Description background Mechanism of action effect Indications Safety Preparation References
ChemicalBook > CAS DataBase List > Fludioxonil

Fludioxonil

Description background Mechanism of action effect Indications Safety Preparation References
Product Name
Fludioxonil
CAS No.
131341-86-1
Chemical Name
Fludioxonil
Synonyms
Fludioxnil;4-(2,2-difluoro-1,3-benzdioxol-4-yl)-1h-pyrrole-3-carbonitrile;4-(2,2-Difluorobenzo[d][1,3]dioxol-4-yl)-1H-pyrrole-3-carbonitrile;MAXIM;Geoxe;CELEST;Savior;Scholar;cga173506;MaxiM PSP
CBNumber
CB6450780
Molecular Formula
C12H6F2N2O2
Formula Weight
248.18
MOL File
131341-86-1.mol
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Fludioxonil Property

Melting point:
199.4°
Boiling point:
420.4±45.0 °C(Predicted)
Density 
1.55±0.1 g/cm3(Predicted)
vapor pressure 
3.9 x 10-7 Pa (25 °C)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
DMSO: Slightly Soluble,Methanol: Slightly Soluble
pka
14.10±0.50(Predicted)
Water Solubility 
1.8 mg l-1 in water at 25 °C
form 
Solid
color 
White to off-white
BRN 
8393936
InChI
InChI=1S/C12H6F2N2O2/c13-12(14)17-10-3-1-2-8(11(10)18-12)9-6-16-5-7(9)4-15/h1-3,5-6,16H
InChIKey
MUJOIMFVNIBMKC-UHFFFAOYSA-N
SMILES
N1C=C(C2=C3C(=CC=C2)OC(F)(F)O3)C(C#N)=C1
EPA Substance Registry System
Fludioxonil (131341-86-1)
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Safety

Hazard Codes 
N
Risk Statements 
50/53
Safety Statements 
60-61
RIDADR 
3077
WGK Germany 
3
RTECS 
UX9347525
HazardClass 
9
PackingGroup 
III
HS Code 
29349990
Hazardous Substances Data
131341-86-1(Hazardous Substances Data)
Toxicity
LD50 in rats (mg/kg): >2000 orally; >2000 dermally; LC50 (4 hr) in rats: >2600 mg/m3 (Gehmann)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P391Collect spillage. Hazardous to the aquatic environment

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
46102
Product name
Fludioxonil
Purity
PESTANAL?, analytical standard
Packaging
100MG
Price
$89.6
Updated
2025/07/31
Cayman Chemical
Product number
25818
Product name
Fludioxonil
Purity
≥98%
Packaging
50mg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
25818
Product name
Fludioxonil
Purity
≥98%
Packaging
100mg
Price
$78
Updated
2024/03/01
TRC
Product number
F427000
Product name
Fludioxonil
Packaging
500mg
Price
$145
Updated
2021/12/16
Biosynth Carbosynth
Product number
FD105913
Product name
4-(2,2-difluoro-1,3-benzodioxol-4-yl)-1h-pyrrole-3-carbonitr
Packaging
500mg
Price
$150
Updated
2021/12/16
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Fludioxonil Chemical Properties,Usage,Production

Description

Fludioxonil is a synthetic phenylpyrrole-group substance. It is a kind of broad-spectrum, non-systemic fungicide, being used against Fusarium, Rhizoctonia, Alternaria and Botrytis cinerea. For dealing with the fungal diseases, it is usually applied in seed treatment as well as post-harvest treatment of fruits. Fludioxonil is effective in the treatment of many major seed diseases such as seedling blight, stem-base Browning, snow mould and common blunt. For post-harvest treatment, it can deal with Grey mould, storage rot, powdery mildew and black spot. It exerts its effect through interfering with the transport-associated phosphorylation of glucose as well as inhibiting glycerol synthesis, further inhibiting the mycelial growth. When used in combination with thiamethoxam and metalaxyl-M, fludioxonil can also be used for the treatment of pests such as peach-potato aphid, flea beetle and cabbage stem flea beetle.

Mechanism of action

Fludioxonil is a new type of pyrrole non-systemic, contact-killing broad-spectrum fungicide. As a seed treatment fungicide, the suspension seed coating agent can control many diseases. The application results show that fludioxonil root irrigation or soil treatment has very good effects on many root diseases such as wilt, root rot, fusarium wilt and vine blight of various crops. In addition, fludioxonil can also be used as a spray to prevent gray mold and sclerotia of various crops.

background

Fludioxonil is a non-systemic fungicide, introduced in 1993 by Ciba-Geigy (now Syngenta). It is used for the treatment of crops (particularly cereals, fruits and vegetables, and ornamental plants; often in combination with another fungicide such as cyprodinil). Brand names include seed treatments: Celest, Agri Star Fludioxonil 41 ST, Dyna-shield Fludioxonil, Maxim 4 FS, and Spirato 480 FS, as well as foliar applications: Switch (fludioxonil + cyprodinil) [1]. Fludioxonil is used against Fusarium, Rhizoctonia, Alternaria and Botrytis cinerea.

effect

Its mode of action is to inhibit transport-associated phosphorylation of glucose, which reduces mycelial growth rate.

