N-[2,6-dibromo-4-(trifluoromethoxy)phenyl]-2-methyl-4-(trifluoromethyl)-1,3-thiazole-5-carboxamide
THIFLUZAMIDE
CAS: 130000-40-7
Molecular Formula: C13H6Br2F6N2O2S
N-[2,6-dibromo-4-(trifluoromethoxy)phenyl]-2-methyl-4-(trifluoromethyl)-1,3-thiazole-5-carboxamide - Names and Identifiers
| Name | THIFLUZAMIDE |
| Synonyms | Granual mon24000 MON 2400 RH 130753 Thirluzamide trifluzamide THIFLUZAMIDE THIFLUZAMIDE TC THIFLUZAMIDE STANDARD thifluzamide (bsi,iso,ansi) 2',6'-diobromo-2-methyl-4'-trifluoromethyox-4-trifluoromethyl-1,3-thiazole-5-carboxanilide N-[2,6-dibromo-4-(trifluoromethoxy)phenyl]-2-methyl-4-(trifluoromethyl)-1,3-thiazole-5-carboxamide |
| CAS | 130000-40-7 |
| EINECS | 603-378-0 |
| InChI | InChI=1/C13H6Br2F6N2O2S/c1-4-22-10(12(16,17)18)9(26-4)11(24)23-8-6(14)2-5(3-7(8)15)25-13(19,20)21/h2-3H,1H3,(H,23,24) |
| InChIKey | WOSNCVAPUOFXEH-UHFFFAOYSA-N |
N-[2,6-dibromo-4-(trifluoromethoxy)phenyl]-2-methyl-4-(trifluoromethyl)-1,3-thiazole-5-carboxamide - Physico-chemical Properties
| Molecular Formula | C13H6Br2F6N2O2S |
| Molar Mass | 528.06 |
| Density | 1.930 |
| Melting Point | 178℃ |
| Boling Point | 375.9±42.0 °C(Predicted) |
| Flash Point | 181.2°C |
| Vapor Presure | 7.51E-06mmHg at 25°C |
| Appearance | neat |
| Color | White to Gray to Red |
| pKa | 8.24±0.70(Predicted) |
| Storage Condition | Keep in dark place,Sealed in dry,2-8°C |
| Refractive Index | 1.569 |
| Physical and Chemical Properties | Storage Conditions: 0-6 ℃ |
| Use | This product is for scientific research only and shall not be used for other purposes. |
N-[2,6-dibromo-4-(trifluoromethoxy)phenyl]-2-methyl-4-(trifluoromethyl)-1,3-thiazole-5-carboxamide - Risk and Safety
| Hazard Symbols | N - Dangerous for the environment |
| Risk Codes | 50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
| Safety Description | S60 - This material and its container must be disposed of as hazardous waste. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
| UN IDs | UN 3077 9 / PGIII |
| WGK Germany | 3 |
| HS Code | 29341000 |
| Hazard Class | 9 |
| Packing Group | III |
N-[2,6-dibromo-4-(trifluoromethoxy)phenyl]-2-methyl-4-(trifluoromethyl)-1,3-thiazole-5-carboxamide - Reference Information
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| fungicide | thifluamide is a new type of benzamide endosorption therapeutic low-toxicity broad-spectrum fungicide, which was first successfully developed by Monsanto Company of the United States. In 1994, American Rohmanhaas (which has been incorporated into Dow Yinong Company of the United States) purchased a patent and began commercial production, with a brand name full of ears, the registered product of Thifuramide in China is 24% full spike SC, and the registered crop and disease is rice sheath blight. In other countries, it is also registered on peanuts, lawns, coffee, potatoes, cotton, sugar beets, cereals and other crops. Thifuramide has strong internal absorption conductivity, high bactericidal efficiency, and long duration. It prevents and treats cotton blight caused by Rhizoctonia solani and ulcer bacteria. Compared with pentachloronitrobenzene, it is not only effective, And the dosage is only 1/3~1/5. The principle of sterilization is to inhibit the acid dehydrogenase in the tricarboxylic acid cycle of the bacteria, which leads to the death of the bacteria. Thifuramide overcomes the shortcomings of many chemicals used to control smut on the market that are unsafe to crops, and will play a greater role in seed treatment to prevent and control systemic diseases. General foliar treatment can effectively prevent and control diseases caused by Rhizoctonia, rust fungus and sclerotium. Thifuramide has no activity against alginates, and is not effective against diseases caused by leaf pathogens, such as peanut brown spot and black spot |
