Molecular Formula | C17H21ClN2O2S |
Molar Mass | 352.88 |
Density | 1.1354 (rough estimate) |
Melting Point | 108-108.5°C |
Boling Point | 128°C (rough estimate) |
Flash Point | 100°C |
Water Solubility | Insoluble in water |
Appearance | White Crystal |
Color | White to Almost white |
BRN | 9001643 |
pKa | 12.77±0.20(Predicted) |
Storage Condition | 0-6°C |
Sensitive | Sensitive to light |
Refractive Index | 1.6100 (estimate) |
MDL | MFCD00137385 |
Physical and Chemical Properties | Melting Point: 108 - 108.5 1, performance |
Use | Broad insecticidal spectrum, with high acaricidal activity against dermoides mites, whole claw mites, etc |
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 |
WGK Germany | 2 |
RTECS | XJ5396000 |
HS Code | 29341000 |
Toxicity | LD50 in male, female mice, male, female rats (mg/kg): all >5000 orally; all >5000 dermally (Nippon Soda Co.) |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
insect growth regulator and acaricide | thioridone is a kind of thiadiazine insect growth regulator with high selectivity, it has strong Contact killing effect and stomach poison effect. It has good control effect on planthoptera planthopper, leaf hopper, whitefly and scale insect hydrocarbon pests, and has long-lasting larvicidal activity against some coleopteran pests and mites. Can effectively control the rice planthopper and leaf hopper, tea, potato leaf hopper, citrus, vegetables on the whitefly, citrus on the shield and vermicelli. According to domestic research in rice plants have a certain role in the role of internal transport. Its mechanism of action is to inhibit insect chitin synthesis and interfere with metabolism, resulting in nymphs can not molt, or molt deformity, or eclosion deformity and slow death, with high nymphs activity. The general recommended dose can not directly kill adults, but can reduce egg laying, reduce the hatching rate of eggs and shorten their life span. The general application of 3 to 7 days after the effect can be seen, no direct killing of adult insects, but can shorten their life span, reduce egg production, and the output is mostly sterile eggs, the larvae die quickly even after hatching. It has a good control effect on the planthoptera, the Leaf, the whitefly and the scale insect pests, and the efficacy period is more than 30 days. It is relatively safe to natural enemies, and there is no problem of cross-resistance between hirudone and other insecticides, and the comprehensive effect is good. The action of the drug is slow, and the pest hazard can be controlled 3 to 7 days after application. When the population density is high, it should be mixed with quick-acting agents. thiazolidinone is also a kind of thiazolidinone acaricide, which has good penetration to the epidermal layer of plants, but has no effect of internal conduction. On a variety of plant mites have a strong egg killing, killing if the characteristics of the young mite, the adult mite is ineffective, but the docking to touch the liquid of the female adult mite eggs have a role in inhibiting hatching. The drug belongs to the non-temperature coefficient type acaricide, no significant difference in the use of different temperatures, the residual effect of a long period. The drug has good control effect on spider mites and poor control effect on rust mites and mite. In the common concentration of crop safety, can be mixed with the Bordeaux mixture, sulfur mixture and other pesticides. |
toxicity | Acute oral LD50>5000mg/kg in rats and mice, acute percutaneous LD50>5000mg/kg, rats with acute inhalation of LC50>2mg/L (4H). It has no irritation to rabbit skin and slight irritation to eyes. Rats fed 2 years Test No effect dose of 23.1mg/kg. Teratogenic, carcinogenic and mutagenic phenomena were not found in animal experiments. Carp LC503.7mg/L (48h), acute oral quail LD50>5000mg/kg, Bee LD50>0.2mg/only. |
