Flusilazole (HCID 73675)

Names & identifiers

Preferred name: Flusilazole
IUPAC: bis(4-fluorophenyl)-methyl-(1,2,4-triazol-1-ylmethyl)silane
English name: Flusilazole
Molecular formula: C16H15F2N3Si
Molecular weight: 315.4

Names & synonyms

Flusilazole85509-19-9NustarFlusilazolOlympPunchFluzilazolSanctionDPX-H 6573DTXSID3024235F3WG2VVD87Bis(4-fluorophenyl)methyl(1H-1,2,4-triazol-1-ylmethyl)silane

Show more names

FlusiazoleMTDHLyric3D3AEG1Cursor

DPX-H65731-((Bis(4-fluorophenyl)(methyl)silyl)methyl)-1H-1,2,4-triazoleDTXCID704235CHEBI:819221-{[bis(4-fluorophenyl)(methyl)silyl]methyl}-1H-1,2,4-triazole1H-1,2,4-Triazole, 1-((bis(4-fluorophenyl)methylsilyl)methyl)-bis(4-fluorophenyl)(methyl)(1H-1,2,4-triazol-1-ylmethyl)silane1H-1,2,4-Triazole, 1-[[bis(4-fluorophenyl)methylsilyl]methyl]-

Database identifiers

CAS: 85509-19-9
PubChem CID: 73675
DTXSID: DTXSID3024235
ChEMBL: CHEMBL1900522
ChEBI: CHEBI:81922
UNII: F3WG2VVD87
EC Number: 617-717-5
Nikkaji: J791.573J

Properties

Computed structural properties

Topological polar surface area: 30.7 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 4
Rotatable bonds: 4
Heavy atoms: 22
Formal charge: 0
Complexity: 333

Experimental & physicochemical properties

LogP3.70

Melting Point48 °C

Physical DescriptionSolid

Ionization Efficiency · 6 items

Positive

3.88

2.7

Agilent XCT

Electrospray ionization

formic acid (5.3nM)

Kovats Retention Index · 2 items

2184.1；2194.3

2202；2192.3；2185.6；2190.8

Collision Cross Section174.9 Å² [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID3024235]；176.6 Å² [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID3024235]

Physicochemical properties

Melting point: 55 ° · 55°
Boiling point: 393 °C · 393 °C [760mmHg]
Density: 1.17 · 1.17
vapor pressure: 3.9 x · 3.9 x l0-8 Pa (25 °C)
refractive index: 1.563 · 1.563
Flash point: 192 °C · 192°C
storage temp.: 0 · 0-6°C
solubility: 100 mg/mL · DMSO : 100 mg/mL (317.07 mM; Need ultrasonic)
pka: 2.5 at · 2.5 at 25℃
Water Solubility: 900 mg · 900 mg l-1 (pH 1.1), 50 mg l-1 (pH 5.7), 45 mg l-1 (pH 7.8) at 25 °C
form: Solid
color: White to off-white
biological source: mouse
Merck: 13 · 13,4232
BRN: 5824097 · 5824097
Henry's Law Constant: 2.7 · 2.7×101 mol/(m3Pa) at 25℃, Barcelo and Hennion (1997)
Major Application: agriculturecleaning productscosmeticsenvironmentalfood and beveragespersonal 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 · 85509-19-9(CAS DataBase Reference)
EWG's Food Scores: 3 · 3
FDA UNII: 3 WG2VVD87 · F3WG2VVD87
Pesticides Freedom of Information Act (FOIA): Flusilazole
EPA Substance Registry System: Flusilazole (85509-19-9)
UNSPSC Code: 41116107 · 41116107
NACRES: 41 · NA.41
Symbol(GHS): 7 · GHS07,GHS08,GHS09
Signal word: Danger
Hazard statements: 302 · H302-H351-H360D-H411
Precautionary statements: 202 · P202-P264-P270-P273-P301+P312-P308+P313
PPE: 3 · Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes: T;N,N,T
Risk Statements: 61 · 61-22-40-51/53
Safety Statements: 53 · 53-45-61
RIDADR: 2588 · UN 2588
WGK Germany: 3 · 3
RTECS: 4105000 · XZ4105000
Storage Class: 6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications: 4 OralAquatic · Acute Tox. 4 OralAquatic Chronic 2Carc. 2Repr. 1B
Toxicity: 50 in · LD50 in male, female rats (mg/kg): 1110, 674 orally; in rabbits >2000 dermally (Fort, Moberg)

