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86811-58-7

86811-58-7 Structure

86811-58-7 Structure
IdentificationMore
[Name]

Fluazuron
[CAS]

86811-58-7
[Synonyms]

1-[4-Chloro-3-(3-chloro-5-trifluoromethyl-2-pyridyloxy)phenyl]-3-(2,6-difluorobenzoyl)urea
ACATAK
FLUAZURON
n-(((4-chloro-3-((3-chloro-5-(trifluoromethyl)-2-pyridinyl)oxy)phenyl)amino)carbonyl)-2,6-difluorobenzamide
1-(4-chklor-3-(3-chloro-5-trifluoromethyl-2-pyridyloxy)phenyl)-3-(2,6-difluorobenzoyl)urea
N-(4-chloro-3-3-chloro-5-(trifluoromethyl)-2-pyridinyl)oxy phenyl amino-2,6-difluorobenzamide
FLUAZURON PESTANAL, 100 MG
fluazuron (bsi, pa e-iso, inn)
4002 FLUAZURON
N-(((4-Chloro-3-((3-chloro-5-(trifluoromethyl)-2-pyridinyl)oxy)phenyl)amino)carbonyl)-2,6-difluorobenzamide
[EINECS(EC#)]

245-553-0
[Molecular Formula]

C20H10Cl2F5N3O3
[MDL Number]

MFCD00864505
[Molecular Weight]

506.21
[MOL File]

86811-58-7.mol
Chemical PropertiesBack Directory
[Appearance]

White Powder
[Melting point ]

217-2190C
[density ]

1.579±0.06 g/cm3(Predicted)
[vapor pressure ]

1.2 x l0-7 mPa (20 °C)
[Fp ]

>200 °C
[storage temp. ]

0-6°C
[solubility ]

DMF: 30 mg/ml; DMSO: 30 mg/ml; DMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml
[form ]

neat
[pka]

8.61±0.46(Predicted)
[Water Solubility ]

<0.02 mg l-1(20 °C)
[Usage]

A pesticide
[Major Application]

agriculture
environmental
[InChI]

1S/C20H10Cl2F5N3O3/c21-11-5-4-10(29-19(32)30-17(31)16-13(23)2-1-3-14(16)24)7-15(11)33-18-12(22)6-9(8-28-18)20(25,26)27/h1-8H,(H2,29,30,31,32)
[InChIKey]

YOWNVPAUWYHLQX-UHFFFAOYSA-N
[SMILES]

Fc1cccc(F)c1C(=O)NC(=O)Nc2ccc(Cl)c(Oc3ncc(cc3Cl)C(F)(F)F)c2
[CAS DataBase Reference]

86811-58-7(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

N
[Risk Statements ]

R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
[Safety Statements ]

S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
[RIDADR ]

3077
[WGK Germany ]

2
[HazardClass ]

9
[PackingGroup ]

III
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Aquatic Acute 1
Aquatic Chronic 1
Hazard InformationBack Directory
[Chemical Properties]

White Powder
[Uses]

A pesticide, like other BPUs it interferes with chitin synthesis.
[Uses]

Fluazuron is used for the strategic control of the cattle tick Boaphilus microplus on beef cattle.
[Definition]

ChEBI: Fluazuron is an N-acylurea that is urea in which one of the hydrogens has been replaced by a 3,6-difluorobenzoyl group, while a hydrogen attached to the other nitrogen has been replaced by a 4-chloro-3-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenyl group. It is used to control ticks in cattle. It has a role as a mite growth regulator and an acaricide. It is an organofluorine acaricide, an organochlorine acaricide, a member of monochlorobenzenes, a N-acylurea, a chloropyridine, an aromatic ether and a member of phenylureas.
[Synthesis]

A method for chemically synthesizing fluazuron comprises the following steps of: subjecting 2-chloro-5-nitrophenol and 2,3-dichloro-5-methyl triflouro pyridine to an etherifying reaction to prepare etherate; reducing to generate 4-chloro-3-(3-chloro-5-methyl triflouro2-pyridyloxy) aniline by taking ethanol or methanol as solvents and sodium bisulfide as a reducing agent; subjecting 2,6-difluorobenzamide and triphosgene to an N-acylation reaction to obtain 2,6-difluorobenzoyl isocyanate; and subjecting 4-chloro-3-(3-chloro-5methyl triflouro2-pyridyloxy) aniline and the 2,6-difluorobenzoyl isocyanate to an addition reaction to prepare the fluazuron.1
[Metabolic pathway]

Only limited information is available in the open literature on the metabolism of fluazuron in animals. Based on its use, information on metabolism in soils and plants is not relevant.
[Degradation]

Fluazuron is less stable at alkaline pH than under acidic conditions. The hydrolysis DT50 at 25 °C was reported to be 14 days at pH 3, 7 days at pH 5,20 hours at pH 7 and 0.5 hours at pH 9 (PM).
[References]

[1]CN101906070A
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

86811-58-7(sigmaaldrich)
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