Name | TOLFENPYRAD |
Synonyms | omi-88 HATI-HATI TOLFENPYRAD TOLFENPYRAD STANDARD tolfenpyrad (bsi, pa iso) mmbc mab-c mmb-chminaca fubamb 4-chloro-3-ethyl-1-Methyl-N-(4-(p-tolyloxy)benzyl)-1H-pyrazole-5-carboxaMide 4-chloro-3-ethyl-1-methyl-N-(4-(p-tolyloxy)benzyl)-1H-pyrazole-5-carboxamide 4-chloro-3-ethyl-1-methyl-N-[4-(4-methylphenoxy)benzyl]-1H-pyrazole-5-carboxamide 1H-Pyrazole-5-carboxaMide, 4-chloro-3-ethyl-1-Methyl-N-[[4-(4-Methylphenoxy)phenyl]Methyl]- |
CAS | 129558-76-5 |
InChI | InChI=1/C21H22ClN3O2/c1-4-18-19(22)20(25(3)24-18)21(26)23-13-15-7-11-17(12-8-15)27-16-9-5-14(2)6-10-16/h5-12H,4,13H2,1-3H3,(H,23,26) |
InChIKey | WPALTCMYPARVNV-UHFFFAOYSA-N |
Molecular Formula | C21H22ClN3O2 |
Molar Mass | 383.87 |
Density | 1.21±0.1 g/cm3(Predicted) |
Melting Point | 87~89℃ |
Boling Point | 540.0±50.0 °C(Predicted) |
Flash Point | 280.371°C |
Vapor Presure | 0mmHg at 25°C |
Appearance | neat |
BRN | 13666608 |
pKa | 13.11±0.46(Predicted) |
Storage Condition | 0-6°C |
Refractive Index | 1.6 |
Physical and Chemical Properties | storage conditions: 0-6 ℃ Appearance: white powder |
Use | This product is for scientific research only and shall not be used for other purposes. |
Risk Codes | R20/22 - Harmful by inhalation and if swallowed. R50/53 - 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 |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
insecticide and acaricide | azolamide (tolfenpyrad) is a new type of pyrazolamide insecticide developed by Mitsubishi Chemical Company of Japan in 1988. The efficacy and safety of the drug have been confirmed by various biological efficacy tests and safety tests. Azolamide has no cross-resistance with other insecticidal acaricides currently used in the domestic market, and is quickly degraded in plants, soil and water. Due to its protection, treatment, eradication, penetration, and non-mutagenic characteristics, it is another new type of agricultural insecticide with great development potential and market vitality after triazole insecticides and acaricides in the pesticide industry. Insecticides. The experiment began in Japan in 1996, was registered in April 2002, and passed the patent protection period in 2008. The new insecticide produced by Japan Pesticide Co., Ltd. is moderately toxic, has contact killing effect, and has the effects of killing eggs, inhibiting food and inhibiting oviposition. It has a wide insecticidal spectrum and is effective against Lepidoptera, Hemiptera, Coleoptera, Hymenoptera, Diptera, Thysanoptera pests and mites, especially for Lepidoptera Plutella, Thysoptera and other pests, 15% Zoledoxamide EC has been registered as a pesticide in China to control thrips on eggplant and Plutella xylostella on cruciferous vegetables. |
mechanism of action | the mechanism of action of azolamide is through the electron transfer system that hinders the mitochondrial energy metabolism system of pests. Quick effect is good, the holding period is longer. It has high activity from eggs to adults and inhibits pest feeding throughout the growth period of Plutella xylostella. There are also effects against resistant pests. The application effect is good during the incubation period of pest eggs to the young (if) insects. 7.5-12 grams of pure medicine per mu is used to control thrips on eggplant, and 4.5-7.5 grams of pure medicine per mu is used to control diamondback moth on cruciferous vegetables. The dosage is low. It is better to use the secondary dilution method when preparing the liquid medicine. According to the severity of the pest, the interval between each application is 7-15 days. As the diamondback moth is a pest that is prone to drug resistance, it is necessary to use the medicine in rotation. The drug should not be used more than twice a season. The safety interval is 21 days for cruciferous vegetables. Eggplant is strictly prohibited for 3 days in vegetable seedling stage and leaflet vegetables to avoid drug damage. In addition, azolamide is toxic to silkworm, fish, bees and other organisms, and it is forbidden to use drugs in aquaculture areas near silkworm chambers and mulberry fields during the flowering period of nectar crops. |
