Fluxametamide

Product Name: Fluxametamide
CAS No.: 928783-29-3
Chemical Name: Fluxametamide
Synonyms: Fluorofop;FLUXAMETAMIDE;Fluoxazole amide;Fluxametamide-002;Fluxametamide(mixture of isomers);Fluxametamide 100 μg/mL in Acetonitrile;inhibit,Inhibitor,γ-Aminobutyric acid Receptor,GABA Receptor,Fluxametamide,Gamma-aminobutyric acid Receptor;4-[5-(3,5-Dichlorophenyl)-5-(trifluoromethyl)-4H-1,2-oxazol-3-yl]-N-[(Z)-methoxyiminomethyl]-2-methylbenzamide;4-(5-(3,5-Dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-((methoxyamino)methylene)-2-methylbenzamide;4-[5-(3,5-Dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-N-[(methoxyamino)methylene]-2-methylbenzamide
CBNumber: CB43364536
Molecular Formula: C20H16Cl2F3N3O3
Formula Weight: 474.26
MOL File: 928783-29-3.mol

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Fluxametamide Property

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)
pka: 11.29±0.46(Predicted)
form: Solid
color: White to off-white
InChI: InChI=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)
InChIKey: BPFUIWLQXNPZHI-UHFFFAOYSA-N
SMILES: C(N=CNOC)(=O)C1=CC=C(C2CC(C3=CC(Cl)=CC(Cl)=C3)(C(F)(F)F)ON=2)C=C1C

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

ChemScene

Product number: CS-0029830
Product name: Fluxametamide
Purity: 99.74%
Packaging: 5mg
Price: $120
Updated: 2021/12/16

ChemScene

Product number: CS-0029830
Product name: Fluxametamide
Purity: 99.74%
Packaging: 10mg
Price: $190
Updated: 2021/12/16

ChemScene

Product number: CS-0029830
Product name: Fluxametamide
Purity: 99.74%
Packaging: 50mg
Price: $650
Updated: 2021/12/16

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Fluxametamide Chemical Properties,Usage,Production

Description

Fluxametamide 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).

Uses

Fluxametamide 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.

Definition

ChEBI: 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.

Synthesis

The 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.

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 vitro

Fluxametamide 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

Raw materials

Preparation Products

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Fluxametamide Suppliers

China 54 United States 2 Global 56

Xuzhou Hongrui Technology Co., Ltd

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Madision Biomedical Co., Ltd.

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Jinan Hongkangda Chemical Co., Ltd

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Jinan Hongda Trading Co., Ltd.

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Hangzhou J&H Chemical Co., Ltd.

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Country: China
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Nanjing XiLang Chemical Products Co., Ltd.

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Shanghai YuanYe Biotechnology Co., Ltd.

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ShangHai Biochempartner Co.,Ltd

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Shandong Chenxi Pharmaceutical Co., Ltd.

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View Lastest Price from Fluxametamide manufacturers

Jinan Million Pharmaceutical Co., Ltd

Product: Fluxametamide 928783-29-3
Price: US $1.00-0.50/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 200kg
Release date: 2023-12-18

Shaanxi Dideu Medichem Co. Ltd

Product: Fluxametamide 928783-29-3
Price: US $0.10/KG
Min. Order: 1KG
Purity: 98.0%
Supply Ability: 10
Release date: 2024-08-04

928783-29-3, FluxametamideRelated Search:

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

Fluoxazole amide

4-[5-(3,5-Dichlorophenyl)-5-(trifluoromethyl)-4H-1,2-oxazol-3-yl]-N-[(Z)-methoxyiminomethyl]-2-methylbenzamide

Fluxametamide 100 μg/mL in Acetonitrile

928783-29-3