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136426-54-5

136426-54-5 Structure

136426-54-5 Structure
IdentificationBack Directory
[Name]

FLUQUINCONAZOLE
[CAS]

136426-54-5
[Synonyms]

VISTA
Jockey
Palisade
SN 597265
CASTELLAN
Palisade PM
Jockey 201 FS
Fluquinconazol
FLUQUINCONAZOLE
Jockey (pesticide)
Fluquinconazole [iso]
Fluquinconazole Solution
fluquinconazole (bsi,draft iso)
FLUQUINCONAZOLE PESTANAL, 100 MG
FluquinconazoleSolution,10mg/L,1ml
FluquinconazoleSolution,100mg/L,1ml
FluquinconazoleSolution,10mg/L,2x5ml
Fluquinconazole@1000 μg/mL in Acetonitrile
3-(2,4-dichlorophenyl)-6-fluoro-2-(1h-1,2,4-trizol-1-yl)quinazolin-4(3h)-one
3-(2,4-dichlorophenyl)-6-fluoro-2-(1H-1,2,4-triazol-1-yl)quinazolin-4-(3H)-one
3-(2,4-Dichlorophenyl)-6-fluoro-2-(1N-1,2,4-triazol-1-yl) quinazolin-4(3H)-one
4(3H)-Quinazolinone, 3-(2,4-dichlorophenyl)-6-fluoro-2-(1H-1,2,4-triazol-1-yl)-
3-(2,4-Dichlorophenyl)-6-fluoro-2-(1h-1,2,4-triazol-1-yl)-3,4-dihydroquinazolin-4-one
Castellan, 3-(2,4-Dichlorophenyl)-6-fluoro-2-(1H-1,2,4-trizol-1-yl)quinazolin-4(3H)-one
[EINECS(EC#)]

411-960-9
[Molecular Formula]

C16H8Cl2FN5O
[MDL Number]

MFCD01632338
[MOL File]

136426-54-5.mol
[Molecular Weight]

376.17
Chemical PropertiesBack Directory
[Melting point ]

192℃
[Boiling point ]

623.0±65.0 °C(Predicted)
[density ]

1.63±0.1 g/cm3(Predicted)
[vapor pressure ]

6.4 x l0-9 Pa (20 °C)
[storage temp. ]

0-6°C
[form ]

neat
[pka]

0.91±0.12(Predicted)
[Water Solubility ]

1 mg l-1(20 °C, pH 6.6)
[Henry's Law Constant]

5.6×108 mol/(m3Pa) at 25℃, Hilal et al. (2008)
[Major Application]

agriculture
environmental
[InChI]

1S/C16H8Cl2FN5O/c17-9-1-4-14(12(18)5-9)24-15(25)11-6-10(19)2-3-13(11)22-16(24)23-8-20-7-21-23/h1-8H
[InChIKey]

IJJVMEJXYNJXOJ-UHFFFAOYSA-N
[SMILES]

Fc1ccc2N=C(N(C(=O)c2c1)c3ccc(Cl)cc3Cl)n4cncn4
[LogP]

3.240
[EPA Substance Registry System]

4(3H)-Quinazolinone, 3-(2,4-dichlorophenyl)-6-fluoro-2-(1H-1,2,4-triazol-1-yl)- (136426-54-5)
Safety DataBack Directory
[Hazard Codes ]

T,N
[Risk Statements ]

21-23/25-38-48/25-50/53
[Safety Statements ]

36/37/39-38-45-60-61
[RIDADR ]

2588
[WGK Germany ]

3
[REACH Registrations]

Inactive
[HazardClass ]

6.1(b)
[PackingGroup ]

III
[Storage Class]

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

Acute Tox. 3 Inhalation
Acute Tox. 3 Oral
Acute Tox. 4 Dermal
Aquatic Acute 1
Aquatic Chronic 1
Skin Irrit. 2
STOT RE 1 Oral
[Toxicity]

LD50 in male, female mice, male, female rats (mg/kg): 325, 180, 112, 112 orally; in male, female rats (mg/kg): 2679, 625 dermally (Russell)
Hazard InformationBack Directory
[Description]

Fluquinconazole is a selective protectant and curative fungicide used to control various endophytic diseases mainly on cereals. It has a low aqueous solubility and a low volatility. It can be persistent in both soil and water systems depending on local conditions. Oral toxicity to mammals is classified as moderate but data for chronic health is missing. Toxicity to birds is high and tends to be moderate to most otherr species but slightly less so to bees.
[Chemical Properties]

Fluoroquinazole pure product is white crystalline solid with a slight odor. Melting point 191.9~193℃. Vapor pressure 6.4×10-9Pa(20℃). Distribution coefficient KowlgP=3.24(pH 5.6,20℃).Henry constant 2.09×10-6Pa -m3/mol(20℃). Relative density 1.58(20℃). Solubility (20℃,g/L): water 0.0015(pH 6.6), acetone 38~50, xylene 9.88, ethanol 3.48, DMSO150~200, dichloromethane 120~150.Stability: in water DT50(25℃ ,pH 7) 21.8d.Stable in aqueous medium to light. Surface tension 70.91mN/m(20℃).
[Uses]

Agricultural fungicide primarily for cereal crops.
[Uses]

Fluqinconazole is used to control a wide range of Ascomycetes, Deuteromycetes and Basidiomycetes, by foliar application, on broadleaved and cereal crops.
[Definition]

ChEBI: Fluquinconazole is a member of the class of quinazolines that is 6-fluoroquinazolin-4-one carrying additional 1,2,4-triazol-1-yl and 2,4-dichlorophenyl substituents at positions 2 and 3 respectively. A fungicide used to control Ascomycetes, Deuteromycetes and Basidiomycetes spp. on cereals, beets and fruit. It has a role as an EC 1.14.13.70 (sterol 14alpha-demethylase) inhibitor and an antifungal agrochemical. It is a member of quinazolines, a dichlorobenzene, a member of triazoles, an organofluorine compound, a conazole fungicide and a triazole fungicide.
[Production Methods]

Fluquinconazole is commercially synthesised through a multi-step process that constructs its quinazolinone-triazole core. The synthesis begins with the preparation of 6-fluoroquinazolin-4-one, which serves as the central scaffold. This intermediate is then functionalized at the 2-position with a 1,2,4-triazol-1-yl group and at the 3-position with a 2,4-dichlorophenyl substituent. These substitutions are typically achieved through nucleophilic aromatic substitution and condensation reactions using appropriate halogenated precursors and triazole derivatives. The reactions are conducted under controlled temperature and solvent conditions to ensure high yield and purity.
[Mechanism of action]

Absorbed through foliage. Systemic with protectant and eradicant activity. Disrupts membrane function. Sterol biosynthesis inhibitor.
[Metabolic pathway]

The limited available published information states that fluconquinazole is metabolised to 1,2,4-triazole in plants and mammals. In soils it is hydrolysed slowly.
[Degradation]

Fluquinconazole is stable to light with a DT50 in water of 21.8 days (25 °C, PH 7> (PM).
[Pesticide Type]

Fungicide
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