8-methoxy-N-phenyl-1,4-dihydroindeno[1,2-c]pyrazol-3-amine | 1421448-20-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 8-methoxy-N-phenyl-1,4-dihydroindeno[1,2-c]pyrazol-3-amine
• CAS: 1421448-20-5
• 化学式: C₁₇H₁₅N₃O
• 分子量: 277.326
• InChiKey: ZAOHNHWJNZFHCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  49.9
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  7-甲氧基-1-茚酮 、 硫代异氰酸苯酯 在 lithium hexamethyldisilazane 、 一水合肼 、 溶剂黄146 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 36.0h， 以43%的产率得到8-methoxy-N-phenyl-1,4-dihydroindeno[1,2-c]pyrazol-3-amine
  参考文献：
  名称：

  Discovery of Indenopyrazoles as a New Class of Hypoxia Inducible Factor (HIF)-1 Inhibitors

  摘要：

  The indenopyrazole framework was investigated as a new class of HIP-la inhibitors. Indenopyrazole 21 was found to most strongly inhibit the hypoxia-induced HIF-1 alpha transcriptional activity (IC50 = 0.014 mu M) among all of the known compounds having relatively simple structures, unlike manassantins. Indenopyrazole 21 suppressed HIP-la transcriptional activity without affecting both HIF-1 alpha protein accumulation and HIF-1 alpha HIF-1 beta heterodimerization in nuclei under the hypoxic conditions, suggesting that 21 probably affected the transcriptional pathway induced by the HIF-1 alpha/HIF-1 beta heterodimer.

  DOI：

  10.1021/ml3004632

文献信息

• Discovery of Indenopyrazoles as a New Class of Hypoxia Inducible Factor (HIF)-1 Inhibitors
  作者：Hidemitsu Minegishi、Shinji Fukashiro、Hyun Seung Ban、Hiroyuki Nakamura

  DOI：10.1021/ml3004632

  日期：2013.2.14

  The indenopyrazole framework was investigated as a new class of HIP-la inhibitors. Indenopyrazole 21 was found to most strongly inhibit the hypoxia-induced HIF-1 alpha transcriptional activity (IC50 = 0.014 mu M) among all of the known compounds having relatively simple structures, unlike manassantins. Indenopyrazole 21 suppressed HIP-la transcriptional activity without affecting both HIF-1 alpha protein accumulation and HIF-1 alpha HIF-1 beta heterodimerization in nuclei under the hypoxic conditions, suggesting that 21 probably affected the transcriptional pathway induced by the HIF-1 alpha/HIF-1 beta heterodimer.