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H302: Harmful if swallowed [Warning Acute toxicity, oral]；H351: Suspected of causing cancer [Warning Carcinogenicity]；H360D ***: May damage the unborn child [Danger Reproductive toxicity]；H411: Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

P203, P264, P270, P273, P280, P301+P317, P318, P330, P391, P405, and P501 (click each P-code to see the statement)

Danger

Hazard information

Regulatory Information · 5 items

Hazard Traits - Reproductive Toxicity；Authoritative List - EC Annex VI CMRs - Cat. 1B；Report - if used as a fragrance or flavor ingredient

Regulation (EC) No 396/2005 (amended)

Flusilazole is listed in the dataset of EPA Human Health Benchmarks for Pesticides under the Safe Drinking Water Act (40 eCFR 141)

06/133/EC, Reg. (EU) 2022/801, Reg. (EU) No 540/2011

Flusilazole: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazard Classes and Categories · 3 items

Acute Tox. 4 (100%)；Carc. 2 (100%)；Repr. 1B (65.1%)；Repr. 1B (34.9%)；Aquatic Chronic 2 (100%)

Carcinogenicity - category 2；Reproductive toxicity - category 1B；Acute toxicity - category 4；Hazardous to the aquatic environment (chronic) - category 2

Carc. 2；Repr. 1B；Acute Tox. 4 *；Aquatic Chronic 2

Toxicology

Target OrgansHepatic

Health EffectsFlusilazole can cause testicular Leydig-cell tumours and bladder tumours in rats and hepatocellular tumours in mouse. An increased gestation length and increased placental weight have been found in the reproductive toxicity studies.

Toxicity Summary · 1 item

Flusilazole has a dose-related inhibition of serum testosterone and estradiol concentrations in rats. This inhibition of testosterone and estradiol biosynthesis may disrupt the hypothalamus–pituitary–testis axis, resulting in overstimulation of the testicular endocrine tissues and increase the risk of Leydig-cell tumours.

Signs and Symptoms · 1 item

Symptoms include weight loss, weakness, lethargy, alopecia and diarrhoea. At higher dose, prostration, salivation, laboured breathing, convulsions, and loss of righting reflex would be expected. Flusilazole can also cause mild erythema at the site of application.

EPA IRIS Information · 3 items

NuStar

Hepatic

7 x 10 ^-4 mg/kg-day

Carcinogen ClassificationNot listed by IARC.

Regulatory information

Regulatory Information · 5 items

Hazard Traits - Reproductive Toxicity；Authoritative List - EC Annex VI CMRs - Cat. 1B；Report - if used as a fragrance or flavor ingredient

Regulation (EC) No 396/2005 (amended)

Flusilazole is listed in the dataset of EPA Human Health Benchmarks for Pesticides under the Safe Drinking Water Act (40 eCFR 141)

06/133/EC, Reg. (EU) 2022/801, Reg. (EU) No 540/2011

Flusilazole: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Safety data

PPE: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
wgk: 3
rtecs: XZ4105000
ridadr: UN 2588
Toxicity: LD50 in male, female rats (mg/kg): 1110, 674 orally; in rabbits >2000 dermally (Fort, Moberg)
risk_code: 61-22-40-51/53
Signal word: Danger
Symbol(GHS): GHS07,GHS08,GHS09
hazard_code: T;N,N,T
safety_code: 53-45-61
Storage Class: 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard statements: H302-H351-H360D-H411
Hazard Classifications: Acute Tox. 4 OralAquatic Chronic 2Carc. 2Repr. 1B
Precautionary statements: P202-P264-P270-P273-P301+P312-P308+P313

Chemistry & industry

Pharmacology

MeSH Pharmacological ClassificationChemicals that kill or inhibit the growth of fungi in agricultural applications, on wood, plastics, or other materials, in swimming pools, etc.

Cellular LocationsMembrane

Uses & manufacturing

UsesThis is a man-made compound that is used as a pesticide.

Use ClassificationFungicides

Applications · 4 items

DescriptionFlusilazole 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.

UsesAgricultural fungicide.

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

UsesFlusilazole 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.

Upstream & downstream products

Upstream raw materials

Suppliers50 total

湖北博杰生物科技有限公司0713-2060728 15629612610

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]

济南百隆化学有限公司[email protected] · [email protected]

武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]

Additional notes · 1 item

DefinitionChEBI: 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.