1-(1-chloro-3,4-dihydronaphthalen-2-yl)ethanone | 1093097-21-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-(1-chloro-3,4-dihydronaphthalen-2-yl)ethanone
• 英文别名: 1-(1-Chloro-3,4-dihydronaphthalen-2-yl)ethanone
• CAS: 1093097-21-2
• 化学式: C₁₂H₁₁ClO
• 分子量: 206.672
• InChiKey: WHRISBUWIUOVKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(1-chloro-3,4-dihydronaphthalen-2-yl)ethanone 在 乙酰氯 、 三氟乙酸 作用下， 生成
  参考文献：
  名称：

  由相应的酮和乙酰卤直接制取卤乙烯

  摘要：

  在三氟乙酸或三氟甲磺酸存在下，由相应的酮和乙酰卤以高收率获得氯乙烯和溴化物。Z异构体被选择性地形成。

  DOI：

  10.1016/s0040-4039(98)80019-1
• 作为产物：
  描述：

  1-(1-chloro-3,4-dihydronaphthalen-2-yl)ethanol 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 反应 0.42h， 以87%的产率得到1-(1-chloro-3,4-dihydronaphthalen-2-yl)ethanone
  参考文献：
  名称：

  Synthesis and biological evaluation of guanylhydrazone coactivator binding inhibitors for the estrogen receptor

  摘要：

  Most patients with hormone-responsive breast cancer eventually develop resistance to traditional antiestrogens such as tamoxifen, and this has become a major obstacle in their treatment. We prepared and characterized the activity of a series of 16 guanylhydrazone small molecules that are designed to block estrogen receptor (ER) activity through a non-traditional mechanism, by directly interfering with coactivator binding to agonist-liganded ER. The inhibitory activity of these compounds was determined in cell-based transcription assays using ER-responsive reporter gene and mammalian two-hybrid assays. Several of the compounds gave IC50 values in the low micromolar range. Two secondary assays were used to confirm that these compounds were acting through the proposed non-traditional mode of estrogen inhibitory action and not as conventional antagonists at the ligand binding site. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.10.007

文献信息

• Synthesis and biological evaluation of guanylhydrazone coactivator binding inhibitors for the estrogen receptor
  作者：Andrew L. LaFrate、Jillian R. Gunther、Kathryn E. Carlson、John A. Katzenellenbogen

  DOI：10.1016/j.bmc.2008.10.007

  日期：2008.12

  Most patients with hormone-responsive breast cancer eventually develop resistance to traditional antiestrogens such as tamoxifen, and this has become a major obstacle in their treatment. We prepared and characterized the activity of a series of 16 guanylhydrazone small molecules that are designed to block estrogen receptor (ER) activity through a non-traditional mechanism, by directly interfering with coactivator binding to agonist-liganded ER. The inhibitory activity of these compounds was determined in cell-based transcription assays using ER-responsive reporter gene and mammalian two-hybrid assays. Several of the compounds gave IC50 values in the low micromolar range. Two secondary assays were used to confirm that these compounds were acting through the proposed non-traditional mode of estrogen inhibitory action and not as conventional antagonists at the ligand binding site. (c) 2008 Elsevier Ltd. All rights reserved.
• Direct preparation of vinyl halides from the corresponding ketones and acetyl halides
  作者：Khadija Moughamir、Bouchra Mezgueldi、Aziz Atmani、Hélène Mestdagh、Christian Rolando

  DOI：10.1016/s0040-4039(98)80019-1

  日期：1999.1

  Vinyl chlorides and bromides are obtained in good yield from the corresponding ketones and acetyl halides in the presence of trifluoroacetic or trifluoromethanesulfonic acid. The Z isomer is selectively formed.

  在三氟乙酸或三氟甲磺酸存在下，由相应的酮和乙酰卤以高收率获得氯乙烯和溴化物。Z异构体被选择性地形成。