Flutolanil
- CAS No.
- 66332-96-5
- Chemical Name:
- Flutolanil
- Synonyms
- MONCUT;NNF 136;MONCUT(R);Flutalanil;FLUTOLANIL;Flutolanil 0.1;FLUTOLANIL STANDARD;C13863500 Flutolanil;Flufenacet Impurity 3;Flutolanil in Methanol
- CBNumber:
- CB9478268
- Molecular Formula:
- C17H16F3NO2
- Molecular Weight:
- 323.31
- MDL Number:
- MFCD00176914
- MOL File:
- 66332-96-5.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Product description | Number | Pack Size | Price |
| Flutolanil ≥98% | 33146 | 50mg | $54 |
| Flutolanil ≥98% | 33146 | 100mg | $81 |
| Flutolanil 99.44% | CS-0014112 | 25mg | $71 |
| Flutolanil 99.44% | CS-0014112 | 50mg | $114 |
| Flutolanil 99.44% | CS-0014112 | 100mg | $182 |
| Melting point | 108° (Araki, Yabutani); mp 104-105° (Araki, 1985) |
|---|---|
| Boiling point | 339.1±42.0 °C(Predicted) |
| Density | 1.2463 (estimate) |
| vapor pressure | 6.5 x 10-6 Pa (25 °C) |
| storage temp. | 0-6°C |
| solubility | Chloroform (Slightly), Methanol (Slightly) |
| form | Solid |
| Water Solubility | 6.53 mg l-1 (20 °C) |
| pka | 12.44±0.70(Predicted) |
| color | White to Pale Orange |
| Henry's Law Constant | 3.1×103 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) |
| InChI | InChI=1S/C17H16F3NO2/c1-11(2)23-13-7-5-6-12(10-13)21-16(22)14-8-3-4-9-15(14)17(18,19)20/h3-11H,1-2H3,(H,21,22) |
| InChIKey | PTCGDEVVHUXTMP-UHFFFAOYSA-N |
| SMILES | C(NC1=CC=CC(OC(C)C)=C1)(=O)C1=CC=CC=C1C(F)(F)F |
| LogP | 3.700 |
| FDA UNII | 2USL6Y9JZ4 |
| EPA Substance Registry System | Flutolanil (66332-96-5) |
| Pesticides Freedom of Information Act (FOIA) | Flutolanil |
| UNSPSC Code | 41116107 |
| NACRES | NA.24 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS09 |
|---|---|
| Signal word | Warning |
| Hazard statements | H410 |
| Precautionary statements | P273-P391-P501 |
| WGK Germany | WGK 2 |
| RTECS | CV5581320 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Aquatic Acute 1 Aquatic Chronic 1 |
| Hazardous Substances Data | 66332-96-5(Hazardous Substances Data) |
| Toxicity | LD50 in male and female rats, male and female mice (mg/kg): >10,000, >10,000 orally; in male and female rats (mg/kg): >5000 dermally (Araki) |
Flutolanil price More Price(15)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Cayman Chemical | 33146 | Flutolanil ≥98% | 66332-96-5 | 50mg | $54 | 2026-04-30 | Buy |
| Cayman Chemical | 33146 | Flutolanil ≥98% | 66332-96-5 | 100mg | $81 | 2026-04-30 | Buy |
| ChemScene | CS-0014112 | Flutolanil 99.44% | 66332-96-5 | 25mg | $71 | 2026-06-04 | Buy |
| ChemScene | CS-0014112 | Flutolanil 99.44% | 66332-96-5 | 50mg | $114 | 2026-06-04 | Buy |
| ChemScene | CS-0014112 | Flutolanil 99.44% | 66332-96-5 | 100mg | $182 | 2026-06-04 | Buy |
Flutolanil Chemical Properties,Uses,Production
Genotoxicity
In the presence and absence of metabolic activation, flutolanil (100-250000 mg/mL) was not mutagenic in the Ames Test in Salmonella typhimurium and Escherichia coli strains and was negative in a forward mutation assay at the thymidine kinase locus in mouse lymphoma cells at concentrations of 6-100 mg/mL. Flutolanil (1000-500000 mg/mL) did not induce DNA damage in Bacillus subtilis strains or increase chromosomal aberrations in human lymphocytes, in the presence and absence of metabolic activation, at concentrations up to 1000 mg/mL. However, at 48.5 mg/mL, flutolanil induced chromosomal aberrations in cultured Chinese hamster lung cells in the presence of metabolic activation, although this effect was relatively weak. No effect was observed in the absence of metabolic activation. Using cultured rat hepatocytes in vitro, unscheduled DNA synthesis was not induced by flutolanil at concentrations up to 80 mg/mL. In an in vivo study, flutolanil was not genotoxic in the micronucleus assay in mouse bone marrow cells after single oral doses of 6400, 8000 and 10000 mg/kg bw or after repeat doses at 10000 mg/kg bw/day.
