(E)-2-(4-Fluorostyryl)-1H-benzo[d]imidazole

• 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: (E)-2-(4-Fluorostyryl)-1H-benzo[d]imidazole
• 英文别名: 2-[(E)-2-(4-fluorophenyl)ethenyl]-1H-benzimidazole
• 化学式: C₁₅H₁₁FN₂
• 分子量: 238.264
• InChiKey: MNWKLPNORPYJES-JXMROGBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  对氟苯甲醛 在 copper(l) iodide 、 溶剂黄146 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 1.33h， 生成 (E)-2-(4-Fluorostyryl)-1H-benzo[d]imidazole
  参考文献：
  名称：

  α-Aroylidineketene dithioacetal chemistry: CuI catalyzed synthesis of 2-styryl benzimidazoles enroute to regioselective hydrothiolation

  摘要：

  Reactivity of alpha-aroylidineketene dithioacetals 2 was investigated to synthesize novel 2-styrylbenzimidazole derivatives 4 and their hydrothiolated product 2-(2-(methylthio)-2-arylethyl)-1H-benzoidlimidazoles 5 has been reported. Compounds 4 and 5 were synthesized by cyclocondensation of alpha-aroylidineketene dithioacetals 2 and o-phenylene diamine (OPD) 3 in the presence and absence of copper catalyst respectively. Regioselective one-pot tandem hydrothiolation of olefin functionality in 4 was achieved under AcOH conditions. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.06.008

文献信息

• [EN] DUAL ACTING FKBP12 AND FKBP52 INHIBITORS<br/>[FR] INHIBITEURS DE FKBP12 ET DE FKBP52 À DOUBLE ACTION
  申请人：PLEX PHARMACEUTICALS INC

  公开号：WO2019040463A1

  公开（公告）日：2019-02-28

  Provided are novel compounds of Formulas (I) and (II), pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof, which are useful as dual FKBP12/FKABP inhibitors. Also provided are pharmaceutical compositions comprising the novel compounds of Formulas (I) and (II) and their use in treating Parkinson's disease.

  提供了化学式（I）和（II）的新化合物、其药学上可接受的盐和制药组合物，它们可用作双重FKBP12/FKABP抑制剂。还提供了包含化学式（I）和（II）的新化合物的制药组合物，并将其用于治疗帕金森病。
• Novel N-ferrocenylmethyl, N′-methyl-2-substituted benzimidazolium iodide salts with in vitro activity against the P. falciparum malarial parasite strain NF54
  作者：Joshua Howarth、Keith Hanlon

  DOI：10.1016/s0040-4039(00)02106-7

  日期：2001.1

  Herein we disclose results of our research into a novel class of benzimidazolium compounds active against malarial parasites. We have discovered that N-ferrocenylmethyl, N'-methyl-2-aryl (or styryl) benzimidazolium iodide salts show excellent in vitro activity against the P. falciparum malarial parasite strain NF54. (C) 2001 Elsevier Science Ltd. All rights reserved.
• STYRYL BENZIMIDAZOLE DERIVATIVES AS INHIBITORS OF SMOOTH MUSCLE CELL PROLIFERATION
  申请人：AMERICAN HOME PRODUCTS CORPORATION

  公开号：EP0830345A1

  公开（公告）日：1998-03-25
• DUAL ACTING FKBP12 AND FKBP52 INHIBITORS
  申请人：Plex Pharmaceuticals, Inc.

  公开号：EP3672934A1

  公开（公告）日：2020-07-01
• [EN] STYRYL BENZIMIDAZOLE DERIVATIVES AS INHIBITORS OF SMOOTH MUSCLE CELL PROLIFERATION<br/>[FR] DERIVES DE STYRYL BENZIMIDAZOLE INHIBITEURS DE LA PROLIFERATION DES CELLULES MUSCULAIRES LISSES
  申请人：——

  公开号：WO1996039391A1

  公开（公告）日：1996-12-12

  [EN] Disclosed herein are compounds of formula (I) or (II), wherein R is phenyl or substituted phenyl; or R is furyl, pyridyl or quinolinyl; R1 and R2 are hydrogen, halogen, alkyl, alkoxy, nitro, carboxyl, alkoxycarbonyl or aryloxycarbonyl; R3 is hydrogen, alkyl, aryl or arylalkyl; R4 and R5 are hydrogen or alkyl; or a pharmaceutically acceptable salt thereof, which are useful as inhibitors of smooth muscle cell proliferation.
  [FR] Composés de formule (I) ou (II), dans lesquelles R est phényle ou phényle substitué; ou R est furyle, pyridyle ou quinolinyle; R1 et R2 sont hydrogène, halogène, alkyle, alcoxy, nitro, carboxyle, alcoxy-carbonyle ou aryloxycarbonyle; R3 est hydrogène, alkyle, aryle ou arylalkyle; R4 et R5 sont hydrogène ou alkyle; ou leur sel pharmaceutiquement acceptable, servant d'inhibiteurs de la prolifération des cellules musculaires lisses.