1-(4-氯苄基)-2-氯吲哚-3-甲醛 | 75621-51-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 1-(4-氯苄基)-2-氯吲哚-3-甲醛
• 英文名称: 1-(4-Chlorobenzyl)-2-chloroindole-3-carboxaldehyde
• 英文别名: 2-Chloro-1-[(4-chlorophenyl)methyl]indole-3-carbaldehyde
• CAS: 75621-51-1
• 化学式: C₁₆H₁₁Cl₂NO
• 分子量: 304.175
• InChiKey: WLMBPAVTGYTWIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  22
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(4-氯苄基)-2-氯吲哚-3-甲醛 在 氢氧化钾 作用下， 以 乙腈 为溶剂， 反应 9.0h， 生成 (E)-3-[2-Chloro-1-(4-chloro-benzyl)-1H-indol-3-yl]-acrylic acid
  参考文献：
  名称：

  Synthesis and antiinflammatory activity of indolylacrylic and methylacrylic acids

  摘要：

  DOI：

  10.1016/0223-5234(94)90115-5
• 作为产物：
  描述：

  2-氯-1H-吲哚-3-甲醛 生成 1-(4-氯苄基)-2-氯吲哚-3-甲醛
  参考文献：
  名称：

  GATT R.; CAVRINI V.; ROVERI P.; BIANUCCI F.; LEGNANI P., FARMACO. ED. SCI., 1981, 36, NO 2, 102-108

  摘要：

  DOI：

文献信息

• Syntheses and in vitro Antimycotic Activities of 1-Benzyl-3-(1-imidazolylmethyl)indoles
  作者：Vanni Cavrini、Rita Gatti、Paola Roveri、Maria R. Cesaroni、Aldo Mazzoni、Carla Fiorentini

  DOI：10.1002/ardp.19843170803

  日期：——

  Syntheses of the 1‐benzyl‐3‐(1‐imidazolylmethyl)indoles 1a‐q with substituents at the benzyl moiety and at the indole C‐2 position are described. The compounds were tested for their antifungal activities in vitro by determination of the minimum inhibitory concentration (MIC). Compounds 1d, 1e, and 1p exhibited appreciable activities against Cr. neoformans.

  描述了在苄基部分和吲哚 C-2 位置具有取代基的 1-苄基-3-（1-咪唑基甲基）吲哚 1a-q 的合成。通过测定最小抑菌浓度(MIC)来测试化合物的体外抗真菌活性。化合物 1d、1e 和 1p 对 Cr 表现出明显的活性。新生。
• Synthesis and Antimicrobial Activities of Novel Quinazolinone Acylhydrazone Derivatives Containing the Indole Moiety
  作者：Xiao-Qin Li、Yi-Yuan Gan、Jiao Meng、Wen Li、Jie Chen、Ya-Yun Qi、Kun Tian、Gui-Ping Ouyang、Zhen-Chao Wang

  DOI：10.1002/jhet.3172

  日期：2018.6

  A series of novel quinazolinone acylhydrazone derivatives containing the indole moiety were designed, synthesized, and evaluated for their inhibition activities against some important phytopathogens in vitro. Antibacterial experiments indicated that some compounds exhibited remarkable inhibition activities against tested bacteria. Especially, the EC50 values of 7a (EC50 = 55.13 μg/mL against Xoo, EC50 = 56

  设计，合成了一系列含有吲哚部分的新型喹唑啉酮酰基hydr衍生物，并评价了它们对某些重要植物病原菌的体外抑制活性。抗菌实验表明，某些化合物对被测细菌表现出显着的抑制活性。特别地，EC 50值7a中（EC 50  = 55.13针对微克/毫升白叶枯病，EC 50  = 56.92针对微克/毫升卢比）证实和最好的抗菌活性白叶枯病和卢比比其他化合物，并且控制剂叶枯唑（EC 50 = 89.80微克/反对毫升白叶枯病）和噻二唑铜（EC 50  = 189.52微克/毫升抗卢比），此外，化合物70（EC 50  = 50.80微克/毫升）中显示的优异的活性针对XAC比对照叶枯唑（EC 50  = 56.92μg/ mL）。
• Indole Derivatives Related to Lonidamine
  作者：Aldo Andreani、Mirella Rambaldi、Daniela Bonazzi、Franco Andreani、Rosaria Bossa、Iraklis Galatulas

  DOI：10.1002/ardp.19843171007

  日期：——

  The synthesis and the antitumor activities of 1‐benzylindole‐3‐carboxylic acids are reported. Compound 16b, which bears at position 1 the same substituent as Lonidamine (1), proved to be the most active derivative.

  报道了 1-benzylindole-3- 羧酸的合成和抗肿瘤活性。化合物 16b 在 1 位带有与 Lonidamine (1) 相同的替代物，被证明是最具活性的衍生物。
• Cavrini; Gatti; Giovanninetti, Farmaco, Edizione Scientifica, 1980, vol. 35, # 8, p. 636 - 641
  作者：Cavrini、Gatti、Giovanninetti、Chiarini、Franchi、Landini

  DOI：——

  日期：——
• N-Benzyl-2-chloroindole-3-carboxylic acids as potential anti-inflammatory agents. Synthesis and screening for the effects on human neutrophil functions and on COX1/COX2 activity
  作者：Aldo Andreani、Massimiliano Granaiola、Alberto Leoni、Alessandra Locatelli、Rita Morigi、Mirella Rambaldi、Aldo Roda、Massimo Guardigli、Serena Traniello、Susanna Spisani

  DOI：10.1016/j.ejmech.2004.06.008

  日期：2004.9

  The synthesis of N-benzyi-2-chloroindole-3-carboxylic acids related to indomethacin is reported. These compounds were tested on in vitro human neutrophil activation. Some of them, more soluble in water, were tested to define the influence on prostaglandin biosynthesis via inhibition of cyclooxygenases (COX1 and COX2) by a chemiluminescent method suitable for fast screening. Several derivatives showed inhibitory effects and in some cases were more active than the parent compound. (C) 2004 Elsevier SAS. All rights reserved.