3-(1-乙基丙基)苯基甲基氨基甲酸酯 | 672-04-8

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-(1-乙基丙基)苯基甲基氨基甲酸酯
• 英文名称: 3-(1-ethylpropyl)phenyl methylcarbamate
• 英文别名: m-(1-ethyl-propyl)-phenyl methylcarbamate；M-(1-Ethylpropyl)phenyl methylcarbamate；(3-pentan-3-ylphenyl) N-methylcarbamate
• CAS: 672-04-8
• 化学式: C₁₃H₁₉NO₂
• 分子量: 221.299
• InChiKey: SMSFWBAOKCZZBF-UHFFFAOYSA-N

物化性质

• 稳定性/保质期：
  It is stable in neutral or acid soln, but the rate of hydrolysis incr with rise in either pH or temp. /bufencarb/

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

ADMET

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

3-(1-乙基丙基)苯基甲基碳酰胺是一种胆碱酯酶或乙酰胆碱酯酶（AChE）抑制剂。碳酰胺通过与胆碱酯酶的活性位点进行氨基甲酰化形成不稳定的复合物。这种抑制是可逆的。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。在高水平暴露下，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，以允许肌肉或器官放松。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。

3-(1-Ethylpropyl)phenyl methylcarbamate 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

对人类不具有致癌性（未被国际癌症研究机构IARC列名）。

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，这会导致交感神经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。当由于乙酰胆碱过多而在毒蕈碱乙酰胆碱受体上表现出毒蕈碱过度刺激时，可能会出现视力障碍、胸闷、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，包括感知和视动处理方面的障碍。（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

吸入（L793）；口服（L793）；皮肤（L793）

Inhalation (L793) ; oral (L793); dermal (L793)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 症状

与有机磷化合物一样，症状和体征基于过度的胆碱能刺激。与有机磷中毒不同，氨基甲酸酯中毒的持续时间往往较短，因为神经组织乙酰胆碱酯酶的抑制作用是可逆的，而且氨基甲酸酯的代谢速度更快。肌肉无力、眩晕、出汗和轻微的身体不适是常见的早期症状。头痛、流涎、恶心、呕吐、腹痛和腹泻在较高暴露水平时常常很明显。瞳孔收缩伴有视力模糊、不协调、肌肉抽搐和言语不清的情况也有报道。(L795)

As with organophosphates, the signs and symptoms are based on excessive cholinergic stimulation. Unlike organophosphate poisoning, carbamate poisonings tend to be of shorter duration because the inhibition of nervous tissue acetylcholinesterase is reversible, and carbamates are more rapidly metabolized. Muscle weakness, dizziness, sweating and slight body discomfort are commonly reported early symptoms. Headache, salivation, nausea, vomiting, abdominal pain and diarrhea are often prominent at higher levels of exposure. Contraction of the pupils with blurred vision, incoordination, muscle twitching and slurred speech have been reported. (L795)

来源:Toxin and Toxin Target Database (T3DB)

文献信息

• A new insecticidal composition, processes for its production and its use
  申请人：A. Nattermann & Cie. GmbH

  公开号：EP0068297A1

  公开（公告）日：1983-01-05

  The invention relates to new insecticidal compositions consisting of one or more insecticidally active substances and one or more certain phospholipides in addition to standard vehicles, diluents, solvents and/or other inert auxiliaries, the ratio by weight of the mixture of insecticidally active substances to the phospholipide or mixture of phospholipides amounting to between 1 : 0.2 and 1:20. The invention also relates to processes for controlling insects using these compositions and to processes for their production.

  本发明涉及由一种或多种杀虫活性物质和一种或多种特定磷脂以及标准载体、稀释剂、溶剂和/或其他惰性辅助剂组成的新型杀虫组合物，杀虫活性物质混合物与磷脂或磷脂混合物的重量比在 1 : 0.2 至 1 : 20 之间。本发明还涉及使用这些组合物控制昆虫的工艺及其生产工艺。
• Animal collar
  申请人：SANDOZ AG

  公开号：EP0095870A1

  公开（公告）日：1983-12-07

  An animal collar is provided comprising an elongate flexible strap (2) preferably of plastics material which may contain an ectoparasiticide. At one end of the strap fastening means (4) are provided having a passageway (10) with spaced apart opposing walls (12, 14) extending parallel to the strap through which the other end of the strap may be passed to form a loop. The passageway is provided with a hole (16) in its wall in which one of a number of projections (8) on the strap may be located to secure the loop. The strap is further provided with an extendable portion (70) which by means of frangible elements holding the ends of the slits in the strap together enables the strap to be lengthened increasing the loop size but maintaining an integral loop when a predetermined choking tension is applied to the loop breaking some of the frangible elements.

  一种动物项圈包括一条长的柔性带子（2），该带子最好是塑料材质的，其中可能含有外寄生虫杀虫剂。在带子的一端有紧固装置（4），紧固装置有一个通道（10），通道壁（12、14）与带子平行延伸，带子的另一端可以穿过通道形成一个环。通道的壁上有一个孔 (16)，带子上的多个凸起 (8) 中的一个可位于该孔中以固定环。带子上还有一个可延伸部分（70），通过将带子上狭缝的两端固定在一起的易碎元件，当对带子施加预定的窒息张力使一些易碎元件断裂时，可将带子拉长，增加环的尺寸，但保持一个完整的环。
• Process for preparing ureas
  申请人：DOWELANCO

