2-Amino-2-methyl-3-[4-(trifluoromethyl)phenoxy]propanenitrile | 247200-01-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-Amino-2-methyl-3-[4-(trifluoromethyl)phenoxy]propanenitrile
• CAS: 247200-01-7
• 化学式: C₁₁H₁₁F₃N₂O
• 分子量: 244.216
• InChiKey: GWZKHMHYUXGVQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  59
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-Amino-2-methyl-3-[4-(trifluoromethyl)phenoxy]propanenitrile 、 4-三氟甲基苯甲酰氯 在 4-二甲氨基吡啶 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 N-[2-cyano-1-[4-(trifluoromethyl)phenoxy]propan-2-yl]-4-(trifluoromethyl)benzamide
  参考文献：
  名称：

  氨基乙腈衍生物的发现，这是一类新型的合成驱虫药。

  摘要：

  已经发现了一系列新的氨基乙腈衍生物（AAD），它们对寄生的线虫物种（例如，弯扭线虫和棒状毛线虫）表现出较高的驱虫活性。重要的是，这些化合物还显示出抗线虫菌株的活性，该菌株对目前可用的广谱驱虫药具有抗性。介绍了其发现，合成，构效关系和生物学结果。

  DOI：

  10.1016/j.bmcl.2008.03.071
• 作为产物：
  描述：

  1-[4-(Trifluoromethyl)phenoxy]propan-2-one 、 氰化钠 在 ammonium hydroxide 、 氯化铵 作用下， 生成 2-Amino-2-methyl-3-[4-(trifluoromethyl)phenoxy]propanenitrile
  参考文献：
  名称：

  氨基乙腈衍生物的发现，这是一类新型的合成驱虫药。

  摘要：

  已经发现了一系列新的氨基乙腈衍生物（AAD），它们对寄生的线虫物种（例如，弯扭线虫和棒状毛线虫）表现出较高的驱虫活性。重要的是，这些化合物还显示出抗线虫菌株的活性，该菌株对目前可用的广谱驱虫药具有抗性。介绍了其发现，合成，构效关系和生物学结果。

  DOI：

  10.1016/j.bmcl.2008.03.071

文献信息

• Aminoacetonitrile derivative, agricultural and horticultural insecticide containing the same, and use thereof
  申请人：NIHON NOHYAKU CO., LTD.

  公开号：EP0953565A2

  公开（公告）日：1999-11-03

  An aminoacetonitrile derivative of the formula (I): (wherein Ar1 and Ar2 represents phenyl group; substituted phenyl group having at least one subsituent selected from halogen atom, nitro group, cyano group, (halo) C1-C6 alkyl group, (halo) C1-C6 alkoxyl group, (substituted) pheny group, (substituted) phenyloxy group and (substituted) phenylacetylene group; (substituted) pyridyl group; and (substituted) naphthyl group, Q represents -C(R1)(R2)- (wherein R1 and R2 represent hydrogen atom, halogen atom, (halo) C1-C6 alkyl group, (halo) C1-C6 alkoxy group, (substituted) C3-C6 cycloalkyl group), or R1 and R2 may be bound to represent C2-C6 alkylene group), -CH=CH- or -C≡C-, d is 0 or an integer of 1, R3 represents hydrogen atom, (halo) C1-C6 alkyl group, R4, R5, R6, R7 and R8 represent hydrogen atom, halogen atom, (halo) C1-C6 alkyl group, W is -O-, -S-,-SO2- or -N(R9)- (wherein R9 is a hydrogen atom or C1-C6 alkyl group), and a and b are 0 or an integer of 1 to 4)), an agricultural and hortecultural insecticide containing as an active ingredient said derivative, and a method for using the insecticide.

  一种式（I）的氨基乙腈衍生物： (其中 Ar1 和 Ar2 代表苯基；具有至少一个选自卤素原子、硝基、氰基、（卤代）C1-C6 烷基、（卤代）C1-C6 烷氧基、（取代）苯基、（取代）苯基氧基和（取代）苯基乙炔基的取代苯基；（取代）吡啶基；和（取代的）萘基，Q 代表 -C(R1)(R2)-（其中 R1 和 R2 代表氢原子、卤素原子、（卤代）C1-C6 烷基、（卤代）C1-C6 烷氧基、（取代的）C3-C6 环烷基，或 R1 和 R2 可结合代表 C2-C6 亚烷基）、-CH=CH- 或 -C≡C-，d 为 0 或 1 的整数，R3 代表氢原子、（卤代）C1-C6 烷基、R4、R5、R6、R7 和 R8 代表氢原子、卤素原子、（卤代）C1-C6 烷基，W 是-O-、-S-、-SO2- 或-N(R9)-（其中 R9 是氢原子或 C1-C6 烷基），a 和 b 是 0 或 1 至 4 的整数），一种含有上述衍生物作为活性成分的农业和园艺杀虫剂，以及一种使用该杀虫剂的方法。
• Aminoacetonitrile derivative, agricultural and horticultural insecticitde containing the same, and use thereof
  申请人：NIHON NOHYAKU CO., LTD.

