Tetramethrine
Tetramethrin
CAS: 7696-12-0
Molecular Formula: C19H25NO4
Tetramethrine - Names and Identifiers
Tetramethrine - Physico-chemical Properties
| Molecular Formula | C19H25NO4 |
| Molar Mass | 331.41 |
| Density | d2020 1.108 |
| Melting Point | 60-80°C |
| Boling Point | 468.68°C (rough estimate) |
| Flash Point | 227.905°C |
| Water Solubility | 1.83 mg l-1 (25 °C) |
| Vapor Presure | 0.94×10-3 Pa (30 °C) |
| Appearance | neat |
| Merck | 13,9296 |
| BRN | 8807938 |
| pKa | -2.55±0.20(Predicted) |
| Storage Condition | Sealed in dry,2-8°C |
| Stability | Stable. Incompatible with strong oxidizing agents. |
| Refractive Index | nD21.5 1.5175 |
| Physical and Chemical Properties | The Pure product was a white crystalline solid with a pyrethroid-like odor. The original drug (active ingredient content> 70%) is yellow paste or coagulated body, density 1.108, boiling point 185-190 ℃(13.3 Pa, 0.1 mmHg), melting point 60-80 ℃, flash point greater than 200 ℃, vapor pressure 4.7 × 10-6 PA (3.5 × 10-8 mm Hg, 20 °c). Solubility in water is very small, can be dissolved in benzene, xylene and other organic solvents. |
| Use | For low toxicity insecticides, mosquitoes, flies and other health pests have a rapid knock-down effect, but the lethal performance is poor, there is a recovery phenomenon, so it should be mixed with other pesticides with good insecticidal effect. |
Tetramethrine - Risk and Safety
| Risk Codes | R20 - Harmful by inhalation R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
| Safety Description | S24/25 - Avoid contact with skin and eyes. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S60 - This material and its container must be disposed of as hazardous waste. |
| UN IDs | UN 2588 |
| WGK Germany | 2 |
| RTECS | GZ1730000 |
| HS Code | 29251900 |
| Hazard Class | 9 |
| Packing Group | III |
| Toxicity | LD50 orally in mice: 1000 mg/kg (Kato) |
Tetramethrine - Reference Information
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| pyrethroid insecticides | pyrethroid insecticides, Kato Wuming, Japan, 1964 (T.Kato) and others were first developed successfully. It has been developed by sumitom Chemical Co.,Ltd. (Japan) and FMC Corporation (FMC COPD.). The trade names are novobinacis, Neo-Pynamin, phtalthrin, etc. It has a rapid knock-down effect on mosquito, fly and other health pests, but the lethal performance is poor, there is a recovery phenomenon, so it should be mixed with other pesticides with good insecticidal effect. The drug has a certain repelling effect on cockroaches, which can make cockroaches that live in the dark, run out under the action of imithrin and kill other insecticides. This drug is one of the main insecticides recommended for public health World Health Organization (WHO). |
| toxicity | pyrethroid is a low toxicity insecticide. Rabbit acute percutaneous LD50> 2g/kg. No irritation to skin, eyes, nose and respiratory tract. Under the experimental conditions, no mutagenic, carcinogenic and reproductive effects. This product is toxic to fish, carp TLm(48 hours) is 0.18 mg/kg. Blue Gill LC50(96 hours) was 16g/L. Acute oral LD50> 1 g/kg in quails. It is also toxic to bees and silkworm. The experimental animals were given oral LD50(mg/kg) Percutaneous LD50(mg/kg) subcutaneous injection LD50(mg/kg) inhalation LC50(mg/l Air) 5840 (male);2000 (female)>5000->2.74(4 H) mice 1920 (male);2000 (female)>150002100 Table 1 acute toxicity of pyrethroid to rats This product was fed to dogs at a dose of 1250mg/kg, 2500mg/kg and 5000mg/kg for 13 weeks, there was no Lesion. Feeding rats with 2000 mg/kg had no effect for 3 months. Rats were fed for 6 months without the effect of the test dose of 1500 mg/kg feed. |
| control object and method of use | imithrin is often compounded with synergist ether or bifuthrin and processed into aerosol or spray, to control mosquitoes, flies and cockroaches in families and houses. It can also control garden pests and food warehouse pests. The dosage of the kerosene injection agent is generally 0.5~2.0mg (active ingredient) per square meter, and the emulsifiable concentrate is usually diluted 40~80 times with water. FIG. 2 shows the toxic and lethal dose of amithrin to Musca domestica, temperate bedbugs, cockroaches, etc. |
| Application | imithrin is usually processed into emulsifiable concentrates, liquids, water-based aerosols, oil-based aerosols and other dosage forms, because of its poor ability to kill pests, it usually uses its rapid knock-down effect, and is mixed with other health insecticides with strong insecticidal ability and safe for humans and animals for the control of mosquitoes, flies, bedbugs, fleas, lice, cockroaches and other health pests, can also be mixed with other pesticides for the control of storage pests. Japan sumitom Chemical Industry Corporation has also developed a more biologically active (1R)-CIS, anti-pyrethroid-based products, the trade name is Neo-Pynamin Forte. |
| dextromethrin | , and has a strong knock-down effect, especially against cockroaches, flies and other public health pests, the synergist is used to improve the control effect against pests. This product has a very excellent knock-down force on insects, and has a strong driving effect on cockroaches, but its killing power and residual effect are poor, so often with the biological, the compound of the right benzene ether or the compound of the benzene, and the use of the synergistic ether, etc., can quickly knock down the pests and kill them.|