| thifluzamide has good effect on controlling wheat sheath blight | thifluzamide has good control effect on many fungal diseases and can be widely used in rice, wheat, peanut, cotton, sugar beet, coffee, potato, lawn and other crops. At present, it is mainly used to control sheath blight of rice and wheat in production. Sheath blight is a common disease on wheat. Because there are no varieties with high resistance to sheath blight in production, chemical control is the most important control method. Wheat sheath blight is a high temperature and high humidity disease. Its occurrence and development are greatly affected by temperature and humidity. It develops rapidly when the humidity is high and the temperature is suitable. In recent years, thifluzamide, which has been used to control rice sheath blight, has also shown good results in the control of wheat sheath blight. Thifluvamide is suitable for various application methods such as foliar spray, seed treatment and soil treatment. Foliar spray is often used to prevent sheath blight. According to relevant experiments, on March 5 and March 15 before the wheat rose and jointed, 10 ml and 20 ml of 24% tifluzamide suspending agent were used to control wheat sheath blight respectively per mu. The control effects on sheath blight 30 days after application were 94.38%, 97.78%, 97.41% and 97.41% respectively, and the white spike rate was 0. However, the same chemical treatment was adopted on April 5 and April 15 after wheat jointing, the control effect on wheat sheath blight was significantly reduced. The test results show that wheat before jointing is the best period to control sheath blight. Using 10-20 ml of 24% thifluzamide suspending agent per mu can effectively control the occurrence of sheath blight, reduce white ears, and have obvious yield increase effect. To prevent sheath blight, the spraying period is very important, and medication must be taken on time. Shake the medicine well before dispensing. The liquid medicine should not pollute the water source. |
| toxicity | acute oral LD50>5000mg/kg in rats, acute percutaneous LD50>5000mg/kg in rats, and acute inhalation of LC50>50001.4mg/L air in rats. Moderate irritation to rabbit eyes and slight irritation to rabbit skin. The Ames test was negative, and the mouse micronucleus test was negative. Quail and wild duck LC50>5620mg/L, Sunfish LC501.2mg/L, carp 2.9mg/L, rainbow trout 1.3mg/L (both 96h). Daphnia LC502.9 mg/L (48h). |
| Use | Thiazolamide succinate dehydrogenase inhibitor. It is used in rice, cereal crops and lawns. It is effective for pathogenic fungi such as Rhizoctonia, Puccinia stillum, Fusarium vulgaris, and it is effective for diseases caused by Basidiomycetes, such as Rhizoctonia blight. It is used for treatment of rice, cereal crops and turf stems and leaves at a dose of 125-250g of active ingredients/hm2, and for seed dressing of cereal crops and non-cereal crops at a dose of 7-30g of active ingredients/kg of seeds. The agent has excellent control effect on rice grain and dry production, using a dose of 130~140g of active ingredient/hm2 and 125~250g of active ingredient/hm2. |
| Production method | Using ethyl trifluoroacetoacetate as raw material, it is chlorinated, cyclized, hydrolyzed, and acyl chlorinated to obtain acyl chloride; 2, 6-dibromo-4-trifluoromethoxyphenylamine is synthesized from p-aminophenol. Finally, the two intermediates are synthesized into thiofluramide. |
Last Update：2024-04-09 15:16:47
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