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杀虫畏 | 961-11-5

中文名称
杀虫畏
中文别名
四氯乙烯磷,杀虫畏;(顺)-2-氯-1-(2,4,5-三氯苯基)乙烯基二甲基磷酸酯;四氯乙烯磷;2-氯-1-(2,4,5-三氯苯基)乙烯基二甲基磷酸酯;杀虫威;(Z)-2-氯-1-(2,4,5-三氯苯基)乙烯基二甲基磷酸酯;(E)-2-氯-1-(2,4,5-三氯苯基)乙烯基二甲基磷酸酯
英文名称
Tetrachlorovinphos
英文别名
Tetrachlorvinphos;tetrachlorvinfos;Dimethyl-2,4,5-trichlor-α-(chlormethylen)benzylphosphat;2-Chlor-1-(2,4,5-trichlorphenyl)-vinyl-dimethylphosphat;Phosphoric acid, 2-chloro-1-(2,4,5-trichlorophenyl)ethenyl dimethyl ester;[2-chloro-1-(2,4,5-trichlorophenyl)ethenyl] dimethyl phosphate
杀虫畏化学式
CAS
961-11-5
化学式
C10H9Cl4O4P
mdl
——
分子量
365.965
InChiKey
UBCKGWBNUIFUST-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

物化性质

  • 熔点:
    96°C
  • 沸点:
    399.5±42.0 °C(Predicted)
  • 密度:
    1.520±0.06 g/cm3(Predicted)
  • 物理描述:
    Tetrachlorvinphos appears as colorless crystals or white powder. Somewhat corrosive. (NTP, 1992)
  • 溶解度:
    less than 1 mg/mL at 73° F (NTP, 1992)
  • 蒸汽压力:
    4.2e-08 mm Hg at 68 °F (NTP, 1992)

计算性质

  • 辛醇/水分配系数(LogP):
    3.5
  • 重原子数:
    19
  • 可旋转键数:
    5
  • 环数:
    1.0
  • sp3杂化的碳原子比例:
    0.2
  • 拓扑面积:
    44.8
  • 氢给体数:
    0
  • 氢受体数:
    4

