ChemicalBook--->CAS DataBase List--->85509-19-9

85509-19-9

85509-19-9 Structure

85509-19-9 Structure
IdentificationMore
[Name]

Flusilazole
[CAS]

85509-19-9
[Synonyms]

1-((bis(4-fluorophenyl)methylsilyl)methyl)-1h-1,2,4-triazole
BIS(4-FLUOROPHENYL)(METHYL)(1H-1,2,4-TRIAZOL-1-YLMETHYL)SILANE
CAPITAN
FLUSILAZOLE
NUSTAR
NUSTAR(R)
OLYMP
OLYMP(R)
PUNCH
PUNCH(R)
SANCTION
(bis(4-fluorophenyl))(methyl)(1h-1,2,4-triazol-1-ylmethyl)-silan
4-triazole,1-((bis(4-fluorophenyl)methylsilyl)methyl)-1h-2
dpx-h6573
flusilazol
fluzilazol
1-((bis(4-fluorophenyl)methylsiyl)methyl)-1H-1,2,4-triazole
bis(4-fluorophenyl)methyl (1H-1,2,4-triazol-1-ylmethylene)silane
FLUSILAZOLE, 100MG, NEAT
FLUSILAZOLE PESTANAL, 100 MG
[Molecular Formula]

C16H15F2N3Si
[MDL Number]

MFCD01076615
[Molecular Weight]

315.39
[MOL File]

85509-19-9.mol
Chemical PropertiesBack Directory
[Appearance]

Brown-red viscous liquid
[Melting point ]

55°
[Boiling point ]

393 °C [760mmHg]
[density ]

1.17
[vapor pressure ]

3.9 x l0-8 Pa (25 °C)
[refractive index ]

1.563
[Fp ]

192°C
[storage temp. ]

0-6°C
[solubility ]

DMSO : 100 mg/mL (317.07 mM; Need ultrasonic)
[form ]

neat
[pka]

2.5 at 25℃
[Water Solubility ]

900 mg l-1 (pH 1.1), 50 mg l-1 (pH 5.7), 45 mg l-1 (pH 7.8) at 25 °C
[color ]

White to off-white
[biological source]

mouse
[Merck ]

13,4232
[BRN ]

5824097
[Henry's Law Constant]

2.7×101 mol/(m3Pa) at 25℃, Barcelo and Hennion (1997)
[Major Application]

agriculture
cleaning products
cosmetics
environmental
food and beverages
personal care
[InChI]

1S/C16H15F2N3Si/c1-22(12-21-11-19-10-20-21,15-6-2-13(17)3-7-15)16-8-4-14(18)5-9-16/h2-11H,12H2,1H3
[InChIKey]

FQKUGOMFVDPBIZ-UHFFFAOYSA-N
[SMILES]

C[Si](Cn1cncn1)(c2ccc(F)cc2)c3ccc(F)cc3
[CAS DataBase Reference]

85509-19-9(CAS DataBase Reference)
[EPA Substance Registry System]

85509-19-9(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

T;N,N,T
[Risk Statements ]

R61:May cause harm to the unborn child.
R22:Harmful if swallowed.
R40:Limited evidence of a carcinogenic effect.
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
[Safety Statements ]

S53:Avoid exposure-obtain special instruction before use .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
[RIDADR ]

UN 2588
[WGK Germany ]

3
[RTECS ]

XZ4105000
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 4 Oral
Aquatic Chronic 2
Carc. 2
Repr. 1B
[Toxicity]

LD50 in male, female rats (mg/kg): 1110, 674 orally; in rabbits >2000 dermally (Fort, Moberg)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

n-Butyllithium-->Fluorobenzene-->Silicon tetrahydride-->Methylsilane-->1,2,4-Triazolylsodium
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

1-((Bis(4-fluorophenyl)methylsilyl)methyl)-1H-1,2,4-triazole(85509-19-9).msds
Hazard InformationBack Directory
[Description]

Flusilazole is a curative and preventative fungicide used to control a range of fungal pathogens. It has a moderate aqueous solubility and a low volatility. It can be persistent in soils and water-sediment systems depending on local conditions. Risk of leaching to groundwater is low. There are concerns that flusilazole may be a reproduction / developmental toxin and an endocrine disrupter. Oral mammalian toxicity is moderate. For most species ecotoxicity is moderate.
[Chemical Properties]

Brown-red viscous liquid
[Uses]

Agricultural fungicide.
[Uses]

Flusilazole is a broad spectrum fungicide used to control fungal disease caused by pathogens of the Ascomycetes, Basidiomycetes and Deuteromycetes families. Flusilazole exhibits curative and preventative activities and is recommended for use in agriculture, horticulture and viticulture. Diseases controlled include eyespot, mildew, and rusts of cereals, cercospora and rust of sugar beets, leaf spots of oilseed rape, scab and mildew of pome and stone fruits, mildew and black rot of grapes and Sigatoka disease of bananas.
[Uses]

Flusilazole is a silicon-containing triazole fungicide. Flusilazole is used to control fungal infections on a variety of fruit and vegetable crops
[Definition]

ChEBI: Flusilazole is an organosilicon compound that is dimethylsilane in which the hydrogens attached to the silicon are replaced by p-fluorophenyl groups and a hydrogen attached to one of the methyl groups is replaced by a 1H-1,2,4-triazol-1-yl group. It is a broad-sepctrum fungicide used to protect a variety of crops. It has a role as a xenobiotic, an environmental contaminant, an EC 1.14.13.70 (sterol 14alpha-demethylase) inhibitor and an antifungal agrochemical. It is a member of monofluorobenzenes, a member of triazoles, an organosilicon compound, a conazole fungicide and a triazole fungicide.
[Production Methods]

Flusilazole is commercially produced through a multi-step synthesis involving organosilicon and triazole chemistry. The process typically begins with the preparation of a triazole ring system, which is then functionalized with difluorophenyl groups and a trimethylsilyl moiety. Key reactions include nucleophilic substitution, condensation, and silylation, requiring precise control of temperature, solvents, and catalysts to ensure high yield and purity.
[Mechanism of action]

Broad-spectrum, systemic with protective and curative action. Sterol biosynthesis inhibitor.
[Metabolic pathway]

Flusilazole is stable to aqueous hydrolytic and photolytic degradation. Although flusilazole is relatively stable in soil and is detected in plant and animal samples, numerous degradation products have been reported. The primary metabolic pathway involves the cleavage of the methylenesilicon or/and methylene-triazole linkage. Another primary pathway involves aryl hydroxylation followed by conjugation. The primary metabolic/degradation pathways of flusilazole in soil, plant and animals are presented in Scheme 1.
[Degradation]

Aqueous hydrolysis and photolysis are not sigruficant degradation pathways for flusilazole (1). Flusilazole was stable (<5% decomposition) in sterile buffers at pH 5, 7 and 9 (25 °C) for 34 days (Cadwgan, 1983). No significant degradation was observed when fusilazole was irradiated with simulated sunlight for 30 days at 300-450 nm in sterile buffer solution at pH 7 (Carter, 1986).
[Pesticide Type]

Fungicide
Spectrum DetailBack Directory
[Spectrum Detail]

Flusilazole(85509-19-9)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

85509-19-9(sigmaaldrich)
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