5-chloro-1-methyl-2-trifluoromethylbenzimidazole | 30064-10-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 5-chloro-1-methyl-2-trifluoromethylbenzimidazole
• 英文别名: 5-chloro-1-methyl-2-trifluoromethyl-1H-benzoimidazole；5-Chloro-1-methyl-2-(trifluoromethyl)benzimidazole
• CAS: 30064-10-9
• 化学式: C₉H₆ClF₃N₂
• mdl: MFCD20266771
• 分子量: 234.608
• InChiKey: DUGXJCYKHIJTHD-UHFFFAOYSA-N

物化性质

• 熔点：
  108-109 °C
• 沸点：
  269.8±40.0 °C(Predicted)
• 密度：
  1.48±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-氯-N-甲基-2-硝基苯胺 在 镍 氢气 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 5-chloro-1-methyl-2-trifluoromethylbenzimidazole
  参考文献：
  名称：

  Synthesis and antiparasitic activity of 2-(Trifluoromethyl)benzimidazole derivatives

  摘要：

  2-(Trifluoromethyl)benzimidazole derivatives substituted at the 1-, 5-, and 6-positions have been synthesized and in vitro tested against the protozoa Giardia lamblia, Entamoeba histolytica, and the helminth Trichinella spiralis. Results indicate that all the compounds tested are more active as antiprotozoal agents than Albendazole and Metronidazole. One compound (20) was as active as Albendazole against T. spiralis. These compounds were also tested for their effect on tubulin polymerization and none inhibited tubulin polymerization. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00619-3

文献信息

• FLUOROALKYLATING AGENT
  申请人：IHARA CHEMICAL INDUSTRY CO., LTD.

  公开号：US20170197920A1

  公开（公告）日：2017-07-13

  Problem to be Solved It is intended to provide an industrially preferable fluoroalkylating agent and use thereof. Solution The present invention provides a fluoroalkylating agent represented by the general formula (1) wherein R 1 is a C1 to C8 fluoroalkyl group; R 2 and R 3 are each independently a C1 to C12 alkyl group or the like; Y 1 to Y 4 are each independently a hydrogen atom, a halogen atom, or the like; and X − is a monovalent anion. A compound of the general formula (3): R 4 —S—R 1 having an introduced C1 to C8 fluoroalkyl group is easily obtained by reacting a compound of the general formula (2): R 4 —S—Z wherein R 4 is a hydrocarbon group or the like; and Z is a leaving group, with the compound of the general formula (1).

  要解决的问题 旨在提供一种工业上可取的氟烷基化剂及其使用方法。 解决方案 本发明提供了一种由通式（1）表示的氟烷基化剂，其中R 1 是C1到C8的氟烷基团；R 2 和R 3 分别独立地是C1到C12的烷基团或类似物；Y 1 到Y 4 分别独立地是氢原子、卤素原子或类似物；X − 是一价阴离子。 通式（3）的化合物：R 4 —S—R 1 ，其中引入了C1到C8的氟烷基团，可通过将通式（2）的化合物：R 4 —S—Z（其中R 4 是烃基团或类似物；Z是离去基团）与通式（1）的化合物反应而轻松获得。
• Fluoroalkylating agent
  申请人：KUMIAI CHEMICAL INDUSTRY CO., LTD.

  公开号：US10308613B2

  公开（公告）日：2019-06-04

  Problem to be Solved It is intended to provide an industrially preferable fluoroalkylating agent and use thereof. Solution The present invention provides a fluoroalkylating agent represented by the general formula (1) wherein R1 is a C1 to C8 fluoroalkyl group; R2 and R3 are each independently a C1 to C12 alkyl group or the like; Y1 to Y4 are each independently a hydrogen atom, a halogen atom, or the like; and X− is a monovalent anion. A compound of the general formula (3): R4—S—R1 having an introduced C1 to C8 fluoroalkyl group is easily obtained by reacting a compound of the general formula (2): R4—S—Z wherein R4 is a hydrocarbon group or the like; and Z is a leaving group, with the compound of the general formula (1).

  有待解决的问题 旨在提供一种工业上更理想的氟烷基化剂及其用途。 解决方案 本发明提供了一种由通式（1）表示的氟烷基化剂，其中 R1 是 C1 至 C8 氟烷基；R2 和 R3 各自独立地是 C1 至 C12 烷基或类似基团；Y1 至 Y4 各自独立地是氢原子、卤素原子或类似基团；X- 是单价阴离子。 通式（3）的化合物：将通式（2）的化合物与通式（1）的化合物反应，很容易得到具有引入的 C1 至 C8 氟烷基的 R4-S-R1 化合物：其中 R4 是烃基或类似物；Z 是离去基团。
• [EN] FLUOROALKYLATING AGENT<br/>[FR] AGENT FLUOROALKYLANT<br/>[JA] フルオロアルキル化剤
  申请人：IHARA CHEMICAL IND CO

  公开号：WO2015199109A1

  公开（公告）日：2015-12-30

  【課題】 工業的に好ましいフルオロアルキル化剤およびその用途を提供する。 【解決手段】　一般式（１）で表されるフルオロアルキル化剤（式中、Ｒ１はＣ１～Ｃ８フルオロアルキル基であり、Ｒ２およびＲ３はそれぞれ独立してＣ１～Ｃ１２アルキル基等であり、Ｙ１～Ｙ４はそれぞれ独立して水素原子、ハロゲン原子等であり、Ｘ－は１価のアニオンである。）。一般式（２）：Ｒ４－Ｓ－Ｚ（式中、Ｒ４は炭化水素基等であり、Ｚは脱離基である。）の化合物を一般式（１）の化合物と反応させることにより、Ｃ１～Ｃ８フルオロアルキル基が導入された一般式（３）：Ｒ４－Ｓ－Ｒ１の化合物が容易に得られる。
• Synthesis and antiparasitic activity of 2-(Trifluoromethyl)benzimidazole derivatives
  作者：Gabriel Navarrete-Vázquez、Roberto Cedillo、Alicia Hernández-Campos、Lilián Yépez、Francisco Hernández-Luis、Juan Valdez、Raúl Morales、Rafael Cortés、Manuel Hernández、Rafael Castillo

  DOI：10.1016/s0960-894x(00)00619-3

  日期：2001.1

  2-(Trifluoromethyl)benzimidazole derivatives substituted at the 1-, 5-, and 6-positions have been synthesized and in vitro tested against the protozoa Giardia lamblia, Entamoeba histolytica, and the helminth Trichinella spiralis. Results indicate that all the compounds tested are more active as antiprotozoal agents than Albendazole and Metronidazole. One compound (20) was as active as Albendazole against T. spiralis. These compounds were also tested for their effect on tubulin polymerization and none inhibited tubulin polymerization. (C) 2001 Elsevier Science Ltd. All rights reserved.