ADMET

代谢
单次低剂量(5 mg/kg)、单次高剂量(250 mg/kg)和一系列剂量(5 mg/kg)口服给予CD大鼠放射性标记的四氯化乙烯。它几乎被完全代谢,大部分标记在给药后48小时内通过尿液(46-60%)和粪便(38-56%)排出。只有少量在组织中找到。回收的未代谢母体化合物非常少。代谢过程产生了许多不同的代谢物,并没有全部被识别。在粪便中观察到的的主要代谢物是三氯苯乙醇,女性排出的这种代谢物(占总给药C的18-34%)比男性(占13-23%)在所有三个剂量水平上都多。三氯苯乙醇也在粪便中发现,男性中占4-7%,女性中占3-6%。尿液中的主要代谢物,三氯扁桃酸,在男性中排出19-26%,但在女性中只排出10-12%。在高剂量下,女性排出的去甲基四氯化乙烯(25%)比男性(11%)多。然而,对于低剂量组,男性和女性之间几乎没有差异,男性排出8%,女性排出7%。
Radiolabelled tetrachlorvinphos was given orally to CD rats as a single low dose (5 mg/kg), as a single high dose (250 mg/kg), and in a series of doses (5 mg/kg). It was almost completely metabolized and most of the label was excreted in urine (46-60%) and feces (38-56%) within 48 hours of dosing. Only minor amounts were found in the tissues. Very little unmetabolized parent compound was recovered. The metabolic processes produced a number of different metabolites which were not all identified. The major metabolite observed in feces was trichlorophenylethanol with females eliminating more of this metabolite (18-34% total administered C) than males (13-23%) at all three dosing levels. Trichlorophenylethandiol was also found in feces ranging from 4-7 % in males and 3-6 % in females. A major metabolite in urine, trichloromandelic acid, was excreted in males at 19-26% but only 10-12% in females. At the high dose, females excreted more (25%) desmethyl tetrachlorvinphos than males (11%). However, there was essentially no difference for the low dose group with males (8%) and females (7%.)
来源:Hazardous Substances Data Bank (HSDB)
代谢
反刍动物口服给药后残留物的定性性质已足够了解。在一项山羊代谢研究中,确定的主要代谢物是自由的1-(2,4,5-三氯苯基)乙醇,结合的1-(2,4,5-三氯苯基)乙醇和2,4,5-三氯苯乙酮。反刍动物口服给药后的拟议代谢途径涉及将四氯乙烯磷转化为三氯苯乙醇,后者与葡萄糖醛酸结合或进一步代谢为三氯苯乙酮。
The qualitative nature of the residue in ruminants following oral dosing is adequately understood. In a goat metabolism study the major metabolites identified were free 1-(2,4,5- trichlorophenyl)ethanol, conjugated 1-(2,4,5- trichlorophenyl)ethanol, and 2,4,5-trichloroacetophenone. The proposed metabolic pathway in ruminants following oral administration involves conversion of tetrachlorvinphos to trichlorophenylethanol, which is conjugated to glucuronide or further metabolized to trichloroacetophenone.
来源:Hazardous Substances Data Bank (HSDB)
代谢
同样,通过皮肤给药后反刍动物体内残留物的定性特性已经得到充分理解。确定的主要残留物包括母体四氯化亚磷酸、自由的1-(2,4,5-三氯苯基)-乙醇、结合的1-(2,4,5-三氯苯基)乙醇和2,4,5-三氯苯乙酮。
Also, the qualitative nature of the residue in ruminants following dermal application is adequately understood. The major residues identified were the parent tetrachlorvinphos, free 1-(2,4,5- trichlorophenyl)-ethanol, conjugated 1-(2,4,5- trichlorophenyl)ethanol, and 2,4,5-trichloroacetophenone.
来源:Hazardous Substances Data Bank (HSDB)
代谢
四氯乙烯砜通过皮肤的吸收较差,大多数紧邻应用部位的残留物未被代谢。进入全身循环的残留物在远离应用部位的组织中广泛代谢。在反刍动物经皮肤应用的拟议代谢途径中,四氯乙烯砜被代谢为1-(2,4,5-三氯苯基)乙醇,它与葡萄糖醛酸结合,或者转化为2,4,5-三氯乙酰苯,再转化为2,4,5-三氯苯甲酸。
Tetrachlorvinphos was poorly absorbed through the skin, and most residues adjacent to the application site were not metabolized. Residues that entered the general circulation were extensively metabolized in tissues distal to the application site. In the proposed metabolic pathway in ruminants following dermal application, tetrachlorvinphos was metabolized to either 1-(2,4,5- trichlorophenyl)ethanol, which is conjugated to glucuronic acid, or to 2,4,5-trichloroacetophenone, which is converted to 2,4,5- trichlorobenzoic acid.
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 致癌性证据
没有关于人类的数据。动物致癌性的证据有限。总体评估:第3组:该物质对人类致癌性无法分类。
No data are available in humans. Limited evidence of carcinogenicity in animals. OVERALL EVALUATION: Group 3: The agent is not classifiable as to its carcinogenicity to humans.