Description
Flutolanil is a systemic fungicide. It has a low aqueous solubility, volatile with a marginal risk of leaching to groundwater. It is persistent in both soils and aquatic systems. Although it has a low mammalian toxicity it does show some potential to bioaccumulate. No serious risks to human health have been identified. It is moderately toxic to birds and most aquatic organisms and earthworms but has a low toxicity to honeybees.
Chemical Properties
Pure product is white odorless crystals. m.p. 108°C (102~103°C), vapor pressure 1.77×10-9Pa (20°C). Solubility at 20℃: acetone 642g/L, methanol 606g/L (480g/L), chloroform 341g/L (238g/L), toluene 56g/L (65g/L), xylene 29g/L, hexane 3g/L, water 9.6mg/L. Distribution coefficient of 3.7, stable in aqueous solution with pH 3-9, no decomposition when heated for 5h at 100℃ or placed at 50℃ for 14d. It is stable in aqueous solution of pH 3~9, heated at 100℃ for 5h or 50℃ for 14d without decomposition, and the decomposition rate is 1% under fluorescent lamp (17000lx, 96h), which indicates that it has good stability to heat and light. Half-life in soil is 40-60d.
Uses
Agricultural fungicide.
Uses
Flutolanil is used to control Basidiomycetes diseases in rice, cereals, sugar beet and other crops.
Uses
Flutolanil is a fungicide that has been used for controlling brown patch on creeping bentgrass fairways.
Definition
ChEBI: Flutolanil is a member of the class of benzamides, obtained by formal condensation of the carboxy group of 2-(trifluoromethyl)benzoic acid with the amino group of 3-(ispropyloxy)aniline. A fungicide used to control a range of pathogens especially Rhizoctonia spp. on rice, turf and other crops. It has a role as an EC 1.3.5.1 [succinate dehydrogenase (quinone)] inhibitor and an antifungal agrochemical. It is a member of benzamides, an aromatic ether, a member of (trifluoromethyl)benzenes and a benzanilide fungicide.
Application
Flutolanil 40SC Fungicide is a systemic fungicide for control of Basidiomycete diseases on turf. This product has shown excellent safety on Kentucky bluegrass, annual bluegrass, annual and perennial ryegrass, red fescue, tall fescue, bentgrass, Bermudagrass, zoysiagrass, and St. Augustine grass. Flutolanil 40SC Fungicide may be tank mixed with other labeled fungicides.
Production Methods
Flutolanil is commercially produced through a multi-step synthesis involving substituted anilines and heterocyclic intermediates, optimised for systemic fungicidal activity. It begins with the preparation of 2-trifluoromethylbenzanilide derivatives, which are key to its fungicidal properties. These intermediates are constructed by reacting 2-trifluoromethylbenzoic acid with aniline under acylation conditions, typically using reagents like thionyl chloride or phosphorus oxychloride to form the amide bond. The resulting compound is then further functionalised with a phenyl-substituted isoxazole ring, introduced via cyclisation reactions involving hydroxylamine and beta-diketones. The process is carried out under controlled temperature and solvent conditions to ensure high yield and purity.
Trade name
MONCUT
Safety Profile
Low toxicity by ingestion, skincontact, intraperitoneal, and subcutaneous routes. Whenheated to decomposition it emits toxic vapors of NOx andF.
Metabolic pathway
Flutolanil is an analogue of mepronil in which the methyl group is replaced by trifluoromethyl. Both compounds have systemic activity. This change in structure should render flutolanil more biostable by hindering hydrolysis and removing the option of methyl hydroxylation and further oxidation. This seems to be borne out in practice in that most of the metabolism of flutolanil occurs via O-dealkylation and aryl hydroxylation. Hydrolysis has not been detected.
Degradation
Flutolanil is a stable arylamide with no particularly weak link in its comparatively
simple chemistry. It is stable over the pH range 3-11 and it is
stable to heat (PM). It is stable in sunlight (PM) but it was slowly
degraded in 50% aqueous ethanol solution irradiated with a high pressure
mercury lamp whilst bubbling oxygen through the solution (Tsao and Eto,
1991). The study was conducted using non-radiolabelled compound. No
degradation occurred in the absence of oxygen. Even under these conditions,
the addition of photosensitisers was required to give a reasonable amount of breakdown. With 5% acetone in the solution, 20% degradation
was obtained in 8 hours. Almost no decomposition occurred on a glass
surface in 8 hours unless a sensitiser (e.g. benzophenone) was added. This
gave 40% decomposition.
The products in solution and on surfaces were different, as shown in
Scheme 1. The major product (80%) in solution was 2-(trifluoromethyl)-
benzamide (2). The benzoic acid (3) was identified as a minor product.
The N-ethoxycarbonyl derivative (4) was due to reaction with the solvent.
Amide bond cleavage was postulated to occur via oxidation in the aniline
ring (Tsao and Eto, 1991; Yumita et al., 1984). The resulting phenolic
products and anilines were converted into unidentified polar polymers.
No product 2 was obtained by irradiation on a glass surface (Tsao and
Eto, 1991). Under these conditions 3'-hydroxy-2-(trifluoromethyl)benzanilide
(5), i.e. dealkylated flutolanil, and a rearrangement product (6)
were the main products. Flutolanil is therefore an extremely stable
compound which undergoes slow photo-oxidation rather than aqueous
photolysis.
Mode of action
Flutolanil is a SDHI (Succinate-dehydrogenase inhibitor) with narrow spectrum. Flutolanil has inhibitory effect against development of each step of the infection cycle. Inhibition of invasion from sclerotium and mycelial growth result in preventive and curative effect in infection, respectively。
Pesticide Type
Fungicide
Flutolanil Preparation Products And Raw materials
Flutolanil Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Finetech Industry Limited | +86-27-8746-5837 +86-18627785180 | info@finetechnology-ind.com | China | 9539 | 58 |
| CONIER CHEM AND PHARMA LIMITED | sales@conier.com | China | 49906 | 58 | |
| Qingdao Trust Agri Chemical Co.,Ltd | +86-008615963231493 +86-008613573296305 | trustagri@hotmail.com | China | 298 | 58 |
| Shaanxi Didu New Materials Co. Ltd | +86-86-17392712779 +86-13289823923 | 1090@dideu.com | China | 8651 | 58 |
| Nantong HI-FUTURE Biology Co., Ltd. | +86-18051384581 | sales@chemhifuture.com | China | 3123 | 58 |
| ShenZhen Trendseen Biological Technology Co.,Ltd. | 13417589054 | trendseenbio@gmail.com | China | 11674 | 58 |
| SUZHOU SENFEIDA CHEMICAL CO.,LTD | +86-0512-83500002 +86-15195660023 | 3899766280@qq.com | China | 26349 | 58 |
| Shanghai Acmec Biochemical Technology Co., Ltd. | +86-18621343501 | product@acmec-e.com | China | 33301 | 58 |
| Aladdin Scientific | tp@aladdinsci.com | United States | 54746 | 58 | |
| Hebei Chuanghai Biotechnology Co., Ltd | +86-15350571055 | Sibel@chuanghaibio.com | China | 6084 | 58 |
View Lastest Price from Flutolanil manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-07-14 | Flutolanil
66332-96-5
|
1kg | 95 | 20tons | Qingdao Trust Agri Chemical Co.,Ltd |
-
- Flutolanil
66332-96-5
- $0.00
- 95
- Qingdao Trust Agri Chemical Co.,Ltd