  公开号：EP0296864A2

  公开（公告）日：1988-12-28

  The present invention provides a novel process for preparing herbicidal and insecticidal ureas, carbamates and carbamate derivatives of the formula     E is -O- or -C(R⁴)₂- ;     R is C₁-C₇ alkyl;     R¹ is H, C₁-C₇ alkyl, C₃-C₇ cycloalkyl, phenyl, or C₁-C₄ alkylphenyl;     R² is H, C₁-C₇ alkyl, C₃-C₇ cycloalkyl, C₂-C₇ alkenyl, C₂-C₇ alkynyl, or phenyl optionally substituted with Cl, Br, -NO₂, -CF₃, C₁-C₄ alkyl, C₁-C₄ alkoxy, or -N(C₁-C₄ alkyl)₂;     R³ is H, F, Cl, Br, -CF₃, C₁-C₇ alkyl option­ally substituted with F, Cl, or Br, -S(O)n C₁-C₇ alkyl, C₁-C₇ alkoxy, C₃-C₇ cycloalkyl optionally substituted with F, Cl, or Br, or phenyl optionally substituted with F, Cl, Br, -NO₂, -CF₃, or C₁-C₄ alkyl;     R⁴ is H or C₁-C₄ alkyl;     R⁵ is C₁-C₇ alkoxy or -S(O)n C₁-C₇ alkyl;     R⁶ is C₁-C₅ alkyl optionally substituted with F, Cl, or Br, C₃-C₅ cycloalkyl, phenyl, or --N(C₁-C₄ alkyl)₂;     X is R³, -N=CH-N(C₁-C₄ alkyl)₂, -N(C₁-C₄ alkyl)₂ or -N(C₂-C₄ alkenyl)₂,     Y is H or S(O)n C₁-C₇ alkyl;     Z is H, C₁-C₄ alkyl, Cl, F, Br, haloalkyl, -NO₂, -N(C₁-C₄ alkyl)₂, -C≡N, phenyl, -S(C₁-C₄ alkyl), or C₁-C₄ alkoxy;     n is 0, 1, or 2; and     m is 1, 2 or 3, comprising reacting a nucleophile of the formula A-H, wherein A is as defined above, with a urea of the formula wherein each R is independently chosen from R as set forth above and each R¹ is independently chosen from R¹ as set forth above.

  本发明提供了一种制备除草和杀虫脲、氨基甲酸酯和氨基甲酸酯衍生物的新工艺，其式为 E是-O-或-C(R⁴)₂- ； R 是 C₁-C₇ 烷基； R¹ 是 H、C₁-C₇ 烷基、C₃-C₇ 环烷基、苯基或 C₁-C₄ 烷基苯基； R² 是 H、C₁-C₇ 烷基、C₃-C₇ 环烷基、C₂-C₇ 烯基、C₂-C₇ 炔基或任选被 Cl、Br、-NO₂、-CF₃、C₁-C₄ 烷基、C₁-C₄ 烷氧基或 -N(C₁-C₄ 烷基)₂ 取代的苯基； R³ 是 H、F、Cl、Br、-CF₃、任选被 F、Cl 或 Br 取代的 C₁-C₇ 烷基、-S(O)n C₁-C₇ 烷基、C₁-C₇ 烷氧基、任选被 F、Cl 或 Br 取代的 C₃-C₇ 环烷基，或任选被 F、Cl、Br、-NO₂、-CF₃ 或 C₁-C₄ 烷基取代的苯基； R⁴ 是 H 或 C₁-C₄ 烷基； R⁵ 是 C₁-C₇ 烷氧基或 -S(O)n C₁-C₇ 烷基； R⁶ 是任选被 F、Cl 或 Br 取代的 C₁-C₅ 烷基、C₃-C₅ 环烷基、苯基，或 --N(C₁-C₄烷基)₂； X 是 R³、-N=CH-N(C₁-C₄ 烷基)₂、 -N(C₁-C₄烷基)₂或-N(C₂-C₄烯基)₂、 Y 是 H 或 S(O)n C₁-C₇ 烷基； Z 是 H、C₁-C₄ 烷基、Cl、F、Br、卤代烷基、-NO₂、-N(C₁-C₄ 烷基)₂、-C≡N、苯基、-S(C₁-C₄ 烷基)或 C₁-C₄ 烷氧基； n 是 0、1 或 2；以及 m 是 1、2 或 3、 包括使式 A-H（其中 A 如上文所定义）的亲核剂与式中的脲反应 其中每个 R 独立地选自上述 R，每个 R¹ 独立地选自上述 R¹。
• A method of controlling harmful insects
  申请人：NIHON BAYER AGROCHEM K.K.

  公开号：EP0564945A1

  公开（公告）日：1993-10-13

  The present invention relates to a process for the treatment of individual plants with solid shaped plant treatment agents which are introduced into the sap conduction paths of the plants, new solid shaped plant treatment agents and their production.

  本发明涉及一种用固体形状植物处理剂处理单株植物的工艺，这种处理剂被引入植物的汁液传导路径、新型固体形状植物处理剂及其生产。
• Shaped bodies which release agrochemical active substances
  申请人：——

  公开号：US20010039248A1

  公开（公告）日：2001-11-08

  The present invention relates to shaped articles which release agrochemical active compounds, are used for treatment of woody plants and are employed in a hollow preformed in the woody plant, are of a volume which fills the volume of the hollow to the extent of 10 to 95%, are of a volume which does not increase during the period of use to the extent that the preformed hollow space is filled completely, comprise a) agrochemical active compounds, b) water-insoluble thermoplastically processable polymers, c) water-soluble polymers and d) if appropriate further auxiliaries.

  本发明涉及可释放农用化学活性化合物的异形物品，这些物品用于处理木本植物，并且 用于木本植物中预先形成的中空部分、 其体积可填充中空体积的 10%至 95%、 在使用期间，其体积不会增加到完全填满预制中空空间的程度、 a) 农用化学品活性化合物，b) 不溶于水的可热塑性加工聚合物，c) 水溶性聚合物，d) 适当的其他辅助剂。