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 致癌物分类
国际癌症研究机构致癌物:四氯乙烯酚
IARC Carcinogenic Agent:Tetrachlorvinphos
来源:International Agency for Research on Cancer (IARC)
毒理性
  • 致癌物分类
国际癌症研究机构(IARC)致癌物分类:2B组:可能对人类致癌
IARC Carcinogenic Classes:Group 2B: Possibly carcinogenic to humans
来源:International Agency for Research on Cancer (IARC)
毒理性
  • 致癌物分类
国际癌症研究机构专著:第30卷:(1983) 杂项杀虫剂 增刊第7卷:致癌性的总体评估:更新国际癌症研究机构专著第1至42卷,1987年;440页;ISBN 92-832-1411-0(已绝版) 第112卷: (2017) 一些有机磷杀虫剂和除草剂
IARC Monographs:Volume 30: (1983) Miscellaneous Pesticides Volume Sup 7: Overall Evaluations of Carcinogenicity: An Updating of IARC Monographs Volumes 1 to 42, 1987; 440 pages; ISBN 92-832-1411-0 (out of print) Volume 112: (2017) Some Organophosphate Insecticides and Herbicides
来源:International Agency for Research on Cancer (IARC)
毒理性
  • 副作用
其他毒物 - 有机磷
Other Poison - Organophosphate
来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
吸收、分配和排泄
对雄性CD大鼠进行了一项研究,使用0.01、0.1、1或5毫克/平方厘米的放射性标记的四氯化乙烯,每个剂量组中有一部分在0.5、1、2、4或10小时时被牺牲。此外,还有一组动物在72小时时被牺牲,这组动物在10小时时清洗了皮肤。清洗了皮肤应用的区域以回收未吸收的四氯化乙烯。然后,分析了皮肤、尿液、粪便和尸体中应用的四氯化乙烯总量的百分比。对于在10小时时牺牲的组,84%的总应用量(0.1毫克/平方厘米)的四氯化乙烯在清洗中被回收,9.57%留在皮肤、尿液、粪便和尸体中。这个吸收值9.57%用于评估皮肤接触后的人类风险。吸收百分比随着暴露时间的增加而增加,通常随着剂量的增加而减少。实际吸收的四氯化乙烯量随着剂量的增加而增加。
A study was conducted with male CD rats using doses of 0.01, 0.1, 1, or 5 mg/sq cm radiolabeled tetrachlorvinphos, with some of each dose group sacrificed at 0.5, 1, 2, 4, or 10 hours. Additionally, there was a group of animals, sacrificed at 72 hours, in which the skin was washed at 10 hours. The area of the dermal application was washed to recover unabsorbed tetrachlorvinphos. Then, the skin, urine, feces, and carcass were analyzed for percent of total tetrachlorvinphos applied. For the group sacrificed at 10 hours, 84% of the total applied (0.1 mg/sq cm ) tetrachlorvinphos was recovered in the wash, and 9.57% remained in the skin, urine, feces, and carcass. This absorption value, 9.57%, is used for assessing human risk following dermal exposure. The percent absorption increased with the duration of exposure and generally decreased with increasing dose. The actual quantity of tetrachlorvinphos absorbed increased with increasing dose.
来源:Hazardous Substances Data Bank (HSDB)
吸收、分配和排泄
产蛋鸡通过浸泡在0.5%或1.0%有效成分(AI)水悬浮液中的50%可湿性粉剂(WP)Stirofos配方来处理。Stirofos残留物在处理后1天内即可在蛋中检测到,并在浸泡后3天达到最高水平(低剂量和高剂量鸟分别为0.021和0.035 ppm)。此后,蛋中残留物的水平迅速下降,21天后没有样本含有可检测到的Stirofos量(小于0.004 ppm)...
Laying hens were treated with a wettable powder formulation of stirofos (Rabon, 2-chloro-1-(2,4,5-trichlorophenyl) vinyl dimethylphosphate) by dipping in a 0.5 or 1.0% actual ingredient (AI) water suspension of a 50% wettable powder (WP) stirfos formulation. Stirofos residues were detected in eggs within 1 day after treatment and reached maximum levels 3 days after dipping (0.021 and .035 ppm in the low- and high-dose birds, respectively). After that time, levels of residues in eggs declined rapidly and no sample contained detectable quantities (less than .004 ppm) of stirofos after 21 days...
来源:Hazardous Substances Data Bank (HSDB)
吸收、分配和排泄
单次给大鼠口服标记有(14)C的四氯乙烯酚……在4天内几乎完全通过尿液排出(在第一个24小时内排出44-78%,在第二个24小时内排出4-15%)。放射性物质的78%通过尿液排出,16.5%通过粪便排出,0.5%通过呼出的空气排出,可能是以(14)CO2的形式。
Single oral dose to rats of (14)C-labelled tetrachlorvinphos ... almost completely eliminated in the urine in 4 days (44-78% during the first 24 hr and 4-15% during the second 24 hr). 78% of the radioactive material was excreted in urine, 16.5% in the feces and 0.5% in the expired air, probably as (14)CO2.
来源:Hazardous Substances Data Bank (HSDB)

