Tetramethrin appears as colorless crystals with slight odor. Non corrosive. Used as an insecticide.
颜色/状态:
White crystalline solid
气味:
Slight pyrethrum-like odor
蒸汽压力:
Vapor pressure, Pa at 20 °C:
稳定性/保质期:
对皮肤和眼睛无刺激作用,动物试验未发现有致癌或致突变的效应。然而,该物质对蜜蜂和家蚕具有高毒性。
分解:
When heated to decomp it emits toxic fumes of /nitrogen oxides/.
腐蚀性:
Non-corrosive
折光率:
Index of refraction: 1.5175 at 21.5 °C/D
保留指数:
2404.6;2423.8
计算性质
辛醇/水分配系数(LogP):
4.7
重原子数:
24
可旋转键数:
5
环数:
3.0
sp3杂化的碳原子比例:
0.63
拓扑面积:
63.7
氢给体数:
0
氢受体数:
4
ADMET
代谢
在哺乳动物中,主要的代谢物是3-羟基环己烷-1,2-二甲酰亚胺。
In mammals, the principal metabolite is 3-hydroxycyclohexan-1,2-dicarboximide
来源:Hazardous Substances Data Bank (HSDB)
代谢
牛奶weed甲虫、蟑螂、家蝇、甘蓝尺蠖(Trichoplusia ni Hubner)和黄粉虫(Tenebrio molitor L.)的丙酮粉末制剂能够水解四甲菊酯的两种异构体,即(+)-反式-和(+)-顺式-四甲菊酯。在这两种异构体中,(+)-反式-异构体被更快速地裂解。
Acetone powder preparations of milkweed bugs, cockroaches, houseflies, cabbage loopers (Trichoplusia ni Hubner) and yellow mealworms (Tenebrio molitor L.) hydrolyzed both (+)-trans- and (+)-cis-isomers of tetramethrin. Of these two isomers, the (+)- trans-isomer was cleaved more rapidly.
When phthalthrin was applied topically to houseflies, chromatography of extracts indicated the presence of chrysanthemic acid and N-hydroxymethyltetrahydrophthalimide. Three other compounds were not identified.
When alcohol- or acid-labelled [1RS,trans]-tetramethrin (1 mM/L) was incubated for 1 hr at 37 °C with 30 mg protein of a rat liver subcellular fraction (i.e. nuclei plus mitochondria, microsomes, and soluble fraction), the microsomes and nuclei plus mitochondria fractions were active in degrading tetramethrin. Rat microsomal fraction degraded [1R,trans]-tetramethrin to chrysanthemic acid, N-(hydroxymethyl)-3,4,5,6-tetrahydrophthalimide, and 3,4,5,6-tetrahydrophthalimide in the absence of NADPH. In the presence of NADPH, tetramethrin was more rapidly degraded to yield oxidized tetramethrin (wt-alc-, wt-ald-, and wt-acid-tetramethrin), oxidized chrysanthemic acid (wt-alc-, wt-ald-, and wt-acid-chyrsanthemic acid), 3,4,5,6-tetrahydrophthalimide, and unidentified metabolites in larger amounts. The major metabolite 3,4,5,6-tetrahydrophthalimide was shown to be produced non-enzymatically from N-(hydroxymethyl)-3,4,5,6-tetrahydrophthalimide. The degradation rate of tetramethrin was greatly reduced by the inhibition of ester hydrolysis with paraoxon.
The reactions occuring during metabolism of tetramethrin are: ester cleavage; loss of the hydroxymethyl group from the alcohol moiety; reduction of the 1-2 bond of the alcohol moiety; oxidation at the isobutenyl methyl moiety of the acid and at the 2-, 3-, and 4-positions of the alcohol moiety; conjugation of the resultant acids and alcohols with glucuronic acid; and cis/trans isomerization. The metabolites are excreted in the urine and faeces in more or less equal amounts. (L870)
Both type I and type II pyrethroids exert their effect by prolonging the open phase of the sodium channel gates when a nerve cell is excited. They appear to bind to the membrane lipid phase in the immediate vicinity of the sodium channel, thus modifying the channel kinetics. This blocks the closing of the sodium gates in the nerves, and thus prolongs the return of the membrane potential to its resting state. The repetitive (sensory, motor) neuronal discharge and a prolonged negative afterpotential produces effects quite similar to those produced by DDT, leading to hyperactivity of the nervous system which can result in paralysis and/or death. Other mechanisms of action of pyrethroids include antagonism of gamma-aminobutyric acid (GABA)-mediated inhibition, modulation of nicotinic cholinergic transmission, enhancement of noradrenaline release, and actions on calcium ions. They also inhibit calium channels and Ca2+, Mg2+-ATPase. (T10, T18, L857)
来源:Toxin and Toxin Target Database (T3DB)
毒理性
致癌性证据
癌症分类:C组可能的人类致癌物
Cancer Classification: Group C Possible Human Carcinogen
来源:Hazardous Substances Data Bank (HSDB)
毒理性
致癌物分类
对人类无致癌性(未列入国际癌症研究机构IARC清单)。
No indication of carcinogenicity to humans (not listed by IARC).
Pyrethroid effects typically include rapid onset of aggressive behavior and increased sensitivity to external stimuli, followed by fine tremor, prostration with coarse whole body tremor, elevated body temperature, coma, and death. Paresthesia, severe corneal damage, hypotension and tachycardia, associated with anaphylaxis, can also occur following pyrethriod poisoning. (L857)
来源:Toxin and Toxin Target Database (T3DB)
毒理性
暴露途径
该物质可以通过吸入其气溶胶和通过吞食被吸收进人体。
The substance can be absorbed into the body by inhalation of its aerosol and by ingestion.