Indications

It is used for the foliar treatment of wheat, barley, corn, peas, rape, rice, vegetables, grapes, lawns, and ornamental crops. It is used to control Fusarium nivalis, Tilletia rot, Rhizoctonia solani, etc. Special effects; treatment of grain and non-grain seeds, prevention and control of seed and soil-borne pathogens, such as Alternaria, Ascodia, Aspergillus, Fusarium, Bipolaris, Rhizoctonia and Penicillium bacteria.

Safety

Fludioxonil is safe and harmless to crops at the recommended dose. The seed treatment of Silox is extremely safe for wheat stripe disease, netting disease, hard smut, and snow rot; corn is green and does not affect the emergence of seeds, and can promote the emergence of seeds in advance

Preparation

Taking nitrophenol as raw material, the intermediate substituted aniline is prepared by etherification, fluorination and reduction, and then reacted with acrylonitrile by diazotization, and finally the ring is closed to obtain fludioxonil. The second preparation method takes substituted benzaldehyde as the starting material and undergoes condensation and cyclization to obtain fludioxonil. The reaction formula is as follows:

References

https://en.wikipedia.org/wiki/Fludioxonil
http://www.agchemaccess.com/Fludioxonil

Chemical Properties

Pure product is colorless crystal, m.p. 199.8℃, relative density 1.54 (20℃), vapor pressure 3.9×10-7Pa (20℃), partition coefficient 4.12 (25℃). 25℃ solubility: acetone 190mg/L, methanol 44mg/L, octanol 20mg/L, toluene 2.7mg/L, hexane 0.0078mg/L, water 1.8mg/L. pH 5-9 conditions do not occur hydrolysis. No hydrolysis under the condition of pH 5~9.

Uses

Agricultural fungicide.

Uses

Fludioxonil is a nonsystemic phenylpyrrole fungicide structurally related to pyrrolnitrin.

Uses

Fludioxonil is a non-systemic fungicide used for the seed treatment control of seedling blight, scab, brown root rot, ear blight, smut and leaf spots in cereals caused by Fusarium spp., Septuria nodurum, Tilletia caries, etc. It is also a contact fungicide controlling fruit rot, wood rot, stem rot and root rot in vines, fruits, field crops, vegetables and rice.

Definition

ChEBI: A member of the class of benzodioxoles that is 2,2-difluoro-1,3-benzodioxole substituted at position 4 by a 3-cyanopyrrol-4-yl group. A fungicide seed treatment for control of a range of diseases including Fusarium, Rhizoctonia an Alternaria .

in vivo

Fludioxonil (40 mg/kg, i.g., once every three days for 80 days) inhibits tumor proliferation in mice[2].

Animal Model:MCF-7V-transplanted mice[2]
Dosage:40 mg/kg; every 3 days; 80 days
Administration:i.g.
Result:Accelerated tumor growth in vivo, and the expression of PCNA in animal tumor tissues also significantly increased.

Metabolic pathway

Limited data are available in the open literature. Information presented in this summary was abstracted from the data evaluation published by the Pesticide Safety Directorate (PSD, 1995). Fludioxonil is stable to hydrolytic and soil degradation. Oxidation and hydration of the cyano moiety was observed in and on soil surfaces and probably resulted from photolytic action to yield the corresponding amides and carboxylic acids. Extensive degradation occurred at the pyrrole ring in plants and animals, including hydroxylation and oxidation, followed by ring-opening. Modification of the benzodioxyl moiety was not observed.

Degradation

Fludioxonil(1) is stable to hydrolytic degradation (up to 30 days at 25 °C) over the pH range 5-9.
Fludioxonil degraded in pH 7 buffered solution when exposed to UV light generated by a xenon arc lamp with an estimated DT50 value of 10 days. The chemical nature of three major degradation products (each accounted ca. 15%) was not determined.

Fludioxonil Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Fludioxonil manufacturers

Hefei Lbao Physical & Chemical Science Co.,Ltd
Product
Fludioxonil 131341-86-1
Price
US $0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
Customise
Release date
2025-11-21
Hebei Chuanghai Biotechnology Co., Ltd
Product
FLUDIOXONIL 131341-86-1
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-22
Qingdao Trust Agri Chemical Co.,Ltd
Product
Fludioxonil 131341-86-1
Price
US $0.00/kg
Min. Order
10kg
Purity
98
Supply Ability
20000
Release date
2024-07-12

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