ChemicalBook--->CAS DataBase List--->330459-31-9

330459-31-9

330459-31-9 Structure

330459-31-9 Structure
IdentificationBack Directory
[Name]

tioxazafen
[CAS]

330459-31-9
[Synonyms]

tioxazafen
Tioxazafen Solution
1,2,4-Oxadiazole, 3-phenyl-5-(2-thienyl)-
3-phenyl-5-thiophen-2-yl-1,2,4-oxadiazole
soy,corn,broad-spectrum,Parasite,seed,Nematicide,Tioxazafen,Inhibitor,disubstituted,cotton,oxadiazole,inhibit
[EINECS(EC#)]

810-533-8
[Molecular Formula]

C12H8N2OS
[MDL Number]

MFCD00760257
[MOL File]

330459-31-9.mol
[Molecular Weight]

228.27
Chemical PropertiesBack Directory
[Boiling point ]

390.8±34.0 °C(Predicted)
[density ]

1.277±0.06 g/cm3(Predicted)
[vapor pressure ]

0-0Pa at 15-35℃
[form ]

Notspecified
[pka]

-1.79±0.20(Predicted)
[color ]

Off-white to light yellow
[LogP]

4.13 at pH6.71-7.87
[EPA Substance Registry System]

Tioxazafen (330459-31-9)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Environment (GHS09)
GHS07,GHS09
[Signal word ]

Warning
[Hazard statements ]

H315-H410
[Precautionary statements ]

P264-P280-P302+P352-P321-P332+P313-P362-P273-P391-P501
[REACH Registrations]

Inactive
Hazard InformationBack Directory
[Uses]

Tioxazafen is a disubstituted oxadiazole and a broad-spectrum seed treatment nematicide. Tioxazafen is designed to provide consistent broad-spectrum control of nematodes in corn, soy, and cotton[1].
[Definition]

ChEBI: Tioxazafen is a 1,2,4-oxadizole in which the hydrogens at positions 3 and 5 have been replaced by phenyl and thiophen-2-yl groups, respectively. It is used as a broad spectrum nematicidal seed treatment. It has a role as a nematicide and an agrochemical. It is a member of thiophenes and a 1,2,4-oxadiazole.
[Production Methods]

Commercial production begins with benzonitrile and thiophene based intermediates, which are converted into amidoximes and thiophene carboximidamides. These precursors undergo cyclisation reactions to form the 1,2,4 oxadiazole ring system, followed by coupling of the phenyl and thiophene groups to yield the disubstituted oxadiazole structure. The crude product is then purified by recrystallisation or solvent extraction to remove residual reactants and by products, producing a stable technical material.
[Mechanism of action]

Broad-spectrum. It acts through interaction with a nematode-specific insertion of the L3 subunit of the mitochondrial ribosome, leading to disruption of ribosomal translation in nematodes.
[References]

[1] Urszula Slomczynska, et al. Tioxazafen: A New Broad-Spectrum Seed Treatment Nematicide. Discovery and Synthesis of Crop Protection Products. 2015, Chapter 10: pp 129-147.
[Pesticide Type]

Nematicide
Spectrum DetailBack Directory
[Spectrum Detail]

tioxazafen(330459-31-9)1HNMR
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