toxicity | the acute oral LD50 of azolamide to male and female rats is 386 and 150 mg/kg respectively. Acute percutaneous LD50> 2000 and 3,000 mg/kg respectively; Acute inhalation of LC50 was 2.21 and 1.5mg/L respectively. Rabbit skin and eyes have mild irritation. Weak sensitization to guinea pigs. In the 13-week subchronic feeding toxicity test of rats, the maximum non-effective dose was 0.906 mg/kg d for male rats and 1.01 mg/kg d for female rats. Mutagenicity test: Ames test, micronucleus test of mouse bone marrow cells and positive mutation test of mouse lymphoma were negative, and no mutagenicity was found. acute oral LD50 of oxazolamide 15% emulsifiable concentrate rats: male is 102 mg/kg, female is 83 mg/kg, acute percutaneous LD50> 2,000 mg/kg; Acute inhalation of LC50 542mg/m3; Rabbit skin and eyes have moderate irritation to guinea pig skin and weak sensitization. Zoledoxamide and 15% EC are moderately toxic insecticides. |
The synthesis method of azoleamide | The synthesis route of azoleamide is single, that is, it is composed of 1-methyl-3-ethyl-4-chloro-5-pyrazoyl chloride and 4-(4-methylphenoxy) benzylamine is condensed, but the two intermediates have different synthesis methods. According to the different raw materials of the cyclization step, the synthesis methods of 1-methyl-3-ethyl-4-chloro-5-pyrazoloyl chloride can be divided into two types: hydrazine hydrate method and methylhydrazine method. According to different starting materials, the synthesis of 4-(4-methylphenoxy) benzylamine can be divided into two types: aldoxime reduction method and nitrile reduction method. Using butanone and diethyl oxalate as starting materials, 1-methyl -3-ethyl -4-chloro -5-pyrazoloyl chloride was synthesized through cyclization, methylation, chlorination, hydrolysis and chlorination, and then reacted with 4-(4-methylphenoxy) benzylamine, and the original drug was synthesized in eight steps. The raw materials of the process are easy to obtain and the reaction conditions are mild. Through the replacement of raw materials, the use of highly toxic reagents is avoided, and the treatment of complex exhaust gas is avoided; through condition control, the yield of the catalyst is greatly improved, the total yield is greater than 57% (based on diethyl oxalate), and the content is greater than 95%. |
market prospect | azolamide has a good killing effect on scale insects. scale insects are small insects with more than 6000 species in the world and about 650 species recorded in China. Scale insects are the most common pests on flowers and fruit trees. They have strong reproductive ability and often cluster on branches, leaves and fruits. Adult and nymphs insert needle-like mouthpart into crop tissues to absorb juice, causing branches and leaves to wither, and even the whole plant to die; in addition, the secretions of scale insects can also cause soot disease, which is extremely harmful. Scale insects have strong drug resistance, and it is difficult for general agents to enter the body, so it is difficult to prevent and control. At present, siphon is the main agent to kill scale insects, but siphon is a highly toxic organophosphorus pesticide. With the prohibition of highly toxic pesticides by five ministries and commissions including the Ministry of Agriculture, siphon is bound to be eliminated. Amide will also become one of the important alternatives to siphon. |
use | azolamide is a new type of pyrazole heterocyclic insecticide developed by the former Mitsubishi Chemical Company of Japan (the pesticide part of which is now a Japanese pesticide company). Its main mechanism of action is to prevent the oxidative phosphorylation of insects, and it also has the effects of killing eggs, inhibiting food, inhibiting spawning and bactericidal. |