| analytical method | 1. Product Analysis (1) with xylene extraction, dicyclohexyl phthalate as internal standard and hydrogen flame ionization detector detection, gas chromatography analysis. (2) a glass column (inner diameter: 3mm, length: 1m) containing 2lugs in Chromosorb W (AW,DMCS,60-80 mesh), column temperature: 200 ℃, gasification temperature 250 ℃, carrier gas: N2(40ml/min), H2(40ml/min), Air (900ml/min), hydrogen flame ionization detector, internal standard for triphenyl phosphate (Sumitro method). (3) determination at 282nm by UV spectrophotometry. 2. Residual Analysis (1) after extraction with chloroform and separation by thin-layer development with chloroform/ether, ultraviolet absorption measurement was carried out at 282nm. (2) with xylene extraction and alumina Column adsorption, with a flame ionization detector for the determination of gas chromatography. |
| degradation metabolism | This product metabolism and natural pyrethrins have similarities. About 95% of the pyrethroid metabolites are excreted in urine and feces within 5 days after oral ingestion in mammals. In animals, its main metabolite is 3-carboxycyclohexane-1, 2-diamide. |
| note | (1) to avoid direct sunlight, should be stored in a cool and ventilated place. (2) the storage period is 2 years. |
| Use | for the control of mosquitoes, flies, cockroaches and other health pests, which has a useful and strong knockdown effect, it has a repellent effect on cockroaches, but the lethal effect is still poor. It is mixed with other sanitary insecticides safe for human and livestock, and the prepared aerosol is used for all purposes. it belongs to low toxicity insecticide for health use, with fast knock-down speed to mosquito, fly, cockroach and other health pests it is low toxicity insecticide, and has rapid knock-down effect to mosquito, fly and other health pests, but the lethal performance is poor, there is a phenomenon of recovery, so it should be mixed with other pesticides with good insecticidal effect. |
| production method | synthesis of amine alcohols 1,2,4, 6-tetrahydrophthalic acid Rod and phosphorus pentoxide were mixed in the reactor at a reaction temperature of 200 ° C., and at the end of the reaction, 3,4,5, 6-tetrahydrophthalic anhydride was obtained by distillation under reduced pressure. This is then reacted with urea to give 3,4,5, 6-tetrahydrophthalimide. Imine, 37% formaldehyde solution, 1% sodium hydroxide solution mixed with dichloroethane as solvent, heated reflux, cooled to separate the organic layer, the aqueous layer was extracted with dichloroethane, the extract was loaded into the organic layer, and washed with water, the crude amine alcohol was distilled under reduced pressure. The crude amine alcohol was dissolved in toluene, cooled to room temperature to crystallize, filtered and dried to obtain crystalline amine alcohol. The preparation of the chrysanthemum acid ethyl ester, liquid alkali, ethanol under heating conditions reflux saponification, pH>9, atmospheric pressure distilled ethanol, plus the appropriate amount of water, so that the sodium, then 10% hydrochloric acid was added dropwise and acidified with stirring until the pH of the aqueous layer was ≤ 2, the organic layer was separated, the aqueous layer was extracted with toluene, the organic layers were combined and washed with water again, and toluene was distilled to obtain crude chrysanthemum acid. The chrysanthemum acid, phosphorus trichloride and toluene were reacted at 50 ° C. For 4H to separate the phosphorous acid, and the organic layer was desolvated under reduced pressure to obtain the crude chrysanthemum chloride. Further, distillation under reduced pressure was carried out to collect a fraction of 96-98 ° C./2kPa to obtain a refined polyaryl chloride. Synthesis of the amino acid alcohol, pyridine and toluene, start stirring, slightly heated, so that all the amine alcohol dissolved, after cooling, add the toluene solution of the chrysanthemum acid chloride, after dropping, the reaction was carried out at 50-60 °c for 2H. After reaction, filter cake was washed with toluene, filtrate and washing solution were combined, washed with acid, alkali and water until neutral, and desolvated under reduced pressure to obtain crude oil with a content of 92% ~ 93 ℃ and a yield of over 92%. |
| category | pesticide |
| toxicity grade | poisoning |
| Acute toxicity | oral-rat LD50: 4640 mg/kg; Oral-mouse LD50: 1000 mg/kg |
| stimulation data | eyes-rabbits 100 mg/1 H mild |
| flammability hazard characteristics | toxic NOx gas |
| storage and transportation characteristics | The warehouse is ventilated and dried at low temperature; It is stored and transported separately from food raw materials |
| extinguishing agent | dry powder, foam, sand |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 20:52:54
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View History
Tetramethrine
828926-06-3
ALPHA-Ketoglutaric acid dimethyl ester
pdcl2[p(tBu)2ph]2
硝酸铵-15N
Dodecanoic acid, (9Z)-9-octadecenyl ester
2-METHYLPROPENOYL CHLORIDE
6-Hexanolamine
HALOPERIDOL METABOLITE III
ALPHA,ALPHA,ALPHA-TRIFLUORO-4-CRESOL
828926-06-3
ALPHA-Ketoglutaric acid dimethyl ester
pdcl2[p(tBu)2ph]2
硝酸铵-15N
Dodecanoic acid, (9Z)-9-octadecenyl ester
2-METHYLPROPENOYL CHLORIDE
6-Hexanolamine
HALOPERIDOL METABOLITE III
ALPHA,ALPHA,ALPHA-TRIFLUORO-4-CRESOL