| Identification | Back Directory | [Name]
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 | [CAS]
117337-19-6 | [Synonyms]
kih-9201
Hsdb 7270
FLUTHIACET-METHYL
Eluthiacet-methyl
Fluthiacet-methyl [iso]
Fluthiacet-methyl Solution
1000 μg/mL in Acetonitrile
Fluthiacet-methyl Standard
fluthiacet-methyl (bsi, pa iso)
Fluthiacet-methyl Solution, 1000ppm
Fluthiacet-methyl Solution in Methanol, 100μg/mL
Methyl 2-[2-chloro-4-fluoro-5-[(3-oxo-5,6,7,8-tetrahydro-[1,3,4]thiadiazolo[3,4-a]pyridazin-1-yliden
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
Methyl {2-chloro-4-fluoro-5-[(EZ)-5,6,7,8-tetrahydro-3-oxo-1H,3H-[1,3,4]thiadiazolo[3,4-a]pyridazin-1-ylideneamino]phenylthio}acetate
[[2-Chloro-4-fluoro-5-[(tetrahydro-3-oxo-1H,3H-[1,3,4]thiadiazolo [3,4-a]pyridazin-1-ylidine)amino]phenyl]thioacetic acid methyl ester
Acetic acid, ((2-chloro-4-fluoro-5-((tetrahydro-3-oxo-1H,3H-(1,3,4)thiadiazolo(3,4-A)pyridazin-1-ylidene)amino)phenyl)thio)-, methyl ester
Acetic acid, 2-[[2-chloro-4-fluoro-5-[(tetrahydro-3-oxo-1H,3H-[1,3,4]thiadiazolo[3,4-a]pyridazin-1-ylidene)amino]phenyl]thio]-, methyl ester | [Molecular Formula]
C15H15ClFN3O3S2 | [MDL Number]
MFCD03792701 | [MOL File]
117337-19-6.mol | [Molecular Weight]
403.88 |
| Chemical Properties | Back Directory | [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 | [form ]
neat | [pka]
-2.86±0.20(Predicted) | [BRN ]
11510131 | [Henry's Law Constant]
4.8×103 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) | [EPA Substance Registry System]
Fluthiacet-methyl (117337-19-6) |
| Hazard Information | Back Directory | [Chemical Properties]
Pure product is white powdery solid, purity of industrial product ≥98%. Melting point 105.0~106.5°C, boiling point 249°C (decomposition). Relative density 0.43(20℃). Vapor pressure 4.41×10-4mPa(25℃). Partition coefficient KowlgP=3.77(25℃), Henry's constant 2.1×10-4Pa.m3/mol.Solubility in water(25℃ , mg/L):0.85(distilled water), 0.78(pH 5 and 7), 0.22(pH 9). Solubility in other solvents (25℃,g/L): methanol 4.41, acetone 101, toluene 84, acetonitrile 68.7, ethyl acetate 73.5, dichloromethane 531.0, n-octanol 1.86, n-hexane 0.232. DT50 in water (25℃): 484.8d(pH 5),17.7d( pH 7),0.2d (pH 9), photolysis in water DT50(25℃ ,44.7W/m2 ,300~400nm):5.88h(natural water),4.95d(distilled water)(25℃,44.7W/m2 ,300~400nm). | [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. | [Production Methods]
Fluthiacet-methyl is commercially produced through a multi-step synthesis involving heterocyclic and aromatic intermediates, culminating in the formation of a thiadiazole-linked phenylthioacetate ester. The process begins with the preparation of a substituted phenylthiol, which is then reacted with methyl chloroacetate to form the thioacetate core. This intermediate is coupled with a tetrahydropyridazinone-thiadiazole moiety via a condensation reaction, forming the final active compound. The synthesis requires precise control of reaction conditions to ensure the correct stereochemistry and high purity. | [Mechanism of action]
Inhibits protoporphyrinogen-oxidase enzyme leading to cell membrane damage, rapid action | [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. | [Pesticide Type]
Herbicide |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Aobolihui
|
| Telephone: |
0917-18691729 18691729963 |
| Website: |
www.chemicalbook.com/ShowSupplierProductsList957491/0_EN.htm |
|