

EPA Substance Registry System

Fluthiacet-methyl (117337-19-6)

Safety Information

Hazard Codes 

Xi,N

Risk Statements 

36-50

Safety Statements 

26-61

RIDADR 

UN 3077 9 / PGIII

WGK Germany 

3

HS Code 

29309090

Hazardous Substances Data

117337-19-6(Hazardous Substances Data)

Toxicity

LD50 in rats (mg/kg): >5000 orally; >2000 dermally (Miyazawa)

Methyl 2-[2-chloro-4-fluoro-5-[(3-oxo-5,6,7,8-tetrahydro-[1,3,4]thiadiazolo[3,4-a]pyridazin-1-ylidene)amino]phenyl]sulfanylacetate Usage And Synthesis

Uses

Herbicide.

Definition

ChEBI: Fluthiacet-methyl is a methyl ester resulting from the formal condensation of the carboxy group of fluthiacet with methanol. A proherbicide for fluthiacet, it is used for the control of broad-leaved weeds in crops such as maize and soya. It has a role as an agrochemical, an EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitor and a proherbicide. It is an organic sulfide, a methyl ester, a member of monochlorobenzenes, a member of monofluorobenzenes and a thiadiazolopyridazine. It is functionally related to a fluthiacet.

Metabolic pathway

Fluthiacet methyl is converted to its isomer, urazole, by glutathione S-transferase (GST) and glutathione (GSH) from some plants and rat liver microsomes. Fluthiacet methyl inhibits Protox (protoporphyrinogen oxidase) activity after conversion to the corresponding urazole by GST and GSH. Fluthiacet methyl is chemically converted to urazole with a thiol anion in media by the nucleophilic reaction. It is also suggested that a free acid of urazole, desulfated urazole, and the oxidative ring-cleaved formyl degradation products result from hydrolysis with esterase from soybean seedlings.
When fluthiacet methyl is administered orally to rats in a single dose, 63-85% of the dose is excreted in the feces and 10-23% in the urine, respectively, after 48 h. The main metabolite is the isomer of fluthiacet methyl (urazole) which is also identified in the soil degradation products. Monohydroxylated products on the pyridazine ring are identified as metabolites by rats only.

Methyl 2-[2-chloro-4-fluoro-5-[(3-oxo-5,6,7,8-tetrahydro-[1,3,4]thiadiazolo[3,4-a]pyridazin-1-ylidene)amino]phenyl]sulfanylacetate(117337-19-6)Related Product Information

• Oxalic acid dihydrate
• IMINOCTADINE TRIS(ALBESILATE)
• Methyl 2-[2-chloro-4-fluoro-5-[(3-oxo-5,6,7,8-tetrahydro-[1,3,4]thiadiazolo[3,4-a]pyridazin-1-ylidene)amino]phenyl]sulfanylacetate
• 2-CHLORO-4-FLUOROTHIOPHENOL
• o-chlorophenylthioacetate
• (4-FLUOROPHENYLTHIO)ACETIC ACID
• 2-(2-CHLORO-4-FLUOROPHENYLTHIO)ACETIC ACID