安全信息

  • 海关编码:
    2919900090
  • 危险类别码:
    R21/22
  • 危险品运输编号:
    61874
  • RTECS号:
    TB9100000
  • 包装等级:
    I; II; III
  • 危险类别:
    6.1

SDS

SDS:a62059cd6cb21a165d6bec77c16ed81d
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第一部分:化学品名称

制备方法与用途

制备方法

可用于防治鳞翅目和双翅目的害虫,如牛奶棚和家畜笼中的蝇、仓库、牧场以及森林中的害虫,也可作为防蛾剂使用。

用途简介

暂无内容。

上下游信息

  • 下游产品
    中文名称 英文名称 CAS号 化学式 分子量
    —— 2-Chlor-1-(2,4,5-trichlorphenyl)-vinyl-methylhydrogen-phosphat 14299-52-6 C9H7Cl4O4P 351.938

反应信息

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文献信息

  • [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.
    本发明涉及公式(I)中变量如索权和说明中所定义的自行车基取代异噻唑啉化合物。这些化合物对抗或控制无脊椎动物害虫,特别是节肢动物害虫和线虫方面具有用途。该发明还涉及一种通过使用这些化合物来控制无脊椎动物害虫的方法,以及包含所述化合物的植物繁殖材料、农业和兽医组合物。
  • [EN] AZOLINE COMPOUNDS<br/>[FR] COMPOSÉS AZOLINE
    申请人:BASF SE
    公开号:WO2015128358A1
    公开(公告)日:2015-09-03
    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.
    本发明涉及式(I)的噁唑啉化合物,其中A、B1、B2、B3、G1、G2、X1、R1、R3a、R3b、Rg1和Rg2如权利要求和描述中所定义。这些化合物对抗或控制无脊椎动物害虫,特别是节肢动物害虫和线虫方面具有用途。该发明还涉及一种利用这些化合物控制无脊椎动物害虫的方法,以及包括所述化合物的植物繁殖材料、农业和兽医组合物。
  • [EN] MICROBIOCIDAL OXADIAZOLE DERIVATIVES<br/>[FR] DÉRIVÉS D'OXADIAZOLE MICROBIOCIDES
    申请人:SYNGENTA PARTICIPATIONS AG
    公开号:WO2017157962A1
    公开(公告)日:2017-09-21
    Compounds of the formula (I) wherein the substituents are as defined in claim 1, useful as a pesticides, especially fungicides.
    式(I)的化合物,其中取代基如权利要求1所定义,作为杀虫剂特别是杀菌剂有用。
  • Thieno-pyrimidine compounds having fungicidal activity
    申请人:Brewster Kirkland William
    公开号:US20070093498A1
    公开(公告)日:2007-04-26
    The present invention relates to thieno[2,3-d]-pyrimidine compounds having fungicidal activity.
    本发明涉及具有杀真菌活性的噻吩[2,3-d]-嘧啶化合物。
  • [EN] INSECTICIDAL TRIAZINONE DERIVATIVES<br/>[FR] DÉRIVÉS DE TRIAZINONE INSECTICIDES
    申请人:SYNGENTA PARTICIPATIONS AG
    公开号:WO2013079350A1
    公开(公告)日:2013-06-06
    Compounds of the formula (I) or (I'), wherein the substituents are as defined in claim 1, are useful as pesticides.
    式(I)或(I')的化合物,其中取代基如权利要求1所定义的那样,可用作杀虫剂。
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表征谱图

  • 氢谱
    1HNMR
  • 质谱
    MS
  • 碳谱
    13CNMR
  • 红外
    IR
  • 拉曼
    Raman
hnmr
mass
cnmr
ir
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  • 峰位数据
  • 峰位匹配
  • 表征信息
Shift(ppm)
Intensity
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Assign
Shift(ppm)
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测试频率
样品用量
溶剂
溶剂用量
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同类化合物

(βS)-β-氨基-4-(4-羟基苯氧基)-3,5-二碘苯甲丙醇 (S)-(-)-7'-〔4(S)-(苄基)恶唑-2-基]-7-二(3,5-二-叔丁基苯基)膦基-2,2',3,3'-四氢-1,1-螺二氢茚 (S)-盐酸沙丁胺醇 (S)-3-(叔丁基)-4-(2,6-二甲氧基苯基)-2,3-二氢苯并[d][1,3]氧磷杂环戊二烯 (S)-2,2'-双[双(3,5-三氟甲基苯基)膦基]-4,4',6,6'-四甲氧基联苯 (S)-1-[3,5-双(三氟甲基)苯基]-3-[1-(二甲基氨基)-3-甲基丁烷-2-基]硫脲 (R)富马酸托特罗定 (R)-(-)-盐酸尼古地平 (R)-(+)-7-双(3,5-二叔丁基苯基)膦基7''-[((6-甲基吡啶-2-基甲基)氨基]-2,2'',3,3''-四氢-1,1''-螺双茚满 (R)-3-(叔丁基)-4-(2,6-二苯氧基苯基)-2,3-二氢苯并[d][1,3]氧杂磷杂环戊烯 (R)-2-[((二苯基膦基)甲基]吡咯烷 (N-(4-甲氧基苯基)-N-甲基-3-(1-哌啶基)丙-2-烯酰胺) (5-溴-2-羟基苯基)-4-氯苯甲酮 (5-溴-2-氯苯基)(4-羟基苯基)甲酮 (5-氧代-3-苯基-2,5-二氢-1,2,3,4-oxatriazol-3-鎓) (4S,5R)-4-甲基-5-苯基-1,2,3-氧代噻唑烷-2,2-二氧化物-3-羧酸叔丁酯 (4-溴苯基)-[2-氟-4-[6-[甲基(丙-2-烯基)氨基]己氧基]苯基]甲酮 (4-丁氧基苯甲基)三苯基溴化磷 (3aR,8aR)-(-)-4,4,8,8-四(3,5-二甲基苯基)四氢-2,2-二甲基-6-苯基-1,3-二氧戊环[4,5-e]二恶唑磷 (2Z)-3-[[(4-氯苯基)氨基]-2-氰基丙烯酸乙酯 (2S,3S,5S)-5-(叔丁氧基甲酰氨基)-2-(N-5-噻唑基-甲氧羰基)氨基-1,6-二苯基-3-羟基己烷 (2S,2''S,3S,3''S)-3,3''-二叔丁基-4,4''-双(2,6-二甲氧基苯基)-2,2'',3,3''-四氢-2,2''-联苯并[d][1,3]氧杂磷杂戊环 (2S)-(-)-2-{[[[[3,5-双(氟代甲基)苯基]氨基]硫代甲基]氨基}-N-(二苯基甲基)-N,3,3-三甲基丁酰胺 (2S)-2-[[[[[[((1R,2R)-2-氨基环己基]氨基]硫代甲基]氨基]-N-(二苯甲基)-N,3,3-三甲基丁酰胺 (2-硝基苯基)磷酸三酰胺 (2,6-二氯苯基)乙酰氯 (2,3-二甲氧基-5-甲基苯基)硼酸 (1S,2S,3S,5S)-5-叠氮基-3-(苯基甲氧基)-2-[(苯基甲氧基)甲基]环戊醇 (1-(4-氟苯基)环丙基)甲胺盐酸盐 (1-(3-溴苯基)环丁基)甲胺盐酸盐 (1-(2-氯苯基)环丁基)甲胺盐酸盐 (1-(2-氟苯基)环丙基)甲胺盐酸盐 (-)-去甲基西布曲明 龙胆酸钠 龙胆酸叔丁酯 龙胆酸 龙胆紫 龙胆紫 齐达帕胺 齐诺康唑 齐洛呋胺 齐墩果-12-烯[2,3-c][1,2,5]恶二唑-28-酸苯甲酯 齐培丙醇 齐咪苯 齐仑太尔 黑染料 黄酮,5-氨基-6-羟基-(5CI) 黄酮,6-氨基-3-羟基-(6CI) 黄蜡,合成物 黄草灵钾盐