香豆素-340 | 53518-16-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 中文名称: 香豆素-340
• 中文别名: 4-三氟甲基哌啶并(3,2-Γ)香豆素
• 英文名称: 4-trifluoromethyl-6,7,8,9-tetrahydro-pyrano[3,2-g]quinolin-2-one
• 英文别名: 2H-Pyrano[3,2-g]quinolin-2-one, 6,7,8,9-tetrahydro-4-(trifluoromethyl)-；4-(trifluoromethyl)-6,7,8,9-tetrahydropyrano[3,2-g]quinolin-2-one
• CAS: 53518-16-4
• 化学式: C₁₃H₁₀F₃NO₂
• 分子量: 269.223
• InChiKey: XJDJBMLMMBPNGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  6

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  香豆素-340 以87%的产率得到
  参考文献：
  名称：

  ATKINS R. L.; BLISS D. E., J. ORG. CHEM., 1978, 43, NO 10, 1975-1980

  摘要：

  DOI：
• 作为产物：
  描述：

  7-甲氧基-2,3-二氢喹啉-4-酮 在 palladium on activated charcoal 4-二甲氨基吡啶 、 lithium aluminium tetrahydride 、 氢气 、 三溴化硼 、 溶剂黄146 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 生成 香豆素-340
  参考文献：
  名称：

  Nonsteroidal androgen receptor agonists based on 4-(trifluoromethyl)-2H-pyrano[3,2-g]quinolin-2-one

  摘要：

  A series of 2H-pyrano[3,2-g]quinolin-2-ones was prepared and tested for the ability to modulate the transcriptional activity of the human androgen receptor (hAR). The parent compound, 4-(trifluoromethyl)-2H-pyrano[3,2-g]quinolin-2-one, displayed moderate interaction with hAR, but substituted analogues were potent hAR modulators in vitro as mesaured by an hAR cotransfection assay in CV-I cells and bound to hAR with high affinity in a whole cell assay. Several analogues were able to activate hAR-mediated gene transcription more potently and efficaciously than dihydrotestosterone. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00118-3

文献信息

• HAMMOND P. R.; AKINS R. L., J. HETEROCYCL. CHEM. <JHTC-AD>, 1975, 12, NO 5, 1061
  作者：HAMMOND P. R.、 AKINS R. L.

  DOI：——

  日期：——
• Nonsteroidal androgen receptor agonists based on 4-(trifluoromethyl)-2H-pyrano[3,2-g]quinolin-2-one
  作者：James P. Edwards、Robert I. Higuchi、David T. Winn、Charlotte L.F. Pooley、Thomas R. Caferro、Lawrence G. Hamann、Lin Zhi、Keith B. Marschke、Mark E. Goldman、Todd K. Jones

  DOI：10.1016/s0960-894x(99)00118-3

  日期：1999.4

  A series of 2H-pyrano[3,2-g]quinolin-2-ones was prepared and tested for the ability to modulate the transcriptional activity of the human androgen receptor (hAR). The parent compound, 4-(trifluoromethyl)-2H-pyrano[3,2-g]quinolin-2-one, displayed moderate interaction with hAR, but substituted analogues were potent hAR modulators in vitro as mesaured by an hAR cotransfection assay in CV-I cells and bound to hAR with high affinity in a whole cell assay. Several analogues were able to activate hAR-mediated gene transcription more potently and efficaciously than dihydrotestosterone. (C) 1999 Elsevier Science Ltd. All rights reserved.
• ATKINS R. L.; BLISS D. E., J. ORG. CHEM., 1978, 43, NO 10, 1975-1980
  作者：ATKINS R. L.、 BLISS D. E.

  DOI：——

  日期：——