1-(2-[(4-氯苄基)氧基]苯基)-1-乙酮 | 79615-80-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(2-[(4-氯苄基)氧基]苯基)-1-乙酮
• 英文名称: 1-(2-(4-chlorobenzyloxy)phenyl)ethanone
• 英文别名: 1-(2-((4-Chlorobenzyl)oxy)phenyl)ethanone；1-[2-[(4-chlorophenyl)methoxy]phenyl]ethanone
• CAS: 79615-80-8
• 化学式: C₁₅H₁₃ClO₂
• mdl: MFCD03001268
• 分子量: 260.72
• InChiKey: JNNKBNAEBIMZBA-UHFFFAOYSA-N

物化性质

• 熔点：
  73-75°C
• 沸点：
  383.5±22.0 °C(Predicted)
• 密度：
  1.198±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.133
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2914700090

反应信息

• 作为反应物：
  描述：

  1-(2-[(4-氯苄基)氧基]苯基)-1-乙酮 在 三氯化铝 、 氯 作用下， 以 四氯化碳 、 乙醚 、 乙醇 为溶剂， 反应 5.0h， 生成 4-[2-(4-Chloro-benzyloxy)-phenyl]-thiazol-2-ylamine; hydrochloride
  参考文献：
  名称：

  Kawamatsu; Sohda; Iami, European Journal of Medicinal Chemistry, 1981, vol. 16, # 4, p. 355 - 362

  摘要：

  DOI：
• 作为产物：
  描述：

  2'-羟基苯乙酮 、 4-氯苄溴 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 5.08h， 以74%的产率得到1-(2-[(4-氯苄基)氧基]苯基)-1-乙酮
  参考文献：
  名称：

  一种新型广谱抗真菌剂：1-(4-Biphenylyl)-3-(1H-imidazol-1-yl)-1-propanone

  摘要：

  通过咪唑与3-二甲氨基-1-（取代芳基）-1-丙酮盐酸盐的N-烷基化合成一系列（1-取代芳基）-3-（1H-咪唑-1-基）-1-丙酮（酮曼尼希碱）。第二系列 N1 取代的咪唑是通过使用 NaBH4 还原前一系列中咪唑-酮的羰基官能团而获得的。评估了所有化合物对 16 种念珠菌的抗真菌活性，3-(1H-咪唑-1-基)-1-(4-联苯基)-1-丙酮作为广谱抗真菌剂出现。几种 3-(1H-咪唑-1-基)-1-(2'-(取代苄基)氧基苯基)-1-丙酮对克菲尔念珠菌也有活性。

  DOI：

  10.1002/ardp.201200287

文献信息

• Effects of the aryl linker and the aromatic substituent on the anti-HCV activities of aryl diketoacid (ADK) analogues
  作者：Jinyoung Kim、Ki-Sun Kim、Hyo Seon Lee、Kwang-Su Park、Sun Young Park、Seock-Yong Kang、Soo Jae Lee、Hyung Soon Park、Dong-Eun Kim、Youhoon Chong

  DOI：10.1016/j.bmcl.2008.07.008

  日期：2008.8

  Based on our pharmacophore model of the aryl diketoacids (ADKs), we designed and prepared a series of novel ADK analogues, which showed potent inhibitory activities against the NS5B polymerase in the submicromolar range. Pharmacophore-guided docking study revealed that the antiviral activities of the ADKs are highly dependent upon the aryl linker as well as the size and position of the aromatic substituent. It is of another importance that, unlike previously reported ADKs, three ADK analogues synthesized in this study effectively blocked Hepatitis C Virus (HCV) replication in the replicon systems. (C) 2008 Elsevier Ltd. All rights reserved.
• Tetrazole and triazole as bioisosteres of carboxylic acid: Discovery of diketo tetrazoles and diketo triazoles as anti-HCV agents
  作者：Wu-Hui Song、Ming-Ming Liu、Dong-Wei Zhong、Ye-lin Zhu、Mike Bosscher、Lu Zhou、De-Yong Ye、Zheng-Hong Yuan

  DOI：10.1016/j.bmcl.2013.06.045

  日期：2013.8

  A series of diketo tetrazoles and diketo triazoles were designed and synthesized as bioisosteres of alpha,gamma-diketo acid, the active site inhibitor of HCV (Hepatitis C virus) polymerase NS5B. Among the synthesized compounds, 4-(4-fluorobenzyloxy)phenyl diketo triazole (30) exhibited anti-HCV activity with an EC50 value of 3.9 mu M and an SI value more than 128. The reduction of viral protein and mRNA levels were also validated, supporting the anti-HCV activity of compound 30. These results provide convincing evidence that the diketo tetrazoles and diketo triazoles can be developed as bioisosteres of alpha,gamma-diketo acid to exhibit potent inhibitory activity against HCV. (c) 2013 Elsevier Ltd. All rights reserved.
• Kawamatsu; Sohda; Iami, European Journal of Medicinal Chemistry, 1981, vol. 16, # 4, p. 355 - 362
  作者：Kawamatsu、Sohda、Iami

  DOI：——

  日期：——
• A Novel Antifungal Agent with Broad Spectrum: 1-(4-Biphenylyl)-3-(1<i>H</i>-imidazol-1-yl)-1-propanone
  作者：Gheorghe Roman、Mihai Mareş、Valentin Năstasă

  DOI：10.1002/ardp.201200287

  日期：2013.2

  carbonyl function of the imidazole–ketones in the previous series by means of NaBH4. All of the compounds were evaluated for antifungal activity against 16 strains of Candida, and 3‐(1H‐imidazol‐1‐yl)‐1‐(4‐biphenylyl)‐1‐propanone emerged as a broad‐spectrum antifungal agent. Several 3‐(1H‐imidazol‐1‐yl)‐1‐(2′‐(substituted benzyl)oxyphenyl)‐1‐propanones were also active towards Candida kefyr.

  通过咪唑与3-二甲氨基-1-（取代芳基）-1-丙酮盐酸盐的N-烷基化合成一系列（1-取代芳基）-3-（1H-咪唑-1-基）-1-丙酮（酮曼尼希碱）。第二系列 N1 取代的咪唑是通过使用 NaBH4 还原前一系列中咪唑-酮的羰基官能团而获得的。评估了所有化合物对 16 种念珠菌的抗真菌活性，3-(1H-咪唑-1-基)-1-(4-联苯基)-1-丙酮作为广谱抗真菌剂出现。几种 3-(1H-咪唑-1-基)-1-(2'-(取代苄基)氧基苯基)-1-丙酮对克菲尔念珠菌也有活性。