  公开号：EP1445251A1

  公开（公告）日：2004-08-11

  An aminoacetonitrile derivative of the formula (1): (wherein Ar1 and Ar2 represents phenyl group; substituted phenyl group having at least one subsituent selected from halogen atom, nitro group, cyano group, (halo) C1-C6 alkyl group, (halo) C1-C6 alkoxyl group, (substituted) phenyl group, (substituted) phenyloxy group and (substituted) phenylacetylene group; (substituted) pyridyl group; and (substituted) naphthyl group, R3 represents hydrogen atom, (halo) C1-C6 alkyl group, R4 and R5 represent hydrogen atom, halogen atom, (halo) C1-C6 alkyl group, W is -O-, -S-, -SO2- or -N(R9)- (wherein R9 is a hydrogen atom or C1-C6 alkyl group), and a is 0 or an integer of 1 to 4)), an agricultural and horticultural insecticide containing as an active ingredient said derivative, and a method for using the insecticide.

  式（1）的氨基乙腈衍生物： (其中 Ar1 和 Ar2 代表苯基；具有至少一个选自卤素原子、硝基、氰基、（卤代）C1-C6 烷基、（卤代）C1-C6 烷氧基、（取代）苯基、（取代）苯基氧基和（取代）苯基乙炔基的取代苯基；（取代）吡啶基；和（取代的）萘基，R3 代表氢原子、（卤代）C1-C6 烷基，R4 和 R5 代表氢原子、卤素原子、（卤代）C1-C6 烷基，W 是-O-、-S-、-SO2- 或-N(R9)-（其中 R9 是氢原子或 C1-C6 烷基），a 是 0 或 1 至 4 的整数），一种含有上述衍生物作为活性成分的农业和园艺杀虫剂，以及使用该杀虫剂的方法。
• US6239077B1
  申请人：——

  公开号：US6239077B1

  公开（公告）日：2001-05-29
• [EN] PESTICIDALLY ACTIVE AMINOACETONITRILES<br/>[FR] AMINOACETONITRILES A ACTION PESTICIDE
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2003004474A1

  公开（公告）日：2003-01-16

  Compounds of formula (I), wherein A1 and A2 are each independently of the other unsubstituted or mono- to penta-substituted aryl or unsubstituted or, depending upon the possibility of substitution at the ring, mono- to tetra-substituted heteroaryl bonded via a ring carbon atom; X and y are each independently of the other a bond, C1-C6alkylene, C2-C6alkenylene, C2-C6alkynylene, phenylene, -O-, -S- or C(=O)-; R1 is, for example, hydrogen, C1-C6alkyl or halo-C1-C6alkyl; R2 is, for example, C1-C6alkyl, halo-C1-C6alkyl or C1-C6alkoxy-C1-C6alkyl; V is C1-C6alkylene, C2-C6alkenylene or C2-C6Alkynylene; W is O, S, -S(O)-, -S(O)-, -S(O2)- or N(R3); and R3 is hydrogen, C1-C6alkyl, -C(=O)-C1-C6alkyl or C1-C6alkyl or C1-C6alkyl-O-C1-C6alkyl; n is 0 or 1; and, when n is 1, R4 and R5 are, for example, hydrogen, C1-C6alkyl or halo-C1-C6akyl; and, where applicable, diastereoisomers, E/Z isomers, E/Z isomeric mixtures and/or tautomers, in each case in free form or in salt form; a process for the preparation of those compounds and their tautomers and the use thereof; pesticidal compositions in which the active ingredient has been selected from those compounds and their tautomers, and a process for the preparation of such compositions and the use thereof; intermediates, in free form or in salt form, for the preparation of such compounds and, where applicable, their tautomers, in free form or in salt form are described.
• Discovery of amino-acetonitrile derivatives, a new class of synthetic anthelmintic compounds
  作者：Pierre Ducray、Noëlle Gauvry、François Pautrat、Thomas Goebel、Joerg Fruechtel、Yves Desaules、Sandra Schorderet Weber、Jacques Bouvier、Trixie Wagner、Olivier Froelich、Ronald Kaminsky

  DOI：10.1016/j.bmcl.2008.03.071

  日期：2008.5

  A new series of amino-acetonitrile derivatives (AAD) have been discovered that exhibit high anthelmintic activity against parasitic nematode species such as Haemonchus contortus and Trichostrongylus colubriformis. Significantly, these compounds also demonstrate activity against nematode strains resistant to the currently available broad-spectrum anthelmintics. The discovery, synthesis, structure-activity

  已经发现了一系列新的氨基乙腈衍生物（AAD），它们对寄生的线虫物种（例如，弯扭线虫和棒状毛线虫）表现出较高的驱虫活性。重要的是，这些化合物还显示出抗线虫菌株的活性，该菌株对目前可用的广谱驱虫药具有抗性。介绍了其发现，合成，构效关系和生物学结果。