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Fluxametamide

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CAS:928783-29-3
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CAS:928783-29-3
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Products Intro: Product Name:4- [5- (3, 5-Dichlorophenyl) -4, 5-dihydro-5- (trifluoromethyl) -3-isoxazolyl] -N-[ (methoxyamino) methylene] -2-methylbenzamide
CAS:928783-29-3
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Related articles

Fluxametamide Basic information
Product Name:Fluxametamide
Synonyms:4-[5-(3,5-Dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-N-[(methoxyamino)methylene]-2-methylbenzamide;FLUXAMETAMIDE;Benzamide, 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-N-[(methoxyamino)methylene]-2-methyl-;Fluxametamide-002;inhibit,Inhibitor,γ-Aminobutyric acid Receptor,GABA Receptor,Fluxametamide,Gamma-aminobutyric acid Receptor;Fluxametamide(mixture of isomers);4-(5-(3,5-Dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-((methoxyamino)methylene)-2-methylbenzamide;Fluorofop
CAS:928783-29-3
MF:C20H16Cl2F3N3O3
MW:474.26
EINECS:813-746-4
Product Categories:
Mol File:928783-29-3.mol
Fluxametamide Structure
Fluxametamide Chemical Properties
density 1.43±0.1 g/cm3(Predicted)
storage temp. Store at -20°C
solubility DMSO : 125 mg/mL (263.57 mM);Water : < 0.1 mg/mL (insoluble)
pka11.29±0.46(Predicted)
form Solid
color White to off-white
InChIInChI=1S/C20H16Cl2F3N3O3/c1-11-5-12(3-4-16(11)18(29)26-10-27-30-2)17-9-19(31-28-17,20(23,24)25)13-6-14(21)8-15(22)7-13/h3-8,10H,9H2,1-2H3,(H,26,27,29)
InChIKeyBPFUIWLQXNPZHI-UHFFFAOYSA-N
SMILESC(N=CNOC)(=O)C1=CC=C(C2CC(C3=CC(Cl)=CC(Cl)=C3)(C(F)(F)F)ON=2)C=C1C
Safety Information
MSDS Information
Fluxametamide Usage And Synthesis
DescriptionFluxametamide is a novel isoxazoline insecticide that acts via distinctive antagonism of insect ligand-gated chloride channels, acts as an antagonist of GABA- and glutamate-gated chloride channels(IC50 of 1.95 nM and 225 nM for M. domestica GABACls and GluCls).
UsesFluxametamide is a novel insecticide belongs to a class of compounds called isoxazolines, which are potent inhibitors of γ-aminobutyric acid (GABA)-, glutamate-, and glycine-gated chloride channels in insects. However, this pesticidal mode of action (MOA) does not seem to be operative in mammals as neurotoxicity was not found in either the acute or subchronic neurotoxicity studies at the limit dose.
DefinitionChEBI: 4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-N-[(methoxyamino)methylidene]-2-methylbenzamide is a benzamide obtained by formal condensation of the carboxy group of 4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-methylbenzoic acid with the amino group of N-methoxymethanimidamide. It is a member of benzamides, an isoxazoline, a dichlorobenzene, a member of formamidines, an organofluorine compound and an ether.
SynthesisThe synthesis route of fluxametamide is shown in Fig. 1. As mentioned earlier, the isoxazoline 9 can be cyclized by reacting the olefin 5 and the chloroaldoxime 8 that are derived from the boronic acid 4 and the aldehyde 6, respectively. CO insertion of 9, followed by the addition of ammonia to carboxylic acid chloride, affords carbamoyl 11.
synthesis of fluxametamide
After dimethylamino methylation with N,N-dimethylformamide dimethyl acetal, the dimethylamino group can be converted into the methoxyimino group by using methox- yamine hydrochloride.
The asymmetric center of the isoxazoline ring has an insecticidal activity in its S-form, but fluxametamide was developed as a racemate.
in vitroFluxametamide is an antagonist of GABA- and glutamate-gated chloride channels, dose-dependently inhibits currents induced by GABA and glutamate in M. domestica GABACls and GluCls, with IC50 values of 1.95 (1.18-3.21) nM and 225 (137-372) nM, respectively, and displays potent antagonistic activity against T. urticae GABACls with an IC50 of 0.219 (0.127-0.381) nM. Fluxametamide inhibits GABA responses in the wild-type L. striatellus GABACls with IC50 values of 1.40 (0.57-3.29) nM; in the A2′N mutant GABACls, the IC50 value is 3.51 (2.17-5.69) nM. Moreover, Fluxametamide scarcely inhibits GABA (EC50)-induced currents in rat GABACls at 10 μM and with no inhibition on glycine (EC50)-induced current in human α1 GlyCls at tested concentrations.
Fluxametamide Preparation Products And Raw materials
Tag:Fluxametamide(928783-29-3) Related Product Information

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