Use | thiazolidinone acaricide. This product has a broad spectrum, a variety of spider mites of the young if mites and eggs have a good effect, but the effect of adult mites is poor, after the treatment of female mites adult, the egg can not hatch. The main effect is contact killing, which has good permeability to plant tissues and no internal absorption. The speed of efficacy is slow, but the residual effect can be up to 1 months or more. Safe for crops, feeding mites and beneficial insects. Such as the prevention and control of Apple Red Spider, in the young if the mite peak period, an average of 3~4 mites per leaf, with 5% emulsifiable concentrate or 5% wettable powder 1500~2000 times liquid spray. Use was discontinued 7 days before harvest. The product is a new thiazolidinone acaricide. Broad insecticidal spectrum, high acaricidal activity against spider mites, whole claw mites, low concentration, good effect, and has good residual effect, and organic phosphorus, dicofol and other non-interactive resistance, it is safe for crops, and safe for the beneficial insects of the predatory mites, but has no internal absorption, and has poor effect on adults. The insecticidal spectrum is broad, and has high acaricidal activity against dermoides mite and whole claw mite |
production method | with trans 5-(4-chlorophenyl) 4-methyl-2-oxothiazolidinone and cyclohexyl isocyanate are obtained by condensation as starting materials. 20g of trans 5-(4-chlorophenyl)-4-methyl-2-oxothiazolidinone and 11.9g of cyclohexyl isocyanate were added to benzene, and the reaction was stirred at room temperature, after post-treatment, 30.7g of thioridone was obtained. Preparation of trans 5-(4-chlorophenyl)-4-methyl-2-oxothiazolidinone: condensation dehydration of trans-2-amino-1-p-chlorophenylpropanol with an equimolar amount of sulfuric acid in an organic solvent to form a trans-sulfuric acid ester, and then under alkaline conditions, A thiocarbamate derivative is formed by reacting with carbon oxysulfide, and at the same time, the carbon on Aggression of the phenyl group of the intramolecular sulfur atom is formed to p-, 5-trans-thiazolidinone. Formulated as 10% emulsifiable concentrate, 10% or 50% wettable powder. preparation of erythro -2-amino -1-p-chlorophenyl propanol sulfate 20g of a mixture of erythro -2-amino -1-p-chlorophenyl propanol and 21.9g of 50% sulfuric acid were mixed with benzene azeotropic distillation, water was removed to obtain the corresponding sulfuric acid ester in 99% yield. Preparation of trans-5-(4-chlorophenyl)-4-methyl-2-oxothiazolidinone cyclization with carbon disulfide in ethanol medium and in the presence of acid binding agent, and then obtained by oxidation. Method of operation: 5g of potassium hydroxide into aqueous solution, at room temperature added to 10.6g of red 2-amino -1-p-chlorophenyl propanol sulfate and 6.1g of carbon disulfide in ethanol mixture, the thiocyclization intermediate was obtained by controlling the reaction temperature at 40 ° C. And the reaction time at 3H. Then, 2.44g of this intermediate was reacted with 2.7g of sodium methoxide in methanol solution at room temperature, and oxidized with 5.2g of 30% hydrogen peroxide at 40 °c, the intermediate of substituted trans-thiazolidinone was obtained. The total yield of the two-step reaction was 79.8%. Trans-5-(4-chlorophenyl)-4-methyl-2-chlorothiazolidinone may also be used as a starting material from the sulfuric acid ester of erythro -2-amino -1-p-chlorophenyl propanol, in the presence of acid binding agent, with an excess of oxygen carbon sulfide, a one-step synthesis, reaction yield of 71%. Preparation of cyclohexyl isocyanate with xylene as solvent, 1mol carbon dioxide is reacted with 2mol cyclohexylamine to generate substituted carbamic acid, and then react with silicon tetrachloride or trimethyl silicon chloride to generate corresponding Ester, and then obtain cyclohexyl isocyanate by pyrolysis, the yield of this method is higher. Cyclohexylamine hydrochloride and Phosgene may also be used as raw materials to obtain cyclohexylisocyanate by pyrolysis of cyclohexylcarbamoyl chloride in an inert solvent. Or cyclohexylamine and carbon monoxide as raw materials, catalytic pressurized reaction of cyclohexyl isocyanate, still need to be further explored. The synthesis of thiofidone was prepared by addition reaction of trans-5-(4-chlorophenyl)-4-methyl-2-oxothiazolidinone and cyclohexyl isocyanate. Method of operation: 20.9g of trans-thiazolidinone and 11.9g of cyclohexyl isocyanate were stirred and reacted in benzene solvent at room temperature, and thiazolidinone was obtained by post-treatment with a yield of 94.8%. It has also been reported that the catalyst used is a strongly basic 1, 8-diazobicycl-5, 4-undec-7-ene (DBU). |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |