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灭害威 | 2032-59-9

中文名称
灭害威
中文别名
灭害威标准品;4-(二甲基氨基)-3-甲基苯基甲基氨基甲酸酯;(4-二甲基氨基-3-甲基苯基)N-甲基酸酯
英文名称
aminocarb
英文别名
4-dimethylamino-m-tolyl methylcarbamate;Matacil;4-dimethylamino-3-methyl-phenyl N-methylcarbamate;[4-(dimethylamino)-3-methylphenyl] N-methylcarbamate
灭害威化学式
CAS
2032-59-9
化学式
C11H16N2O2
mdl
MFCD00055440
分子量
208.26
InChiKey
IMIDOCRTMDIQIJ-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

  • 稳定性/保质期:
    如果遵照规格使用和储存,则不会分解,没有已知危险反应。应避免与氧化物接触。

计算性质

  • 辛醇/水分配系数(LogP):
    1.9
  • 重原子数:
    15
  • 可旋转键数:
    3
  • 环数:
    1.0
  • sp3杂化的碳原子比例:
    0.363
  • 拓扑面积:
    41.6
  • 氢给体数:
    1
  • 氢受体数:
    3

ADMET

代谢
生成4-二甲基氨基-3-甲基苯基N-羟基甲基碳酰胺和3-甲基-4-甲基氨基苯基N-甲基碳酰胺,在人体和鼠类中。
YIELDS 4-DIMETHYLAMINO-3-METHYLPHENYL N-HYDROXYMETHYLCARBAMATE & 3-METHYL-4-METHYLAMINOPHENYL N-METHYLCARBAMATE IN MAN & IN RAT.
来源:Hazardous Substances Data Bank (HSDB)
代谢
处理后,生长的大豆叶片用标记的马塔西尔处理,至少检测到8种化合物。其中,4种被鉴定为4-甲酰胺基、4-甲基甲酰胺基、4-氨基和4-甲基氨基-3- cresyl甲基氨基甲酸酯。
AFTER TREATMENT OF GROWING BEAN LEAVES WITH LABELED MATACIL, @ LEAST 8 COMPOUNDSWERE DETECTED. OF THESE, 4 ... IDENTIFIED AS 4-FORMAMIDO-, 4-METHYLFORMAMIDO-, 4-AMINO, & 4-METHYLAMINO-3-CRESYLMETHYLCARBAMATES.
来源:Hazardous Substances Data Bank (HSDB)
代谢
在暴露于标记的马塔西尔后,苍蝇体内的(14)CO2通过N-脱烷基化和水解形成相应的酚和甲基碳酰胺酸。后者通过甲酸分解成CO2……与苍蝇匀浆和NADPH2一起孵化产生了4-甲酰胺基、4-甲基甲酰胺基、4-氨基和4-甲基氨基-3- cresyl甲基碳酰胺。
AFTER EXPOSURE OF FLIES TO LABELED MATACIL, (14)CO2 AROSE THROUGH N-DEALKYLATION& HYDROLYSIS TO RESPECTIVE PHENOL & METHYLCARBAMIC ACID. LATTER DECOMP TO CO2 VIA FORMATE ... INCUBATION ... WITH FLY HOMOGENATES & NADPH2 GAVE RISE TO 4-FORMAMIDO-, 4-METHYLFORMAMIDO-, 4-AMINO-, & 4-METHYLAMINO-3-CRESYL METHYLCARBAMATES.
来源:Hazardous Substances Data Bank (HSDB)
代谢
当给大鼠施用标记的MATACIL时,(14)CO2被观察到。在与大鼠肝脏微粒体-NADPH系统孵化后,MATACIL降解为N-羟基甲基MATACIL,4-氨基-3-甲酚基-N-甲基碳酰胺,4-甲基氨基-3-甲酚基-N-甲基碳酰胺。
WHEN LABELED MATACIL WAS ADMIN TO RATS, (14)CO2 WAS OBSERVED. AFTER INCUBATION WITH RAT LIVER MICROSOME-NADPH SYSTEM, MATACIL WAS DEGRADED TO N-HYDROXYMETHYL MATACIL, 4-AMINO-3-CRESYL N-METHYLCARBAMATE, 4-METHYLAMINO-3-CRESYL N-METHYLCARBAMATE.
来源:Hazardous Substances Data Bank (HSDB)
代谢
氨基甲酸酯通过肝脏酶促水解;降解产物通过肾脏和肝脏排出。
The carbamates are hydrolyzed enzymatically by the liver; degradation products are excreted by the kidneys and the liver. (L793)
来源:Toxin and Toxin Target Database (T3DB)
毒理性
  • 毒性总结
氨基甲酸是一种胆碱酯酶或乙酰胆碱酯酶(AChE)抑制剂。氨基甲酸通过氨基甲酸化酶的活性位点与胆碱酯酶形成不稳定的络合物。这种抑制作用是可逆的。胆碱酯酶抑制剂抑制乙酰胆碱酯酶的作用。由于其基本功能,干扰乙酰胆碱酯酶作用的化学物质是强效的神经毒素,即使在低剂量下也会导致过度流涎和流泪。在较高剂量的暴露下,头痛、流涎、恶心、呕吐、腹痛和腹泻常常很明显。乙酰胆碱酯酶分解神经递质乙酰胆碱,后者在神经和肌肉接头处释放,以便让肌肉或器官放松。乙酰胆碱酯酶抑制的结果是乙酰胆碱积聚并继续发挥作用,使得任何神经冲动持续传递,肌肉收缩不会停止。
Aminocarb is a cholinesterase or acetylcholinesterase (AChE) inhibitor. Carbamates form unstable complexes with chlolinesterases by carbamoylation of the active sites of the enzymes. This inhibition is reversible. A cholinesterase inhibitor suppresses the action of acetylcholine esterase. Because of its essential function, chemicals that interfere with the action of acetylcholine esterase are potent neurotoxins, causing excessive salivation and eye-watering in low doses. Headache, salivation, nausea, vomiting, abdominal pain and diarrhea are often prominent at higher levels of exposure. Acetylcholine esterase breaks down the neurotransmitter acetylcholine, which is released at nerve and muscle junctions, in order to allow the muscle or organ to relax. The result of acetylcholine esterase inhibition is that acetylcholine builds up and continues to act so that any nerve impulses are continually transmitted and muscle contractions do not stop.
来源:Toxin and Toxin Target Database (T3DB)
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).
来源:Toxin and Toxin Target Database (T3DB)
毒理性
  • 健康影响
急性暴露于胆碱酯酶抑制剂可能会导致胆碱能危象,表现为严重的恶心/呕吐、流涎、出汗、心动过缓、低血压、崩溃和抽搐。肌肉无力可能性增加,如果呼吸肌肉受累,可能会导致死亡。在运动神经积累的乙酰胆碱会导致神经肌肉接头处烟碱表达的过度刺激。当这种情况发生时,可以看到肌肉无力、疲劳、肌肉痉挛、肌肉颤动和麻痹的症状。当自主神经节积累乙酰胆碱时,这会导致交感系统中烟碱表达的过度刺激。与此相关的症状是高血压和低血糖。由于乙酰胆碱积累,中枢神经系统中烟碱乙酰胆碱受体的过度刺激会导致焦虑、头痛、抽搐、共济失调、呼吸和循环抑制、震颤、全身无力,甚至可能昏迷。当由于副交感神经乙酰胆碱受体处乙酰胆碱过多而出现毒蕈碱过度刺激时,可能会出现视力障碍、胸部紧绷、由于支气管收缩引起的喘息、支气管分泌物增加、唾液分泌增加、流泪、出汗、肠蠕动和排尿的症状。长期高(>10年)暴露会导致神经心理学后果,包括感知和视觉运动处理的干扰(A15321)。
Acute exposure to cholinesterase inhibitors can cause a cholinergic crisis characterized by severe nausea/vomiting, salivation, sweating, bradycardia, hypotension, collapse, and convulsions. Increasing muscle weakness is a possibility and may result in death if respiratory muscles are involved. Accumulation of ACh at motor nerves causes overstimulation of nicotinic expression at the neuromuscular junction. When this occurs symptoms such as muscle weakness, fatigue, muscle cramps, fasciculation, and paralysis can be seen. When there is an accumulation of ACh at autonomic ganglia this causes overstimulation of nicotinic expression in the sympathetic system. Symptoms associated with this are hypertension, and hypoglycemia. Overstimulation of nicotinic acetylcholine receptors in the central nervous system, due to accumulation of ACh, results in anxiety, headache, convulsions, ataxia, depression of respiration and circulation, tremor, general weakness, and potentially coma. When there is expression of muscarinic overstimulation due to excess acetylcholine at muscarinic acetylcholine receptors symptoms of visual disturbances, tightness in chest, wheezing due to bronchoconstriction, increased bronchial secretions, increased salivation, lacrimation, sweating, peristalsis, and urination can occur. Chronically high (>10 years) exposure leads to neuropsychological consequences including disturbances in perception and visuo-motor processing (A15321).
来源:Toxin and Toxin Target Database (T3DB)
毒理性
  • 暴露途径
这种物质可以通过皮肤接触和摄入被身体吸收。
The substance can be absorbed into the body through the skin and by ingestion.
来源:ILO-WHO International Chemical Safety Cards (ICSCs)
毒理性
  • 暴露途径
吸入(L793);口服(L793);皮肤给药(L793)
Inhalation (L793) ; oral (L793); dermal (L793)
来源:Toxin and Toxin Target Database (T3DB)
吸收、分配和排泄
这些化合物在体内迅速代谢并随尿液排出。/氨基甲酸酯/
THESE CMPD ARE RAPIDLY METABOLIZED & EXCRETED IN URINE. /CARBAMATES/
来源:Hazardous Substances Data Bank (HSDB)
吸收、分配和排泄
通过完好无损的皮肤轻易吸收...
Readily absorbed through intact skin ... .
来源:Hazardous Substances Data Bank (HSDB)
吸收、分配和排泄
氨基甲酸被Caecidolea racovitzai racovitzai吸收和清除的比例与暴露温度成正比,这表明它们可能是活跃的过程。清除的控制可能是氨基甲酸在体内代谢率的函数。吸收和清除都发生在两个隔间。
Uptake and clearance of aminocarb by Caecidolea racovitzai racovitzai were shown to be proportional to exposure temp, indicating that they may be active processes. Control of clearance may be a function of the rate of metab of aminocarb in vivo. Both uptake and clearance were shown to occur in two compartments.
来源:Hazardous Substances Data Bank (HSDB)
吸收、分配和排泄
氨基甲酸酯穿透血脑屏障的作用微不足道;因此,出现的中枢神经系统症状较少。/氨基甲酸酯类杀虫剂/
Penetration of the blood-brain barrier by the carbamates is insignificant; for this reason, fewer CNS symptoms occur. /Carbamate pesticides/
来源:Hazardous Substances Data Bank (HSDB)

安全信息

  • 储存条件:
    密封,在0-6 ºC下保存

制备方法与用途

Aminocarb是一种广泛使用的 Carbamate杀虫剂,主要用于保护棉花田、农作物田和森林免受害虫侵害。它有助于控制蚜虫、土壤软体动物、鳞翅目幼虫以及其他咀嚼型昆虫。

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

反应信息

  • 作为反应物:
    参考文献:
    名称:
    MULLER, HANS-MARTIN;STAN, HANS-JURGEN, J. HIGH RESOLUT. CHROMATOGR., 13,(1990) N1, C. 759-763
    摘要:
    DOI:
  • 作为产物:
    描述:
    参考文献:
    名称:
    HAUSKRECHT, P.;FANCOVIC, K.;HUSAR, S.;VIOLOVA, A.;RAJNOHA, F.;VANEK, J.
    摘要:
    DOI:
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文献信息

  • [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。
  • THIENYLPYRIDYLCARBOXAMIDES
    申请人:Dunkel Ralf
    公开号:US20110105564A1
    公开(公告)日:2011-05-05
    Novel thienylpyridylcarboxamides of the formula (I) The present application is also directed to a plurality of processes for preparing these compounds and their use for controlling unwanted microorganisms, and also novel intermediates and their preparation.
    新型噻吩基吡啶基羧酰胺的化学式(I) 本申请还涉及多种制备这些化合物的方法,以及它们用于控制不受欢迎的微生物的用途,还有新颖的中间体及其制备。
  • Novel insecticides
    申请人:Syngenta Participations AG
    公开号:EP2540718A1
    公开(公告)日:2013-01-02
    Compounds of formula I wherein the substituents are as defined in claim 1, and the agrochemically acceptable salts and all stereoisomers and tautomeric forms of the compounds of formula I can be used as insecticides and can be prepared in a manner known per se.
    式I的化合物 其中取代基如权利要求1所定义,并且式I化合物的农药可接受盐以及所有立体异构体和互变异构形式可用作杀虫剂,并且可以按照已知的方法制备。
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表征谱图

  • 氢谱
    1HNMR
  • 质谱
    MS
  • 碳谱
    13CNMR
  • 红外
    IR
  • 拉曼
    Raman
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mass
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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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