Flusilazole (Olymp; DPX-6573; Sanction; Flusilazole; DPX6573; Flusilazol; DPX 6573; Nustar) is a potent organosilicon fungicide that has been used for the control of fungal infections on a variety of vegetable and fruit crops. It shows moderate toxicity to animals and can produce embryotoxicity and birth defects at high doses.
Physicochemical Properties
| Molecular Formula | C16H15F2N3SI |
| Molecular Weight | 315.39 |
| Exact Mass | 315.1 |
| Elemental Analysis | C, 60.93; H, 4.79; F, 12.05; N, 13.32; Si, 8.90 |
| CAS # | 85509-19-9 |
| PubChem CID | 73675 |
| Appearance | White to off-white solid powder |
| Density | 1.2±0.1 g/cm3 |
| Boiling Point | 392.5±52.0 °C at 760 mmHg |
| Melting Point | 51-53ºC |
| Flash Point | 191.2±30.7 °C |
| Vapour Pressure | 0.0±0.9 mmHg at 25°C |
| Index of Refraction | 1.563 |
| LogP | 3.84 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 4 |
| Heavy Atom Count | 22 |
| Complexity | 333 |
| Defined Atom Stereocenter Count | 0 |
| SMILES | FC1C=CC([Si](CN2C=NC=N2)(C)C2C=CC(F)=CC=2)=CC=1 |
| InChi Key | FQKUGOMFVDPBIZ-UHFFFAOYSA-N |
| InChi Code | 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 |
| Chemical Name | 1-((bis(4-fluorophenyl)(methyl)silyl)methyl)-1H-1,2,4-triazole |
| Synonyms | Nustar; Olymp; Sanction; DPX-6573; DPX6573; DPX 6573; |
| HS Tariff Code | 2934.99.03.00 |
| Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
| Toxicity/Toxicokinetics |
Toxicity Summary 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. Toxicity Data LD50 (rat, oral) =1110 mg/kg (m) LD50 (rat, dermal) >2000 mg/kg |
| References |
[1]. Reaction Kinetics and Mechanisms of Organosilicon Fungicide Flusilazole With Sulfate and Hydroxyl Radicals. Chemosphere. 2018 Jan;190:327-336. |
| Additional Infomation |
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. Flusilazole (DPX-H6573) is an organosilicon fungicide invented by DuPont, which is used to control fungal infections on a variety of fruit and vegetable crops. It is moderately toxic to animals and has been shown to produce birth defects and embryotoxicity at high doses. |
Solubility Data
| Solubility (In Vitro) | DMSO : ~100 mg/mL (~317.07 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (7.93 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (7.93 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.5 mg/mL (7.93 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. Solubility in Formulation 4: 10% DMSO+40% PEG300+5% Tween-80+45% Saline: ≥ 2.5 mg/mL (7.93 mM) (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.1707 mL | 15.8534 mL | 31.7068 mL | |
| 5 mM | 0.6341 mL | 3.1707 mL | 6.3414 mL | |
| 10 mM | 0.3171 mL | 1.5853 mL | 3.1707 mL |