57646-30-7

Basic information

• Product Name: FURALAXYL
• Synonyms: METHYL N-(2-FUROYL)-N-(2,6-XYLYL)-DL-ALANINATE;FURALAXYL;FONGARID;a5430;cga38140;fonganil;MethylN-(2,6-dimethylphenyl)-N-(2-furanyl-carbonyl)-alaninate;methyln-(2,6-dimethylphenyl)-n-(2-furanylcarbonyl)-dl-alaninate
• CAS NO: 57646-30-7
• Molecular Formula: C17H19NO4
• Molecular Weight: 301.34
• EINECS: 260-875-1
• Product Categories: FM - FZ;Alpha sort;Amide structurePesticides&Metabolites;E-GAlphabetic;F;Fungicides;Pesticides
• Mol File: 57646-30-7.mol

Chemical Properties

• Melting Point: 70℃
• Boiling Point: 420.1°Cat760mmHg
• Flash Point: 207.9°C
• Appearance: /
• Density: 1.179g/cm³
• Vapor Pressure: 2.88E-07mmHg at 25°C
• Refractive Index: 1.563
• PKA: 1.35±0.50(Predicted)
• Water Solubility: 230 mg l-1 (20 °C)
• BRN: 6427785
• CAS DataBase Reference: FURALAXYL(CAS DataBase Reference)
• NIST Chemistry Reference: FURALAXYL(57646-30-7)
• EPA Substance Registry System: FURALAXYL(57646-30-7)

Safety Data

• Hazard Codes: Xn
• Statements: 22-52/53
• Safety Statements: 36/37/39-61
• WGK Germany: 2
• RTECS: AY6320000
• Hazardous Substances Data: 57646-30-7(Hazardous Substances Data)

Usage

Uses

Used in Agricultural Industry:
FURALAXYL is used as a fungicide for the control of soil-borne diseases caused by Phytophthora and Pythium species, as well as other Oomycetes, on ornamental plants. Its application helps protect crops from these harmful pathogens, ensuring healthier growth and higher yields.

Metabolic pathway

Incorporation of furalaxyl into the refreshed nutrient solution is made several times at different plant growth stages, and fulalaxyl is decomposed in the nutrient solution into N-(2,6-dimethylphenyl-N-(2- furanylcarbonyl)-DL-alanine and N-(2,6- dimethylphenyl)-DL-alanine by an enzymatic process.

Degradation

Furalaxyl is a stable compound which is hydrolysed only at extreme pH values. Its calculated DT50 values (20 °C) are, at pH 1, >200 days and at pH 10,22 days (PM). Furalaxyl was degraded when irradiated in aqueous solution with UV light (254 nm) with a half-life of 86 minutes. This study used non-labelled furalaxyl but the products of amide bond fission (2) and subsequent N-dealkylation, 2,6-dimethylaniline (3) were identified (see Scheme 1). The product mixture was therefore simpler than that obtained for metalaxyl under similar conditions. Under simulated sunlight conditions degradation was slower with a half-life of 391 days (Pirisi et al., 1996).

InChI:InChI=1/C17H19NO4/c1-11-7-5-8-12(2)15(11)18(13(3)17(20)21-4)16(19)14-9-6-10-22-14/h5-10,13H,1-4H3/t13-/m0/s1

Upstream product

• 617-88-9 2-Chloromethylfuran 
• 52888-49-0 methyl N-(2,6-dimethylphenyl)alaninate 
• 527-69-5 2-furancarbonyl chloride 
• 67617-63-4 (S)-methyl 2-(2,6-dimethylphenylamino)propanoate 
• 57646-33-0 methyl (2R)-2-[(2,6-dimethylphenyl)amino]propanoate 

Relevant articles and documents

Synthesis method of furalaxyl-m

The invention discloses a synthesis method of furalaxyl-m. The synthesis method comprises following steps: (1) carrying out esterification reactions between L-methyl lactate and R-benzene sulfonyl chloride to prepare TSM; (2) carrying out amination reacti

Enantioselective acute toxicity effects and bioaccumulation of furalaxyl in the earthworm (Eisenia foetida)

The enantioselectivities of individual enantiomers of furalaxyl in acute toxicity and bioaccumulation in the earthworm (Eisenia foetida) were studied. The acute toxicity was tested by filter paper contact test. After 48 h of exposure, the calculated LC50 values of the R-form, rac-form, and S-form were 2.27, 2.08, and 1.22 μg cm-2, respectively. After 72 h of exposure, the calculated LC50 values were 1.90, 1.54, and 1.00 μg cm-2, respectively. Therefore, the acute toxicity of furalaxyl enantiomers was enantioselective. During the bioaccumulation experiment, the enantiomer fraction of furalaxyl in earthworm tissue was observed to deviate from 0.50 and maintained a range of 0.55-0.60; in other words, the bioaccumulation of furalaxyl was enantioselective in earthworm tissue with a preferential accumulation of S-furalaxyl. The uptake kinetic of furalaxyl enantiomers fitted the first-order kinetics well and the calculated kinetic parameters were consistent with the low accumulation efficiency. Chirality 26:307-312, 2014. 2014 Wiley Periodicals, Inc.

Composition for controlling harmful bio-organisms and method for controlling harmful bio-organisms using the same

A composition for controlling harmful bio-organisms comprising (a) at least one imidazole compound represented by formula (I): wherein R represents a lower alkyl group or a lower alkoxy group; and n represents an integer of 1 to 5, as an active ingredient, and (b) at least one inorganic phosphorus compound and/or at least one fungicide for Phycomycetes as an active ingredient or (c) a spreader as an activity-enhancing ingredient, and a method for controlling harmful bio-organisms comprising applying the composition for controlling harmful bio-organisms onto harmful bio-organisms.

Fungicidal composition for seed dressing

The present invention relates to a fungicidal composition intended for the protection of the multiplication products of cultivated plants, containing: (a) 2-(4-chlorobenzylidene)-5,5-dimethyl-1-(1H-1,2,4-triazol-1-ylmethyl)-1-cyclopentanol; (b) one or more fungicides suitable for the protection of the said multiplication products, optionally one or more insecticides, (c), an agriculturally acceptable inert vehicle and an agriculturally acceptable surfactant. The invention also relates to a method for protecting the multiplication products of plants against fungal diseases using these compositions.