来源:ILO-WHO International Chemical Safety Cards (ICSCs)
Following a single oral or subcutaneous admin to Sprague-Dawley rats of [1R,trans]- or [1R,cis]-tetramethrin, labelled with (14)C in the acid or alcohol moieties at concn of 3.2-5.3 mg/kg, the radiocarbon was rapidly & almost completely eliminated from the rat body. The total recoveries 7 days after admin were 93-97% for the trans isomer & 90-101% for the cis isomer (approx equal amounts being eliminated in urine & feces). In the cases of the oral dose of acid-labelled tetramethrin, 1-3% of the radiolabel was excreted as (14)CO2, whereas in other cases (14)CO2 accounted for <1% of the dose. The tissue residue 7 days after admin was very low. The trans isomer yielded somewhat more complete radiolabel recovery & lower tissue residues than the cis isomer. In addtn, acid labelling resulted in slightly lower tissue residues than did alcohol labelling. However, there were no significant differences, according to sex or admin route, in the total radiocarbon recoveries & tissue residue levels.
Tetramethrin is readily absorbed & excreted by rats. Following a single oral admin of [1RS,trans]-tetramethrin, labelled with (14)C at the carbonyl group of the alcohol moiety, to male Wistar rats at a concn of 500 mg/kg, 47% & 42% of the radiolabel were excreted into the urine & feces, respectively, during the subsequent 2 days & 95% was recovered during the 5 day period that followed dosing. The tissue levels during the first 2 days after admin were very low & the tetramethrin content in tissues was <0.01% of the dosed radioactivity. Unmetabolized trans-tetramethrin was not excreted into the urine, & the major metabolite was 3-hydroxy-cyclohexane-1,2-dicarboximide in free & glucuronide forms. N-(Hydroxymethyl)-3,4,5,6-tetrahydrophthalimide, & cyclohexane-1,2-dicarboximide were identified as minor urinary & fecal metabolites.
1. The toxicokinetics of cis- & trans-tetramethrin isomers were investigated using the isolated perfused rat liver preparation. 2. The concn of cis- & trans-tetramethrin decr rapidly in the plasma perfusate & was initially replaced by N-(hydroxymethyl)3,4,5,6-tetrahydrophthalimide & then by 3,4,5,6-tetrahydrophthalimide. Plasma perfusate concn of the intact cis-isomer were higher than those of the trans-isomer. Concn of N-(hydroxymethyl)3,4,5,6-tetrahydrophthalimide & 3,4,5,6-tetrahydrophthalimide were higher in livers treated with the trans-isomer. 3. Tetramethrin & its metabolites were rapidly excreted in the bile. Bile from livers perfused with trans-isomer contained higher concn of parent isomer & metabolites N-(hydroxymethyl)3,4,5,6-tetrahydrophthalimide & 3,4,5,6-tetrahydrophthalimide, than did bile from livers treated with the cis-isomer.
Bile collected from rats treated by iv injection with (14)C labeled isomers of the pyrethroid insecticide tetramethrin /was analyzed/. For both the cis & trans isomers, the excretion of radioactivity into the bile was rapid; 25% of the admin radioactivity was excreted within 1 hr of dosing. Within an 8 hr period, approximately 41% of the admin dose of either isomer was excreted in the bile. Tetramethrin isomers & their metabolites were also rapidly excreted in bile in isolated perfused rat liver studies ... & accounted for approximately 18% of the admin radioactivity with 15 min. 3 hr after admin of the tetramethrin isomer to the reservoir of the isolated perfused rat liver system, 41% of the admin radioactivity was excreted in bile. Kennedy comment for SRP76: ADE(8) Same information as ADE(4)-delete
1.周国泰,化学危险品安全技术全书,化学工业出版社,1997 2.国家环保局有毒化学品管理办公室、北京化工研究院合编,化学品毒性法规环境数据手册,中国环境科学出版社.1992 3.Canadian Centre for Occupational Health and Safety,CHEMINFO Database.1998 4.Canadian Centre for Occupational Health and Safety, RTECS Database, 1989
[EN] ACC INHIBITORS AND USES THEREOF<br/>[FR] INHIBITEURS DE L'ACC ET UTILISATIONS ASSOCIÉES
申请人:GILEAD APOLLO LLC
公开号:WO2017075056A1
公开(公告)日:2017-05-04
The present invention provides compounds I and II useful as inhibitors of Acetyl CoA Carboxylase (ACC), compositions thereof, and methods of using the same.
[EN] BICYCLYL-SUBSTITUTED ISOTHIAZOLINE COMPOUNDS<br/>[FR] COMPOSÉS ISOTHIAZOLINE SUBSTITUÉS PAR UN BICYCLYLE
申请人:BASF SE
公开号:WO2014206910A1
公开(公告)日:2014-12-31
The present invention relates to bicyclyl-substituted isothiazoline compounds of formula (I) wherein the variables are as defined in the claims and description. The compounds are useful for combating or controlling invertebrate pests, in particular arthropod pests and nematodes. The invention also relates to a method for controlling invertebrate pests by using these compounds and to plant propagation material and to an agricultural and a veterinary composition comprising said compounds.
The present invention relates to azoline compounds of formula (I) wherein A, B1, B2, B3, G1, G2, X1, R1, R3a, R3b, Rg1 and Rg2 are as defined in the claims and the description. The compounds are useful for combating or controlling invertebrate pests, in particular arthropod pests and nematodes. The invention also relates to a method for controlling invertebrate pests by using these compounds and to plant propagation material and to an agricultural and a veterinary composition comprising said compounds.