2-[(1-chloro-7-methoxy-3,4-dihydronaphthalen-2-yl)methylideneamino]guanidine | 1093163-60-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-[(1-chloro-7-methoxy-3,4-dihydronaphthalen-2-yl)methylideneamino]guanidine
• CAS: 1093163-60-0
• 化学式: C₁₃H₁₅ClN₄O
• 分子量: 278.741
• InChiKey: WVFYFBFQAAFKRL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.06
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  83.49
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-[(1-chloro-7-methoxy-3,4-dihydronaphthalen-2-yl)methylideneamino]guanidine 在 盐酸 作用下， 以 乙醚 、 乙酸乙酯 为溶剂， 以200 mg的产率得到
  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
• 作为产物：
  描述：

  肼甲酰亚胺酰胺一氯化氢 、 1-氯-7-甲氧基-3,4-二氢-2-萘甲醛 在 溶剂黄146 、 氢氧化钾 作用下， 以 甲醇 、 水 为溶剂， 生成 2-[(1-chloro-7-methoxy-3,4-dihydronaphthalen-2-yl)methylideneamino]guanidine
  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